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Pirate Adventure Charters

Key West Pirate Adventure Charters offers private Key West boat cruises to tourists and locals looking to have an ocean adventure without the crowd. Snorkeling tours, sandbar, sunset cruises, dolphin watching, fishing. From boat proposals and photoshoots to birthdays and weddings or business meetings. We’re also able to accommodate a wide range of events on the water. Book Pirate Adventures Charters today!

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Water tours in Key West

Sandbar Tour

Sandbar tour in Key West

This is an unforgettable trip to a desert island with amazing sand and clear water. On the way you can see dolphins and wild animals. Sunbathe. 

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Tubing or Wakeboarding

Ideal for an active and fun holiday. Try to catch the wave and stay on it. Suitable for both a large company and for entertainment with teenagers.

Dolphin Watching

Dolphin Watching Tour in Key West

In the clear waters you can see flocks of wild dolphins swimming gracefully in small or large groups. Enjoy a day of swimming and sunbathing on the beautiful Florida Keys.

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Sunset Tour

Cruise the tropical waters of Key West against the backdrop of warm ocean breezes and glorious sunsets. A toast at the end of another beautiful day in paradise as you watch the sun slowly disappear behind the horizon.

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Snorkeling spots filled with living coral reefs and underwater marine life. You can watch this amazing world. Then explore the tropical island while lounging on the beach to complete your journey.

Fishing Charters in Key West

Fishing Charters

We have amazing fishing in Key West, the best in the country all year round because most of the time we have crystal clear water and a very good location.

pirate cruise key west

What an amazing day!I am local and I wanted to make my husband a nice surprise for his birthday. I did some research and all of my friends advised me to get in touch with Pirate Adventures Charters. One of the best choices I’ve ever made. Sergey, our captain, was extremely nice, knowledgeable, funny and patient since we had a 10 months old baby with us and parents were pretty anxious. But Sergey managed to securely attach baby’s car seat to the boat and the baby slept all the ride to the sand bar.We don’t really get on the water a lot and I’m not aware of the surroundings, just asked him to get us to a nice sand bar, and he knew exactly what we expected. We had an unforgettable day at a sand bar, drinking beers and getting tan. Even the baby had the time of her life.

Our customers love us

Pirate Adventure Charters Tours in Key West

Why people choose us

Brand New Boat

Licensed Captain

Best Prices

5130 Overseas Hwy 1,Key West, FL. 33040

[email protected]

(305) 509-2882 

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Schooner Jolly Rover

Authentic Key West Sailing

Sail back in time to capture the bygone days of a highly romanticized period in Key West sailing history when merchant ships, smugglers, and pirates plied the very waters we sail today. The Jolly II Rover, with plenty of seating, smooth ride, and signature red sails will ignite your passion for traditional tall ship sailing. Join the crew and hoist the sails or sit back, relax and take in the experience.

Day Sail | Sunset Sail

pirate cruise key west

Drink and eat what you want – bring your favorite food and beverages while we supply the bottled water, lots of ice, ice chests, cups and bottle openers.

pirate cruise key west

Lots of seating and room to walk about on its 65’ length deck. Plus two heads (bathrooms) are located down below via easy access full size stairs with railing (not the usual awkward ladder!)

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2 Hour Sail | Times Vary By Season

Book online.

Sailing daily out of the Historic Seaport of Key West on Key West’s longest day sail with a Hint of Piracy!

A full 2 hours on the water, your Key West sailing tour departs from the Historic Seaport (locals call it the Key West Bight). The Bight was famous for its shrimp boats and is rich in history and waterfront culture.

On reaching open waters, Jolly II Rover’s distinctive red sails unfurl as you take in Key West sites from the water including:

  • Mallory Square
  • Civil War-era Fort Zachary Taylor
  • Navy Mole submarine base
  • Truman Annex with President Truman’s famous “Winter Whitehouse”,
  • Christmas Tree Island
  • The opulent Sunset Key and more.

Key West’s waters teem with wildlife. Look for dolphins, turtles, flying fish, manta rays and man o’ war jellyfish. Overhead, frigates glide high above you while pelicans bob on the calm, warm waters and ospreys dive bomb for fish.

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See more pictures of Key West’s most photographed ship on our Gallery Page .

Fire the Cannons!

Find your inner pirate while sailing Key West’s emerald waters. Join the crew and show your muscle hoisting the sails! Grab the wheel and prove your salt steering the ship! Let your intrepid spirit shine and fire the cannons!

A Jolly II Rover day sail is a BYOB excursion making it one of the most affordable Key West activities!

Book your day sail now!

Sunset Sail

A must-do for all Key West trips is to soak in the sunset Key West style – from the decks of our majestic tall ship. Our Key West sunset sail, like our day sail, departs from Key West’s Historic Seaport.

Be the focal point of Mallory Square’s World Famous Sunset Celebration!

As we sail by, cameras flash as another evening’s worth of pictures are snapped of Key West’s most photographed schooner. Watch, wave and smile as other vessels sail in close to give their passengers a glimpse of our magnificent sailing ship with its distinctive tanbark sails and tall square rig. Sunsets in Key West are one of life’s most romantic moments.

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Picture yourself and your loved one sharing this exquisite view aboard the Jolly Rover. This experience is sure to be the highlight of your trip! Take in the beautiful sights as we sail past historic Fort Zachary Taylor, the submarine base, the Truman Annex – President Truman’s “Winter Whitehouse”, “Christmas Tree Island” and the celebrities’ multi-million dollar homes on glamorous Sunset Key.

Watch for numerous Florida wildlife – dolphins, turtles, flying fish, pelicans, frigates, and ospreys are just a few of the creatures inhabiting our emerald waters.

As you sail into the glorious Key West sunset, scan the horizon for the world-renowned Key West Green Flash – that elusive split second where the disappearing sun changes color.

  • Steer The Ship!
  • Fire The Cannons!

Let out your inner pirate as the Rover crew trains the cannons and prepares for a broadside cannon fire exchange with a rival tall ship! Of all the beautiful sunsets you’ll experience in Key West, the most memorable will be from the decks of the Jolly Rover.

Book Your Sunset Sail Now!

Experiences

Key West Experiences

pirate cruise key west

Key West Lighted Boat Parade

Join the Crew of the Jolly II Rover and parade through the Historic Seaport of Key West showing off the ships holiday décor! Enjoy a starry night, a festive atmosphere and thousands of twinkling lights on this entertaining evening cruise. Bring your own choice of food and beverages, bottled water snacks of crackers and cheeses included.

pirate cruise key west

Key West Wreckers Race

The “day of wreckoning” reenacts times in Key West history when wreckers raced to a disabled ship, rescued the crew and laid claim to the cargo! Today, there is nothing to rescue except bruised egos from the last race. Join the Schooner Jolly II Rover for a day of rivalry, fun and radio insults on the high seas! Enjoy an exciting sailing adventure among a multitude of sailing vessels all competing for fun!

pirate cruise key west

Key West Civil War Days

Join the crew of the Schooner Jolly II Rover for this very exciting and famous, annual Battle of the Schooners!! Re-enactors in period costume will be onboard as the Schooner Jolly II Rover defends its position in the harbor against opposing forces from both land and sea! This is a very popular and very exciting event. Seating will be limited to 16 passengers and ear protection will be provided to all passengers.

pirate cruise key west

Currently operating year round out of the Historic Seaport of Key West, Florida, the Schooner Jolly II Rover is the only square rigged, topsail schooner contracted with the Florida National Boy Scouts of America High Adventure Sea Base Program. The Jolly II Rover provides boy scout troops with week long sailing, snorkeling and fishing adventures in the beautiful waters of the lower Florida Keys through the months of June, July and August.

Like us on Facebook

Join us on facebook here ., frequent sailor discount.

Many locals as well as visitors are repeat sailors. And we love seeing familiar faces, so we offer $15 off your second sail and your third sail is FREE!

*Within 30 days.

Where to Find Us

Click here for the map.

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305-304-2235  BOOK ONLINE

© 2024 Schooner Jolly Rover.

  • Private Charters

pirate cruise key west

Use code BAREFOOT for 10% off Guided Tours!

Barefoot Billy’s Inc.

Catamaran Cruises in Key West, FL

Escape the downtown crowd - cruise with billy.

Key West’s nautical history is all based on its proximity to the world’s 3rd largest living coral reef. From pirates and privateers to ship wreckers and fisherman the draw has always been the sanctuary provided by the Florida Great Barrier Reef.  Key West’s coral rock islands trace a contiguous pathway from the Atlantic Ocean & Gulf of Mexico intersect all the way to mainland Florida. To this day our primary industry, tourism, celebrates our unique natural ecosystem in the shadow of the reef. 

Whether you want to cruise a couple of hours, island-hop all day, or see our beautiful wildlife, Billy has you covered! Bring your reef-safe sunscreen, and we’ll take care of the rest!

Ticketed Tours

  • Kid Friendly!
  • Users All ages
  • Info Up to 36 people
  • Clock 3.5 hours

Dolphin Watch & Snorkel Tour

Search for wild dolphins in their natural habitat and snorkel Key West’s backcountry waters off the Seabreeze!

  • Most Popular Cruise
  • Info Up To 38 People
  • Clock 2 hours

Key West Sushi & Sunset Cruise

Dine on fresh sushi while taking in the famous Key West sunset. You will cruise past the southernmost point of the U.S., tropical beaches and a Civil War era Fort Zachary Taylor Historic Sate Park.

  • July Special Event

Independence Day Fireworks Cruise

Skip the crowds and enjoy a relaxing cruise around the island and find the perfect spot to watch the fireworks show from the Atlantic Ocean. Includes traditional backyard cook-out fare and complimentary drinks!

Private Experiences

  • Our Newest Boat
  • Info 1-6 People
  • Clock 2 to 8 hours

Barefoot Private Charters

Create the perfect outing for up to 6 with a custom charter! Cast off from the island and explore the unique nature surrounding the Florida Keys!

  • Info 1 to 40 people
  • Clock 3 Hours

Morning Island Charter

Spend your morning at the sandbar and experience the turquoise waters surrounding Key West at a slower pace on this private charter.

  • Clock Varies

Seabreeze Charters

Snorkel, see Dolphin, or visit a sandbar with an open-air cruise for up to 40 people. Create the perfect escape with a private adventure aboard our 45-foot Corinthian catamaran!

pirate cruise key west

pirate cruise key west

Private & Shared Sailing Charters

Sunset sail key west.

Have the sea to yourself with Sunset Sail Key West—chartered sailing trips led by us, tailored to you.

pirate cruise key west

Get inspired with our most popular trips!

Private sunset sail.

pirate cruise key west

Chillout Lilypad Sail

pirate cruise key west

Key West Daysail

pirate cruise key west

Sunset Sail on When & If

pirate cruise key west

Privates Charters

Discover your perfect private charter.

Set out on a snorkeling, stargazing, or sunset sail, or build your own custom trip. Romance, relax or unwind from the privacy of your own chartered sailboat.

pirate cruise key west

Shared Trips

Come together on a shared charter.

Rise above the crush of the crowds and set sail on a unique shared sunset charter, with a few friends you haven’t met yet. A personable local crew and captain will treat you to a stunning sunset view from the deck of an unforgettable vessel– General Patton’s elegant, private schooner When and If.

pirate cruise key west

Three Classic Boats

View our fleet.

We sail a fleet of three vintage sailboats, each with their own unique charm and appeal. A custom sloop, a classic ketch, and a historic schooner are waiting to make memories with you on the crystal clear waters of Key West. Each boat is suited to different types of outings, so take a moment to get acquainted with our vessels.

Real. Fun. Sailing.

pirate cruise key west

When And If is back at beautiful Stock Island Marina!

pirate cruise key west

Check Out Our Ship's Store!

pirate cruise key west

Wreckers' Race Season Is Back!

pirate cruise key west

Hello, Sailor! Don’t miss out on the latest Sunset Sail news & offers.

pirate cruise key west

Friends of SSKW

Legal & safety.

pirate cruise key west

Bloody Pirate

  • Information

pirate cruise key west

The Bloody Pirate is a beautiful schooner sailboat in the luxurious Florida Keys. She is named after the famous Code Rum cocktail drink. Enjoy an exciting Keys sailing adventure and watch us hoist her red sails on a true tall ship.. She can accommodate intimate private parties or large groups up to 38 people for day charters or 24 overnight. With her classic lines and open interior you'll feel right at home. Her professional crew will enable you enjoy a relaxing cruise or you may try a real hands-on sailing experience. She is the perfect vessel to take you to the abundance of tropical reefs in the Florida Keys to snorkel and explore. She is particularly suited to large group charters.

PROVISIONING SERVICE

Calypso sailing offers a provisioning service to help get your charter off to a great start. With a little prior organization you can arrive to a vessel that is fully provisioned to your own tastes. We can provide food shopping lists, food and cocktail menus to  ensure that all your necessary and favorite items are all onboard and ready for your charter. We are happy to arrange any of your vacation essentials for you so you don't have to waste valuable vacation time shopping. 

Feel free to contact us about shipping some items to us ahead of time also we will make sure they are waiting onboard for you.

Please call for all departure times or for further information.

pirate cruise key west

Book Online Now!

Pirate's Choice Sunset Cruise and Snorkeling Tours Florida Keys

EXPERIENCE THE PIRATE’S CHOICE IN FLORIDA

Experience the pirate’s choice in florida.

The Pirates Choice is a custom made 52 foot ketch sailing vessel. She sails daily out of Marina Del Mar in Key Largo offering two hour sunset sails or 4 hour snorkel sails. She is also available for overnight and extended voyages.

(305) 304-7999

The Keys Are Calling & We Must Go

Explore our tours, see the real keys.

Two schooners sailing at sunset near Key West, FL

Wind & Wine Sunset Sail

Two women snorkeling in Key West

Sail, Snorkel & Kayak

A couple walks in clear blue waters while holding hands in Key West

  • Private Charters

4th of July fireworks at night over the water near Key West

  • Special Cruises

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Tour Schedule

We sail every day.

A young couple takes a selfie while enjoying a private sailing charter in Key West with Danger Charters

Prices & Rates

Reserve your spot.

Two women in an orange kayak paddle in calm waters near Key West, FL

Seasick? Not Likely.

We love calm water.

Key West Sailing Charters

What makes us different.

Locally owned and operated for more than 30 years, Danger Charters is all about the Key West sailing experience – wind in the sails, sun on our face, the sound of the waves lapping against the hull.

Our shallow-draft schooners allow us to go where others can’t … and we choose to go where others don’t. We seek calm, crystal-clear water so that you can enjoy the very best of the beautiful Florida Keys. We can’t wait to host you for an unforgettable day of sailing in Key West.

We treat you to the Key West that’s inspired countless paintings and poetry, and show you why locals choose Danger Charters too. Kick back, relax, and be one with the wind and waves … we’ll take care of the rest.   

A Danger Charters crew member unties a rope

What We Provide

  • Calm water for smooth sailing
  • Excellent food and beverage
  • No crowds so you can lounge
  • Experienced captains
  • Knowledgeable crew
  • Eco-education opportunities
  • Top-quality snorkeling gear
  • Easy to use kayaks

Our Playground

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Mary knows the waterways of the Keys like the back of her hand and is super knowledgeable about (and still super excited by) our area’s marine life. One of her favorite memories on the water is from New Year’s Day a few years ago when three manatees swam right up to the boat!

Meet the Crew

Historic Key West Schooners

Schematic of Danger one of the schooners in Danger Charters' Key West fleet

Danger’s Prize

Schematic of Pearl one of the schooners in Danger Charters' Key West fleet

Danger’s Pearl

Learn About Our Boats

Spent my birthday eve sunset sailing with my husband and it was unforgettable! Could not recommend it enough. Such a beautiful time! I would definitely do it again next time we go to Key West. Thank you all for such a wonderful and memorable experience!

Katherine Bejerano — Google

I can’t get over how personal this experience was!!! The group was small which made the experience that much better. Myself, my sister, and my two daughters had the best time! Everyone was so kind and personable! Thank you for a wonderful time! Danger Charters is definitely a must if you are looking for a sail, snorkel, kayak experience for the first time!

Carlota Castillo — Google

We did a full day sail and snorkel trip with about 27 of us and it was perfect! The crew Bryan, Logan, and Alex were informative, attentive, down to Earth, and make a mean pasta salad! They even provided the snorkeling gear and tips on where to look at the reef! Hands down the best trip during Key West! Will definitely book again in the future! Thanks guys!

Michelle Williams — Google

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Make Memories To Last A Lifetime

Peace 🫶🏻 Danger! • #sailinglovers #sailing #chartersailing #thefloridakeys #visitkeywest #keywest #visitflorida #dangercharters #boatlife #boatcharter

pirate cruise key west

¯\ _(ツ)_/¯ • #keywest #keywestflorida #boatlife #islandlife #visitflorida #oceanlife #sailing #charterboat

Sip, Sail, and Share the Sunset! 🍷✨ Gather your friends and join us on an exclusive private charter sunset wine tasting trip. With breathtaking views, delicious wines, and great company, this is an experience you won`t want to keep to yourself. Grab up to 30 of your friends and let`s make unforgettable memories together! 🥂🌊 • #SunsetWineTasting #PrivateCharter #FriendsGatherHere #sailinglife #sailing #sunsetsail #visitkeywest #unlockthekeys #keywestsunset #lovefl #keywest #visitflorida #keywestlife #dangercharters

SV "Danger`s Prize" is back on the water after a refreshing visit to the boat yard! We`ve given her a stunning makeover, transforming her from white to a beautiful navy blue! 💙🥳

SV "Danger's Prize" is back on the water after a refreshing visit to the boat yard! We've given her a stunning makeover, transforming her from white to a beautiful navy blue! 💙🥳

Dream wedding venue 🙌🏻 We’re lucky to make moments like these even more special! If you’re thinking of proposing or tying the knot we’d be honoured to be a part of it! Email us or give us a call at 305-304-7999! #keywestwedding #sailinglife #sailing #sunsetsail #visitkeywest #unlockthekeys #keywestsunset #lovefl #keywest #visitflorida #keywestlife #dangercharters

Kayaking through the mangroves is a must do in The Florida Keys! 🌿 • #sandbar #boatlife #thingstodoinkeywest #visitkeywest #keywest #dangercharters

Full sails and a boat full of smiles :) #sandbar #boatlife #thingstodoinkeywest #visitkeywest #keywest #dangercharters

Just another day in paradise 😇🌴 • #sandbar #boatlife #thingstodoinkeywest #visitkeywest #keywest #dangercharters

Ready to Start Your Adventure?

Book a Day Sail and get up to 25% off a Wind & Wine Sunset Sail!

The discount applies when both sails are booked together. Add a Day Sail to your cart, and you’ll be prompted to add the Wind & Wine Sunset Sail at the reduced price. No promo code needed.

Stay in Touch!

Catch the wind in your inbox! Subscribe to stay updated on the latest news, offers, and all things Danger

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A group of young women pose for a photo while on a sailing charter with Danger Charters in Key West, FL

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Let us take you back to 1856

The era of the wreckers

pirate cruise key west

CHOOSE YOUR TICKETS

Key West Tours & Attractions

Key West Shipwreck Treasure Museum

Key West Shipwreck Treasure Museum exhibit

  • Discover the world of Shipwrecking
  • Hear the story of the Isaac Allerton which wrecked off Key West
  • Step back in history 150 years
  • Climb a 65' Captain's Observatory
  • Lift a genuine silver bar from a Spanish galleon

Trolley, Aquarium and Shipwreck Package

Key West trolley, aquarium fish and shipwreck museum bottles

  • Hop On & Off at 13 Old Town Trolley Stops
  • FREE Two Guided Walking Tours included
  • FREE admission to the Sails to Rails Museum included
  • Key West Aquarium:
  • Touch Tank hands-on experience
  • Witness a wide variety of fish
  • Key West Shipwreck Treasure Museum:

Trolley, Truman White House & Shipwreck Package

Key West trolley, Truman Little White House, Shipwreck Museum exhibit

  • Exciting, Fully Narrated Tour of Key West
  • Truman Little White House:
  • See the home Harry S. Truman came to relax and rest

Wreck Ashore!

With these words..., step into the world of 1856 key west....

A realm dominated by the era of the wreckers. Embark on a maritime journey at the Key West Shipwreck Treasure Museum, where you’ll explore Key West’s nautical heritage and its rise as one of the United States’ most prosperous cities.

Immerse yourself in an experience that effortlessly blends actors, films and authentic artifacts recovered from the 1985 rediscovery of the wrecked vessel Isaac Allerton, which met its fate in 1856 on the treacherous Florida Keys reef.

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A Gripping History...

Step into the lives of those who shaped Key West’s early days as you uncover the gripping history of the wrecking industry that sustained the island’s pioneers. Climb the impressive 65-foot lookout tower for a sweeping view and, if necessary, alert the authorities about wrecks on the perilous reef!

view of Key West from shipwreck museum tower

PLAN YOUR VISIT

Key West Museum Experience

Discover artifacts from the shipwrecked Isaac Allerton. Partially salvaged when she sank in 1856 and rediscovered in 1985, the Isaac Allerton was the richest shipwreck in Key West’s history.

Image of WRECKER LIVES

WRECKER LIVES

Live the life of the wreckers as they fight storms to save lives and cargo on the treacherous reefs off the Florida Keys.

Image of RECOVERIES

Listen to their tales of dangerous wrecks and daring recoveries.

Image of BUSTLING KEY WEST

BUSTLING KEY WEST

See Key West as a bustling, boisterous sea town on the frontier of a young America.

Key West Shipwreck History

During the golden age of sail, over 100 ships per day passed by Key West. The waters they were sailing were well known as some of the most treacherous in the world. On average, at least one ship per week would wreck somewhere along the Florida Reef.

About the Observation Tower

The brave wreckers would watch the reef night and day from observation towers (some over 90′ high). They would also patrol the reef in their own small vessels. When a wreck was spotted, the cry of “Wreck Ashore” would echo all over the island as men scrambled to the docks to join the race to the reef. The first man to reach the wreck became the “wrecking master” who controlled the salvage operation and got a larger share of the prize. The goods salvaged from the wreck would later be sold at auction in Key West with the wrecking courts awarding anywhere from 25 to 50 percent of the profit to the wreckers, depending on how dangerous and time-consuming the salvage operation had been.

pirate cruise key west

End of the Wrecking Era

Eventually, with the onset of railroads, and improvements in navigational aids, shipwrecks came fewer and farther between. In 1921, the wrecking courts were closed, ending an era that had made Key West one of the richest cities in America. Today, you can relive the era of the wreckers at our historical Key West Shipwreck Treasure Museum.

Shipwreck Museum exhibit featuring coins

Check Out Our Live Webcam

Watch spectacular Key West aerial views from our observation tower.

The Isaac Allerton

The Isaac Allerton spent her years as a merchant ship carrying cargoes throughout the Caribbean, Gulf of Mexico and the North Atlantic Ocean. On the night of August 28, 1856, it was caught in a hurricane off Saddlebunch Keys, 15 miles ESE of Key West, and sank. Over 130 years later, it was rediscovered.

pirate cruise key west

“You will naturally inquire how we live, and the reply is very simple, by and through wrecks. Stop that and we cease to live.”

– Unknown (1840)

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Journey Back

Designed to emulate the feel of a 19th-century wrecker’s warehouse filled with bounty and equipment, the exhibits of this interactive museum combine artifacts, actors and films to bring Key West’s colorful heritage to life.

WHAT OUR GUESTS ARE SAYING

The view....

The view from the tower is worth the price of admission.

What a gem of a museum!

I am always amazed at how historical Key West is. The Shipwreck Museum has lots of interesting exhibits my kids and husband enjoyed.

As a local, I bring all my visitors here. It’s a must-do!

Step Back in Time

The costumed docents are wonderful. You really feel like you stepped back in time!

More Interesting than Expected

The stories of the wreckers and the Isaac Allerton were much more interesting than we had expected.

What shipwrecks were found in Key West?

The waters around Key West are home to a vast array of shipwrecks, some of which date back centuries, from the Spanish galleons of the 16th century to the modern-day vessels. The famous Isaac Allerton, a three-masted schooner, was a part of the fleet that carried the first Pilgrims to America in 1620. The Isaac Allerton was used as a cargo-carrying vessel and sank in 1856 in the shallow waters of the Keys. The wreck was found by a team of divers and is on display at the Key West Shipwreck Treasure Museum.

What is the biggest shipwreck treasure found off of Key West?

The biggest shipwreck treasure ever found off of Key West is the Isaac Allerton, which was discovered in 1985. The shipwreck was found by a team of divers from the Key West Shipwreck Treasure Museum, and it is believed to have been a merchant vessel that sank in the late 1800s. It is the only known shipwreck of its kind in the area because of its large number of gold and silver coins, as well as other artifacts. The Key West Shipwreck Treasure Museum has been able to preserve the shipwreck and its artifacts, and visitors can now explore the site and learn more about the history of the ship.

Why are there so many shipwrecks in Key West history?

The answer lies in the geography of the area. Key West is located at the southernmost tip of the Florida Keys, making it a prime spot for ships to pass through. The shallow waters and strong currents make it difficult for ships to navigate, and the combination of these two factors has led to numerous shipwrecks over the years.

What is the largest treasure still lost at sea?

The story goes that a Spanish galleon, laden with gold and jewels, sank off the coast of Key West in the late 1700s. The treasure has never been found, and the exact location of the wreck remains a mystery. Theories abound as to what happened to the treasure, and many have attempted to locate it. Some believe that the ship was destroyed by a hurricane, while others think that the treasure was salvaged by pirates. Despite the many attempts to locate the treasure, it remains lost at sea.

How far is the museum from Key West Harbor?

The Key West Shipwreck Treasure Museum is located just a short distance from the harbor. It’s only a few blocks away, so you can easily walk there in just a few minutes.

How far is the Key West Shipwreck Treasure Museum from Duval Street?

The Key West museum is located on Whitehead Street, just a few blocks away from the heart of Duval Street.

Does the Key West museum have a lot of artifacts and treasures to see?

The Key West Shipwreck Treasure Museum is a treasure trove of artifacts and treasures that have been lost in the waters around Key West. From the remains of a Spanish galleon to the remains of a 19th-century schooner, the Key West museum has something for everyone. You’ll also get to see some of the salvaged items from the wrecks and the museum’s collection of artifacts and treasures, including coins, jewelry, and other items that were salvaged from the wrecks, giving you a unique insight into the lives of those who sailed the seas. Visitors can explore the museum’s interactive exhibits, watch a film about the history of Key West, and even take a tour of the museum’s replica shipwreck. With its vast collection of artifacts and treasures, the Key West Shipwreck Treasure Museum is a must-see for anyone interested in maritime history.

Is the Key West museum kid friendly?

The Key West Shipwreck Treasure Museum is a great place for kids to explore and learn about the history of the area. With its interactive exhibits, kids can get a hands-on experience of what it was like to be a sailor in the 1800s. The Key West museum also features a Captain’s Observatory, where kids can get a bird’s-eye view of the area and learn about the shipwrecks that have occurred in the area. With its kid-friendly atmosphere, the Key West Shipwreck Treasure Museum is a great place for families to explore and learn about the area’s history.

Why was wrecking a big industry in Key West?

Wrecking was the practice of salvaging goods from ships that had been wrecked on the reefs surrounding the island. The reefs around Key West were treacherous and often caused ships to run aground. This made the island an ideal spot for wreckers to salvage goods from the ships. The goods were then sold to merchants in the area, providing a steady source of income for the wreckers. The practice was so profitable that it attracted many people to the island, and it was a major source of employment for the locals.

What are some misconceptions of Key West wreckers?

Wreckers were often seen as ruthless pirates, preying on unsuspecting ships and stealing their cargo. However, this was far from the truth. Wreckers were actually a vital part of the Key West economy, providing a much-needed service to the community.

The truth is that wreckers were highly skilled professionals who used their knowledge of the sea and the local environment to help ships in distress. They would often use their own boats to tow ships to safety, and they would also salvage any cargo that had been lost in the wreck. This was a dangerous job, but it was also an important one, as it helped to keep the local economy afloat.

What are the things to do with kids in Key West?

With so many things to do with kids, it can be hard to decide where to start. One of the top attractions for families is the Key West Shipwreck Treasure Museum. This museum is filled with interactive exhibits that teach kids about the history of shipwrecks in the area. Kids can explore the museum’s artifacts, watch a movie, and even take part in a treasure hunt.

Another great activity for kids is the Key West Aquarium. Here, kids can learn about the local marine life and even touch some of the creatures. They can also take part in educational programs and activities, such as feeding the fish and learning about the different species.

For a unique experience, families can visit the Sails to Rails Museum. This Key West museum is dedicated to the history of sailing and railroads in Key West. Kids can explore the exhibits and learn about the history of the area.

Finally, families can take a tour of Key West on the Old Town Trolley or the Conch Tour Train. These tours provide a great way to explore the city and learn about its history. Kids can also take part in fun activities, such as singing along to the tour guide’s songs.

What should I visit on Duval Street in Key West?

Duval Street is lined with charming historic buildings, quirky shops, and plenty of opportunities for people-watching and photos. It offers plenty of shopping and sightseeing opportunities, with a variety of unique boutiques and souvenir shops, so you can find the perfect gift for yourself or a loved one.

The street is home to some of the best restaurants in Key West, offering a variety of cuisines to suit any taste. A visit to Key West cannot be complete without sampling some of the island’s fresh seafood or classic Cuban dishes.

You can stroll through the charming streets of Old Town, take in the stunning architecture toward the iconic Mallory Square, and experience the sights and sounds of Duval Street for yourself.

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Pirate Scooter Rental Company is the premier place for scooter, electric car, and golf cart rentals in Key West, FL. Conveniently located just half a block off Duval Street, at 401 Southard St. right across from the world-famous Green Parrot Bar, we are open 7 days a week from 9:00 am to 7:00 pm. Our large inventory of well-maintained vehicles lets us deliver the best in Key West transportation options. We are one of the only Key West scooter rental companies that offers damage waivers for your protection, and free gas refills are another nice bonus from Pirate Scooter Rentals.

Explore Key West on your own and have a ball doing it when you zip through traffic on an agile scooter like a local, style on a comfortable Key West cruiser bike, or enjoy the open-air comfort of a street-legal golf cart . Key West is a small, bustling city on an island only 3 miles long and 1.5 miles wide, with narrow streets and limited parking. Island locals know that using transportation alternatives like scooters, golf carts, electric cars, and bikes is the way to remove stress, add fun, and protect the environment while traveling the island with maximum speed and convenience.

Key West Scooter Rentals Made Easy

If you are a licensed driver who is 18 or older, all you need to rent a scooter, golf cart, or bicycle is your driver’s license and a credit card (Visa, Mastercard, or Discover). Our friendly staff members provide free expert training to help ensure your safety while you see the sights of Key West. They are also always ready to give out some inside tips on local favorite restaurants, water sports, and more.

At Pirate Scooter Rentals, we are here to serve you with the best scooter rentals in Key West, Key West golf cart rentals that let you get your group around the island in style, eco-friendly Key West electric car rentals , and the coolest Key West cruiser bike rentals in town. We appreciate your business and look forward to helping you have a great time in Key West .

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17 Unique Things to Do in Key West

By Kieran Meeke

Last updated: June 20th, 2024

Kissing statue, one of the most unique things to do in Key West

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Despite being a tiny island—it’s just two by four miles—there are plenty of fun and unique things to do in Key West. The southernmost city in the continental United States, just 90 miles north of Havana, Cuba, lives life on the edge.

The party culture of Key West is well known but there is an arty side to this town full of eccentrics, not to mention plenty of history. Homes to visit include those of Ernest Hemingway and President Truman. Then there are the beaches, the diving, the food, and the art scene. One thing’s for sure; you’ll never run out of fun things to do in Key West.

Visit the Little White House

Little White House, one of the most unique things to do in Key West

Little White House

President Harry S. Truman spent 175 days of his presidency in Key West and wished it were more. The “Little White House” he lived in was later visited by Presidents Eisenhower, Kennedy, and Carter.

The rooms are filled with period furnishings and exhibits marking historic events. Truman’s time in office, from 1945 to 1953, saw the start of the Cold War and the birth of the Civil Rights Movement.

Join a guided tour to see where major legislation was discussed and signed. Highlights include his favorite rocking chair and the table where he enjoyed playing poker.

Search for Sunken Treasures

View of the Shipwreck Museum in Key West

Shipwreck Museum

The Shipwreck Museum tells the story of the many vessels that came to grief on the Keys. Treasure from a Spanish galleon, valuable coins, and even the hull of an 1856 shipwreck, the Isaac Allerton , are on display.

Long before Key West was known as a laid-back party place, it was notorious for shipwrecks. In the 19th century, salvaging cargoes from sailing ships hitting the local reefs was a dangerous but very profitable trade.

Many of the salvage goods here come from the most famous of local salvagers, Asa Tift. In 1851, on the highest land in Key West, he built a luxurious home that is now the Ernest Hemingway House.

Come to Papa

Ernest Hemingway House, one of the most unique things to do in Key West

Ernest Hemingway House

One of the many unique things to do in Key West is to explore the life of one of the literary giants of the 20th century. Author Ernest “Papa” Hemingway lived in Key West in the 1930s. His lovely plantation-style home, originally built in 1851 for salvager Asa Tift, is now a National Historic Landmark.

Among the works he wrote here are Green Hills of Africa and the novel To Have and Have Not . His writing studio is preserved, as is the swimming pool with the embedded “Last Penny” he complained about spending on it.

The house is filled with antiques, hunting trophies, and other memorabilia. It’s also home to dozens of six-toed cats, descendants of his original pet, Snowball.

Start From Zero

Mile 0, one of the most unique things to do in Key West

Mile Marker Zero Sign

How many of America’s many great highways have you been to the start of? At the corner of Fleming and Whitehead Street in Key West, you can stand at the very beginning of U.S. Route 1.

Seeing this Mile Marker Zero Sign is certainly a unique thing to do in Key West: there’s only one Route 1. From here, it’s 2,370 miles to its northern end in Fort Kent, Maine, on the border with Canada.

Route 1 is the longest highway in the United States , making for quite a road trip. If you ever decide to go, it runs through Miami, Richmond, Washington DC, Philadelphia, New York City, and Boston.

Look for Rick Worth’s Art

Artist Rick Worth moved to Key West in 1980 after leaving the US Navy. Since then, he has transformed the town like no one else.

You can see his bright, high-gloss work on murals everywhere, including Welcome to Key West at Mallory Square. He has also created more than 100 “art-o-mobile” painted vehicles to look out for.

Another first for him was painting old roof shingles. You’ll find these “candy bars” in many galleries and on display in the Truman Little White House.

Have a Rum & Cigar

Rum in a glass

There are several food tours of Key West, but a livelier option is a rum and cigar tour. You can sample local rum and then sip Cuban coffee with a cigar.

The Hemingway Rum Company produces the award-winning Papa’s Pilar Rum. Distillery tours and the Tasting Bar let you see the whole rum-making process.

Handrolled cigar on a table

Fleeing Cuba’s Revolution in 1968, some cigar makers moved their businesses here. However, the Rodriguez Cigar Factory predates that, being founded in 1947.

Visitors can learn to hand-roll a cigar then enjoy one as they learn more about cigar history. At one point, Key West was the largest producer of cigars in the United States.

Smooch at the Kissing Statue

Kissing statue, one of the most unique things to do in Key West

Kissing Statue

Unconditional Surrender is perhaps the most famous of many larger-than-life statues in Key West by artist Seward Johnson, who was part-heir to the Johnson & Johnson fortune. He later gave this sculpture near Mallory Square the punning name of Embracing Peace .

It’s artistically controversial for being computer generated from a famous photograph taken in Times Square in 1945. The image captures a sailor forcefully kissing a woman during celebrations for the end of WWII.

Critics called the late Johnson’s trompe-l’œil work “kitsch”, but he was also embraced as “America’s most popular sculptor”. Judge for yourself with this and his other pieces around Key West.

Read: Best Things to Do in Key West for Couples

Explore African-American Key West

Bahama Village, one of the most unique things to do in Key West

Bahama Village

As a Union Naval base during the Civil War of 1861–1865, Key West was a haven for enslaved people fleeing nearby states and the Bahamas. The Key West Cemetery has an African section with graves from the mid-1800s, when a quarter of the population was African-American.

Key West’s Bahama Village was founded by newly freed black people when the Civil War ended. Its shotgun-style houses and musical culture directly reflect these roots.

A Memorial on Higgs Beach stands over the graves of hundreds of Africans. Rescued in 1860 from three slave ships, they died of fever due to the conditions onboard.

Read: Best Beaches in Key West

Take a Sea Plane to the Dry Tortugas

Dry Tortugas National Park, one of the most unique things to do in Key West

Dry Tortugas National Park

A flightseeing trip to Dry Tortugas is one of the most fun things to do in Key West. You’ll fly low over the beautiful Marquesa Islands and Boca Grande, where you could spot dolphins.

Dry Tortugas National Park is an untouched paradise, perfect for swimming, snorkeling, beachcombing, and birdwatching; some 281 species have been spotted here. The only air-conditioner on the island is in the park’s gift shop, making that a very popular stop.

You’ll also see Fort Jefferson, the largest masonry building in the western hemisphere. Built in the 1840s to control shipping in the Gulf of Mexico, it was later a prison for Dr. Samuel Mudd, guilty of treason for tending to John Wilkes Booth’s broken leg after Booth had assassinated President Lincoln.

Discover the Audubon House

Exterior of the Audubon House

Audubon House Photo by Ken Lund on Flickr, licensed under CC BY-SA 2.0

The Audubon House & Tropical Gardens is dedicated to John James Audubon, the notable ornithologist. He visited Key West in 1832 and drew some illustrations for his monumental work, The Birds of America .

The house here was built in 1846 in a classic Key West “conch house” architectural style. Its curved wooden details, louvers and high pillars are the work of carpenters trained in shipbuilding.

Inside, you’ll find a treasure trove of first edition works by Audubon, including original prints. The tropical garden is rich with native vegetation including palms, orchids, and bromeliads.

Find Nancy’s Secret Garden

Macaw spotted in Key West

Artist Nancy Forrester set up her “Secret Garden” to provide sanctuary for rescued parrots, mostly macaws. She shares their stories to highlight deeply felt messages about habitat loss and the pet trade.

As well as an artist, she is also an environmentalist. These two sides of her work come together in her lush green garden of both native and exotic plants.

Nancy is an entertaining guide to sustainable gardening practices, conservation, and the ecology of the Florida Keys. While she has many stories to tell, the memories you will come away with will be ones of hope and wonder.

Take a Bike

Street view of Ernest Hemingway House

One of the most fun things to do in Key West is a cycling tour, either with a guide or by yourself on a self-guided route. The small size of the island, not to mention its flatness, makes it perfect for exploring on two wheels.

These rides will usually include such highlights as the Ernest Hemingway Home, Key West Lighthouse, and The Southernmost Point. However, having a local guide will bring much more of the town and its stories to life.

Specialized tours can take in local architecture, notable gardens, or the best restaurants. There are also eco-tours that explore some of the island’s remaining natural heritage.

Hotfoot it to “The Mad House”

White facade of Tennessee Williams house

Tennessee Williams house Photo by Elisa.rolle on Wikimedia Commons, licensed under CC BY-SA 4.0

Another notable resident of Key West was playwright Tennessee Williams, who finished Cat on a Hot Tin Roof while staying here in 1941. In 1949, he bought a “conch house” at 1431 Duncan Street, where he lived until his death in 1983.

A small museum on 513 Truman Avenue has a recreation of the studio he called “The Mad House”. It holds his typewriter, some artwork, books, and other fascinating personal effects.

Williams came here just after the Overseas Highway was finished, becoming one of a group of writers who helped put Key West on the bohemian map. Others included Hemingway, of course, as well as Robert Frost, and Hunter S. Thompson.

Check Out the Fun at 801

There are many bars in Key West, but few match the 801 Bourbon Bar for atmosphere. Famous for its outrageous “801 Girls” drag shows, it’s probably the town’s most popular LGBTQ+ bar.

You can’t miss the vivid pink—what else?—building at 801 Duval Street, where the bar is open from 10am to 4am every day. Inside, the ground floor looks like almost any other bar, albeit one with sushi, karaoke, and bingo.

Upstairs is the crowded 801 Cabaret, most notable for that adults-only drag show, among other events. Be warned, don’t sit in the front row unless you want to be part of the entertainment.

Be Spooked by a Haunted Doll

Fort East Martello, one of the most unique things to do in Key West

Fort East Martello

The historic Fort East Martello, now a museum, dates back to the US Civil War. It was built in 1862, with eight-foot thick granite walls and a three-story central tower.

In the 1950s, the building became a museum dedicated to Key West and the Keys generally. It covers everything from military history to Cuban culture and local art.

Among the art is painted woodwork by folk artist Mario Sanchez, while the lovely garden holds concrete sculptures by Stanley Papio.

Robert doll in Fort East Martello museum

Robert doll Photo by Cayobo on Flickr, licensed under CC BY 2.0

A famous doll, named Robert and originally belonging to Key West artist Robert Eugene Otto, is another highlight. Locals believe the doll to be possessed or cursed by voodoo, able to move, change its expression, and even speak.

Visitors report their cameras malfunctioning when they try to photograph it. Needless to say, these stories of ghostly goings on bring even more visitors to see the doll.

Pay Your Respects at the Rooster Cemetery

Rooster spotted in Key West

The chickens that roam around Key West are very much a part of local life. So much so that they even have their own cemetery.

You’ll find the Rooster Cemetery in the outside dining area of the Blue Heaven Restaurant in the Bahama Village. Once a bordello, this is also where Ernest Hemingway refereed boxing matches.

The “cemetery” is dedicated to a number of roosters, each with their own grave marker and often humorous epitaph. Some living chickens roam the restaurant grounds, adding to the typically eccentric Key West atmosphere.

Hang out in Books & Books

There is nothing like an independent bookstore for revealing the heart of a community. Books & Books in Key West is made even more special by the regular presence of co-owner Judy Blume, the children’s and young adults’ author.

Sitting in the historic Masonic Temple at 533 Eaton Street, the store concentrates on Florida authors. You’ll also find a great selection of books about the Keys and Key West in particular.

Naturally, this is also a great place to find books autographed by Judy Blume. As a community hub, there are also regular events supporting other local writers and artists.

Unique things to do in Key West

Key West waterfront

Are you tempted to discover this quirky destination for yourself? Browse our Key West cruises to find the perfect tropical vacation.

Kieran Meeke

Kieran is a freelance travel writer who has lived and worked in 12 different countries, on every continent except Antarctica. He now spends his time between Kerry, Ireland, and Granada, Spain, while writing for newspapers and websites worldwide.

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The 26 best new cruise ships for 2024.

Check out these exciting new vessels before booking your next cruise.

The Best New Cruise Ships

Water park on back end of Royal Caribbean's Icon of the Seas.

Courtesy of Royal Caribbean International

Royal Caribbean's Icon of the Seas will be the world's biggest new cruise ship.

Cruising is one of the fastest growing sectors of tourism, with passenger numbers projected to reach 37.2 million by 2025, according to Cruise Lines International Association (CLIA). Cruise lines are responding to this growth by building new (and often, larger) vessels with all the bells and whistles, including technological advancements that are more environmentally friendly and create the capability to use alternative fuels.

U.S. News has compiled this roundup of new cruise ships that have just set sail or are scheduled to launch later in 2023 and in 2024, plus a preview of new ships coming in 2025 and beyond. The list includes everything from expedition and luxury yacht-style vessels to reimagined ships and megaships – plus the debut of a brand-new cruise line.

  • New ships for 2023
  • New ships for 2024
  • New ships for 2025 (and beyond)

Oceania Vista: May 2023

Oceania Cruises' Vista ship Atrium with staircase.

Courtesy of Oceania Cruises

Top feature: Luxurious, distinctive spaces

Fares begin around: $2,899 per person (double occupancy) for a 10-night Caribbean cruise

Sails to: Mediterranean, Caribbean

Debuted in May 2023, Oceania Vista is the first ship in Oceania Cruises ' new Allura class and the line's first new ship in 10 years. The 1,200-passenger, all-veranda vessel features a fresh interior design inspired by nature. The elegant new signature spaces include the dramatic Grand Staircase, the reimagined Martinis bar, the clubby Grand Lounge and 180-degree ocean views from the floor-to-ceiling windows at Horizons.

Another highlight of the new ship is the luxurious Aquamar Spa + Vitality Center. Elevated dining concepts on Oceania Vista include the new venue Ember, wellness-inspired cuisine at Aquamar Kitchen and The Bakery at Baristas, which specializes in French and Italian pastries.

Book an  Oceania  cruise on GoToSea, a service of U.S. News.

Carnival Venezia: May 2023

Exterior of Carnival Venezia outside St. Thomas.

Courtesy of Carnival Cruise Line

Top feature: Italian-style ship

Fares begin around: $419 per person (double occupancy) for an eight-night cruise to the Bahamas

Sails to: Caribbean, Bermuda, Canada and New England, Panama Canal

Originally built for the Chinese cruise market in 2019, Carnival Venezia first sailed throughout Asia under the Costa Cruises brand. It headed to Europe in 2020, then was reintroduced as a Carnival Cruise Line vessel in 2023. The rebranded ship, now homeported in the U.S., features Carnival's "Fun Italian Style" concept, with Venetian-style artwork and the Piazza San Marco atrium – not to mention Italian-inspired beverages and dishes at venues like Frizzante, Amari, Marco Polo, the Canal Grande Restaurant and La Strada Grill.

The 4,090-passenger ship has classic Carnival favorites, too, like Bonsai Teppanyaki, Fahrenheit 555 Steakhouse, Piano Bar 88 and the Serenity Bar. Guests will also find Carnival's Serenity Adult-Only Retreat, three kids clubs, the outdoor SportSquare and onboard water park WaterWorks.

Find a  Carnival  cruise on GoToSea.

Resilient Lady: May 2023

Exterior of the Resilient Lady.

Courtesy of Virgin Voyages

Top feature: New and exciting entertainment offerings

Fares begin around: $2,550 per person (double occupancy) for a seven-night cruise to the Greek islands

Sails to: Europe, Middle East, Asia, Australia and South Pacific

Virgin Voyages' third adults-only ship , Resilient Lady , debuted with its MerMaiden voyage sailing the Greek islands in May 2023. The new 2,762-passenger ship offers the same features as its sister ships, including more than 20 dining venues with menus created by Michelin-starred chefs, an impressive fitness and wellness program, and superyacht-inspired cabins.

The immersive entertainment is one highlight on the new Virgin ship, with shows like rock 'n' roll "Persephone," a concept from the Brooklyn nightclub House of Yes produced by Kaleidoscope Immersive. The Supper Club Series featuring Another Rose is a new show by Randy Weiner of theatrical performance "Sleep No More." The evening with the Supper Club includes a dining experience with cabaret and acrobatic performances in a tale of ill-fated love.

Explore  Virgin Voyages  deals on GoToSea.

MSC Euribia: June 2023

The Carousel Lounge on the MSC Euribia.

Courtesy of MSC Cruises

Top feature: Commitment to sustainable cruising and environmental stewardship

Fares begin around: $219 per person (double occupancy) for a seven-night Northern Europe cruise

Sails to: Northern and Western Europe

The LNG-powered MSC Euribia has several features that exemplify the line's commitment to sustainable cruising , including an advanced onboard wastewater treatment system and energy-saving equipment like smart heating, air conditioning and ventilation. MSC Euribia's hull, decorated with the hashtag #SaveTheSea, was designed by artist Alex Flämig and is also a symbol of MSC Cruises ' dedication to preserving our fragile marine ecosystem.

One of the most striking features on MSC's fifth (and final) Meraviglia-class ship is the two-story Galleria Euribia. The 360-foot-long Mediterranean-style promenade – lined with shops, restaurants and bars – sits beneath the longest LED dome at sea. Another highlight is the Carousel Lounge at the aft of the ship. The new space features floor-to-ceiling windows, indoor and outdoor areas, and Big Band at Sea: a 19-piece in-house group of musicians and entertainers. MSC Euribia can accommodate up to 6,327 passengers.

Compare  MSC Cruises  on GoToSea.

Viking Saturn: June 2023

The Deluxe Veranda Stateroom aboard the Viking Star.

Courtesy of Viking

Top feature: "Residential design" (found on all Viking ocean vessels)

Fares begin around: $2,799 per person (double occupancy) for a seven-night Mediterranean cruise

Sails to: Mainland Europe, British Isles, Iceland, Mediterranean and India

The 930-passenger Viking Saturn is the ninth ship in the Viking Ocean Cruises fleet and identical in design to its eight sister ships. The all-veranda vessel offers six categories of accommodations ranging from the 270-square-foot Veranda Stateroom to the spacious 1,448-square-foot Owner's Suite. On board, guests will enjoy the sleek, elegant Scandinavian-inspired public spaces and lounges. The line's enrichment program includes lectures with resident historians, TED Talks and sessions with world-renowned guest speakers. There are eight dining venues featuring destination-focused cuisine, the Nordic Spa with its snow grotto, two pools and hot tubs, and a sports deck.

Book a  Viking Ocean cruise on GoToSea.

Norwegian Viva: August 2023

Guests in Haven Courtyard and pool aboard the Norwegian Viva:.

Courtesy of Norwegian Cruise Line

Top feature: Indulge Food Hall

Fares begin around: $629 per person (double occupancy) for an eight-night Greek islands cruise

The line's second Prima-class ship, Norwegian Viva mirrors the elevated design of sister ship Norwegian Prima . The new ship features six complimentary dining venues, including globally inspired dishes at Indulge Food Hall, pub fare at The Local Bar & Grill and 270-degree ocean views at the beautifully redesigned main restaurant, Hudson's.

The Haven on Viva is the most exclusive and spacious private enclave in Norwegian Cruise Line 's fleet; it was designed by one of Italy's leading designers, Piero Lissoni. Guests will also find updated styling at Mandara Spa. There's no shortage of entertainment on Viva; it's home to the first free-fall dry slide in the world, a three-story racetrack, high-tech mini-golf and the musical "Beetlejuice." Viva has the capacity to carry up to 3,099 guests.

Find a  Norwegian Cruise Line  itinerary on GoToSea.

Explora I: August 2023

The Conservatory Pool & Bar on the Explora I.

Courtesy of Explora Journeys

Top feature: Luxury details and design, with a focus on sustainability

Fares begin around: $3,000 per person (double occupancy) for a six-night cruise to the Caribbean and Columbia

Sails to: Mediterranean and Western Europe, Caribbean and Central America, U.S. (including Hawaii) and Canada, Red Sea and Arabian Peninsula

Explora I is the first of six luxury vessels for new cruise line Explora Journeys. Owned by the Aponte family and MSC Group, the elegant 922-guest ship combines Swiss precision with modern European craftsmanship, offering suites and residences that are comfortable and spacious enough to be considered "homes at sea."

Guests can explore 14 decks offering nearly 27,000 square feet of outdoor space. Lounge at four pools (one with a retractable glass roof), book a rejuvenating body treatment at the spa, work out at the fitness center or browse the boutiques. There are also six dining venues, 12 bars and lounges, and a Chef's Kitchen for culinary classes and private dining. Regional wine pairings will accompany the onboard dining experience, which includes Pan-Asian, Mediterranean and French cuisine, as well as classic steakhouse offerings.

Compare  Explora Journeys  cruises on GoToSea.

Silver Nova: August 2023

S.A.L.T. Kitchen aboard the Silver Nova.

Courtesy of Silversea Cruises

Top feature: Ship's asymmetrical deck plan, which offers more open spaces and higher ceilings

Fares begin around: $3,850 per person (double occupancy) for a seven-night cruise to Central and South America

Sails to: Caribbean, Central America, South America, U.S. West Coast, Alaska, Canada, Asia, Australia and New Zealand

Silversea Cruises' newest ship is the 728-guest Silver Nova . The 12th vessel in the fleet is ultra-luxurious and offers one of the highest space-to-guest ratios in the industry. Two highlights are the ship's asymmetrical design and aft suites, which have 270-degree views. Silver Nova's nine dining options include S.A.L.T. Kitchen's destination-inspired menus, Silversea 's classic dining experience at Atlantide and French cuisine at La Dame. Silver Nova is also Silversea's most environmentally friendly vessel yet.

Explore  Silversea  cruises on GoToSea.

Seven Seas Grandeur: November 2023

Regent Suite Bathroom aboard the Seven Seas Grandeur.

Courtesy of Regent Seven Seas

Top feature: "Journey in Jewels," the first Fabergé egg at sea

Fares begin around: $3,799 per person (double occupancy) for a seven-night cruise to Mexico and Central America

Sails to: Mediterranean, Caribbean and Panama Canal

The 746-passenger Seven Seas Grandeur will be Regent Seven Seas Cruises' third Explorer-class vessel when it launches late this fall. While Grandeur is similar to its two sister ships, Explorer and Splendor , the new vessel features updated lounges, restaurants, spa spaces and suites. The line's signature Regent Suite – coming in at an impressive 4,443 square feet – has also been redesigned by Miami firm Studio DADO.

A few additional standout spaces include the art nouveau design of the Observation Lounge (located at the bow of the ship) and the reimagined Serene Spa. The stunning new Compass Rose is the ship's main dining room. Meanwhile, the onboard art collection is also notable: Seven Seas Grandeur will set sail with the first Fabergé egg at sea.

Compare  Regent Seven Seas  cruises on GoToSea.

Celebrity Ascent: November 2023

Private dining room at Le Voyage restaurant aboard the Celebrity Ascent.

Courtesy of Celebrity Cruises

Top feature: 32 restaurants, bars and lounges, including the redesigned Le Voyage by Chef Daniel Boulud

Fares begin around: $756 per person (double occupancy) for a seven-night cruise to Puerto Rico and the Caribbean

Sails to: Europe, Caribbean

The fourth ship in Celebrity Cruises' Edge class, Celebrity Ascent , will accommodate up to 3,260 passengers and offer the same features as other ships in the series. There are 32 bars, lounges and restaurants, including the newly designed Le Voyage by Chef Daniel Boulud.

Other favorites from the Edge-class ships will return on Ascent, such as the multideck Sunset Bar and an open-air Rooftop Garden with floating pools that are cantilevered over the edge of the ship. It's also home to Celebrity's Magic Carpet, a multipurpose 90-ton deck that moves up and down the side of the ship between Decks 2, 5, 14 and 16; it's used for everything from tendering passengers to hosting happy hours and private functions and late-night parties. Guests will also find Celebrity 's innovative Infinite Veranda staterooms and the exclusive ship-within-a ship concept of The Retreat.

Book a  Celebrity Cruises  itinerary on GoToSea.

Carnival Jubilee: December 2023

Carnival Jubilee under construction.

Top feature: Two new ocean-themed zones, Currents and The Shores

Fares begin around: $669 per person (double occupancy) for a seven-night Western Caribbean cruise

Sails to: Western Caribbean

Carnival's newest ship in the Excel class, Carnival Jubilee , will offer six zones (fun themed areas) for up to 6,631 passengers. The LNG-powered vessel features two new zones: Currents and The Shores. Currents is an immersive space with innovative technology such as LED windows and a wave-shaped LED Ceiling. Located on Decks 6 and 7, the space offers new venues for imbibing, dining and listening to live music, such as casual bar Inks, Ph.D and stylish lounge The Golden Mermaid. This is also where you'll find Emeril's Bistro 717.

The Shores, located on Deck 8, features a three-deck-high art installation of a school of fish, a boardwalk, and vibrant colors throughout the indoor and outdoor spaces. Dining and bar venues include Rudi's Seagrill, Cucina del Capitano and Marina Bar. Enjoy other returning Carnival favorites on Jubilee such as the BOLT sea coaster, Waterworks, SportSquare, the Serenity Adult-Only Retreat, Guy's Burger Joint and BlueIguana Cantina.

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Icon of the Seas: January 2024

The Royal Loft Suite aboard Royal Caribbean's Icon of the Seas.

Top feature: Largest cruise ship in the world, carrying up to 7,600 passengers

Fares begin around: $1,930 per person (double occupancy) for a seven-night Western Caribbean cruise

Sails to: Eastern and Western Caribbean

Icon of the Seas is the first Icon-class vessel in the Royal Caribbean International fleet – and the first new class of ship since 2014. When the massive vessel debuts in January 2024, it will replace Royal Caribbean's Wonder of the Seas as the largest ship at sea (Icon of the Seas is 6% larger). The ship features eight distinct neighborhoods – including the new Surfside neighborhood, a colorful space geared toward family fun with kids clubs, Splashaway Bay, themed eateries and bars, adjacent staterooms and more.

There are four additional new neighborhoods as well. Thrill Island features Category 6, the largest water park at sea, while Chill Island boasts the line's first swim-up bar and The Hideaway features the first suspended infinity pool at sea. AquaDome, the impressive glass-enclosed space at the top of the ship, is home to the AquaTheater, panoramic ocean views, a waterfall, and bars and restaurants.

Sun Princess: February 2024

Park19 lookout and splash pad on the Sun Princess.

Courtesy of Princess Cruises

Top feature: Princess Cruises' largest ship and the first in the line's Sphere class

Fares begin around: $577 per person (double occupancy) for a seven-night Eastern Caribbean cruise

Sails to: Caribbean, Mediterranean

Sun Princess will have many new attractions when it launches in early 2024. It has the most balconies on any Princess Cruises ' ship, and you'll find exciting new dining, activity and entertainment offerings. One notable highlight is Park19, a top-deck space with activities for kids of all ages, including the Sea Breeze Rollglider, the first ride of its kind on a cruise ship. This new attraction soars 19 decks high and offers unparalleled views of the ocean below.

Cruisers can enjoy additional spaces like a two-story dome that is a pool during the day and a stage for shows at night; the European-inspired Piazza, which offers ocean vistas from nearly every angle; the Princess Arena, a high-tech performance space; the elegant three-story Horizons Dining Room; and the new Wake View Terrace with an infinity pool. There are also new styles of accommodations and expanded offerings for young children, tweens and teens. Sun Princess can accommodate up to 4,300 passengers.

Queen Anne: May 2024

The Bright Lights Society show bar on Cunard Line's Queen Anne.

Courtesy of Cunard Line

Top feature: The Pavilion, a glass-enclosed pool area with a retractable roof

Fares begin around: $1,199 per person (double occupancy) for a seven-night Western Mediterranean cruise

Sails to: Canary Islands, Mediterranean, Northern and Western Europe, Iceland, British Isles, Australia, Asia, Africa and Indian Ocean

When Queen Anne launches in spring 2024, it will be Cunard Line's 249th ship since the company's inception in 1840, and the line's first new vessel in 14 years. The 3,000-passenger ship will feature a fresh, modern design, yet still give a nod to the Cunard's art deco past.

Once on board, guests will discover new entertainment venues like the Bright Lights Society show bar and more wide-open spaces throughout the ship, as well as Cunard 's first two-story theater. New international dining options include Japanese restaurant Aji Wa with sushi and omakase menus, plus Indian cuisine at Aranya. Queen Anne also offers an extensive health and wellness program in collaboration with health group Mareel that features a large thermal suite, a spa pool and a top-deck wellness studio.

Find a  Cunard  cruise on GoToSea.

Utopia of the Seas: July 2024

The Ultimate Abyss slide on Royal Caribbean's Utopia of the Seas.

Top feature: Three- and four-night ultimate weekend getaways

Fares begin around: $471 per person (double occupancy) for a three-night Bahamas cruise

Sails to: Bahamas, Perfect Day at CocoCay (Royal Caribbean's private island)

Utopia of the Seas will be Royal Caribbean's sixth (and final) Oasis-class ship when it debuts in summer 2024. With a capacity of 5,668 passengers, the vessel will join the line's other Oasis- and Icon-class ships as the largest cruise ships sailing on the high seas. The ship will have the same eight neighborhoods as other Oasis-class ships, including Central Park, The Boardwalk and the Pool & Sports Zone.

The 40-plus food and beverage options will include new additions like the Pesky Parrot bar and a themed "mixed reality" dining experience that takes place on a train. A reimagined playscape is another addition, with nets, games, puzzles, slides and climbing walls for junior cruisers. The line's Ultimate Abyss – a dry slide with 10 stories of thrilling twists and turns – will now stretch an additional 43 feet, making it the longest dry slide at sea.

Explora II: August 2024

Top feature: Luxurious cabins

Fares begin around: $4,500 per person (double occupancy) for a seven-night Mediterranean cruise

Sails to: Caribbean and Central America, Mediterranean, Arabian Peninsula and Red Sea, India, Indian Ocean and Africa

As sister ship to Explora I, Explora II will offer the same transformative travel experience for 922 guests. The luxury vessel will feature 461 oceanfront suites with private terraces. Cruisers can take advantage of 11 culinary options across six dining venues, a dozen indoor and outdoor bars and lounges, and a Chef's Kitchen. Guests will also have access to four pools, 64 private cabanas and wellness facilities.

Silver Ray: Summer 2024

Exterior of the Silver Ray.

Top feature: One of the most spacious ships ever built; extraordinary space-to-guest ratio

Fares begin around: $4,000 per person (double occupancy) for a nine-night cruise to South America

Sails to: Mediterranean, Northern Europe, British Isles, South America, Caribbean and Central America

Silver Ray, Silversea's second Nova-class ship, is scheduled to set sail in summer 2024. The 728-passenger, low-emissions vessel will offer the same advanced hybrid fuel technologies as its sister ship, Silver Nova. It will also have Silver Nova's horizontal layout and asymmetrical design, creating more open public areas and providing suites with 270-degree views. In addition, guests on board the luxury vessel will have their choice of eight dining venues and a wide selection of bars and lounges, including The Marquee, a new alfresco restaurant.

Viking Vela: December 2024

Wintergarden on a Viking ship.

Top feature: Larger than Viking's other ocean vessels, carrying up to 998 passengers

Fares begin around: $4,999 per person (double occupancy) for a 12-night northern lights cruise

Sails to: Scandinavia, British Isles, Iceland

Measuring 748 feet long and 101 feet wide, Viking Vela will be the line's largest ship when it debuts at the end of 2024. It will accommodate 68 more passengers than its sister ships, but feature Viking's signature veranda staterooms, public spaces, amenities and dining venues. Seasoned Viking cruisers can look forward to favorites like The Nordic Spa, the Wintergarden, Mamsen's, the Explorers' Lounge, the Sports Deck, Manfredi's Italian Restaurant and The Chef's Table.

Disney Treasure: December 2024

The Grand Hall of the Disney Treasure.

Courtesy of Disney Cruise Line

Top feature: Debut of new Disney Parks-inspired onboard venues

Fares begin around: $4,028 per person (double occupancy) for a seven-night Caribbean cruise

Sails to: Eastern and Western Caribbean, Castaway Cay (Disney Cruise Line's private island)

Fans of Disney Cruise Line will find many familiar venues, attractions and restaurants on the new Disney Treasure, sister ship of Disney Wish . However, there will also be plenty of new features, including the theme of the ship: adventure. The Grand Hall, inspired by the movie "Aladdin," is designed with dark shades of blue, turquoise and gold and features a golden statue of a magic carpet with Aladdin and Jasmine.

Plaza de Coco replaces Disney Wish's "Frozen" dining experience with a two-night Mexican, "Coco"-themed theatrical dinner show. Meanwhile, "Disney The Tale of Moana" – a Broadway-style production based on the film "Moana" – will be exclusive to Disney Treasure. Adults will also find new lounges, such as the Jungle Cruise-themed Skipper Society and the Periscope Pub, which is inspired by "20,000 Leagues Under the Sea." Disney Treasure can carry up to 4,000 passengers.

Explore  Disney Cruise Line  deals on GoToSea.

MSC World America: Spring 2025

MSC's new futuristic ship – and sister ship to MSC World Europa – will be based in Miami and sail the Caribbean. The LNG-powered, 6,762-passenger ship will offer more than 420,000 square feet of public space and many of the attractions found on World Europa, such as the MSC Luna Park Arena and World Galleria. There will also be more than 30 dining venues, bars and lounges, as well as the line's private enclave, MSC Yacht Club.

Oceania Allura: June 2025

Oceania Allura will be the eighth ship in Oceania's fleet, the second vessel of the line's Allura class and the sister ship to Oceania Vista. The 1,200-passenger Allura will offer the same upscale amenities as Vista, as well as a new Chef's Studio and one of the highest space-to-guest and staff-to-guest ratios in the cruise industry. Allura is scheduled to debut in June 2025.

Star Princess: August 2025

Star Princess is scheduled to set sail in 2025 as the sister ship to Sun Princess. The 4,300-passenger, LNG-powered ship will offer the same features as Sun Princess, including the Dome, the Piazza and the line's Signature Collection Suites. The vessel will also have 29-plus restaurants and bars.

Star of the Seas: Summer 2025

Royal Caribbean plans to introduce Star of the Seas – the second Icon-class vessel and sister to Icon of the Seas – in summer 2025.

Disney Cruise Line: 2025

Disney purchased the former Global Dream from Genting's Dream Cruises in 2022, when it was still being built at the German shipyard MV Werften. Disney plans to base the ship in Singapore for at least five years, offering Disney vacations to the Southeast Asian market. When it launches in 2025, the vessel will be the line's seventh ship and is expected to carry 6,000 passengers. Another newly built, currently unnamed Disney ship is planned to debut in 2025, as well.

Norwegian Cruise Line: 2025 and beyond

The third Prima-class ship is expected to be approximately 10% larger than the first ship in the class, Norwegian Prima (143,535 gross tons). The following ships for the line are anticipated to be even larger, with the fifth and sixth Prima-class vessels (debuting in 2027 and 2028) weighing as much as 171,000 gross tons.

Celebrity Cruises

Celebrity's fifth Edge-class ship will be more eco-friendly, thanks to the addition of a new tri-fueled engine model and the capacity to store three different kinds of fuel, including methanol. The effort toward net-zero emissions and more sustainable cruising is a partnership between Royal Caribbean, the French shipyard Chantiers de L'Atlantique and the technology firm Wärtsilä. A debut date for this ship has not yet been announced.

Why Trust U.S. News Travel

Gwen Pratesi has been an avid cruiser since her early 20s. She has sailed to destinations around the globe on nearly every type of cruise ship built, including the newest megaships, luxury yachts, expedition vessels and traditional masted sailing ships. She used her extensive experience with cruises to write this article. Pratesi covers the travel and culinary industries for major publications, including U.S. News & World Report.

You might also be interested in:

  • The Newest Royal Caribbean Ships
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  • Cruise Packing List: Essentials for Your Cruise
  • The Best Gay Cruises
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My first cruise with my son was a nightmare. We lost power twice, had to shower with flip-flops, and couldn't make 2 of our destinations.

  • Up until this year I had never been on a cruise before. 
  • I decided to take my 10-year-old son over Spring break. 
  • The cruise desperately needed some TLC and we lost power twice. 

Insider Today

Until this year, I'd never been on a cruise — and I swore I never would. As someone anxious in general, I had plenty of reservations. What if there was a norovirus outbreak? What if I got seasick? What if the ship hit an iceberg, sinking like the Titanic? But as I brainstormed potential Spring break destinations with my 10-year-old, I reconsidered.

As a single mom, I don't love navigating new places alone, and organizing a weeklong vacation felt overwhelming. Setting sail on a fun-packed cruise ship where everything was pre-planned was the perfect solution.

Related stories

I booked a five-night Key West and Bahamas cruise through Celebrity, leaving from Miami. To avoid feeling trapped, I chose a stateroom with a veranda. We could sit outside in the salty ocean air and enjoy the stunning views.

Our pitstop in South Beach

To keep things stress-free, I bookended our trip with a full day and night in South Beach . Neither of us had been there, and the day before our cruise, I splurged on The Miami Beach Edition . The 5-star property, with private beach access, ocean-facing pools, and an on-site ice rink and bowling alley, did not disappoint.

We chose Estiatorio Milos for Easter dinner, a Greek seafood restaurant where fish flown in fresh from the Mediterranean are displayed. The experience included a chef visiting our table to discuss the day's offerings. Our trip was off to an incredible start.

Our cruise experience wasn't great

Boarding our cruise ship, the Celebrity Summit, went smoothly, and we went right to our stateroom , which appeared as advertised. On the balcony, we watched the sunlight dance on the water's surface. I relaxed, letting my worries slip away.

But when I went inside and opened the bathroom door, the musty smell of mildew overwhelmed me. During that night's shower, I discovered why as the water collected in a pool at my feet. From then on, we wore our flip-flops and showered fast.

We made our first port and explored the delightful city of Key West. But our boat couldn't dock the next day due to high winds, so we missed our second destination, Bimini, Bahamas . Disappointed, we explored the boat, looking for fun diversions. But other than gambling and drinking, there wasn't much to do.

The pool was rusty and dirty, and the "arcade" consisted of two Xboxes in a small room. The ship, built in 2001 and refurbished in 2016, desperately needed some TLC. Chipped tile, stained carpets, and broken faucets were a few of its glaring issues. My son checked out the gift shops while I grabbed a coffee. A salesperson put a $2,000 watch on his wrist, encouraging him to make the purchase. Luckily, he knew better.

We even lost power

During a several-hour power outage, our imaginations took over. We discussed the possibility of onboard pirates — zero communication from the crew didn't help. At one point, dark sludge crept up through our shower drain, and our toilet stopped working. When the power came back on, the $270 Wi-Fi didn't, and it remained spotty for the rest of the voyage.

The ship went black again during dinner the next day. The staff served our meal in the dark like nothing was amiss. At that point, we wanted off. The next day, we docked in Nassau, Bahamas, where we played in the ocean. I let my son take me on a Jet Ski ride, which was the highlight of his trip.

The following morning was debarkation day. We couldn't get off the boat fast enough.

We enjoyed another beautiful day at South Beach, sinking our toes in white sand beaches and exploring the outdoor Lincoln Road Mall.

Though our cruise experience was probably an outlier, I won't chance it again. But South Beach? We're in love.

Watch: Cruise ship captain breaks down 8 cruise ship disasters in movies and TV

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  1. Key West Sailing Adventure and Sunset Sails

    A Key West sailing adventure aboard the Schooner Jolly II Rover takes you back in time on a classic 80' tall ship to an era of pirates, rum runners and privateers seeking freedom and solitude. Their spirit of independence lives on daily on the Jolly II Rover. Roling Thunder Happy Hour from James Papagno on Vimeo.

  2. Water Tours in Key West

    Key West Pirate Adventure Charters offers private Key West boat cruises to tourists and locals looking to have an ocean adventure without the crowd. Snorkeling tours, sandbar, sunset cruises, dolphin watching, fishing. From boat proposals and photoshoots to birthdays and weddings or business meetings.

  3. Key West Sunset Sailing Pirate Cruise 2024

    631 Greene St, Key West, FL 33040, USA. Open in Google Maps. 15 minutes before sailing time - In the Historic Seaport at the corner of Elizabeth and Greene streets. At the ticket booth on the dock along side the Conch Republic Seafood Company Restaurant.

  4. All You Need to Know BEFORE You Go (2024)

    The voyage takes you back in time on a classic 80' topsail schooner to an era of pirates, rum runners and privateers seeking freedom and adventure. Their spirit lives on the Jolly II Rover. Come join in on this experience, help raise the sails, fire the cannons and take your turn steering this magnificent ship!

  5. Key West Sailing Adventure and Sunset Sails

    A full 2 hours on the water, your Key West sailing tour departs from the Historic Seaport (locals call it the Key West Bight). The Bight was famous for its shrimp boats and is rich in history and waterfront culture. On reaching open waters, Jolly II Rover's distinctive red sails unfurl as you take in Key West sites from the water including:

  6. Key West Catamaran Cruises & Tours

    1-6 People. 2 to 8 hours. $. Garrison Bight Marina. All ages. 1 to 40 people. 3 Hours. Head out onto the waters of Key West aboard Barefoot Billy's Catamaran Cruises. Choose a morning or sunset tour or dolphin watch and snorkel!

  7. Pirate Adventure Charters

    Pirate Adventure Charters. 6 reviews. #272 of 456 Tours & Activities in Key West. Private Tours. Open now. 12:00 AM - 11:59 PM. Write a review. See all photos. About.

  8. Sunset Sail Key West

    Welcome to Sunset Sail Key West, Key West's most versatile custom charter experience. With three beautiful vintage boats, great local captains and crew, and the pristine waters of the Florida Keys at our disposal, we're confident that we'll have everything you need to make your dream sail come true. (305) 587-4488.

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    Gallery. The Bloody Pirate is a beautiful schooner sailboat in the luxurious Florida Keys. She is named after the famous Code Rum cocktail drink. Enjoy an exciting Keys sailing adventure and watch us hoist her red sails on a true tall ship.. She can accommodate intimate private parties or large groups up to 38 people for day charters or 24 ...

  10. Key West Sunset Sail: Traditional Pirate Experience: Book Tours

    Embark on a thrilling sunset sail on the Rover, Key West's famous 'Red Sails in the Sunset' Tall Ship. Experience traditional sailing with a hint of piracy. Cannon firing included!

  11. Pirate's Choice Sunset Cruise and Snorkeling Tours

    About. Key Largo Snorkeling Pirate Ship includes - rental mask, fins and vest. Sailing adventures aboard the 52' World Famous Pirate ship, "the Pirates Choice", Snorkeling the Coral reef on a Glass bottom port hole Pirate Ship. Sailing daily out of Key Largo on 2 and 4 hours sailing and snorkel adventures. Our 2-hour Sunset trip is a ...

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    Book the best Key West sunset cruise and create memories that will last a lifetime! ... As a past meeting place for pirates, merchants, and revelers, Mallory Square now hosts nightly jugglers, musicians, artists, tourists, food vendors, and even psychics — all intent on raising sunset watching to an art form. Experience Key West's ...

  13. TOP 10 BEST Pirate Ship near Key West, FL

    Top 10 Best Pirate Ship in Key West, FL - June 2024 - Yelp - Schooner Jolly II Rover, Schooner Wolf - 74' Flagship of Conch Republic, BluQ, Schooner Appledore, Jolly Roger 2, Sunset Watersports Key West, Pirate Adventure Charters, Emerald Coast Sailing, Danger Charters, Kaleidoscope Wellness Retreats

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    Keys Coupon Available. Behind Schooner Wharf Bar - 202 Williams St Key West FL 33040. 3052937245 Email Website. Join the Schooner America 2.0 for a perfect sunset sail experience. Sip on champagne, glide through emerald waters, and maybe even catch the famous "Green Flash." Sail offers excitement & top notch hospitality.

  15. THE TOP 10 Key West Sunset Cruises (UPDATED 2024)

    Key West Small-Group Sunset Sail with Wine. 1,066. Escape to the still waters off the coast of Key West on this small-group, sunset wine-tasting cruise. Enjoy the scenery and peaceful calm of a late afternoon sail on board a 65-foot schooner. Sample up to eight different wines and/or five different beers.

  16. Pirate's Choice Sunset Cruise and Snorkeling Tours Florida Keys

    The Pirates Choice is a custom made 52 foot ketch sailing vessel. She sails daily out of Marina Del Mar in Key Largo offering two hour sunset sails or 4 hour snorkel sails. She is also available for overnight and extended voyages. Choose the Pirate's Choice of Key Largo 305-451-8080. Enjoy a private sunset cruise or a snorkeling tour in the ...

  17. Danger Charters

    Offering luxury sailing charters in Key West for 30+ years. Sunset cruises, snorkeling, kayaking & private charters. See the real Keys - book a tour today! Skip to Content (305) 304-7999. ... Danger Charters offers Key West sailing charters of the very highest caliber. Locally owned and operated since 1993, we are proud of our meticulously ...

  18. Key West Attractions

    The Key West museum also features a Captain's Observatory, where kids can get a bird's-eye view of the area and learn about the shipwrecks that have occurred in the area. With its kid-friendly atmosphere, the Key West Shipwreck Treasure Museum is a great place for families to explore and learn about the area's history.

  19. Pirate Rentals Key West

    Pirate Rentals Key West, Key West: See 208 reviews, articles, and 47 photos of Pirate Rentals Key West, ranked No.174 on Tripadvisor among 174 attractions in Key West. ... Sunset Sail Cruise in Key West. 156. Recommended. 99% of reviewers gave this product a bubble rating of 4 or higher. Eco Tours. from . C$127.93.

  20. Pirates, Wreckers and Treasure Hunters Helped Shape Florida Keys

    The Florida Keys' seafaring history, shaped by pirates and wreckers and treasure hunters, still lives in magnificent vessels like the Schooner Wolf. In 1822, when Key West was a brand-new seafaring settlement, the U.S. government sent Commodore David Porter to banish pirates from area waters. With his "anti-piracy squadron" of small ...

  21. Key West Scooter Rental

    Pirate Scooter Rental Company is the premier place for scooter, electric car, and golf cart rentals in Key West, FL. Conveniently located just half a block off Duval Street, at 401 Southard St. right across from the world-famous Green Parrot Bar, we are open 7 days a week from 9:00 am to 7:00 pm. Our large inventory of well-maintained vehicles ...

  22. 17 Unique Things to Do in Key West

    Ernest Hemingway House. One of the many unique things to do in Key West is to explore the life of one of the literary giants of the 20th century. Author Ernest "Papa" Hemingway lived in Key West in the 1930s. His lovely plantation-style home, originally built in 1851 for salvager Asa Tift, is now a National Historic Landmark.

  23. Pirate Rentals Key West

    Sunset Sail Cruise in Key West. 156. Recommended. 99% of reviewers gave this product a bubble rating of 4 or higher. Eco Tours. from . $91.38. per adult. The area. Address. 401 Southard St, Key West, FL 33040-6538. ... Pirate Rentals Key West - All You Need to Know BEFORE You Go (2024)

  24. Couples Bahamas Cruise Vacation Ends With Felonies

    A subreddit dedicated to people freaking out, melting down, losing their cool, or being weird in public. Couples Bahamas Cruise Vacation Ends With Felonies. I wonder if "watching your boyfriend get frog-marched down the street" was in the itinerary. She should have told the cops that. It probably would have changed their minds.

  25. Pirate Rentals Key West

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  26. Royal Caribbean vs. Carnival: Quick Comparison Chart

    Note that, for the purpose of this comparison, we selected the least expensive room option in each category. Carnival Celebration (7-night Eastern Caribbean cruise in January 2024) Royal Caribbean ...

  27. The 26 Best New Cruise Ships for 2024

    Oct. 25, 2023, at 12:01 a.m. The Best New Cruise Ships. More. Courtesy of Royal Caribbean International. Royal Caribbean's Icon of the Seas will be the world's biggest new cruise ship. Cruising is ...

  28. I Took My 10-Year-Old on a Cruise; It Was a Disaster

    I booked a five-night Key West and Bahamas cruise through Celebrity, leaving from Miami. To avoid feeling trapped, I chose a stateroom with a veranda. We could sit outside in the salty ocean air ...