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Pleasant Holidays

Trust your vacation planning to the experts. Pleasant Holidays has been planning unforgettable, one-of-a-kind vacation packages for 60 years and is passionate about travel.

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More Ways to Book Travel

With Pleasant, you can customize your package to include flights, hotel and cruise accommodations, airport transfers and car rentals, exciting sightseeing tours and activities, and more. Their vacations feature the world's most popular vacation destinations, including Hawaii, Australia, Canada, Caribbean, Central America, Cook Islands, Europe, Fiji, Japan & Asia, Mexico, New Zealand, South America, Tahiti, United Arab Emirates, and the United States.

AAA Member Benefit:

Save up to $50 per booking or get up to a $50 activity voucher on select vacations.

  • Hawaii, Mexico, Central America & South America and select Caribbean* Packages: One $50 certificate per booking toward the purchase of optional activities, tours and excursions in Hawaii, Mexico, Costa Rica, Belize and Caribbean. Member benefit does not apply to fly/drive only packages. *Antigua, Aruba, Bahamas, Barbados, Dominica, Dominican Republic, Greneda, Jamaica, Puerto Rico, St. Lucia and Turks & Caicos.
  • Tahiti, Fiji and Cook Islands: $50 per booking savings off package price.
  • Europe, Australia & New Zealand: $50 per booking discount off the package price.
  • Mainland US & Canada: $25 per booking savings. Does not apply to Fly/Drive packages.

AAA Vacations:

  • $50 onboard spending credit per person for first two guests in stateroom
  • $50 Denali Dollars per person for first two guests on Alaska Cruisetours Verandah staterooms and above

AAA Vacations Double Member Benefit

Get double your member benefit on select Pleasant Holiday vacations. Save up to $100 per booking or get a $100 per booking activity voucher valid toward a variety of select activities.

A 5-night minimum stay at 4-and 5-star properties is required on all AAA Vacations® bookings. AAA members must make advance reservations through AAA Vacations® to obtain Member Benefits. Activity vouchers do not apply to air/car only bookings. Discounts are per booking and taken at the time of booking. American Queen® Steamboat Company: $100 per booking savings plus up to $70 per person onboard credit. Victory: Up to $50 per booking savings plus $100 per booking onboard credit. American Cruise Line: $50 per booking savings plus $50 per booking onboard credit.

Experience the Inclusive Collection, part of Hyatt Hotels & Resorts, in the Dominican Republic and Mexico Life is a series of moments. What we do with each one matters. At Inclusive Collection, they believe every moment is worth celebrating. That’s why they’ve designed the perfect places for you to celebrate the big things, the little things, and everything in between. Let their beautiful destinations become your special places. Places where you feel connected to those who matter most. And they’ll be there every step of the way to make you feel right at home. Welcome to Inclusive Collection, where moments become lifetime memories.

Featured Resorts:

Dominican Republic: Secrets® Tides Punta Cana Unlimited-Luxury®, Adults Only Mexico: Riviera Maya Hyatt Ziva Riviera Cancun All-Inclusive or Los Cabos Breathless® Cabo San Lucas Resort & Spa Unlimited-Luxury®, Adults Only

YOU'RE INVITED

Find an Amazing Honeymoon with Pleasant Holidays October 24 | AAA Roanoke

PRE- AND POST-CRUISE STAYS

Before and after a cruise are great opportunities to take in the sights beyond the cruise port. Extend your stay with a customizable package near cruise terminals in Los Angeles, Miami, Ft Lauderdale, Port Canaveral, Honolulu, New Orleans, New York, Galveston, San Juan, and Seattle.

INTERCONTINENTAL ROME AMBASCIATORI PALACE

Rome, Italy 5 Nights | Year-round

Just a short walk from the Spanish Steps, this luxurious hotel is the ideal base to explore the vibrant alleys of Via Veneto. Offering rooms and suites, Wi-Fi, mini-bars, and more.

Member price from $2,717*

Advertised rate is based on check-in on 9/16/24 in a Classic room with daily breakfast included.

INTERCONTINENTAL EDINBURGH THE GEORGE

Edinburgh, Scotland 5 Nights | Year-round

Serving guests since 1881, this hotel acts as the perfect gateway to Edinburgh’s cultural delights. Walk to Edinburgh Castle. Taste Scottish cuisine. It’s all within reach.

Member price from $1,810*

INTERCONTINENTAL LISBON

Lisbon, Portugal 5 Nights | Year-round

Explore Lisbon’s Avenida de Liberdade Boulevard, Eduardo VII Park, and historic Old Town all from one luxurious hub. Upgrade to Signature Executive Suites for spacious

Member price from $1,085*

Advertised rate is based on check-in on 9/16/24 in a Classic room with daily breakfast included

HOME PORT CRUISING

CHOOSE YOUR CRUISE TODAY

Save the extra costs of air travel and sail away from a port you can drive to. Carnival has sailings out of Baltimore, New York City, and Galveston, so you’re sure to get a great value on your cruise vacation to the Bahamas, the Caribbean and Bermuda. Choose your cruise today!

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  • Ireland-Dublin
  • Bahamas-Exumas
  • Bahamas-Nassau
  • Dominican Republic
  • Jamaica Ocho Rios
  • Jamaica-Montego Bay
  • Jamaica-Negril
  • Turks & Caicos
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Pleasant Activities

MAUI IS OPEN! Offering over 100 activities, sightseeing tours & attractions in Maui. See our most popular activities below!

Search and Book

  • Destination Caribbean Central America Hawaii Mexico USA
  • Location Caribbean-Antigua Caribbean-Aruba Caribbean-Barbados Caribbean-Grenada Caribbean-Jamaica Ocho Rios Caribbean-Jamaica-Montego Bay Caribbean-Jamaica-Negril Caribbean-St. Lucia Caribbean-Turks & Caicos Costa Rica-Arenal Costa Rica-Dreams Las Mareas Costa Rica-Guanacaste Costa Rica-Jaco Costa Rica-Monteverde Costa Rica-San Jose Area CR-Manuel Antonio (Quepos) Dominican Republic -Punta Cana Hawaii-Hawaii (The Big Island) Hawaii-Kauai Hawaii-Maui Hawaii-Oahu Mexico-Cancun Mexico-Cozumel Mexico-Los Cabos Mexico-Puerto Vallarta Mexico-Riviera Maya Puerto Rico-San Juan USA-Las Vegas

Going somewhere?  Pleasant Activities can help you decide what to do while you’re there.  With more than 2,000 tours, activities and excursions in Hawaii, Mexico, the Caribbean, Central America, Europe, Australia, New York and Las Vegas, we can help you make sure that you check off all the attractions on your list of things to do while you’re on vacation.   

Top Activity Destinations

Top activities.

Waterfall and Rainforest Hike East Maui Waterfall and Rainforest Hike …»

Haleakala Crater 4-Mile Hike Haleakala Crater 4-Mile Hike

45 Min Hana/Haleakala Helicopter 45 Min Hana/Haleakala Helicopte…»

Maui Hana Gold Adventure - M2G Maui Hana Gold Adventure - M2G

pleasant holidays tour

Destinations

  • Central America

Partner Sites

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Pleasant Activities

Activities in Hawaii

Adventure is our specialty. find yours.

START PLANNING

Choose What, Where, When

& Who from the Dropdowns

CHOOSE WHICH ISLAND TO VISIT (YOU MAY SELECT MORE THAN ONE)

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Browse All Islands SELECT

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Hawaii (The Big Island) SELECT

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Maui SELECT

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Oahu SELECT

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Kauai SELECT

CHOOSE THE TYPE OF VACATION YOU DESIRE

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All Activities

All pleasant activities available on the Hawaiian Islands

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Zipline, Snorkeling, Surfing, Hiking, Kayaking & More

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Dolphin Tours, Land Tours, Dining, Luaus & More

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Shows, Whale Watching, Sightseeing, Cruises & More

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Scenic Cruises, Land & Helicopter Tours, Luaus & More

CHOOSE YOUR VACATION DATES

Choose Dates

WHO WILL BE ATTENDING?

Popular Activities in the Hawaiian Islands

Pleasant Holidays is the foremost expert on the Hawaiian islands doing business in Hawaii for over 60 years. We sell over 1000 activities on the four major Hawaiian islands representing over 300 activity partners. We have long lasting relationships with our activity partners that allows us to offer the best experiences with preferred seating and availability.

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Helicopter Tours

SEARCH ACTIVITIES

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Dinner Cruises

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Fun Activities & Adventures in Hawaii

Adventure awaits in Hawaii with a plethora of activities to enrich your experience and make your stay one to remember. Having such diverse terrain and stunning natural beauty, Hawaii is the perfect playground for all kinds of adventurers. No matter what your preferred adventure style is, Hawaii is stocked full of a wide range of activities for all levels. Check out these amazing activities you can do in Hawaii.

Helicopter Tours

Leisurely Activities in Hawaii

Visiting Hawaii can be full of adventures, including the more relaxing and leisurely kind. There are many beautiful sites to see, history to learn, food to eat, and adventures to experience. These types of activities are friendly to all different types of people and their specific desires while visiting the islands. Do you want to experience Hawaii in leisure? We have got you covered with various leisurely activities throughout the islands!

Cruises

Romantic Activities in Hawaii

Hawaii is known for many things, but one that is universally known is that our islands are a go-to destination for many people looking to experience a romantic getaway. With its diverse opportunities to explore and enjoy the magic of Hawaii against such a stunning backdrop, it is no wonder couples seek our islands as their romantic paradise. Romance and Hawaii are the perfect pairing and there are opportunities for every type of couple to enjoy.

Luau's

Cultural Activities in Hawaii

Hawaii is a place that is steeped in history and culture. Most of its inhabitants live by the aloha way of life, which is anchored in living ones life with compassion. Due to this richness in culture, there are plenty of activities that will give you the chance to learn more about the islands, its history, the landscape, and people.

Ziplining

Unique Activities in Hawaii

Calling all adventurers! Hawaii has such a plethora of adventures to choose from, from romantic dinners to exhilarating snorkeling tours. Hawaii is also home to some unique adventures that are perfect for someone looking to do something a little different. Check out these top unique activities and we’ll see you there!

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© 2020-2022 Pleasant Activities. All Rights Reserved. CST#1007939-10 | UBI#601 915 263 | TAR#5308

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Comfort Inn & Suites Patriots Point

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Featured Amenities

  • Free Hot Breakfast
  • Outdoor Pool
  • Meeting Space

Lowest price, guaranteed

Earn Choice Privileges points on your eligible stay

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COMMENTS

  1. Homepage

    Book by 09/15/24 for travel through 04/30/25. See Details Wailea Beach Resort - Marriott, Maui $100 resort credit per room. Valid for select travel through 12/18/24. ... Welcome to the all-new Pleasant Holidays booking experience ! You can now plan your next vacation with our exciting new booking engine. Some advanced features are still being ...

  2. Guided Vacations

    800-448-3333. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.] Pleasant Holidays offers Escorted Tours and guided vacations packages to Central America and beyond. Browse our Costa Rica Guided vacation packages and more.

  3. All Travel Destinations

    Cook Islands. Aitutaki. Rarotonga. Can't find what you are looking for? Call us toll free at 1-800-742-9244.

  4. Destinations

    Europe's cities read like a bucket list of must-see travel destinations. From the Eternal City of Rome to some of the world's most modern metropolises, Europe continues to enchant vacationers as it has for millennia. Europe Travel Packages. Italy. France. England. Greece. Spain. Amsterdam.

  5. Maui Vacations & Things to Do

    Here, crisp breezes replace balmy trade winds, and the last of the paniolo, Maui's cowboys, ride horses instead of surfboards. Explore Maui with our great hotel deals and vacation packages. you can also select from a range of adventurous outings — a day on the golf course, helicopter tours, surf lessons, and so much more.

  6. Pleasant Holidays

    Pleasant Holidays. Offering world-class travel plans for individuals, couples and groups of every size, Pleasant Holiday is one of the largest and most dedicated trusted AAA Vacations® preferred tour supplier. Providing guests with unbelievable holiday experiences since 1959, Pleasant Holidays knows what it takes to create the dream vacation ...

  7. USA Vacation Packages & Travel

    Cruise the islands of Hawaii on an award-winning itinerary visiting the four most popular islands with nearly 100 hours in port. NCL's Hawaiian Islands 7-night cruises depart year-round in 2020 and 2021 every Saturday from the port of Honolulu. Go wine tasting in Napa/Sonoma or Santa Barbara with over 100 wineries for great California vintages.

  8. Pleasant Holidays

    Founded in 1959, Pleasant Holidays is one of the largest travel companies in the U.S., offering customizable vacation packages including flights, hotel and cruise accommodations, airport transfers and car rentals, exciting sightseeing tours and activities, travel protection coverage and more. Our vast portfolio spans the globe while featuring the world's most popular vacation destinations ...

  9. Hawaii Vacation Packages

    Awards Of Excellence. Book a Hawaii vacation package with the Hawaii experts at Pleasant Holidays! Many Hawaii travel packages include free meals and free stays for kids which makes for great Hawaii family vacations and more. Book a Hawaiian Island package to Oahu, Maui, Kauai and Big Island and save today!

  10. Why Book with Pleasant Holidays

    The Pleasant Holidays travel brands have served over 10 million travelers since 1959. Our Portfolio of Travel Brands: • Pleasant Holidays: The largest tour operator to Hawaii and French Polynesia • Journese: The luxury brand of Pleasant Holidays offering unique vacation experiences including Australia and New Zealand

  11. The Hawaiian Islands

    Lanai. Known as Hawaii's Most Enticing Island, Hawaii's Private Island and the Pineapple Island, Lanai offers spectacular beaches, lush forests and sweeping vistas as far as the eye can see.. Whether horseback riding amid scented pines or playing golf on a course where the most challenging water hazard is keeping your eyes on the ball and away from the island's stunning scenery, Lanai is a ...

  12. Booking

    Welcome to the all-new Pleasant Holidays booking experience ! You can now plan your next vacation with our exciting new booking engine. Some advanced features are still being developed, and selecting these options may require you to return to our traditional booking experience. Don't worry - switching over will not interrupt your booking.

  13. Oahu Vacations & Things to Do

    What To Do on Oahu. Immerse yourself in the traditions of the region at the Polynesian Cultural Center in Oahu. Here, you can experience authentic native villages, lush tropical forests, and captivating hula dancers and entertainers. Pay homage to the fallen heroes of World War II on a tour of the USS Arizona Memorial at Pearl Harbor.

  14. Maui Vacation Packages

    Find the best rates and Vacation Packages to Maui with Pleasant Hawaiian Holidays. The Hawaii Experts for over 60 years! Book your Maui Vacation Package and save! Maui; Oahu; ... Valid on new bookings for travel through 01/03/25. All offers require inclusion of roundtrip transpacific air and accommodations in select room categories noted above ...

  15. Oahu Vacation Packages

    Living History - Join a guided tour of the resort and learn about the hotel's historic artifacts and sacred grounds. Find the best rates and Vacation Packages to Oahu with Pleasant Hawaiian Holidays. The Hawaii Experts for over 60 years! Book your Oahu Vacation Package and save!

  16. Vacation Deals: Vacation Packages & Travel Deals

    Hot Deals: South America$150 OFF 5-Night Vacations. Book by 08/11/24 for select travel through 04/30/25. South America Vacation Packages. $100 OFF per booking at Marriott Hotels & Resorts in Europe: Valid on new bookings made 06/17/24 - 08/25/24 for travel 06/17/24 - 03/31/25.

  17. Pleasant Holidays Travel Deals & Tropical Vacations

    AAA is a federation of independent clubs throughout the United States and Canada. Get exclusive AAA discounts on popular Pleasant Holidays vacations to Hawaii (the Big Island, Maui, Oahu), the Caribbean, Las Vegas, London, Memphis, Mexico (Cancun, Los Cabos), Orlando, Punta Cana, Paris, Tahiti, and more.

  18. Pleasant Holidays Vacation Packages

    Pleasant Holidays. Trust your vacation planning to the experts. Pleasant Holidays has been planning unforgettable, one-of-a-kind vacation packages for 60 years and is passionate about travel.

  19. Costa Rica Escorted Tours

    Your guide will be teaching you the importance of each habitat and the history of each town passed. Relax for the evening or take an optional activity: canopy tour, sky walk, frog pond or butterfly farm. Overnight in Monteverde Includes: Air-conditioned transportation and tour guide. Deluxe Hotel Option: El Establo - Mountain Hotel

  20. Costa Rica Escorted Tours

    7-Day Costa Rica Escorted Tours. Due to the personalization of each guided vacation, bookings must me made over the phone Call Our Dedicated Travel Experts at. 800-448-3333. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]

  21. Pleasant Activities

    Pleasant Activities. Going somewhere? Pleasant Activities can help you decide what to do while you're there. With more than 2,000 tours, activities and excursions in Hawaii, Mexico, the Caribbean, Central America, Europe, Australia, New York and Las Vegas, we can help you make sure that you check off all the attractions on your list of things ...

  22. Pleasant Activities

    Pleasant Holidays is the foremost expert on the Hawaiian islands doing business in Hawaii for over 60 years. We sell over 1000 activities on the four major Hawaiian islands representing over 300 activity partners. We have long lasting relationships with our activity partners that allows us to offer the best experiences with preferred seating ...

  23. Hotel in Mount Pleasant, SC

    Book direct at the Comfort Inn & Suites Patriots Point hotel in Mount Pleasant, SC near Fort Sumpter Tours. Free breakfast, free WiFi, outdoor pool.

  24. Italy Vacations & Things to Do

    Browse Venice's colorful Murano glass shops for an iconic souvenir of Italy. Go on a guided tour of the Vatican Museums for an in-depth look at the country's artistic, religious and cultural history. Climb atop the Duomo or Giotto's bell tower for a bird's eye view of Florence. Mangia (eat) anywhere, anytime.