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Pleasant Holidays
  • Overview
  • Special Offers

Pleasant Holidays

Since their launch in 1959, Pleasant Holidays has been one of the industry leaders in vacation tours. They have been honored with many awards over the years, and we are pleased to offer special pricing on their tours. Based out of sunny California, with offices in Hawaii and over 400 employees at their disposable, they work with us to get you where you want to go for your vacation.

Pleasant Holidays offers a wide array of vacation types. Honeymoons, destination weddings, flights, and group travel are all available through our Pleasant Holidays vacation packages. On top of those options is the long list of destinations that can be explored. Hawaii, Mexico, the Caribbean, Costa Rica, USA, Tahiti, Fiji, and the Cook Islands are among the destinations offered by this company.

Honeymoons are a specialty of Pleasant Holidays. Find the perfect getaway to celebrate your newlywed status. With the exotic destinations they feature, a romantic escape from reality is a breeze. Your special time together will be truly unforgettable.

Group travel is often a headache, but a Pleasant Holidays custom group is a great solution to that. From family reunions to sporting events, you can do it all with your group. Perks of booking Pleasant Holidays with us include customized itineraries and menus, personalized site selection to meet your group's needs, highly competitive rates, flexibility pre- and post-travel extensions.

Please contact us for special pricing and availability on any Pleasant Holidays Tour! You can also click here to view select tours, but all bookings must be made over the phone with one of our travel consultants.

Pleasant Holidays Tour Destinations


Hawaii
Broken up into six main islands, Hawaii, Oahu, Maui, Kauai, Lanai, and Molokai, there is never a shortage of excitement when traveling the the islands of Hawaii on a Pleasant Holidays tour. Filled with towering volcanoes and majestic waterfalls, the natural beauty of Hawaii is immaculate and capped off with its gorgeous golden beaches. Pleasant Holidays A perfect choice for honeymoons and destination weddings! Search for Hawaii vacations from Pleasant Holidays.

Mexico
Mexico is a land rich in culture and history and, on a Mexico vacation tour with Pleasant Holidays, you can experience both of these. Explore expansive deserts, dense jungles, miles of sandy beaches, and music-rich villages as you tour and experience everything Mexico has to offer. Search for Mexico vacations from Pleasant Holidays.

Caribbean
With multiple islands and areas to discover, a Caribbean Vacation with Pleasant Holidays will make sure that you see all the highlights of this area. Areas of interest in the Caribbean include Aruba, Bahamas, British Virgin Islands, the Cayman Islands, Dominican Republic, Jamaica, Puerto Rico, St. Kitts & Nevis, St. Lucia, Turks & Caicos, and the U.S. Virgin Islands. With activities ranging from tours of old ports, food & drink tastings, exciting thrill seeking adventure, beautiful natural sight seeing,Pleasant Holidays or even just lounging on the beach with a drink in your hand, the Caribbean offers you the chance to do it all. Contact us for pricing and availability, or search for Caribbean vacations from Pleasant Holidays.

Costa Rica
Costa Rica has long be heralded as the hidden-gem of the Caribbean. Hurry up and get there while this is still true! A Pleasant Holidays Costa Rica vacation will make sure that you get there and experience all that it has to offer. From diverse wildlife to beautiful rain forests, you will never forget a vacation to this exotic destination. Search for Costa Rica vacations from Pleasant Holidays.

USA
America is the land of the free, and on a Pleasant Holidays vacation that's what you will experience, the freedom to do whatever you want. From the East Coast to the West Coast, and all that lies between, America will give you sights, sounds, and stories that you will be reliving for a lifetime. Pleasant Holidays Search for USA vacations from Pleasant Holidays.

Tahiti
The French Polynesian island of Tahiti is an amazing land to escape all the perils of modern society. Enjoy a lifestyle that time forgot as you relax your days away in water bungalows and on white sand beaches. Please contact us for a full listing of Pleasant Holidays tours available in Tahiti, or search for Tahiti vacations from Pleasant Holidays.

Fiji
Islands that are known as "The Crossroads of the Pacific," are also known for offering an ultimate getaway from everyday life. Located in the South Pacific, you truly are getting away when you book a Pleasant Holidays vacation tour to Fiji. Search for Fiji vacations from Pleasant Holidays.

Cook Islands
Spanning more than a million square miles of open water, it will take a real expert to see all that the Cook Islands have to offer. That is where Pleasant Holidays steps in. Make sure that you get a full experience and call us for details. Search for Cook Islands vacations from Pleasant Holidays.

Pleasant Holidays Tour Deals

Check out just some of the fantastic deals that we have available on Pleasant Holidays:
Special Offers on Pleasant Holidays Tours

Amazing Deals on all Pleasant Holidays tours!

Book any Pleasant Holidays tour with us and you'll get a fantastic price, along with our unparalleled level of customer service.
Pleasant Holidays Deals U.S. and Canada Vacation Deals: Up to $100 Off!
Book select U.S. and Canada vacations with us on travel by June 30, 2022, to receive up to $100 OFF per room! Savings vary based on trip length, as follows:
$100 OFF on stays of 5 nights or longer
$75 OFF on stays of 4 nights
$50 OFF on stays of 2-3 nights
Valid on bookings made from September 28, 2021 through January 2, 2022 on select travel through June 30, 2022, 2022. Minimum 2-night hotel accommodations at participating hotel and roundtrip air required. Savings is $50 off stays of 2–3 nights, $75 off stays of 4 nights and $100 off stays of 5 nights or longer. Savings is per booking, taken at time of booking and reflected in rates shown. Certain restrictions apply. This entire offer is based on availability and can be modified or closed out at any time.
Pleasant Holidays Deals Mexico Vacation Deals: $100 Off!
For a limited time, book select Mexico vacations traveling through June 30, 2022, and receive $100 OFF per booking!
Valid on bookings made from August 30, 2021 through November 7, 2021 on select travel through June 30, 2022. Minimum 3-night hotel accommodations at participating property and roundtrip airfare required. Savings is per booking and taken at time of booking.
Pleasant Holidays Deals Caribbean Vacation Deals: $100 Off!
For a limited time, book a select Caribbean vacation traveling from August 30, 2021 through June 30, 2022, and receive $100 OFF per booking!
Valid on new bookings made from August 16, 2021 through October 24, 2021 on select travel from August 30, 2021 through June 30, 2022. Minimum 3-night hotel accommodations at participating property and roundtrip airfare required. Savings is per booking and taken at time of booking. This entire offer is based on availability and can be modified or closed out at any time. Subject to availability. Additional restrictions and blackout dates may apply.
Pleasant Holidays Deals Hawaii Vacation Deals: $100 Off!
For a limited time, book a select Hawaii vacation, traveling until June 30, 2022, and receive $100 OFF per booking!
Valid on bookings made from August 2, 2021 through October 24, 2021 on select travel through June 30, 2022. Minimum 3-night hotel accommodations at participating property and roundtrip airfare required. Savings is per booking and taken at time of booking. Subject to availability. Additional restrictions may apply.
Pleasant Holidays Deals Fall Travel to Fiji: Up to 20% Off, Free Nights & More!
Book a select Fiji vacation for travel up to December 31, 2021, and receive:
Up to 20% OFF!
FREE Nights!
FREE Daily Breakfast & More!
Valid on select travel through December 31, 2021. Offers vary by hotel and travel dates, and may be category-specific, require advance booking, be restricted to specific date ranges or days of the week, and/or require a minimum night stay. Booking and travel dates vary by hotel. Blackout dates and additional restrictions may apply.
Pleasant Holidays Deals Europe Summer & Fall Sale!
For a limited time, book a Europe vacation for select travel though December 31, 2021, and receive limited time savings!
Valid for a limited time on bookings made on or after April 26, 2021 for select travel through December 31, 2021. Offers vary by hotel and travel dates, and may be category-specific, require advance booking, be restricted to specific days of the week and/or require a minimum night stay. Booking and travel dates vary by hotel. Certain restrictions and blackout dates may apply. Subject to availability.
Pleasant Holidays Deals Central and South America Sale: Up to 35% Off & More!
For a limited time, book select Central or South America vacations, traveling through June 30, 2022 to receive:
Up to 35% OFF!
Food & Beverage Credits!
Resort Coupons & More!
Valid on new bookings made from October 11, 2021 through January 2, 2022, on select travel through June 30, 2022. Offers vary by hotel and travel dates, and may be category-specific, require advance booking, be restricted to specific days of the week and/or require a minimum night stay. Booking and travel dates vary by hotel. Certain restrictions and blackout dates may apply. Subject to availability.
Pleasant Holidays Deals No Booking Fees!
We do not charge booking fees on tours, so you're sure to enjoy an affordable Pleasant Holidays tour when booking with us!
Our special offers on Pleasant Holidays may not be combinable.