Stay and Save with Travel Packages from Pleasant Holidays

Pleasant Holidays has secured EXCLUSIVE lowest guaranteed room rates and added values at select Hawaiian hotels and resorts on Maui, Oahu, and the Island of Hawaii!

Enjoy up to 20% Savings at Playa Resorts in Mexico and the Caribbean!

Ask your travel advisor about complete vacation packages including convenient flights, exciting activities, vacation protection coverage and more.

Protect your vacation investment with the purchase of Pleasant Holidays' Travel Protection Plans, which offer extensive pre- and post-departure benefits including cash-back options, price protection, change coverage, trip interruption and more.


Six Hawaiian Islands. Six unique experiences. Sacred valleys, active volcanoes, cascading waterfalls and humpback whales playing in warm Pacific waters. Visit historic landmarks and experience legendary golf courses, surfing and snorkeling. Immerse yourself in cultural experiences steeped in tradition. Home to world-class resorts and spas, Hawaii offers a warm and inviting Aloha Spirit and promises an unforgettable vacation.

Carnival offers 14 year-round and seasonal ports from every coast in the U.S.

About Pleasant Holidays


Explore Hawaii, Mexico and the Caribbean

Discover Hawaii for the first time, or all over again, with four exclusive Hawaii vacation packages featuring extraordinary savings and added values for 2023 at iconic hotels on Maui, Oahu, and the Island of Hawaii. Seek out an all-inclusive adventure in Mexico or the Caribbean with Playa Resorts, featuring beach resorts and elegant hotels in the most popular vacation destinations. 

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Featured Offers


Exclusive travel savings

Room upgrades, discounts on cruises, exclusive amenities. Thousands of discounted rates worldwide on hotels, cruises, tour packages, car rentals, train tickets and much more.


Worldwide Options

Discover the fun and excitement of travel at extraordinary savings – whether by air, sea, or car!


Extraordinary Expertise

Network of Expert Travel Advisors, Insider knowledge, Added Security Room upgrades, discounts on cruises, exclusive amenities