Together with pleasant holidays we’ll create a custom experience for you and your family

Here are some additional perks you'll receive when booking with us:

  • One Stop Shopping

  • Affordable Pricing

  • Award-Winning

  • Personalized Service

  • Exclusive Access to Most Popular Destinations

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Pleasant holidays

Pleasant Holidays is one of the largest tour operators in the U.S., offering vacation packages, flights, hotels, cruises, car rentals, travel protection and related travel services to the world’s most popular destinations including Hawaii, Caribbean, Mexico, Europe, Australia , New Zealand, Central America, Las Vegas, Orlando, New York, Canada, Fiji, Cook Islands, Tahiti, Bora Bora and French Polynesia.


Exceptional all-in-one vacation packages that include flights, hotel stays, activities and more. Pleasant Holidays provides travelers with the best travel deals and packages to destinations including Hawaii, Mexico, Tahiti, Caribbean, Los Cabos, Dominican Republic, Central America, Europe, the United States and more.

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The St Regis Bora Bora Resort

Four Seasons Resort Maui at Wailea


Planning a family reunion, sports event, friends’ getaway or destination wedding? Pleasant Holidays has the experience and negotiating power to make group travel a success, and within budget. Our group specialists arrange transportation, hotel accommodations, and coordinate all the details – meetings, activities, trip extensions and more. When it comes to group travel deals, discover the Pleasant difference.

Plan a Group Trip

Destination Weddings

The Pleasant Weddings Travel Desk helps you find the perfect destination, plan your wedding, and book your guests all with complete flexibility and provides travel packages to meet budgets and special requests.

Plan Your Wedding

Four Seasons Resort Maui at Wailea

Connect with a Pleasant Holidays specialist today!

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