Fireworks over New York City
Festive Christmas lights on piƱata and building in mexico
Couple with santa hats on Caribbean beach
Ice skaters at night in European Christmas Market

Holiday Season Vacations & Celebrations

This year, start a new tradition – mark a special occasion with vacation to remember. Celebrate an enduring romance, mark a milestone birthday, honor a special person, welcome new beginnings, or immerse yourself in a new culture. Travel is a great way to connect with family and friends, embrace unique experiences and create holiday vacation memories to last all year round.
New Year's Fireworks in Las Vegas

USA Holiday Vacations

Ring in the new year in Las Vegas; trade in a traditional Thanksgiving with theme park thrills; spend winter break on the slopes or with a warm drink enjoying the sparkling beauty of a mountain resort. The possibilities are endless.

Festive holiday flags on Mexican church

Mexico Holiday Season

The holiday season in Mexico means three weeks of festivals, religious events and traditional foods to enjoy. Combine it with balmy winter weather for the perfect family getaway.

Maui Beach at Sunset

Hawaii Holiday Season

Experience the joy and festivities of the holiday season, and save on vacations to Oahu, Maui and Kauai with exclusive offers only available through Pleasant Holidays.

Woman in Santa hat on Caribbean beach

Christmas in the Caribbean

Celebrate the old and welcome in the new in the Caribbean, with street parties that stretch into the night and unique foods and gifts available at no other time of year.

Edinburgh Christmas Market at night

Europe Christmas Markets

Glittering lights, mulled wine and good company - Europe's holiday markets draw locals and visitors alike for shopping, sightseeing and a warming festival atmosphere. What's more, travel to Europe in the winter means better deals and fewer crowds than during the peak summer months, making this an experience you won't want to miss.