As the festive season approaches, travelers looking to embrace the warmer weather can escape to one of the select hotels and resorts under the Marriott International, Caribbean portfolio – transforming into a tropical wonderland with immersive holiday programming.
From tree-lighting ceremonies and gourmet feasts to live entertainment and community-centered celebrations, these resorts are creating unforgettable experiences for guests seeking a warm-weather holiday retreat.
Sheraton Puerto Rico Resort & Casino | San Juan, Puerto Rico
This season, Sheraton Puerto Rico Resort & Casino invites guests to celebrate with a series of festive culinary experiences that highlight locally inspired cuisine, blending the rich flavors and diverse cultural influences that define the island of Puerto Rico. The holiday lineup includes a Thanksgiving, Christmas Eve, and New Year’s Eve buffets, as well as the Nikkei New Year’s Eve Six-Course Dinner & Countdown Event, blending an elevated take on how to celebrate the New Year. Expect seasonal décor, along with on-site activations from a Coquito Class (Dec. 13 + 27), and Live Local Music every Friday and Saturday leading up to Christmas, and much more!
Aloft San Juan | San Juan, Puerto Rico
At Aloft San Juan, the holidays kick off on November 21 with their “Let’s Christmas Shine at Aloft”, where guests can expect a lively tree-lighting celebration complete with cocktails, music, and a pet-friendly atmosphere, allowing travelers to celebrate with their furry loved ones. Throughout December, the property will begin to host a Social Wednesday with festive themes, along with a Holiday Pop-Up Market – December 16 and 17 – spotlighting local artisans, and the Vive el Sunset Coquito Fest on December 21, offering poolside coquito tastings and live beats. Seasonal cocktails under the Winter Sips & Wonder menu round out the celebrations, making Aloft San Juan, a vibrant social hub for the holidays.
The Westin Puntacana Resort & Club | Dominican Republic
The festive season begins early at The Westin Puntacana Resort & Club with a Christmas Lighting Ceremony on November 4 at The Village Puntacana, followed by the Lucky Turkey Tennis & Padel Tournament on November 29 and a Christmas Bazaar on December 6, featuring local crafts and culinary delights. Families can enjoy festive traditions like the Gingerbread House Opening on December 16, or tennis lovers can enjoy the holiday tournaments at the Oscar de la Renta Tennis Center from December 26–29. The season culminates with a New Year’s Eve Gala Dinner and Celebration – where they can expect an elevated culinary offering with live music!
The St. Regis Cap Cana | Dominican Republic
At The St. Regis Cap Cana, guests can look forward to the resort’s first festive season, blending Caribbean charm, local traditions, and refined luxury. The property will come alive with sparkling décor, live entertainment, and curated seasonal programming designed for both couples and families. Guests can indulge in gourmet holiday feasts, sun-soaked beachfront gatherings, New Year’s Eve celebrations, and restorative wellness rituals at the Iridium Spa. Children and teens can enjoy festive workshops and family activities, while adults savor cocktail hours, curated wine dinners, and poolside soirées—all set against the stunning backdrop of Cap Cana’s pristine shores.
The Ritz-Carlton, Grand Cayman | Cayman Islands
At The Ritz-Carlton, Grand Cayman, the holiday season is filled with festive experiences from Pie-Making Workshops with Executive Pastry Chef Camilla Testa, witnessing the grand Gingerbread House Unveiling on December 9, or joining in the Festive Cookie Decorating Sessions throughout Christmas week, along with Holiday Caroling on December 24. Expect elevated dining experiences on Thanksgiving and Christmas Day – from lavish feasts to chef-prepared meals to-go. While New Year’s Eve offers Michelin-level tasting menus to beachfront parties and fireworks on Seven Mile Beach.
Salterra, a Luxury Collection Resort & Spa, South Caicos | Turks & Caicos
Guests can expect a blend of local island traditions with refined celebrations from daily wellness rituals, culinary workshops, curated tastings, and much more! Guests can attend their signature events from a Tree Lighting Ceremony, Christmas Eve Gala Dinner, and celebrate entering the New year with their New Year’s Eve Celebration within the Lucari Ballroom. Guests are invited to enjoy the Yuletide Carol Gathering with Marjorie Basden High School choir, a local school within South Caicos, and a community gift drive.
The Ritz-Carlton, St. Thomas | U.S. Virgin Islands
The Ritz-Carlton, St. Thomas ushers in the holidays with a full lineup of festivities, beginning with Thanksgiving Weekend dining across their signature venues, including beachfront barbecues, Italian-inspired dinners, Caribbean feasts, and a Thanksgiving Parade featuring Moko Jumbies and steel pan music. Families can experience the holiday festivities by participating in the Ritz-Carlton Elf Hunt from December 17-25, along with festive dinners throughout the season, and expect cabana experiences. The celebrations culminate on New Year’s Eve with an All-White Countdown Carnival featuring DJs, fire dancers, and a chance to enter a future three-night stay giveaway!
