If you’re planning family travel during the holiday season and you’re looking for warm weather plus plenty of holiday cheer, consider these three Caribbean resorts.
Ring in the holidays as this property celebrates its one-year anniversary this month. This Leading Hotels of The World resort, in Turks & Caicos, is nestled on the serene shores of Cooper Jack Bay. The Strand’s collection of all ocean-facing, three-story, three-bedroom villas, as well as private residences that sleep 10–16, are perfect for multi-gen families. All are near the ocean with heated infinity pools, V.I.P. services, kids club access and more.
Buoy Haus Beach Resort St. Thomas, Autograph Collection
On the U.S. Virgin Island of St. Thomas, Buoy Haus Beach Resort St. Thomas, Autograph Collection is a boutique resort experience in a passport-free Caribbean destination. Travelers enjoy a lineup of holiday programming that highlights the rich culture, lively music and unique colors of the island, including weekly themed events like Carnival Quadrille Nights with Caribbean food and traditional folk dancing, guestrooms outfitted with holiday decor, Caribbean storytelling sessions in the lobby, a sunset sail with Santa, and more.
Another passport-free destination perfect for families looking to travel this winter: The Westin St. Thomas, offering 392 guestrooms, three ocean-view pools, an on-site spa and programming for all ages like Westin FAMILY Kids Club. This year, holiday offerings include Santa’s Workshop, a hub for games, crafts and interactive experiences; a month-long elf scavenger hunt; kids-only New Year’s Eve party; and s’mores and bedtime stories read by Santa.
Read This Next
#WhereverFamily
Insta FeedDestinations / Europe
Jan 15, 20262 Top Places to Travel with Kids in Spain
Spain’s easy-going lifestyle is a good match for family travelers, and wherever they go they’ll find plenty to see and do. Cities are lively, with open-air cafés open almost all seasons and attractions intriguing kids of all ages. These two Spanish cities are ideal for families.
Sponsored Content
Discover the Azores & Madeira: Portugal’s Island Paradises Await
Embrace the Portugal’s Magical Islands of the Azores and Madeira
Slideshow
Jan 15, 20269 Hong Kong Destinations for Family Travel
It’s time to start dreaming of your next family trip. Here’s some destination inspiration for you. Take a visual journey through Hong Kong with us.
Destinations / North America
Jan 15, 2026Must-Do Winter Activities in Illinois
From frozen lake fun to winter hiking to cross-country skiing, Illinois is rich with winter adventures for family travelers. Whether planning a weekend escape or a daytrip, these experiences across the state promise fun for the whole family in winter.
Sponsored Content
TAP Air Portugal: A Milestone Year
From small airline to global success, TAP Air Portugal turns 80 and better than ever.
Destinations / North America
Jan 14, 2026Head to Charlottesville, Virginia, for Culture and Mac and Cheese
Virginia is a state full of history and culture, making it a great place for family travel. You can show the kids a beautiful state with plenty of adventure and, while you’re at it, discover the birthplace of the American version of the ultimate kid-favorite comfort food: macaroni and cheese.


ShareThis