Flights from your city to the Caribbean for Christmas
Where to fly from your city to the Caribbean for Christmas: fares for Christmas week 2026 (Dec 19 to 26) and New Year's week (Dec 26 to Jan 2) to Punta Cana, Montego Bay, Nassau, Aruba, San Juan and Grand Cayman Island and more. Pick a destination to see every date, or search your own dates in one tap.
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Dates: Christmas week 2026, Dec 19 – Dec 26, 2026 · New Year's week, Dec 26 – Jan 2, 2027.
Choose your departure city
Each city page shows real round-trip fares from that city, with the cheapest one for each destination.
United States: Seattle · New York · San Francisco Bay Area · Los Angeles · Miami or Fort Lauderdale · Chicago · Denver · Minneapolis · Houston · Washington, DC · Dallas-Fort Worth · Atlanta · Orlando · Las Vegas · Charlotte · Phoenix · Boston · Detroit · Philadelphia · Salt Lake City · San Diego · Nashville · Tampa · Austin · Honolulu · Portland · Raleigh/Durham · Saint Louis · Sacramento · San Juan · New Orleans · Kansas City · Fort Myers · San Antonio · Indianapolis · Cleveland · Pittsburgh · Columbus · Cincinnati · West Palm Beach · Jacksonville · Maui · Hartford · Charleston · Milwaukee · Anchorage · Boise · Omaha · Albuquerque · Buffalo · Richmond · Norfolk
Where to go and why
- Punta Cana: Punta Cana's long white-sand beaches and all-inclusive resorts
- Montego Bay: Jamaica's resort coast around Montego Bay and Negril
- Nassau: Nassau and Paradise Island, a short flight from the East Coast
- Aruba: Aruba's dry, sunny weather outside the hurricane belt
- San Juan: Old San Juan, beaches and the rainforest, no passport needed from the US
- Grand Cayman Island: Seven Mile Beach and world-class diving on Grand Cayman
- Providenciales: Grace Bay in Turks and Caicos, one of the Caribbean's best-known beaches
- Saint Thomas: St. Thomas beaches and an easy ferry to St. John, no passport needed from the US
- Sint Maarten: St. Martin, two countries on one island with plenty of beaches
- Curacao: Curaçao's calm coves for snorkelling and colourful Willemstad
- Bridgetown: Barbados beaches on the calm west coast and surf on the east
- Saint Lucia: St. Lucia's Pitons, rainforest and resort beaches
- Antigua: Antigua, a beach for every day of the year
- Kingston: Kingston, Jamaica's capital, with the Blue Mountains nearby
- Santo Domingo: Santo Domingo's colonial zone, the oldest city in the Americas
- Saint Croix: St. Croix's beaches, rum distilleries and Danish-era towns, no passport needed from the US
Facts checked October 27, 2026. Sources: OPM: federal holidays 2026 and 2027