Hand-picked deals by our pirate team
Get inspired!
Hand-picked deals by our pirate team
Hand-picked deals by our pirate team
Get inspired!
Hand-picked deals by our pirate team
Bargain Rates on Flights to the Caribbean this Winter
Fly to Several Caribbean Destinations from $171 Round Trip
From $171
Pirates, we've found the perfect deal for all of us running away from the cold this winter! You can fly to several Caribbean Islands from $171 round trip with Jetblue & Legacy Airlines—usual prices for these destinations start from $400+ depending on departure city.
Departure
- New York City
- Miami
- Los Angeles
- Atlanta
- Philadelphia
- Pittsburgh
- New Orleans
- Boston
- Charleston
Destination
- Sint Maarten
- Turks and Caicos Islands
- The Bahamas
- Caribbean
Details
Here are some of the dates and departure airports we found for you, but there are many more available.
These flights are based on nonstop journeys, or a short layover.
Click on the links below to change your departure city and date.
✈️ Flying to Sint Maarten
🔻 Departing from Miami
🔻 Departing from New York
🔻 Departing from Boston
🔻 Departing from Philadelphia
✈️ Flying to Bahamas
🔻 Departing from Miami
🔻 Departing from New York
🔻 Departing from Philadelphia
🔻 Departing from Washington
✈️ Flying to Saint Thomas
🔻 Departing from Miami
🔻 Departing from New York
🔻 Departing from Pittsburgh
🔻 Departing from New Orleans
✈️ Flying to Turks & Caicos
🔻 Departing from New York
🔻 Departing from Miami
🔻 Departing from Philadelphia
🔻 Departing from Los Angeles
Example of Cheapest Flight
Other Options
Also looking for a place to stay? Try our Hotel Booking tool.
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