Looking for an adventure of a life time? If you live on the east coast then you are in luck because you can get cheap flights to the Caribbean at an astounding price of $208 for round trip! There are several trusted airlines you can choose from such as American, JetBlue, Norwegian and United. Pick up a few bonus miles or spend a few to travel in luxury on your trip to the Caribbean with various membership programs these airlines offer. Travel dates are available from September to end of the year but don’t wait too long to book your trip because flight deals go fast!
We recommend you look up your preferred dates on Google Flights in case there is a cheaper price than the ones we listed. Depending when you book, the prices can change! (YMMV) The airline fares rule associated with your flight and be reviewed over pre-purchase, on your contract, and post purchase with the itinerary displayed on their website, be sure you read their full terms before making your purchase.
Flights from Boston to San Juan
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- Promotion: Round-trip from Boston, New York to San Juan Puerto Rico for $268.
Flights from Washington D.C. to Port of Spain
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- Promotion: Round-trip from Washington, D.C. to Port of Spain, Trinidad for $293.
Flights from Philadelphia to Port of Spain
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- Promotion: Round-trip from Philadelphia, Pennsylvania to Port of Spain, Trinidad for $293.
| Departure | Destination |
|---|---|
| Boston (BOS) | San Juan (SJU) |
| Washington D.C. (IAD) | Port of Spain (POS) |
| Philadelphia (PHL) | Port of Spain (POS) |
- Note: Valid for travel on the outbound from September to end of December.
Get East Coast to Caribbean Flight Deals:
- Use Google Flights to check the flights and times that fit best for you. (YMMV)
- To earn cash back we highly recommend using the above, Best Airline Flight Credit Cards to save the most money.
- Once you found the times that you would like to make sure you book it early so that it doesn’t change.
Bottom Line
Take advantage of this great opportunity for a cheap getaway trip at one of many warm beaches in the Caribbean. The earlier you start planning for this trip the earlier you can get started on your vacation. Travel to exotic and unique places in the world and experience something new. US citizens should visit the US Passports & International Travel website for the latest information, including exercising safety abroad and entry requirements. This is the cheapest fare I found but please let us know if you got anything different! If you want more Cheap Flight Deals, check out our master list!
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