Once summer winds down, and you're missing your beach days, you'll be happy you booked this tropical trip down to the Caribbean. Fly from Philadelphia to Port-of-Spain, Trinidad and Tobago for $339 roundtrip on American Airlines this September or October.

Travel Availability

As an example, I found seats departing PHL on Wednesday, September 11, and returning from POS on Sunday, September 15, 2019.

Depart daily starting on September 9 through October 13 with returns available through the end of the month. Flights in November available for about $6 more. Weekend travel possible.


This fare only includes one small personal item and one standard piece of carry-on luggage. Checked bag fees start at $30 each way.

Seat Assignments

Seats will be assigned at random upon check-in for this price. You may pay a fee to choose a specific seat.

Alternate Fares

If you don't like the restrictions of Basic Economy, you can upgrade to Main Cabin for $30 more bringing the total to $369 roundtrip. This will include the selection of remaining standard economy seats and flight changes for a fee.

JetBlue is price matching this fare on a handful of dates, but inventory is very limited.

Related: Which Caribbean Airports Have the Lowest (and Highest) Ticket Taxes

See our fare details for booking info.

For more fantastic fares departing the City of Brotherly Love, check out our Philadelphia (PHL) flight deals page here. And for other excellent escapes to the islands have a peek at our Caribbean flight deal page.

Looking for a place to stay in the Port-of-Spain? Hotelwatchdog will get you started with this list of available accommodation for the dates mentioned.

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