Trinidad
at $334 RT
Relaxing on the beach is kind of a given when you're visiting the Caribbean, and Trinidad is no exception.
But if you can drag yourself away from those warm, sandy shores (big if), spend a little time exploring the rest of the island too. Port of Spain has some pretty sweet forts and one of the world's oldest botanical gardens, and walking around the city is a great way to burn off the calories from all the delicious Trini food you'll be eating. And don't forget to stop by Macqueripe Bay and hit the zipline!
Not quite ready to head back to the beach after that? Hop over to Tobago and check out the goat races instead :-)
Taking off ✈️
Tip Published: Sep 23, 2025
To:
- Port of Spain (POS) - $334
From:
- New York (JFK)
How to Book
This is a Takeoff-only Flight for Jack's Flight Club Takeoff members only. For step by step instructions on how to book it you'll need to login or upgrade to Takeoff membership.