Caribbean & Guyana
in $290s-$380s RT
Let's keep the Black Friday train rolling!
You've seen so many big hitters this sale season, but you've probably never heard of Caribbean Airlines. This Trinidadian airline has slowly but surely expanded into the biggest and most reliable carrier in the entire region since its founding in 2006.
And that size and trustworthiness is being parlayed into one of the nicer sales we've seen! Their bread and butter are flights to Trinidad (read our guide here), but they have some really cool other non-stops on offer, especially from JFK. Tobago is the yang to Trinidad's yin, St. Vincent's volcano landscapes are dreamy, and Kingston speaks for itself.
So this Black Friday, go for the underdog. New (Caribbean) horizons await :-)
Taking off ✈️
Tip Published: Nov 28, 2025
Round trips from Fort Lauderdale (FLL):
- Port of Spain (POS) - $314
Round trips from Miami (MIA):
- Port of Spain (POS) - $304
Round trips from New York (JFK):
- Georgetown (GEO) - $354
- Kingston (KIN) - $381
- Kingstown (SVD) - $312
- Port of Spain (POS) - $296
- Tobago (TAB) - $286
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.