All Around the Caribbean 
in $240s-$340s RT
AllanJFC
This oneās gone - thatās how fast they move. Members see every flight we find as it happens so sign up today or sign in to get the latest!
The Caribbean is all about SOUND.
The soundĀ of maracas shaking all around. TheĀ soundĀ of waves lightly lapping onto the shore right at dawn. And the soundĀ of your keyboard click-clacking to book these Flights before they go away :-)
We're especially stoked to see some uber-rare routes pop up (like first timeĀ EVERĀ kind of rare). Looking at you, La Romana, with almost every city in here seeing you for the first time. Show 'em what you got.Ā
Did we mention sound?Ā
Taking off āļø
Tip Published: Sep 10, 2025
Round trips from Atlanta (ATL):
- Punta Cana (PUJ) - $309
- Saint Croix (STX) - $316
Round trips from Austin (AUS):
- Aruba (AUA) - $295
- Grand Cayman (GCM) - $286
- La Romana (LRM) - $336
- Punta Cana (PUJ) - $309
- Santiago (STI) - $325
- Santo Domingo (SDQ) - $327
- Sint Maarten (SXM) - $297
Round trips from Baltimore (BWI):
- Saint Croix (STX) - $325
Round trips from Boston (BOS):
- Aruba (AUA) - $341
- Nassau (NAS) - $330 (non-stop)
- Puerto Plata (POP) - $325
- Punta Cana (PUJ) - $336
- Saint Lucia (UVF) - $337
- Santiago (STI) - $311
Round trips from Fort Lauderdale (FLL):
- Kingston (KIN) - $299 (non-stop)
- Montego Bay (MBJ) - $299 (non-stop)
- Nassau (NAS) - $240 (non-stop)
- Punta Cana (PUJ) - $242 (non-stop)
- Saint Croix (STX) - $259
- Saint Thomas (STT) - $259
- Santo Domingo (SDQ) - $240 (non-stop)
Round trips from Las Vegas (LAS):
- Saint Croix (STX) - $305
Round trips from Miami (MIA):
- Aruba (AUA) - $297 (non-stop)
- Grand Cayman (GCM) - $295 (non-stop)
- Kingston (KIN) - $307 (non-stop)
- Nassau (NAS) - $250 (non-stop)
- Port of Spain (POS) - $294 (non-stop)
- Saint Croix (STX) - $286 (non-stop)
- Santiago (STI) - $263 (non-stop)
Round trips from New York (JFK):
- Aruba (AUA) - $281 (non-stop)
- Basseterre (SKB) - $307 (non-stop)
- La Romana (LRM) - $297
- Providenciales (PLS) - $329 (non-stop)
- Puerto Plata (POP) - $320 (non-stop)
- Saint Croix (STX) - $286
- Saint Lucia (UVF) - $327
- Santiago (STI) - $316 (non-stop)
- Sint Maarten (SXM) - $321 (non-stop)
Round trips from New York LaGuardia (LGA):
- Aruba (AUA) - $339
- Basseterre (SKB) - $322
- Grand Cayman (GCM) - $336
- Puerto Plata (POP) - $327
- Saint Croix (STX) - $286
- Santo Domingo (SDQ) - $331
- St. John's (ANU) - $349
Round trips from Newark (EWR):
- Aruba (AUA) - $281 (non-stop)
- Basseterre (SKB) - $307 (non-stop)
- Bridgetown (BGI) - $341 (non-stop)
- La Romana (LRM) - $297
- Saint Lucia (UVF) - $313 (non-stop)
- Santiago (STI) - $316 (non-stop)
Round trips from Orlando (MCO):
- La Romana (LRM) - $311
- Nassau (NAS) - $280 (non-stop)
- Saint Croix (STX) - $271
- Santiago (STI) - $303
- Santo Domingo (SDQ) - $326 (non-stop)
Round trips from Tampa (TPA):
- Aruba (AUA) - $261
- Grand Cayman (GCM) - $286
- Montego Bay (MBJ) - $319
- Saint Croix (STX) - $291
- Santiago (STI) - $323
- Santo Domingo (SDQ) - $328
- Sint Maarten (SXM) - $295
Round trips from Washington Reagan (DCA):
- Nassau (NAS) - $335
- Punta Cana (PUJ) - $335
- Saint Croix (STX) - $311
- Santo Domingo (SDQ) - $336
Our goal is supercharging your travel experiences, that's why you won't find ads or sponsored content in our Flight Guides. We might earn a little commission through Skyscanner links, but our opinions aren't for sale. A Flight only makes the cut because we think it's worth taking.
How to Book
We've archived the booking information because we noticed availability has changed or the fares have gone up since it was first published. The inspiration is yours to keep š
