Cheap flights from Boston to Caribbean
Travel > Caribbean
Travel tip: Visit San Juan on your holidays!Check our current prices for flights from Boston to Caribbean. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Boston to Caribbean, you will need to run a search below.
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Book your flight now with Cheapoair.com and save!
Cheap San Juan airfares from $136/RT are provided by Cheapoair.com. Outbound flight is leaving on 03/13/2025, 10:43 am from Boston Logan (BOS) airport and arrives at San Juan Marin Intl (SJU) at 02:44 pm. The flight time is 4 hours and 1 minutes. The Returning flight departes on 03/18/2025, 03:49 pm (other return dates are also available). Date posted: 11 Feb 2025
Price evolution for flights From Boston To Caribbean
![Price overview for flights from Boston to Caribbean Price overview for flights from Boston to Caribbean](/images/new/cheap-flights/graph/cheap-flights-from-Boston-to-Caribbean-graph.png?date=202502)
Recent Deals on Flights from Boston to Caribbean:Roundtrip / Oneway
- $136
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) San Juan, PR (SJU) 03/13/2025 10:43 am San Juan, PR (SJU) Boston, MA (BOS) 03/18/2025 03:49 pm - $138
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) San Juan, PR (SJU) 03/13/2025 10:43 am San Juan, PR (SJU) Boston, MA (BOS) 03/18/2025 02:44 am - $174
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) San Juan, PR (SJU) 03/19/2025 08:00 am San Juan, PR (SJU) Boston, MA (BOS) 03/31/2025 06:00 am - $228
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) San Juan, PR (SJU) 03/19/2025 08:00 am San Juan, PR (SJU) Boston, MA (BOS) 03/31/2025 09:51 pm - $232
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) San Juan, PR (SJU) 02/16/2025 05:10 am San Juan, PR (SJU) Boston, MA (BOS) 02/21/2025 06:25 pm - $53
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) San Juan, PR (SJU) 03/11/2025 10:43 am - $65
Frontier Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Saint Maarten, AN (SXM) 03/24/2025 11:22 am - $75
Frontier Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) San Juan, PR (SJU) 03/11/2025 06:00 am - $94
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Montego Bay, JM (MBJ) 03/04/2025 08:09 pm - $99
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Saint Maarten, AN (SXM) 02/23/2025 08:16 pm
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