Cheap flights from Boston to Caribbean

Travel > Caribbean

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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From $127 / RT details

Book your flight now with Cheapoair.com and save!

Cheap San Juan airfares from $127/RT are provided by Cheapoair.com. Outbound flight is leaving on 04/01/2025, 06:00 am from Boston Logan (BOS) airport and arrives at San Juan Marin Intl (SJU) at 12:13 am. The flight time is 18 hours and 13 minutes. The Returning flight departes on 04/07/2025, 06:00 am (other return dates are also available). Date posted: 17 Feb 2025

Price evolution for flights From Boston To Caribbean

Recent Deals on Flights from Boston to Caribbean:Roundtrip / Oneway

• $127 Frontier Airlines 

  From	To	Departure	Time
  Boston, MA (BOS)	San Juan, PR (SJU)	04/01/2025	06:00 am
  San Juan, PR (SJU)	Boston, MA (BOS)	04/07/2025	06:00 am

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• $132 Multiple Airlines 

  From	To	Departure	Time
  Boston, MA (BOS)	San Juan, PR (SJU)	04/01/2025	08:00 am
  San Juan, PR (SJU)	Boston, MA (BOS)	04/07/2025	06:00 am

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• $274 Spirit Airlines 

  From	To	Departure	Time
  Boston, MA (BOS)	St. Thomas Island, VI (STT)	03/30/2025	02:59 pm
  St. Thomas Island, VI (STT)	Boston, MA (BOS)	04/11/2025	10:45 am

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• $293 Multiple Airlines 

  From	To	Departure	Time
  Boston, MA (BOS)	Punta Cana, DO (PUJ)	03/25/2025	05:15 am
  Punta Cana, DO (PUJ)	Boston, MA (BOS)	04/04/2025	02:40 pm

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• $298 Spirit Airlines 

  From	To	Departure	Time
  Boston, MA (BOS)	St. Croix Island, VI (STX)	04/03/2025	02:10 pm
  St. Croix Island, VI (STX)	Boston, MA (BOS)	04/11/2025	03:34 pm

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• $65 Frontier Airlines 

  From	To	Departure	Time
  Boston, MA (BOS)	Saint Maarten, AN (SXM)	03/24/2025	11:22 am

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• $141 Spirit Airlines 

  From	To	Departure	Time
  Boston, MA (BOS)	Montego Bay, JM (MBJ)	03/29/2025	02:59 pm

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• $143 Spirit Airlines 

  From	To	Departure	Time
  Boston, MA (BOS)	St. Thomas Island, VI (STT)	03/20/2025	05:15 am

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• $150 Spirit Airlines 

  From	To	Departure	Time
  Boston, MA (BOS)	Aruba, AW (AUA)	03/24/2025	02:10 pm

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• $154 Spirit Airlines 

  From	To	Departure	Time
  Boston, MA (BOS)	Kingston, JM (KIN)	03/27/2025	11:14 am

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