Cheap flights from Massachusetts to Caribbean

Travel > Caribbean

Looking for cheap flights to Caribbean? We have several useful tools to help you find the flight offer you are looking for. You can enter your search details into the box on the left and compare the current prices of our providers. You can also browse the table below containing the cheapest flights to Caribbean found by Travelgrove users for the next 6 months. Scrolling down you will find one more handy info box with the most recently found Caribbean flight offers. Check the page from top to bottom and pick the flight that suits you best!

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Cheapest flights found for the next 6 months

(click city name to see more / use right arrow to view later months)

Check our newest flight offers to Caribbean:

  • $408Jetblue Airways flight Jetblue Airways 
    Boston, MA (BOS)Ponce, PR (PSE)06/08/201708:15 am
    Ponce, PR (PSE)Boston, MA (BOS)06/19/201701:57 am check price
  • $422Jetblue Airways flight Jetblue Airways 
    Boston, MA (BOS)Bridgetown, BB (BGI)06/06/201705:30 am
    Bridgetown, BB (BGI)Boston, MA (BOS)06/21/201705:02 am check price
  • $435Jetblue Airways flight Jetblue Airways 
    Boston, MA (BOS)San Juan, PR (SJU)06/08/201710:11 pm
    San Juan, PR (SJU)Boston, MA (BOS)06/19/201705:45 am check price
  • $446Jetblue Airways flight Jetblue Airways 
    Boston, MA (BOS)Santo Domingo, DO (SDQ)09/06/201709:43 am
    Santo Domingo, DO (SDQ)Boston, MA (BOS)09/20/201703:08 am check price
  • $450Multiple Airlines flight Multiple Airlines 
    Boston, MA (BOS)Grand Cayman, KY (GCM)11/09/201707:36 pm
    Grand Cayman, KY (GCM)Boston, MA (BOS)11/12/201705:40 pm check price
cheap domestic and international flights

Recently found cheap flight deals

Swiss International Air LinesWashington DC To Split Swiss International Air Lines airfares from Washington DC in July
$1815 Depart: 07/04/2017
Return: 07/11/2017

provided by

LufthansaDenver To Casablanca Lufthansa airfares from Denver in June
$1564 Depart: 06/21/2017
Return: 06/28/2017

provided by FlightHub

Multiple AirlinesNashville To Baltimore Multiple Airlines airfares from Nashville in June
$1406 Depart: 06/13/2017
Return: 06/27/2017

provided by Flightnetwork

Southwest AirlinesOntario, CA To Las Vegas Southwest Airlines airfares from Ontario, CA in May
$280 Depart: 05/25/2017
Return: 06/01/2017

provided by Flightnetwork

Multiple AirlinesLong Beach To Lisbon Multiple Airlines airfares from Long Beach in May
$1888 Depart: 05/31/2017
Return: 06/15/2017

provided by FlightHub

Multiple AirlinesMinneapolis To Austin Multiple Airlines airfares from Minneapolis in July
$649 Depart: 07/11/2017
Return: 07/26/2017

provided by

Multiple AirlinesLos Angeles To Saint Georges Multiple Airlines airfares from Los Angeles in June
$1029 Depart: 06/27/2017
Return: 07/09/2017

provided by

Air CanadaDenver To Geneva Air Canada airfares from Denver in May
$1931 Depart: 05/31/2017
Return: 06/06/2017

provided by FlightHub

Hawaiian AirlinesHonolulu To San Jose, CA Hawaiian Airlines airfares from Honolulu in June
$679 Depart: 06/05/2017
Return: 06/18/2017

provided by


Specify your search details. Browse the cheapest flights from Massachusetts to Caribbean, Caribbean hotel rooms and Massachusetts to Caribbean vacation packages from the most popular providers, airline consolidators and travel search engines.

San Juan Pictures
  • El Morro - San Juanview
  • San Juan, Puerto Rico - San Juanview
  • San Juan, Puerto Rico - San Juanview
  • El Morro - San Juanview

more Caribbean travel deals

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