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)
From
JanFebMarAprMayJunJulAugSepOctNovDec
$286$309$272$228$276$540$565check
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Boston 

Check our newest flight offers to Caribbean:

  • $272Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Boston, MA (BOS)San Juan, PR (SJU)03/07/201810:45 pm
    San Juan, PR (SJU)Boston, MA (BOS)03/12/201803:40 am
    cheapoair.com check price
  • $287Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Boston, MA (BOS)Ponce, PR (PSE)05/01/201805:20 pm
    Ponce, PR (PSE)Boston, MA (BOS)05/15/201812:35 pm
    travelgrove.com check price
  • $334Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Boston, MA (BOS)Port Au Prince, HT (PAP)03/20/201807:53 pm
    Port Au Prince, HT (PAP)Boston, MA (BOS)04/04/201810:07 am
    flyfar.ca check price
  • $356Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Boston, MA (BOS)Montego Bay, JM (MBJ)03/06/201805:05 am
    Montego Bay, JM (MBJ)Boston, MA (BOS)03/21/201803:07 pm
    flyfar.ca check price
  • $359Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Boston, MA (BOS)St. Croix Island, VI (STX)02/06/201807:00 am
    St. Croix Island, VI (STX)Boston, MA (BOS)02/20/201801:15 pm
    cheapoair.com check price
cheap domestic and international flights

Recently found cheap flight deals

Spirit AirlinesNew York City To San Jose Spirit Airlines airfares from New York City in March
$1110 Depart: 03/31/2018
Return: 04/08/2018

provided by Cheapoair.com

Jetblue AirwaysJacksonville To Denver Jetblue Airways airfares from Jacksonville in February
$312 Depart: 02/28/2018
Return: 03/06/2018

provided by Cheapoair.com

Multiple AirlinesCedar Rapids To Tampa Multiple Airlines airfares from Cedar Rapids in March
$631 Depart: 03/04/2018
Return: 03/10/2018

provided by FlyFar

Multiple AirlinesNew York City To Turin Multiple Airlines airfares from New York City in February
$824 Depart: 02/07/2018
Return: 02/20/2018

provided by Travelgrove

Spirit AirlinesBaltimore To Tampa Spirit Airlines airfares from Baltimore in May
$282 Depart: 05/15/2018
Return: 05/22/2018

provided by Cheapoair.com

Multiple AirlinesFort Lauderdale To Burlington Multiple Airlines airfares from Fort Lauderdale in February
$408 Depart: 02/20/2018
Return: 03/05/2018

provided by FlyFar

Multiple AirlinesPhoenix To Shannon Multiple Airlines airfares from Phoenix in February
$3207 Depart: 02/26/2018
Return: 03/09/2018

provided by Travelgrove

Multiple AirlinesOrlando To Ontario, CA Multiple Airlines airfares from Orlando in January
$367 Depart: 01/31/2018
Return: 02/05/2018

provided by Flightnetwork

Multiple AirlinesDurham To Shanghai Multiple Airlines airfares from Durham in December
$2369 Depart: 12/25/2017
Return: 01/06/2018

provided by FlightHub

 

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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