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:

  • $287Jetblue Airways flight Jetblue Airways 
    Boston, MA (BOS)San Juan, PR (SJU)11/08/201602:25 pm
    San Juan, PR (SJU)Boston, MA (BOS)11/20/201603:56 am check price
  • $324Multiple Airlines flight Multiple Airlines 
    Boston, MA (BOS)Hamilton, BM (BDA)02/26/201705:30 am
    Hamilton, BM (BDA)Boston, MA (BOS)03/02/201702:25 pm check price
  • $376Copa Air flight Copa Air 
    Boston, MA (BOS)Punta Cana, DO (PUJ)12/02/201608:21 am
    Punta Cana, DO (PUJ)Boston, MA (BOS)12/14/201606:19 am check price
  • $382American Airlines flight American Airlines 
    Boston, MA (BOS)Belize City, BZ (BZE)12/06/201605:00 am
    Belize City, BZ (BZE)Boston, MA (BOS)12/14/201603:15 pm check price
  • $391Multiple Airlines flight Multiple Airlines 
    Boston, MA (BOS)Santo Domingo, DO (SDQ)11/14/201610:14 pm
    Santo Domingo, DO (SDQ)Boston, MA (BOS)11/19/201604:55 pm check price
cheap domestic and international flights

Recently found cheap flight deals

Multiple AirlinesPhiladelphia To Vienna Multiple Airlines airfares from Philadelphia in December
$1315 Depart: 12/23/2016
Return: 01/02/2017

provided by FlightHub

WestjetSacramento To Vancouver Westjet airfares from Sacramento in December
$411 Depart: 12/15/2016
Return: 12/22/2016

provided by FlightHub

Multiple AirlinesMilwaukee To Omaha Multiple Airlines airfares from Milwaukee in December
$338 Depart: 12/13/2016
Return: 12/20/2016

provided by Flightnetwork

Multiple AirlinesHonolulu To Miami Multiple Airlines airfares from Honolulu in November
$1287 Depart: 11/02/2016
Return: 11/08/2016

provided by FlyFar

Multiple AirlinesPhiladelphia To Marseille Multiple Airlines airfares from Philadelphia in October
$907 Depart: 10/29/2016
Return: 11/12/2016

provided by FlightHub

American AirlinesNew York City To Augusta American Airlines airfares from New York City in October
$392 Depart: 10/30/2016
Return: 11/13/2016

provided by FareDepot

Multiple AirlinesHouston To Pensacola Multiple Airlines airfares from Houston in December
$417 Depart: 12/14/2016
Return: 12/28/2016

provided by FareDepot

Emirates AirlinesDallas To Osaka Emirates Airlines airfares from Dallas in November
$1360 Depart: 11/06/2016
Return: 11/20/2016

provided by FlightHub

Jetblue AirwaysProvidence To Fort Lauderdale Jetblue Airways airfares from Providence in December
$842 Depart: 12/25/2016
Return: 01/01/2017

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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