Cheap flights from Massachusetts to Caribbean

Travel > Caribbean

The second idea, which actually boosted Cuba’s importance, was when the Spanish Crown decided to protect its goods by having a fleet of ships travel together across the ocean to Spain.  Therefore, all ships with products had to unite in Havana’s harbor and then leave as one.... (read more in our Havana History)

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Cheapest flights found for the next 6 months

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Check our newest flight offers to Caribbean:

  • $306Jetblue Airways flight Jetblue Airways 
    Boston, MA (BOS)Hamilton, BM (BDA)10/20/201811:00 am
    Hamilton, BM (BDA)Boston, MA (BOS)10/27/201803:07 pm check price
  • $322Spirit Airlines flight Spirit Airlines 
    Boston, MA (BOS)San Juan, PR (SJU)06/15/201805:05 am
    San Juan, PR (SJU)Boston, MA (BOS)06/21/201810:05 pm check price
  • $342Spirit Airlines flight Spirit Airlines 
    Boston, MA (BOS)Aguadilla, PR (BQN)06/19/201806:27 pm
    Aguadilla, PR (BQN)Boston, MA (BOS)07/02/201802:59 am check price
  • $397United Airlines flight United Airlines 
    Boston, MA (BOS)Providenciales, TC (PLS)06/04/201806:01 pm
    Providenciales, TC (PLS)Boston, MA (BOS)06/10/201801:55 pm check price
  • $416Spirit Airlines flight Spirit Airlines 
    Boston, MA (BOS)Santo Domingo, DO (SDQ)09/19/201805:00 am
    Santo Domingo, DO (SDQ)Boston, MA (BOS)09/26/201804:10 pm check price
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Recently found cheap flight deals

United AirlinesAtlanta To Freeport United Airlines airfares from Atlanta in May
$711 Depart: 05/31/2018
Return: 06/15/2018

provided by Flightnetwork

Frontier AirlinesMiami To Phoenix Frontier Airlines airfares from Miami in June
$551 Depart: 06/04/2018
Return: 06/14/2018

provided by

Iberia AirlinesPhiladelphia To Naples Iberia Airlines airfares from Philadelphia in January
$876 Depart: 01/16/2018
Return: 01/24/2018

provided by

Spirit AirlinesNew Orleans To Denver Spirit Airlines airfares from New Orleans in June
$274 Depart: 06/06/2018
Return: 06/20/2018

provided by

Thomas Cook AirlinesOrlando To Manchester Thomas Cook Airlines airfares from Orlando in June
$832 Depart: 06/30/2018
Return: 07/07/2018

provided by Travelgrove

Spirit AirlinesTampa To Detroit Spirit Airlines airfares from Tampa in June
$347 Depart: 06/19/2018
Return: 07/03/2018

provided by

Multiple AirlinesNew York City To Mashad Multiple Airlines airfares from New York City in September
$954 Depart: 09/12/2018
Return: 10/03/2018

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United AirlinesRichmond To Denver United Airlines airfares from Richmond in August
$842 Depart: 08/24/2018
Return: 08/27/2018

provided by Flightnetwork

Southwest AirlinesAlbany To West Palm Beach Southwest Airlines airfares from Albany in May
$415 Depart: 05/28/2018
Return: 06/09/2018

provided by Flightnetwork


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