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Caribbean Islands

$59+ Cheap flights from Massachusetts to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/8. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJU
Nov 9 — Nov 161
1 adult
Sat 11/9
Sat 11/16
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Find flight deals from Massachusetts to Caribbean Islands

Cheapest flights from Massachusetts to Caribbean Islands
Explore the most affordable flight options available from Massachusetts to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 4, 2024.

This eDestinos deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/912:59 pmBOS - SJU
1 stop12h 03mFrontier
Wed 12/1810:03 pmSJU - BOS
1 stop27h 36mFrontier
Deal found 11/3$105
This Cheapflightsfares deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/48:27 pmBDL - SJU
Nonstop3h 58mFrontier
Wed 12/114:20 pmSJU - BDL
Nonstop4h 07mFrontier
Deal found 11/4$110
This FlightHub deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/810:56 amBOS - SJU
1 stop9h 53mMultiple Airlines
Thu 12/125:26 amSJU - BOS
Nonstop4h 26mMultiple Airlines
Deal found 11/3$112
This Cheapflightsfares deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/109:57 amBOS - SJU
1 stop14h 43mSpirit Airlines
Tue 12/172:32 amSJU - BOS
1 stop8h 26mSpirit Airlines
Deal found 11/3$120
This FlightHub deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/116:00 amBDL - SJU
1 stop13h 22mMultiple Airlines
Fri 12/136:20 amSJU - BDL
1 stop7h 53mMultiple Airlines
Deal found 11/4$152
This JetBlue deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/116:00 pmBOS - SJU
Nonstop3h 58mJetBlue
Fri 12/207:10 pmSJU - BOS
Nonstop4h 19mJetBlue
Deal found 11/3$185
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/108:10 amBOS - SJU
Nonstop4h 12mDelta
Wed 11/132:08 pmSJU - BOS
Nonstop4h 22mDelta
Deal found 11/3$195
This FareScan deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/106:00 amBDL - SJU
1 stop13h 22mSpirit Airlines
Tue 12/179:13 pmSJU - BDL
1 stop26h 29mSpirit Airlines
Deal found 11/3$196
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/117:30 amBOS - SJU
1 stop6h 10mUnited Airlines
Wed 11/132:05 amSJU - BOS
1 stop9h 06mUnited Airlines
Deal found 11/3$204
This FareScan deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/510:34 amBOS - STT
2 stops25h 49mSpirit Airlines
Mon 12/92:18 pmSTT - BOS
2 stops31h 30mSpirit Airlines
Deal found 11/4$241
This JetBlue deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/147:00 amBOS - STT
Nonstop4h 00mJetBlue
Mon 12/2312:52 pmSTT - BOS
1 stop6h 01mJetBlue
Deal found 11/3$252
This JetBlue deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/148:40 amBOS - NAS
1 stop8h 14mJetBlue
Thu 12/192:50 pmNAS - BOS
Nonstop3h 34mJetBlue
Deal found 11/3$267

Find flights from Massachusetts to Caribbean Islands within your budget

Customize your flight search to find flights from Massachusetts to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,455,398 searches. Data last updated November 4, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 2/8

9:27 am-5:19 pm

1 stop6h 52m

$59

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sun 12/8

10:56 am-9:49 pm

1 stop9h 53m

$62

BostonNassau

BOS - NAS

BOSNAS

Boston Logan Intl

Wed 1/1

10:07 am-1:45 pm

Nonstop3h 38m

$63

BostonNassau

BOS - NAS

BOSNAS

Boston Logan Intl

Tue 12/31

7:00 am-1:25 pm

1 stop6h 25m

$94

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sat 11/16

3:57 pm-12:36 am

1 stop7h 39m

$102

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Fri 1/31

7:24 pm-5:19 pm

2 stops20h 55m

$105

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Tue 12/31

5:55 pm-1:25 pm

2 stops18h 30m

$119

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 1/27

11:30 am-2:38 am

1 stop14h 08m

$60

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Tue 12/3

2:29 pm-11:19 am

1 stop19h 50m

$120

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Mon 11/18

11:54 am-4:47 am

1 stop15h 53m

$65

Flights are sorted by cheapest first

Deals found on 11/2

Showing 1-10 of 60 results
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Best time to book a flight from Massachusetts to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Massachusetts with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Massachusetts to Caribbean Islands

Get recent, data-driven insights about flights from Massachusetts to Caribbean Islands including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Massachusetts to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Massachusetts to Caribbean Islands (average of $254). Flying from Massachusetts to Caribbean Islands in March is currently the most expensive (average of $335). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MA to EPX?

Find hourly flight availability from Massachusetts to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 4, 2024.

When flying from Massachusetts to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated November 4, 2024.
See what other customers who have flown with Spirit Airlines, JetBlue and Delta from Massachusetts to Caribbean Islands have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,089 reviews

Entertainment

7.7

Food

7.2

Comfort

8.1

Overall

8.1

Boarding

8.3

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,089 reviews
Southwest
8.1
Very good
5,089 reviews

Entertainment

7.7

Food

7.2

Comfort

8.1

Overall

8.1

Boarding

8.3

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,829 reviews
Southwest
8.1
Very good
5,089 reviews

Entertainment

7.7

Food

7.2

Comfort

8.1

Overall

8.1

Boarding

8.3

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Copa Airlines
7.8
Good
1,869 reviews
Southwest
8.1
Very good
5,089 reviews

Entertainment

7.7

Food

7.2

Comfort

8.1

Overall

8.1

Boarding

8.3

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

JetBlue
7.5
Good
3,493 reviews
Southwest
8.1
Very good
5,089 reviews

Entertainment

7.7

Food

7.2

Comfort

8.1

Overall

8.1

Boarding

8.3

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,226 reviews
Southwest
8.1
Very good
5,089 reviews

Entertainment

7.7

Food

7.2

Comfort

8.1

Overall

8.1

Boarding

8.3

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find flights from Massachusetts to Caribbean Islands for under $100 on Cheapflights?

    Yes, there are multiple flights from Massachusetts to Caribbean Islands for under $100. The cheapest flight booked recently is on Frontier for just $82, but on average you can expect to pay $202.

  • Are there nonstop flights from Massachusetts to Caribbean Islands for under $200 on Cheapflights?

    Cheapflights has at least 19 direct flights from Massachusetts to Caribbean Islands under $200. A good price for a nonstop flight from Massachusetts to Caribbean Islands is less than $315.

  • Are there last-minute flights available from Massachusetts to Caribbean Islands for under $200?

    There are currently 20+ open flights from Massachusetts to Caribbean Islands within the next 7 days for less than $200.

  • What days are nonstop flights available from Massachusetts to Caribbean Islands?

    Days when nonstop flights are available for this flight are: Monday, Tuesday, Wednesday, Friday, Saturday.

  • How many flights depart from Massachusetts to Caribbean Islands on average per day?

    Per day, 10 flights depart from Massachusetts to Caribbean Islands on average.
    Morning (6am - Noon) - 30% of flight departures
    Evening (6pm - Midnight) - 70% of flight departures

  • How long is the flight from Massachusetts to Caribbean Islands?

    There are many flights that can get you from Massachusetts to Caribbean Islands in 3h 58m. Fly via Frontier, Spirit Airlines, or JetBlue to get the fastest option. The distance between Massachusetts and Caribbean Islands is about 1688 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Massachusetts to Caribbean Islands one-way?

    The cheapest airlines for a one-way flight from Massachusetts to Caribbean Islands are Frontier ($59), Spirit Airlines ($62), and JetBlue ($63).

  • What does BOS to SJU mean?

    BOS stands for Boston Logan Intl Airport, while SJU stands for San Juan Luis Munoz Marin Intl Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. While you’re still figuring out your travel plans, it’s not a bad idea to learn the names and codes of other airports around these areas: Punta Cana Airport (PUJ), Santo Domingo Las Americas Airport (SDQ), Montego Bay Sangster Intl Airport (MBJ), Oranjestad Reina Beatrix Airport (AUA), Santiago de los Caballeros Airport (STI).

  • Can I find deals for flights from Massachusetts to Caribbean Islands that include extra baggage allowance?

    The amount of baggage you can bring on your Massachusetts to Caribbean Islands flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Massachusetts to Caribbean Islands with specific airlines?

    Yes, Cheapflights allows you to browse and filter Massachusetts to Caribbean Islands flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Massachusetts to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Massachusetts to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Massachusetts to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Massachusetts to Caribbean Islands.

  • Can I find deals for business class flights from Massachusetts to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Massachusetts to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Massachusetts to Caribbean Islands that allow pets onboard?

    Many airlines flying from Massachusetts to Caribbean Islands offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Massachusetts to Caribbean Islands?

    Yes, you can often find last-minute deals on Massachusetts to Caribbean Islands flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Massachusetts to Caribbean Islands flight deals updated?

    The Massachusetts to Caribbean Islands flight deals you see on this page were last updated on 11/4.

  • What is the cheapest month to book a flight from Massachusetts to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Massachusetts to Caribbean Islands (average of $254). Flying from Massachusetts to Caribbean Islands in March is currently the most expensive (average of $335). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Massachusetts to Caribbean Islands

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Top 10 airlines flying from Massachusetts to Caribbean Islands

Discover the top 10 airlines that operate flights from Massachusetts to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,455,398 searches. Data last updated November 4, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$72Average$308FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$102Average$422FlexibilityNo cancel feeOn-time65%
DeltaCheapest$147Average$500FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$150Average$565FlexibilityNo cancel feeOn-time62%
AviancaCheapest$246Average$505FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$252Average$731FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$263Average$608FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$265Average$579FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$364Average$530FlexibilityNo cancel feeOn-time70%
SouthwestCheapest$487Average$754FlexibilityNo cancel feeOn-time63%
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