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$68+ Cheap flights from Boston (BOS) to Caribbean

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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJU
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
1 adult, Economy
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Cheap flight deals from Boston to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Caribbean (0CB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 21, 2024.

Find flight deals from Boston to Caribbean

Cheapest flights from Boston to Caribbean
Explore the most affordable flight options available from Boston to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 21, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 11/20. 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.
Sun 12/89:52 amBOS - SJU
Nonstop4h 05mFrontier
Thu 12/125:05 pmSJU - BOS
1 stop8h 25mFrontier
Deal found 11/20$104
This eDestinos deal was found by Cheapflights users on 11/19. 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.
Sun 12/85:00 amBOS - SJU
1 stop14h 22mSpirit Airlines
Tue 12/109:13 pmSJU - BOS
1 stop13h 01mSpirit Airlines
Deal found 11/19$109
This Kiwi.com deal was found by Cheapflights users on 11/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/89:52 amBOS - SJU
Nonstop4h 05mMultiple Airlines
Fri 12/139:13 pmSJU - BOS
1 stop13h 01mMultiple Airlines
Deal found 11/20$112
This JetBlue deal was found by Cheapflights users on 11/20. 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.
Tue 12/3110:50 pmBOS - SJU
Nonstop3h 58mJetBlue
Fri 1/175:00 amSJU - BOS
Nonstop4h 17mJetBlue
Deal found 11/20$195
This American Airlines deal was found by Cheapflights users on 11/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/256:00 amBOS - SJU
2 stops8h 43mAmerican Airlines
Sat 12/76:30 amSJU - BOS
1 stop14h 52mAmerican Airlines
Deal found 11/20$200
This Delta deal was found by Cheapflights users on 11/21. 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.
Tue 12/108:10 amBOS - SJU
Nonstop4h 08mDelta
Tue 12/172:13 pmSJU - BOS
Nonstop4h 27mDelta
Deal found 11/21$213
This United Airlines deal was found by Cheapflights users on 11/21. 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 11/258:45 amBOS - SJU
2 stops11h 10mUnited Airlines
Wed 11/272:05 amSJU - BOS
1 stop6h 38mUnited Airlines
Deal found 11/21$214
This Mytrip deal was found by Cheapflights users on 11/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/810:34 amBOS - STT
2 stops25h 49mSpirit Airlines
Fri 12/1311:56 amSTT - BOS
1 stop13h 42mSpirit Airlines
Deal found 11/21$231
This JetBlue deal was found by Cheapflights users on 11/21. 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.
Mon 12/97:00 amBOS - STT
1 stop5h 27mJetBlue
Fri 12/2012:52 pmSTT - BOS
1 stop6h 01mJetBlue
Deal found 11/21$239
This JetBlue deal was found by Cheapflights users on 11/21. 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.
Mon 12/167:00 amBOS - NAS
Nonstop3h 34mJetBlue
Fri 12/202:50 pmNAS - BOS
Nonstop3h 34mJetBlue
Deal found 11/21$273
This JetBlue deal was found by Cheapflights users on 11/21. 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.
Mon 12/169:25 amBOS - PLS
Nonstop3h 51mJetBlue
Fri 12/203:27 pmPLS - BOS
Nonstop3h 59mJetBlue
Deal found 11/21$311
This Delta deal was found by Cheapflights users on 11/21. 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.
Mon 12/166:05 amBOS - NAS
1 stop5h 51mDelta
Sun 12/225:28 pmNAS - BOS
1 stop7h 29mDelta
Deal found 11/21$314

Find flights from Boston to Caribbean within your budget

Customize your flight search to find flights from Boston to Caribbean 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 2,612,795 searches. Data last updated November 21, 2024.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Mon 2/3

10:03 am-3:07 pm

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

Tue 2/11

5:07 pm-12:39 am

1 stop8h 32m

$104

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Mon 12/9

9:51 am-2:56 pm

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

Tue 12/17

5:10 am-1:23 pm

1 stop9h 13m

$109

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Wed 2/5

10:00 am-7:48 pm

1 stop8h 48m

San Juan Luis Munoz Marin Intl

Sun 2/9

4:50 pm-11:22 pm

1 stop7h 32m

$124

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 12/10

8:10 am-1:18 pm

Nonstop4h 08m

San Juan Luis Munoz Marin Intl

Mon 12/16

2:13 pm-5:40 pm

Nonstop4h 27m

$205

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Thu 1/9

10:30 pm-3:25 am

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Fri 1/17

8:00 am-11:14 am

Nonstop4h 14m

$213

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sat 12/7

3:57 pm-12:36 am

1 stop7h 39m

San Juan Luis Munoz Marin Intl

Mon 12/16

2:05 am-2:02 pm

2 stops12h 57m

$222

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Sun 1/12

7:40 pm-10:51 am

1 stop14h 11m

Saint Thomas Island Cyril E King

Wed 1/22

11:46 am-10:50 pm

2 stops12h 04m

$230

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Mon 12/9

7:00 am-1:27 pm

1 stop5h 27m

Saint Thomas Island Cyril E King

Fri 12/20

12:52 pm-5:53 pm

1 stop6h 01m

$239

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Fri 1/10

5:45 am-1:11 pm

1 stop6h 26m

Saint Thomas Island Cyril E King

Fri 1/17

2:15 pm-8:46 pm

1 stop7h 31m

$240

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Sun 1/12

6:00 am-1:40 pm

1 stop6h 40m

Saint Thomas Island Cyril E King

Thu 1/23

2:55 pm-12:58 am

1 stop11h 03m

$254

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/21

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

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Boston 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 Boston to Caribbean

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

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

Currently, September is the cheapest month in which you can book a flight from Boston to Caribbean (average of $254). Flying from Boston to Caribbean 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 BOS to CB?

Find hourly flight availability from Boston to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 21, 2024.

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

Weekly flight availability from Boston to Caribbean

Explore weekly flight availability from Boston to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 21, 2024.

The most flights from BOS to 0CB are scheduled on a Thursday (21 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (5 on average).

Rainfall in Caribbean by month

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

In terms of precipitation, rainfall in Caribbean 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 when rainfall is around 2.2 in.

Temperature in Caribbean by month

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

If weather is an important factor for your trip to Caribbean, 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

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated November 21, 2024.
Southwest
8.1
Very good
5,005 reviews

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Entertainment

7.7

Reviews

1 / 10

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

Southwest
8.1
Very good
5,005 reviews
Southwest
8.1
Very good
5,005 reviews

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Entertainment

7.7

Reviews

1 / 10

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

Delta
8.0
Very good
8,755 reviews
Southwest
8.1
Very good
5,005 reviews

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Entertainment

7.7

Reviews

1 / 10

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

Copa Airlines
7.8
Good
1,779 reviews
Southwest
8.1
Very good
5,005 reviews

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Entertainment

7.7

Reviews

1 / 10

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

JetBlue
7.5
Good
3,389 reviews
Southwest
8.1
Very good
5,005 reviews

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Entertainment

7.7

Reviews

1 / 10

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

United Airlines
7.4
Good
9,172 reviews
Southwest
8.1
Very good
5,005 reviews

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Entertainment

7.7

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 Boston to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Boston to Caribbean?

    Boston Logan Intl (BOS), located 2.6 mi from the city center, is the airport you fly out of when you book flights from Boston to Caribbean.

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

    The cheapest airline one-way is JetBlue, with whom users have recently found tickets for as low as $68. However, be on the lookout for offers from Frontier and Spirit Airlines, as they are both options that can get you from Boston to Caribbean for a low price.

  • What are the most popular routes from Boston to Caribbean?

    The most popular flight routes from Boston to Caribbean are Boston Logan Intl - San Juan Luis Munoz Marin Intl, Boston Logan Intl - Oranjestad Reina Beatrix and Boston Logan Intl - Punta Cana.

  • What are the most reliable airlines from Boston to Caribbean?

    Before booking your flight to Caribbean from Boston, check out the most reliable airlines to get you to your destination on time: TAP AIR PORTUGAL (97%), Aer Lingus (95%), Delta( 93%).

  • What are the cheapest flights from Boston to Caribbean?

    The cheapest flight price from Boston to Caribbean is $72. On average you can expect to pay $587. The most popular route, (Boston Logan Intl - San Juan Luis Munoz Marin Intl), can usually be booked for $100.

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

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

  • How can I find direct flights from Boston to Caribbean?

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Boston to Caribbean (average of $254). Flying from Boston to Caribbean 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.

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Alternative routes for Boston to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Boston to Orlando flights
Boston to Fort Lauderdale flights
Boston to Miami flights
Boston to Los Angeles flights
Boston to O'Hare Intl flights
Boston to Luis Munoz Marin Intl flights
Boston to Las Vegas flights
Boston to Dallas/Fort Worth flights
Boston to Heathrow flights
Boston to Cancún flights
Boston to San Francisco flights
Boston to Denver flights
Boston to Dulles Intl flights
Boston to LaGuardia flights
Boston to John F Kennedy Intl flights
Boston to Sky Harbor Intl flights
Boston to Reagan-National flights
Boston to Tampa flights
Boston to Charles de Gaulle flights
Hartford to Orlando flights
Boston to Hobby flights
Boston to West Palm Beach flights
Boston to Newark flights
Boston to Narita flights
Hartford to Luis Munoz Marin Intl flights
Boston to Nashville flights
Boston to Baltimore flights
Boston to Salt Lake City flights
Boston to Oranjestad flights
Boston to Seattle flights
Boston to San Diego flights
Boston to George Bush Intcntl flights
Boston to Charlotte flights
Boston to Fort Myers flights
Boston to Austin flights
Boston to Gatwick flights
Boston to Lisbon flights
Boston to London City flights
Boston to Dublin flights
Boston to Atlanta flights
Boston to Philadelphia flights
Boston to Mexico City flights
Boston to Leonardo da Vinci/Fiumicino flights
Boston to New Orleans flights
Hartford to Fort Lauderdale flights
Boston to Punta Cana flights
Boston to Minneapolis flights
Boston to Stansted flights
Boston to Honolulu flights
Boston to Charleston flights

Top 10 airlines flying from Boston to Caribbean

Discover the top 10 airlines that operate flights from Boston to Caribbean. 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 2,612,795 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$72Average$334FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$100Average$412FlexibilityNo cancel feeOn-time65%
DeltaCheapest$146Average$497FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$147Average$549FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$200Average$530FlexibilityNo cancel feeOn-time70%
AviancaCheapest$242Average$505FlexibilityNo cancel feeOn-time71%
American AirlinesCheapest$244Average$583FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$263Average$616FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$299Average$788FlexibilityNo cancel feeOn-time67%
SouthwestCheapest$487Average$841FlexibilityNo cancel feeOn-time63%
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