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Caribbean Islands

$60+ Cheap flights from Boston (BOS) 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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJU
Dec 28 — Jan 41
Sat 12/28
Sat 1/4
1 adult, Economy
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Cheap flight deals from Boston to Caribbean Islands

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Caribbean Islands (zzEPX). 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 December 23, 2024.

Round-trip from

$106
(Frontier)

One-way from

$60
(Frontier)
From Boston Logan Intl to Caribbean Islands
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One-way flight from Boston Logan Intl to Caribbean Islands
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Find flight deals from Boston to Caribbean Islands

Cheapest flights from Boston to Caribbean Islands
Explore the most affordable flight options available from Boston to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2024.

This FlightHub deal was found by Cheapflights users on 12/22. 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.
Fri 12/2710:26 amBOS - SJU
Nonstop4h 05mFrontier
Fri 1/315:35 amSJU - BOS
Nonstop4h 28mFrontier
Deal found 12/22$251
This FlightHub deal was found by Cheapflights users on 12/22. 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.
Fri 12/2710:26 amBOS - SJU
Nonstop4h 05mMultiple Airlines
Fri 1/316:14 amSJU - BOS
1 stop9h 16mMultiple Airlines
Deal found 12/22$261
This eDestinos deal was found by Cheapflights users on 12/23. 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.
Tue 12/3112:43 pmBOS - SJU
Nonstop4h 10mSpirit Airlines
Mon 1/69:13 pmSJU - BOS
1 stop13h 16mSpirit Airlines
Deal found 12/23$306
This American Airlines deal was found by Cheapflights users on 12/22. 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 12/305:55 pmBOS - STT
2 stops16h 49mAmerican Airlines
Tue 1/146:31 pmSTT - BOS
2 stops17h 01mAmerican Airlines
Deal found 12/22$343
This JetBlue Airways deal was found by Cheapflights users on 12/23. 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 Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3110:50 pmBOS - SJU
Nonstop3h 53mJetBlue
Sat 1/115:00 amSJU - BOS
Nonstop4h 17mJetBlue
Deal found 12/23$368
This FlightHub deal was found by Cheapflights users on 12/22. 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.
Mon 12/3010:34 amBOS - STT
1 stop23h 05mSpirit Airlines
Tue 1/1411:51 amSTT - BOS
1 stop23h 45mSpirit Airlines
Deal found 12/22$398
This JetBlue deal was found by Cheapflights users on 12/22. 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 12/245:35 amBOS - PLS
1 stop7h 01mJetBlue
Sat 12/281:41 pmPLS - BOS
1 stop10h 37mJetBlue
Deal found 12/22$403
This Delta deal was found by Cheapflights users on 12/23. 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 12/246:55 amBOS - PLS
1 stop6h 57mDelta
Sat 12/2812:50 pmPLS - BOS
Nonstop4h 05mDelta
Deal found 12/23$417
This Mytrip deal was found by Cheapflights users on 12/22. 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.
Thu 12/265:45 amBOS - PUJ
1 stop30h 04mFrontier
Sat 2/12:17 pmPUJ - BOS
1 stop20h 23mFrontier
Deal found 12/22$419
This Booking.com deal was found by Cheapflights users on 12/22. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/246:00 amBOS - SDQ
1 stop30h 05mMultiple Airlines
Tue 12/316:46 pmSDQ - BOS
1 stop15h 43mMultiple Airlines
Deal found 12/22$426
This JetBlue deal was found by Cheapflights users on 12/23. 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.
Sun 12/2911:09 pmBOS - SDQ
Nonstop4h 01mJetBlue
Mon 2/33:30 pmSDQ - BOS
Nonstop4h 15mJetBlue
Deal found 12/23$427
This JetBlue deal was found by Cheapflights users on 12/22. 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 12/2810:04 pmBOS - STI
Nonstop3h 56mJetBlue
Mon 12/301:10 amSTI - BOS
1 stop9h 08mJetBlue
Deal found 12/22$429

Find flights from Boston to Caribbean Islands within your budget

Customize your flight search to find flights from Boston 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 2,558,603 searches. Data last updated December 23, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 2/4

10:03 am-3:07 pm

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

Fri 2/14

6:00 am-9:18 am

Nonstop4h 18m

$106

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 2/25

10:08 am-3:08 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Thu 2/27

7:00 am-10:18 am

Nonstop4h 18m

$107

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Fri 1/24

8:29 pm-11:18 am

1 stop13h 49m

San Juan Luis Munoz Marin Intl

Mon 1/27

10:09 pm-10:36 am

1 stop13h 27m

$121

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Sat 2/8

7:13 am-10:46 am

2 stops26h 33m

Saint Thomas Island Cyril E King

Sat 2/15

11:41 am-7:21 pm

1 stop8h 40m

$230

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Fri 1/31

11:25 am-4:39 pm

Nonstop4h 14m

San Juan Luis Munoz Marin Intl

Sun 2/2

5:00 am-8:17 am

Nonstop4h 17m

$243

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Mon 2/3

2:45 pm-10:22 pm

1 stop6h 37m

San Juan Luis Munoz Marin Intl

Sat 2/8

2:05 am-8:13 am

1 stop7h 08m

$253

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Wed 2/5

6:00 am-1:40 pm

1 stop6h 40m

Saint Thomas Island Cyril E King

Fri 2/7

4:59 pm-10:56 pm

1 stop6h 57m

$254

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Thu 1/9

6:00 am-5:41 pm

2 stops10h 41m

Saint Thomas Island Cyril E King

Thu 1/16

2:09 pm-10:26 pm

1 stop9h 17m

$268

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Mon 1/6

6:50 am-11:52 am

Nonstop4h 02m

Saint Thomas Island Cyril E King

Thu 1/16

2:00 pm-6:59 pm

1 stop5h 59m

$270

BostonOranjestad

BOS - AUA

BOSAUA

Boston Logan Intl

Sun 1/19

6:00 am-3:40 pm

1 stop8h 40m

Oranjestad Reina Beatrix

Thu 1/23

4:45 pm-11:32 pm

1 stop7h 47m

$294

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

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

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

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

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

Currently, September is the cheapest month in which you can book a flight from Boston to Caribbean Islands (average of $254). Flying from Boston to Caribbean Islands in March is currently the most expensive (average of $380). 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 EPX?

Find hourly flight availability from Boston 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 December 23, 2024.

When flying from Boston 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.

Weekly flight availability from Boston to Caribbean Islands

Explore weekly flight availability from Boston to Caribbean Islands. 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 December 23, 2024.

The most flights from BOS to zzEPX are scheduled on a Monday (19 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (12 on average).

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 December 23, 2024.
To help decide which airline to fly from Boston to Caribbean Islands, see what other customers have to say about Frontier, Spirit Airlines and JetBlue. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,780 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,780 reviews
Southwest
8.1
Very good
4,780 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,588 reviews
Southwest
8.1
Very good
4,780 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,549 reviews
Southwest
8.1
Very good
4,780 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Copa Airlines
7.7
Good
1,710 reviews
Southwest
8.1
Very good
4,780 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Aeromexico
7.5
Good
1,913 reviews
Southwest
8.1
Very good
4,780 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Boston to Caribbean Islands. 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 Islands?

    Most people fly from Boston Logan Intl (BOS) if they book a flight from Boston to Caribbean Islands. Boston Logan Intl is conveniently located just 2.6 mi from Boston’s city center.

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

    $60 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and Delta, with prices starting from $80 and $109, respectively.

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

    Most travelers choose Boston Logan Intl - San Juan Luis Munoz Marin Intl, Boston Logan Intl - Oranjestad Reina Beatrix or Boston Logan Intl - Punta Cana when deciding on the best route from Boston to Caribbean Islands.

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

    The top 3 most reliable airlines when flying from Boston to Caribbean Islands are Delta (82%), JetBlue (62%) and Hawaiian Airlines (58%).

  • What are the cheapest flights from Boston to Caribbean Islands?

    On average you can expect to pay $813 for a flight from Boston to Caribbean Islands. The cheapest flight overall is $54 while the most popular route, (Boston Logan Intl - San Juan Luis Munoz Marin Intl) is currently priced at $99.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Boston 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.

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

    Currently, September is the cheapest month in which you can book a flight from Boston to Caribbean Islands (average of $254). Flying from Boston to Caribbean Islands in March is currently the most expensive (average of $380). 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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Top 10 airlines flying from Boston to Caribbean Islands

Discover the top 10 airlines that operate flights from Boston 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 2,558,603 searches. Data last updated December 23, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$73Average$334FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$99Average$402FlexibilityNo cancel feeOn-time65%
DeltaCheapest$142Average$507FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$143Average$531FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$200Average$527FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$244Average$590FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$263Average$623FlexibilityNo cancel feeOn-time69%
AviancaCheapest$292Average$489FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$406Average$778FlexibilityNo cancel feeOn-time67%
SouthwestCheapest$427Average$818FlexibilityNo cancel feeOn-time63%
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