HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Boston

$117+ Cheap flights from Caribbean Islands to Boston (BOS)

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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BOS
dic. 19 — dic. 261
vie. 12/19
vie. 12/26
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Caribbean Islands to Boston with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Caribbean Islands to Boston

Keep the following information in mind while searching for Caribbean Islands to Boston flight deals. Data was last updated noviembre 19, 2025.

Round-trip from

$224
(Kiwi.com)

One-way from

$117
(Kiwi.com)
From Caribbean Islands to Boston Logan Intl
Search Deals
One-way flight from Caribbean Islands to Boston Logan Intl
Search Deals

Find flight deals from Caribbean Islands to Boston

Cheapest flights from Caribbean Islands to Boston
Explore the most affordable flight options available from Caribbean Islands to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 19, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
sáb. 12/205:50 pmSJU - BOS
1 stop8h 24mMultiple Airlines
dom. 1/47:34 pmBOS - SJU
Nonstop4h 07mMultiple Airlines
Deal found 11/18$224
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.
sáb. 12/203:54 amSJU - BOS
2 stops22h 25mFrontier
jue. 1/112:18 pmBOS - SJU
Nonstop4h 04mFrontier
Deal found 11/19$225
This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
lun. 12/224:10 amSJU - BOS
1 stop7h 40mSpirit Airlines
dom. 1/47:34 pmBOS - SJU
Nonstop4h 07mSpirit Airlines
Deal found 11/18$227
This OneTravel deal was found by Cheapflights users on 11/18. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/256:28 pmSJU - BOS
1 stop17h 22mSpirit Airlines
vie. 1/27:34 pmBOS - SJU
Nonstop4h 07mSpirit Airlines
Deal found 11/18$228
This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
jue. 12/258:00 amSJU - BOS
Nonstop4h 23mMultiple Airlines
lun. 1/58:08 amBOS - SJU
2 stops12h 57mMultiple Airlines
Deal found 11/18$230
This OneTravel deal was found by Cheapflights users on 11/17. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/114:10 amSJU - BOS
2 stops15h 56mSpirit Airlines
lun. 1/511:55 amBOS - SJU
1 stop9h 10mSpirit Airlines
Deal found 11/17$231
This Cheapflightsfares deal was found by Cheapflights users on 11/18. 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.
sáb. 12/202:59 amSJU - BOS
1 stop9h 35mSpirit Airlines
vie. 1/27:34 pmBOS - SJU
Nonstop4h 07mSpirit Airlines
Deal found 11/18$232
This Cheapflightsfares deal was found by Cheapflights users on 11/18. 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.
lun. 12/293:15 pmSJU - BOS
Nonstop4h 24mSpirit Airlines
lun. 1/511:55 amBOS - SJU
1 stop9h 10mSpirit Airlines
Deal found 11/18$233
This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
mié. 12/35:45 pmPUJ - BOS
1 stop7h 08mSpirit Airlines
lun. 12/85:45 amBOS - PUJ
1 stop10h 05mSpirit Airlines
Deal found 11/18$234
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/252:34 pmSTT - BOS
Nonstop4h 22mDelta
vie. 1/28:20 amBOS - STT
Nonstop4h 04mDelta
Deal found 11/19$234
This Kiwi.com deal was found by Cheapflights users on 11/16. 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.
vie. 11/2111:55 amSJU - BOS
1 stop12h 58mMultiple Airlines
lun. 11/248:24 amBOS - SJU
1 stop15h 31mMultiple Airlines
Deal found 11/16$234
This Delta deal was found by Cheapflights users on 11/18. 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.
sáb. 12/63:25 pmSXM - BOS
1 stop8h 59mDelta
mié. 12/105:40 amBOS - SXM
1 stop7h 48mDelta
Deal found 11/18$236

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands to Boston 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 noviembre 19, 2025.
Use the filters below to find and compare flights from Caribbean Islands to Boston that are best for you.

Fly from

Caribbean Islands

Fly to

Boston

Route

Depart

Return

Price

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

jue. 12/25

2:34 pm-5:56 pm

Nonstop4h 22m

Boston Logan Intl

mié. 1/7

8:55 am-2:00 pm

Nonstop4h 05m

$234

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

vie. 1/9

2:00 pm-6:59 pm

1 stop5h 59m

Boston Logan Intl

mar. 1/13

8:00 am-1:05 pm

Nonstop4h 05m

$234

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

jue. 12/25

2:34 pm-5:56 pm

Nonstop4h 22m

Boston Logan Intl

jue. 1/1

8:20 am-1:24 pm

Nonstop4h 04m

$234

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

mié. 2/18

2:01 pm-6:54 pm

1 stop5h 53m

Boston Logan Intl

dom. 2/22

8:00 am-1:06 pm

Nonstop4h 06m

$234

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

mié. 12/24

2:34 pm-5:56 pm

Nonstop4h 22m

Boston Logan Intl

lun. 1/5

8:55 am-2:00 pm

Nonstop4h 05m

$234

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

jue. 12/25

2:34 pm-5:56 pm

Nonstop4h 22m

Boston Logan Intl

vie. 1/2

8:20 am-1:24 pm

Nonstop4h 04m

$234

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

lun. 12/22

2:34 pm-5:56 pm

Nonstop4h 22m

Boston Logan Intl

mié. 12/31

8:20 am-1:24 pm

Nonstop4h 04m

$234

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

vie. 1/23

2:32 pm-5:53 pm

Nonstop4h 21m

Boston Logan Intl

dom. 1/25

8:55 am-2:00 pm

Nonstop4h 05m

$234

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

mié. 12/24

2:34 pm-5:56 pm

Nonstop4h 22m

Boston Logan Intl

mar. 12/30

8:20 am-1:24 pm

Nonstop4h 04m

$234

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

sáb. 12/6

3:25 pm-1:27 am

1 stop11h 02m

Boston Logan Intl

lun. 12/15

5:40 am-2:28 pm

1 stop7h 48m

$236

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Caribbean Islands to Boston

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

Cheapflights Insights

Everything you need to know about your flight from Caribbean Islands to Boston

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

Currently, February is the cheapest month in which you can book a flight from Caribbean Islands to Boston (average of $56). Flying from Caribbean Islands to Boston in October is currently the most expensive (average of $138). 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 EPX to BOS?

Find hourly flight availability from Caribbean Islands to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated noviembre 19, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 23% on flights from Caribbean Islands to Boston by exploring options for tickets at noon.

What is the cheapest day to fly from Caribbean Islands to Boston?

Use this chart to determine the cheapest time to fly round-trip from Caribbean Islands to Boston. Price data was last updated on November 2, 2025.

Travelers seeking maximum savings on their Caribbean Islands to Boston flight should consider departing on Saturday afternoons when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Caribbean Islands to Boston

Explore weekly flight availability from Caribbean Islands to Boston. 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 noviembre 19, 2025.

The most flights from zzEPX to BOS are scheduled on a Tuesday (14 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (2 on average).

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated noviembre 19, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Caribbean Islands to Boston by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,004 reviews

Crew

8.5

Boarding

8.1

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,004 reviews
Delta
7.9
Good
8,004 reviews

Crew

8.5

Boarding

8.1

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,025 reviews
Delta
7.9
Good
8,004 reviews

Crew

8.5

Boarding

8.1

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,046 reviews
Delta
7.9
Good
8,004 reviews

Crew

8.5

Boarding

8.1

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
JetBlue
7.2
Good
2,903 reviews
Delta
7.9
Good
8,004 reviews

Crew

8.5

Boarding

8.1

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Spirit Airlines
6.3
Okay
8,154 reviews
Delta
7.9
Good
8,004 reviews

Crew

8.5

Boarding

8.1

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

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

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

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

    Departing from Caribbean Islands to Boston will take you 4h 22m. The distance from Caribbean Islands to Boston is about 1697 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airlines for a one-way flight from Caribbean Islands to Boston are Frontier ($120), JetBlue ($129), and Delta ($129).

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

    The most popular flight routes from Caribbean Islands to Boston are Santo Domingo Las Americas - Boston Logan Intl, San Juan Luis Munoz Marin Intl - Boston Logan Intl and Santiago de los Caballeros - Boston Logan Intl.

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

    The top 3 most reliable airlines when flying from Caribbean Islands to Boston are Japan Airlines (100%), Etihad Airways (100%) and Aer Lingus (87%).

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

    Looking at all options, your cheapest flight can be booked for $141. While the most popular route (Santo Domingo Las Americas - Boston Logan Intl) can be booked for $254 on average, our data indicates $290 when flying from Caribbean Islands to Boston.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean Islands to Boston 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 Caribbean Islands to Boston?

    Currently, February is the cheapest month in which you can book a flight from Caribbean Islands to Boston (average of $56). Flying from Caribbean Islands to Boston in October is currently the most expensive (average of $138). 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

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Cambridge
Medford
Hampton Beach
Watertown
Seabrook
Seekonk
Lincoln
Lowell
Smithfield
Cranston
Chestnut Hill
Peabody
Quincy
York Beach
Warwick
Swansea
Old Orchard Beach
Brockton
Waltham
Chelsea

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Caribbean Islands to Boston

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to Boston flights
Baltimore to Boston flights
Dallas/Fort Worth to Boston flights
Atlanta to Boston flights
O'Hare Intl to Boston flights
Reagan-National to Boston flights
Dulles Intl to Boston flights
Seattle to Boston flights
Charlotte to Boston flights
San Francisco to Boston flights
Raleigh to Boston flights
Fort Lauderdale to Boston flights
Philadelphia to Boston flights
LaGuardia to Boston flights
Denver to Boston flights
Newark to Boston flights
Hobby to Boston flights
Orlando to Boston flights
Tampa to Boston flights
Detroit to Boston flights
John F Kennedy Intl to Boston flights
George Bush Intcntl to Boston flights
West Palm Beach to Boston flights
Miami to Boston flights
Austin to Boston flights
San Diego to Boston flights
Minneapolis to Boston flights
Ontario to Boston flights
Cleveland to Boston flights
Milwaukee to Boston flights
Pearson Intl to Boston flights
Midway to Boston flights
Sky Harbor Intl to Boston flights
Orlando to Hartford flights
Indianapolis to Boston flights
Nashville to Boston flights
Tampa to Hartford flights
Pittsburgh to Boston flights
Portland to Boston flights
Salt Lake City to Boston flights
O'Hare Intl to Hartford flights
Jacksonville to Boston flights
Richmond to Boston flights
Toronto Island to Boston flights
Dallas/Fort Worth to Hartford flights
New Orleans to Boston flights
Columbus to Boston flights
Denver to Hartford flights
Love Field to Boston flights
Fort Myers to Boston flights

Top 7 airlines flying from Caribbean Islands to Boston

Discover the top 7 airlines that operate flights from Caribbean Islands to Boston. 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 noviembre 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$76Average$299FlexibilityNo cancel feeOn-time65%
FrontierCheapest$86Average$259FlexibilityNo cancel feeOn-time62%
DeltaCheapest$141Average$421FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$181Average$477FlexibilityNo cancel feeOn-time62%
ArajetCheapest$194Average$421FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$208Average$485FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$338Average$492FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.