Cheap flights from Caribbean to Boston from $111

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Caribbean to Boston departing on 12/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Spirit Airlines Logo
4:40 pm - 11:56 pmAUA-BOS
8h 16m1 stop
Spirit Airlines Logo
5:45 am - 3:35 pmBOS-AUA
8h 50m1 stop
$210Spirit Airlines
Find Deal
Sat, Dec 13 - Tue, Dec 16
Delta Logo
4:26 pm - 7:33 amSXM-BOS
16h 07m1 stop
Delta Logo
8:45 pm - 11:15 amBOS-SXM
14h 30m1 stop
$229Delta
Find Deal
Thu, Mar 5 - Mon, Mar 9
Delta Logo
2:34 pm - 5:56 pmSTT-BOS
4h 22mnonstop
Delta Logo
8:20 am - 1:24 pmBOS-STT
4h 04mnonstop
$229Delta
Find Deal
Wed, Dec 24 - Tue, Dec 30
American Airlines Logo
1:30 pm - 12:59 amSTT-BOS
12h 29m1 stop
American Airlines Logo
5:59 am - 1:59 pmBOS-STT
7h 00m1 stop
$243American Airlines
Find Deal
Tue, Dec 23 - Tue, Dec 30
American Airlines Logo
3:31 pm - 10:43 pmSXM-BOS
8h 12m1 stop
American Airlines Logo
6:29 am - 4:25 pmBOS-SXM
8h 56m1 stop
$268American Airlines
Find Deal
Sat, Dec 6 - Wed, Dec 10
Arajet Logo
2:45 pm - 6:00 pmSDQ-BOS
4h 15mnonstop
Arajet Logo
7:30 pm - 12:45 amBOS-SDQ
4h 15mnonstop
$298Arajet
Find Deal
Sun, Feb 1 - Thu, Feb 26
JetBlue Logo
3:56 pm - 11:32 pmSTT-BOS
8h 36m1 stop
JetBlue Logo
8:00 am - 1:06 pmBOS-STT
4h 06mnonstop
$314JetBlue
Find Deal
Wed, Feb 18 - Sun, Feb 22
JetBlue Logo
3:36 pm - 11:11 pmMBJ-BOS
7h 35m1 stop
JetBlue Logo
7:40 pm - 9:12 amBOS-MBJ
13h 32m1 stop
$317JetBlue
Find Deal
Sat, Dec 6 - Mon, Dec 15
United Airlines Logo
6:00 am - 1:13 pmSTI-BOS
8h 13m1 stop
United Airlines Logo
9:30 am - 11:51 pmBOS-STI
13h 21m2 stops
$363United Airlines
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Thu, Feb 5 - Mon, Feb 9
United Airlines Logo
3:50 pm - 11:38 pmBGI-BOS
32h 48m2 stops
United Airlines Logo
6:00 am - 4:20 pmBOS-BGI
9h 20m1 stop
$373United Airlines
Find Deal
Sat, Dec 20 - Sat, Jan 10

Spirit Airlines flights from Caribbean to Boston

Our best Spirit Airlines deals on Caribbean to Boston flight tickets
Spirit Airlines
Dec 13
AUA4:40 pmOranjestad Reina Beatrix
8h 16m
1 stop
BOS11:56 pmBoston Logan Intl
Dec 16
BOS5:45 amBoston Logan Intl
8h 50m
1 stop
AUA3:35 pmOranjestad Reina Beatrix
Spirit Airlines
Dec 8
SJU4:10 amSan Juan Luis Munoz Marin Intl
30h 51m
2 stops
BOS10:01 amBoston Logan Intl
Dec 14
BOS8:11 pmBoston Logan Intl
13h 22m
1 stop
SJU10:33 amSan Juan Luis Munoz Marin Intl
Spirit Airlines
Dec 23
SJU4:10 amSan Juan Luis Munoz Marin Intl
7h 40m
1 stop
BOS10:50 amBoston Logan Intl
Jan 1
BOS11:55 amBoston Logan Intl
9h 10m
1 stop
SJU10:05 pmSan Juan Luis Munoz Marin Intl

Delta flights from Caribbean to Boston

Our best Delta deals on Caribbean to Boston flight tickets
Delta
Mar 5
SXM4:26 pmSimpson Bay Princess Juliana
16h 07m
1 stop
BOS7:33 amBoston Logan Intl
Mar 9
BOS8:45 pmBoston Logan Intl
14h 30m
1 stop
SXM11:15 amSimpson Bay Princess Juliana
Delta
Dec 24
STT2:34 pmSaint Thomas Island Cyril E King
4h 22m
BOS5:56 pmBoston Logan Intl
Dec 30
BOS8:20 amBoston Logan Intl
4h 04m
STT1:24 pmSaint Thomas Island Cyril E King
Delta
Mar 5
SXM4:26 pmSimpson Bay Princess Juliana
16h 07m
1 stop
BOS7:33 amBoston Logan Intl
Mar 9
BOS8:45 pmBoston Logan Intl
14h 30m
1 stop
SXM11:15 amSimpson Bay Princess Juliana

momondo Fare Finder

 
Customize your flight search to find flights from Caribbean 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, momondo users made 832,500 searches. Data last updated November 16, 2025.
Use the filters below to find and compare flights from Caribbean to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

OranjestadBoston

AUA - BOS

AUABOS

Oranjestad Reina Beatrix

Sat 12/13

4:40 pm-11:56 pm

1 stop8h 16m

Boston Logan Intl

Tue 12/16

5:45 am-3:35 pm

1 stop8h 50m

$210

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Thu 3/5

4:26 pm-7:33 am

1 stop16h 07m

Boston Logan Intl

Mon 3/9

8:45 pm-11:15 am

1 stop14h 30m

$229

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

Wed 12/24

2:34 pm-5:56 pm

Nonstop4h 22m

Boston Logan Intl

Tue 12/30

8:20 am-1:24 pm

Nonstop4h 04m

$229

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

Tue 12/23

1:30 pm-12:59 am

1 stop12h 29m

Boston Logan Intl

Tue 12/30

5:59 am-1:59 pm

1 stop7h 00m

$243

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 12/6

3:31 pm-10:43 pm

1 stop8h 12m

Boston Logan Intl

Wed 12/10

6:29 am-4:25 pm

1 stop8h 56m

$268

Santo DomingoBoston

SDQ - BOS

SDQBOS

Santo Domingo Las Americas

Sun 2/1

2:45 pm-6:00 pm

Nonstop4h 15m

Boston Logan Intl

Thu 2/26

7:30 pm-12:45 am

Nonstop4h 15m

$298

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

Wed 2/18

3:56 pm-11:32 pm

1 stop8h 36m

Boston Logan Intl

Sun 2/22

8:00 am-1:06 pm

Nonstop4h 06m

$314

Montego BayBoston

MBJ - BOS

MBJBOS

Montego Bay Sangster Intl

Sat 12/6

3:36 pm-11:11 pm

1 stop7h 35m

Boston Logan Intl

Mon 12/15

7:40 pm-9:12 am

1 stop13h 32m

$317

Santiago de los CaballerosBoston

STI - BOS

STIBOS

Santiago de los Caballeros

Thu 2/5

6:00 am-1:13 pm

1 stop8h 13m

Boston Logan Intl

Mon 2/9

9:30 am-11:51 pm

2 stops13h 21m

$363

BridgetownBoston

BGI - BOS

BGIBOS

Bridgetown Grantley Adams Intl

Sat 12/20

3:50 pm-11:38 pm

2 stops32h 48m

Boston Logan Intl

Sat 1/10

6:00 am-4:20 pm

1 stop9h 20m

$373

Flights are sorted by cheapest round-trip flights first.

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See travel insights to Boston from

How to get the cheapest flight ticket from Caribbean to Boston

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Boston?

In general, February is the cheapest month to fly from Caribbean to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $179. If you aren’t able to travel during the month of February, then book flights to Boston from Caribbean during January instead. Flights to Boston in January, while not as cheap as those in February, still average around $186.

What is the cheapest day to depart on your flight to Boston?

The cheapest day to depart from Caribbean to Boston is on a Saturday when prices can be found for as low as $239. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Monday is $342.

What is the cheapest time of day to depart on your flight to Boston?

According to our data, the cheapest time of day to fly to Boston is in the afternoon. momondo users have found flights departing from Caribbean to Boston in the afternoon for as low as $242. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the morning is when there is more demand to fly to Boston, so prices are often more expensive at around $288 per ticket.

What is the cheapest Caribbean to Boston Logan Intl flight route?

Fly from San Juan Luis Munoz Marin Intl to Boston Logan Intl for the best Caribbean - Boston Logan Intl flight prices

How far in advance should I book a flight to Boston?

You are more likely to see cheaper flights to Boston from Caribbean when booking weeks ahead of your departure date. In general, you can expect to find flights to Boston for around $252 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Caribbean for as low as $224 on momondo.

What cabin class options are available on Caribbean to Boston Logan Intl flights?

There are 4 cabin classes available to choose from on Caribbean to Boston Logan Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Caribbean to Boston flights?

You could potentially save up to 8% on your flight if you consider stops on a Caribbean to Boston flight.

Cheap Caribbean to Boston flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Caribbean to Boston

Best Price Found

$163

Fastest flight time

3h 54m

Direct flights

Every day

Airports in Boston

1 airport
The best one-way flight to Boston from Caribbean in the past 72 hours is $163. The best round-trip flight deal from Caribbean to Boston found on momondo in the last 72 hours is $163.
The fastest flight from Caribbean to Boston takes 3h 54m
Direct flights go from Caribbean to Boston every day.
There is 1 airport near Boston: Boston Logan Intl (BOS)
  • When did momondo last update prices for flights from Caribbean to Boston Logan Intl Airport?

    Prices for flights from Caribbean to Boston Logan Intl Airport are updated daily.

  • How many operators does momondo search for flights from Caribbean to Boston Logan Intl Airport?

  • How old do you have to be to fly from Caribbean to Boston Logan Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Caribbean to Boston Logan Intl Airport.

  • What documentation or ID do you need to fly to Boston Logan Intl Airport?

    The travel and health documents required for your trip to Boston Logan Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Boston Logan Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Caribbean to Boston?

Best airlines flying from Caribbean to Boston

Compare and see reviews for airlines that fly from Caribbean to Boston with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $76Free CancellationRating
6.3
8,140 reviews
Search Spirit Airlines flights
FrontierPriceFrom $86Free CancellationRating
5.8
3,108 reviews
Search Frontier flights
DeltaPriceFrom $141Free CancellationRating
7.9
8,007 reviews
Search Delta flights
JetBluePriceFrom $181Free CancellationRating
7.2
2,904 reviews
Search JetBlue flights
ArajetPriceFrom $194Free CancellationRating
7.1
36 reviews
Search Arajet flights
United AirlinesPriceFrom $208Free CancellationRating
7.4
9,012 reviews
Search United Airlines flights
American AirlinesPriceFrom $338Free CancellationRating
7.2
11,049 reviews
Search American Airlines flights

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Salem
Ogunquit
Old Orchard Beach
Hampton
York Beach
Plymouth
Kennebunkport
Cambridge
South Yarmouth
Narragansett
Nashua
Gloucester
Falmouth
Laconia
Brockton
Concord
Everett
Sturbridge
Chatham

Why use momondo?

Why should I use momondo to find a flight deal from Caribbean to Boston?

Finding the right flight to Boston from Caribbean is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Boston quick and easy, saving you time and money.

Can I find flights from Caribbean to Boston with flexible booking policies on momondo?

Yes. All flights to Boston from Caribbean on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Caribbean to Boston?

momondo provides multiple filters to help you find the best flight to Boston from Caribbean. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Caribbean to Boston right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Caribbean to Boston flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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1 adult
Tue 12/16
Tue 12/23

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