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Cheap flights from Boston to Caribbean from $94

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Boston to Caribbean departing on 2/8. 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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0 bags

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Cheap round-trip flights

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Frontier Logo
12:43 pm - 5:47 pmBOS-SJU
4h 04mnonstop
Frontier Logo
4:06 pm - 1:04 amSJU-BOS
9h 58m1 stop
$212Frontier
Find Deal
jue., ene. 8 - lun., ene. 12
Multiple Airlines Logo
6:16 am - 5:19 pmBOS-SJU
10h 03m1 stop
Multiple Airlines Logo
2:25 am - 7:29 amSJU-BOS
30h 04m1 stop
$214Multiple Airlines
Find Deal
dom., nov. 16 - vie., nov. 21
Spirit Airlines Logo
9:39 pm - 9:52 amBOS-SJU
11h 13m1 stop
Spirit Airlines Logo
2:21 pm - 12:40 amSJU-BOS
11h 19m1 stop
$216Spirit Airlines
Find Deal
jue., ene. 22 - lun., ene. 26
Spirit Airlines Logo
9:39 pm - 9:52 amBOS-SJU
11h 13m1 stop
Spirit Airlines Logo
2:21 pm - 12:40 amSJU-BOS
11h 19m1 stop
$217Spirit Airlines
Find Deal
mié., ene. 21 - lun., ene. 26
JetBlue Logo
6:55 pm - 11:54 pmBOS-SJU
3h 59mnonstop
JetBlue Logo
1:41 pm - 4:54 pmSJU-BOS
4h 13mnonstop
$223JetBlue
Find Deal
mar., dic. 2 - vie., dic. 5
JetBlue Logo
7:40 am - 12:44 pmBOS-SJU
4h 04mnonstop
JetBlue Logo
8:10 pm - 11:16 pmSJU-BOS
4h 06mnonstop
$229JetBlue
Find Deal
mar., nov. 11 - vie., nov. 14
Delta Logo
6:00 am - 1:49 pmBOS-STT
6h 49m1 stop
Delta Logo
2:59 pm - 6:20 pmSTT-BOS
4h 21mnonstop
$307Delta
Find Deal
mar., ene. 6 - vie., ene. 16
American Airlines Logo
6:23 pm - 1:10 pmBOS-STT
17h 47m1 stop
American Airlines Logo
2:26 pm - 10:55 pmSTT-BOS
9h 29m1 stop
$311American Airlines
Find Deal
sáb., ene. 17 - jue., ene. 22
American Airlines Logo
7:00 am - 4:30 pmBOS-STT
8h 30m1 stop
American Airlines Logo
2:49 pm - 11:15 pmSTT-BOS
9h 26m2 stops
$324American Airlines
Find Deal
sáb., nov. 29 - sáb., dic. 6
Delta Logo
8:20 am - 1:24 pmBOS-STT
4h 04mnonstop
Delta Logo
2:59 pm - 6:20 pmSTT-BOS
4h 21mnonstop
$326Delta
Find Deal
mié., dic. 31 - vie., ene. 9

JetBlue flights from Boston to Caribbean

Our best JetBlue deals on Boston to Caribbean flight tickets
JetBlue
Dec 2
BOS6:55 pmBoston Logan Intl
3h 59m
SJU11:54 pmSan Juan Luis Munoz Marin Intl
Dec 5
SJU1:41 pmSan Juan Luis Munoz Marin Intl
4h 13m
BOS4:54 pmBoston Logan Intl
$223
Find similar
JetBlue
Nov 11
BOS7:40 amBoston Logan Intl
4h 04m
SJU12:44 pmSan Juan Luis Munoz Marin Intl
Nov 14
SJU8:10 pmSan Juan Luis Munoz Marin Intl
4h 06m
BOS11:16 pmBoston Logan Intl
$229
Find similar
JetBlue
Dec 2
BOS6:55 pmBoston Logan Intl
3h 59m
SJU11:54 pmSan Juan Luis Munoz Marin Intl
Dec 5
SJU7:00 amSan Juan Luis Munoz Marin Intl
6h 53m
1 stop
BOS12:53 pmBoston Logan Intl
$240
Find similar

Delta flights from Boston to Caribbean

Our best Delta deals on Boston to Caribbean flight tickets
Delta
Nov 5
BOS8:15 amBoston Logan Intl
4h 06m
SJU1:21 pmSan Juan Luis Munoz Marin Intl
Nov 8
SJU6:43 pmSan Juan Luis Munoz Marin Intl
7h 35m
1 stop
BOS1:18 amBoston Logan Intl
$267
Find similar
Delta
Nov 5
BOS8:15 amBoston Logan Intl
4h 06m
SJU1:21 pmSan Juan Luis Munoz Marin Intl
Nov 7
SJU2:32 pmSan Juan Luis Munoz Marin Intl
4h 13m
BOS5:45 pmBoston Logan Intl
$282
Find similar
Delta
Nov 5
BOS8:15 amBoston Logan Intl
4h 06m
SJU1:21 pmSan Juan Luis Munoz Marin Intl
Nov 6
SJU1:46 pmSan Juan Luis Munoz Marin Intl
12h 27m
1 stop
BOS1:13 amBoston Logan Intl
$287
Find similar

momondo Fare Finder

 
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, momondo users made 832,500 searches. Data last updated octubre 31, 2025.
Use the filters below to find and compare flights from Boston to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

jue. 1/8

12:43 pm-5:47 pm

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

lun. 1/12

4:06 pm-1:04 am

1 stop9h 58m

$212

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

dom. 11/16

6:16 am-5:19 pm

1 stop10h 03m

San Juan Luis Munoz Marin Intl

vie. 11/21

2:25 am-7:29 am

1 stop30h 04m

$214

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

jue. 1/22

9:39 pm-9:52 am

1 stop11h 13m

San Juan Luis Munoz Marin Intl

lun. 1/26

2:21 pm-12:40 am

1 stop11h 19m

$216

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

mié. 1/21

9:39 pm-9:52 am

1 stop11h 13m

San Juan Luis Munoz Marin Intl

lun. 1/26

2:21 pm-12:40 am

1 stop11h 19m

$217

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

mar. 12/2

6:55 pm-11:54 pm

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

vie. 12/5

1:41 pm-4:54 pm

Nonstop4h 13m

$223

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

mar. 11/11

7:40 am-12:44 pm

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

vie. 11/14

8:10 pm-11:16 pm

Nonstop4h 06m

$229

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

mar. 1/6

6:00 am-1:49 pm

1 stop6h 49m

Saint Thomas Island Cyril E King

vie. 1/16

2:59 pm-6:20 pm

Nonstop4h 21m

$307

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

sáb. 1/17

6:23 pm-1:10 pm

1 stop17h 47m

Saint Thomas Island Cyril E King

jue. 1/22

2:26 pm-10:55 pm

1 stop9h 29m

$311

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

sáb. 11/29

7:00 am-4:30 pm

1 stop8h 30m

Saint Thomas Island Cyril E King

sáb. 12/6

2:49 pm-11:15 pm

2 stops9h 26m

$324

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

mié. 12/31

8:20 am-1:24 pm

Nonstop4h 04m

Saint Thomas Island Cyril E King

vie. 1/9

2:59 pm-6:20 pm

Nonstop4h 21m

$326

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Boston to Caribbean

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 Caribbean?

In general, January is the cheapest month to fly from Boston to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $223. If you don’t want to visit Caribbean in January, then you should wait until March to fly from Boston, when ticket prices are also cheap, with an average price of $264.

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

The cheapest day to depart from Boston to Caribbean is on a Monday when prices can be found for as low as $293. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $339. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

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

In the morning is the cheapest time of day to fly from Boston to Caribbean when you can find flight prices for as low as $314. Flying to Caribbean in the morning is an ideal time because this is during off-peak travel hours. Flights at noon are often more expensive with an average ticket price of $349.

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

Fly from Boston Logan Intl to Nassau Intl for the best Boston Logan Intl - Caribbean flight prices

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

You are more likely to see cheaper flights to Caribbean from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $296 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Boston for as low as $248 on momondo.

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

There are 4 cabin classes available to choose from on Boston Logan Intl to Caribbean 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 Boston to Caribbean flights?

You could potentially save up to 21% on your flight if you consider stops on a Boston to Caribbean flight.

Cheap Boston to Caribbean flight deals and tips

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

Best Price Found

$133

Fastest flight time

3h 27m

Direct flights

Every day

Airports in Caribbean

3 airports
The best one-way flight to Caribbean from Boston in the past 72 hours is $133. The best round-trip flight deal from Boston to Caribbean found on momondo in the last 72 hours is $262.
The fastest flight from Boston to Caribbean takes 3h 27m
Direct flights go from Boston to Caribbean every day.
There are 3 airports near Caribbean: Nassau Intl (NAS), Providenciales (PLS), Santiago de los Caballeros (STI)
Search flight deals

  • When did momondo last update prices for flights from Boston Logan Intl Airport to Caribbean?

    Prices for flights from Boston Logan Intl Airport to Caribbean are refreshed on a daily basis.

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

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

    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 Boston Logan Intl Airport to Caribbean.

  • What documentation or ID do you need to fly to Caribbean?

    The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

Best airlines flying from Boston to Caribbean

Compare and see reviews for airlines that fly from Boston to Caribbean with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $86Free CancellationRating
5.8
3,123 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $101Free CancellationRating
6.3
8,116 reviews
Search Spirit Airlines flights
Air CanadaPriceFrom $141Free CancellationRating
7.1
10,383 reviews
Search Air Canada flights
DeltaPriceFrom $143Free CancellationRating
7.9
7,998 reviews
Search Delta flights
JetBluePriceFrom $171Free CancellationRating
7.2
2,906 reviews
Search JetBlue flights
United AirlinesPriceFrom $190Free CancellationRating
7.4
8,998 reviews
Search United Airlines flights
Copa AirlinesPriceFrom $192Free CancellationRating
7.6
1,561 reviews
Search Copa Airlines flights
ArajetPriceFrom $226Free CancellationRating
7.1
36 reviews
Search Arajet flights
American AirlinesPriceFrom $288Free CancellationRating
7.2
11,034 reviews
Search American Airlines flights
AviancaPriceFrom $356Free CancellationRating
6.6
2,467 reviews
Search Avianca flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Boston to Caribbean for you.

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

Flights from Boston to Caribbean with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Boston to Caribbean.

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

Of course. momondo tracks the price of Boston to Caribbean flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Caribbean trip

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1 adult
dom. 11/30
dom. 12/7
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Find better results for your trip to Caribbean

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