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Cheap flights from Boston to Caribbean Islands 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 Islands 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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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
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Thu, Jan 8 - Mon, Jan 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
Sun, Nov 16 - Fri, Nov 21
JetBlue Logo
6:55 pm - 11:54 pmBOS-SJU
3h 59mnonstop
JetBlue Logo
1:41 pm - 4:54 pmSJU-BOS
4h 13mnonstop
$223JetBlue
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Tue, Dec 2 - Fri, Dec 5
JetBlue Logo
7:40 am - 12:44 pmBOS-SJU
4h 04mnonstop
JetBlue Logo
8:10 pm - 11:16 pmSJU-BOS
4h 06mnonstop
$229JetBlue
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Tue, Nov 11 - Fri, 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
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Tue, Jan 6 - Fri, Jan 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
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Sat, Jan 17 - Thu, Jan 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
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Sat, Nov 29 - Sat, Dec 6
Delta Logo
8:20 am - 1:24 pmBOS-STT
4h 04mnonstop
Delta Logo
2:59 pm - 6:20 pmSTT-BOS
4h 21mnonstop
$326Delta
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Wed, Dec 31 - Fri, Jan 9
United Airlines Logo
5:20 am - 4:00 pmBOS-PLS
10h 40m1 stop
United Airlines Logo
2:23 pm - 12:45 amPLS-BOS
10h 22m1 stop
$342United Airlines
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Thu, Dec 25 - Sun, Dec 28
United Airlines Logo
6:00 am - 4:00 pmBOS-PLS
10h 00m2 stops
United Airlines Logo
5:06 pm - 11:41 pmPLS-BOS
6h 35m1 stop
$350United Airlines
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Thu, Dec 11 - Tue, Dec 16

JetBlue flights from Boston to Caribbean Islands

Our best JetBlue deals on Boston to Caribbean Islands 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
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Delta flights from Boston to Caribbean Islands

Our best Delta deals on Boston to Caribbean Islands 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
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momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Thu 1/8

12:43 pm-5:47 pm

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

Mon 1/12

4:06 pm-1:04 am

1 stop9h 58m

$212

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sun 11/16

6:16 am-5:19 pm

1 stop10h 03m

San Juan Luis Munoz Marin Intl

Fri 11/21

2:25 am-7:29 am

1 stop30h 04m

$214

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 12/2

6:55 pm-11:54 pm

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Fri 12/5

1:41 pm-4:54 pm

Nonstop4h 13m

$223

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 11/11

7:40 am-12:44 pm

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

Fri 11/14

8:10 pm-11:16 pm

Nonstop4h 06m

$229

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Tue 1/6

6:00 am-1:49 pm

1 stop6h 49m

Saint Thomas Island Cyril E King

Fri 1/16

2:59 pm-6:20 pm

Nonstop4h 21m

$307

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Sat 1/17

6:23 pm-1:10 pm

1 stop17h 47m

Saint Thomas Island Cyril E King

Thu 1/22

2:26 pm-10:55 pm

1 stop9h 29m

$311

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Sat 11/29

7:00 am-4:30 pm

1 stop8h 30m

Saint Thomas Island Cyril E King

Sat 12/6

2:49 pm-11:15 pm

2 stops9h 26m

$324

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Wed 12/31

8:20 am-1:24 pm

Nonstop4h 04m

Saint Thomas Island Cyril E King

Fri 1/9

2:59 pm-6:20 pm

Nonstop4h 21m

$326

BostonProvidenciales

BOS - PLS

BOSPLS

Boston Logan Intl

Thu 12/25

5:20 am-4:00 pm

1 stop10h 40m

Providenciales

Sun 12/28

2:23 pm-12:45 am

1 stop10h 22m

$342

BostonProvidenciales

BOS - PLS

BOSPLS

Boston Logan Intl

Thu 12/11

6:00 am-4:00 pm

2 stops10h 00m

Providenciales

Tue 12/16

5:06 pm-11:41 pm

1 stop6h 35m

$350

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Boston to Caribbean Islands

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 Islands?

The month of January is, on average, the cheapest month to fly to Caribbean Islands from Boston, with most prices found around $223. The month of March is another great option to travel to Caribbean Islands, with average flight prices from Boston averaging around $264.

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

The cheapest day to depart from Boston to Caribbean Islands is on a Monday. Travelers who choose to depart for Caribbean Islands on a Monday will often find tickets 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 Islands.

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

According to our data, the cheapest time of day to fly to Caribbean Islands is in the morning. momondo users have found flights departing from Boston to Caribbean Islands in the morning for as low as $314. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets at noon because they tend to be around $349. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

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

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

You are more likely to see cheaper flights to Caribbean Islands from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands 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 Islands from Boston for as low as $248 on momondo.

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

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

No. A direct flight is the cheapest option for a flight between Boston to Caribbean Islands.

Cheap Boston to Caribbean Islands flight deals and tips

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

Fastest flight time

3h 27m

Direct flights

Every day

Airports in Caribbean Islands

3 airports
The fastest flight from Boston to Caribbean Islands takes 3h 27m
Direct flights go from Boston to Caribbean Islands every day.
There are 3 airports near Caribbean Islands: Nassau Intl (NAS), Providenciales (PLS), Santiago de los Caballeros (STI)
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  • When did momondo last update prices for flights from Boston Logan Intl Airport to Caribbean Islands?

    Prices for flights from Boston Logan Intl Airport to Caribbean Islands were last updated today.

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

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

    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 Islands.

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

    The travel and health documents required for your trip to Caribbean Islands 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 Caribbean Islands. 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 Boston to Caribbean Islands?

Best airlines flying from Boston to Caribbean Islands

Compare and see reviews for airlines that fly from Boston to Caribbean Islands 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 Islands?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Boston to Caribbean Islands. momondo saves you time and could save you money on your trip.

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

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

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

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

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

Yes. momondo can track prices for Boston to Caribbean Islands 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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