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Cheap flights from Boston to Caribbean Islands from $70

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 1/28. 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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Find the cheapest flights from Boston to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
3:18 pm - 8:24 pm
BOS
-
SJU
4h 06mnonstop
Multiple Airlines Logo
6:00 am - 9:19 am
SJU
-
BOS
4h 19mnonstop
$140Multiple Airlines
sáb., feb. 7 - sáb., feb. 14
Spirit Airlines Logo
3:18 pm - 8:24 pm
BOS
-
SJU
4h 06mnonstop
Spirit Airlines Logo
6:00 am - 2:38 pm
SJU
-
BOS
9h 38m
1 stop
$142Spirit Airlines
mar., feb. 3 - sáb., feb. 7
Spirit Airlines Logo
3:18 pm - 8:24 pm
BOS
-
SJU
4h 06mnonstop
Spirit Airlines Logo
10:52 am - 2:12 pm
SJU
-
BOS
4h 20mnonstop
$143Spirit Airlines
dom., feb. 1 - mié., feb. 4
JetBlue Logo
8:14 am - 1:20 pm
BOS
-
STT
4h 06mnonstop
JetBlue Logo
2:15 pm - 7:03 pm
STT
-
BOS
5h 48mnonstop
$219JetBlue
lun., mar. 2 - vie., mar. 6
JetBlue Logo
8:14 am - 1:20 pm
BOS
-
STT
4h 06mnonstop
JetBlue Logo
2:15 pm - 7:03 pm
STT
-
BOS
5h 48mnonstop
$220JetBlue
jue., feb. 26 - vie., mar. 6
Delta Logo
8:55 am - 2:00 pm
BOS
-
STT
4h 05mnonstop
Delta Logo
2:32 pm - 5:53 pm
STT
-
BOS
4h 21mnonstop
$223Delta
lun., mar. 2 - mar., mar. 3
Delta Logo
8:55 am - 2:00 pm
BOS
-
STT
4h 05mnonstop
Delta Logo
3:10 pm - 1:09 am
STT
-
BOS
10h 59m
1 stop
$228Delta
dom., feb. 8 - vie., feb. 13
American Airlines Logo
6:53 pm - 12:16 pm
BOS
-
STT
17h 23m
1 stop
American Airlines Logo
2:03 pm - 11:23 pm
STT
-
BOS
9h 20m
1 stop
$243American Airlines
dom., mar. 15 - mar., mar. 24
American Airlines Logo
5:49 am - 11:40 am
BOS
-
NAS
5h 51m
1 stop
American Airlines Logo
12:09 pm - 6:00 pm
NAS
-
BOS
5h 51m
1 stop
$308American Airlines
mié., feb. 25 - mié., mar. 4
United Airlines Logo
7:34 pm - 12:18 pm
BOS
-
SXM
16h 44m
2 stops
United Airlines Logo
3:55 pm - 9:21 am
SXM
-
BOS
17h 26m
2 stops
$327United Airlines
sáb., mar. 14 - mié., mar. 18

Frontier flights from Boston to Caribbean Islands

Our best Frontier deals on Boston to Caribbean Islands flight tickets
Frontier
Feb 8
BOS6:00 amBoston Logan Intl
8h 12m
1 stop
SJU3:12 pmSan Juan Luis Munoz Marin Intl
Feb 12
SJU6:00 amSan Juan Luis Munoz Marin Intl
4h 19m
BOS9:19 amBoston Logan Intl
$173
Frontier
Feb 23
BOS6:00 amBoston Logan Intl
8h 02m
1 stop
SJU3:02 pmSan Juan Luis Munoz Marin Intl
Feb 26
SJU4:11 pmSan Juan Luis Munoz Marin Intl
10h 02m
1 stop
BOS1:13 amBoston Logan Intl
$182
Frontier
Jan 31
BOS6:00 amBoston Logan Intl
9h 38m
1 stop
PLS3:38 pmProvidenciales
Feb 7
PLS4:50 pmProvidenciales
8h 23m
1 stop
BOS1:13 amBoston Logan Intl
$336

Spirit Airlines flights from Boston to Caribbean Islands

Our best Spirit Airlines deals on Boston to Caribbean Islands flight tickets
Spirit Airlines
Jan 27
BOS5:34 amBoston Logan Intl
9h 01m
1 stop
SJU3:35 pmSan Juan Luis Munoz Marin Intl
Feb 5
SJU10:52 amSan Juan Luis Munoz Marin Intl
4h 20m
BOS2:12 pmBoston Logan Intl
$140
Spirit Airlines
Feb 4
BOS7:00 amBoston Logan Intl
15h 33m
1 stop
SJU11:33 pmSan Juan Luis Munoz Marin Intl
Feb 7
SJU10:52 amSan Juan Luis Munoz Marin Intl
4h 20m
BOS2:12 pmBoston Logan Intl
$141
Spirit Airlines
Feb 1
BOS5:34 amBoston Logan Intl
9h 01m
1 stop
SJU3:35 pmSan Juan Luis Munoz Marin Intl
Feb 4
SJU10:52 amSan Juan Luis Munoz Marin Intl
4h 20m
BOS2:12 pmBoston Logan Intl
$142

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 enero 21, 2026.
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

sáb. 2/7

3:18 pm-8:24 pm

Nonstop4h 06m

San Juan Luis Munoz Marin Intl

sáb. 2/14

6:00 am-9:19 am

Nonstop4h 19m

$140

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

mar. 2/3

3:18 pm-8:24 pm

Nonstop4h 06m

San Juan Luis Munoz Marin Intl

sáb. 2/7

6:00 am-2:38 pm

1 stop9h 38m

$142

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

dom. 2/1

3:18 pm-8:24 pm

Nonstop4h 06m

San Juan Luis Munoz Marin Intl

mié. 2/4

10:52 am-2:12 pm

Nonstop4h 20m

$143

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

lun. 3/2

8:14 am-1:20 pm

Nonstop4h 06m

Saint Thomas Island Cyril E King

vie. 3/6

2:15 pm-7:03 pm

Nonstop5h 48m

$219

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

jue. 2/26

8:14 am-1:20 pm

Nonstop4h 06m

Saint Thomas Island Cyril E King

vie. 3/6

2:15 pm-7:03 pm

Nonstop5h 48m

$220

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

lun. 3/2

8:55 am-2:00 pm

Nonstop4h 05m

Saint Thomas Island Cyril E King

mar. 3/3

2:32 pm-5:53 pm

Nonstop4h 21m

$223

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

dom. 2/8

8:55 am-2:00 pm

Nonstop4h 05m

Saint Thomas Island Cyril E King

vie. 2/13

3:10 pm-1:09 am

1 stop10h 59m

$228

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

dom. 3/15

6:53 pm-12:16 pm

1 stop17h 23m

Saint Thomas Island Cyril E King

mar. 3/24

2:03 pm-11:23 pm

1 stop9h 20m

$243

BostonNassau

BOS - NAS

BOSNAS

Boston Logan Intl

mié. 2/25

5:49 am-11:40 am

1 stop5h 51m

Nassau Intl

mié. 3/4

12:09 pm-6:00 pm

1 stop5h 51m

$308

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

sáb. 3/14

7:34 pm-12:18 pm

2 stops16h 44m

Simpson Bay Princess Juliana

mié. 3/18

3:55 pm-9:21 am

2 stops17h 26m

$327

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 $254. 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 $300. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $338. 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 afternoon. momondo users have found flights departing from Boston to Caribbean Islands in the afternoon for as low as $300. 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 $334. 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 San Juan Luis Munoz Marin 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 $304 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 $268 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 23m

Direct flights

Every day

Airports in Caribbean Islands

99 airports
The fastest flight from Boston to Caribbean Islands takes 3h 23m
Direct flights go from Boston to Caribbean Islands every day.
There are 99 airports in Caribbean Islands. From Boston there are direct flights to Nassau Intl (NAS), Providenciales (PLS).
Search flight deals

  • 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 $76Free CancellationRating
5.7
3,057 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $78Free CancellationRating
6.3
8,364 reviews
Search Spirit Airlines flights
Air CanadaPriceFrom $129Free CancellationRating
7.1
10,646 reviews
Search Air Canada flights
DeltaPriceFrom $136Free CancellationRating
7.9
8,088 reviews
Search Delta flights
JetBluePriceFrom $141Free CancellationRating
7.2
2,891 reviews
Search JetBlue flights
ArajetPriceFrom $174Free CancellationRating
6.5
42 reviews
Search Arajet flights
United AirlinesPriceFrom $177Free CancellationRating
7.4
9,191 reviews
Search United Airlines flights
Copa AirlinesPriceFrom $179Free CancellationRating
7.6
1,557 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $242Free CancellationRating
7.2
11,174 reviews
Search American Airlines flights
AviancaPriceFrom $249Free CancellationRating
6.6
2,496 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.

An easier way to manage your Caribbean Islands trip

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