How many flights depart from Boston to Caribbean Islands on average per week?

As of March 2026, 110 flights take off from Boston and land in Caribbean Islands each week. The most common flight departure day for this route is Tue, with 31% of weekly flights taking off on this day.

How many flights depart from Boston to Caribbean Islands on average per day?

The number of flights available between Boston and Caribbean Islands is 15 per day as of March 2026. The most frequent departure time is 10:00AM, with 44% of daily flights leaving at noon.

What airlines fly to Caribbean Islands?

JetBlue, Delta and Spirit Airlines are the top three most popular airlines that fly to Caribbean Islands from Boston according to our data. JetBlue is the first choice among our users, with 65% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 11 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Boston Logan Intl to Caribbean Islands?

Spirit Airlines, Delta, and United Airlines are the most popular carriers operating from Boston Logan Intl to Caribbean Islands

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?

The number of operators available for flights from Boston Logan Intl Airport to Caribbean Islands is 11 as of March 2026.

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.

$85 Cheap Flights from Boston to Caribbean Islands in 2026

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Find the cheapest flights from Boston to Caribbean Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

3:23 pm - 7:19 pm

BOS

SJU

3h 56mnonstop

6:00 am - 10:16 am

SJU

BOS

4h 16mnonstop

$153Multiple Airlines

Tue, Mar 24 - Thu, Apr 2

3:23 pm - 7:19 pm

BOS

SJU

3h 56mnonstop

6:00 am - 10:16 am

SJU

BOS

4h 16mnonstop

$154Multiple Airlines

Wed, Apr 1 - Thu, Apr 9

8:40 am - 12:43 pm

BOS

STT

4h 03mnonstop

2:45 pm - 7:04 pm

STT

BOS

4h 19mnonstop

$221Delta

Sun, Mar 29 - Fri, Apr 3

8:40 am - 12:43 pm

BOS

STT

4h 03mnonstop

2:45 pm - 7:04 pm

STT

BOS

4h 19mnonstop

$222Delta

Mon, Mar 23 - Wed, Apr 1

6:00 am - 1:08 pm

BOS

STT

7h 08m

1 stop

1:22 pm - 9:54 pm

STT

BOS

8h 32m

1 stop

$230United Airlines

Mon, Apr 13 - Thu, Apr 16

7:40 am - 2:54 pm

BOS

STT

7h 14m

1 stop

5:25 pm - 12:59 am

STT

BOS

7h 34m

1 stop

$232American Airlines

Mon, Mar 23 - Wed, Apr 1

7:00 am - 2:46 pm

BOS

STT

7h 46m

1 stop

5:05 pm - 12:59 am

STT

BOS

7h 54m

1 stop

$235American Airlines

Wed, Apr 1 - Tue, Apr 14

6:00 am - 3:31 pm

BOS

STT

9h 31m

1 stop

1:22 pm - 9:54 pm

STT

BOS

8h 32m

1 stop

$245United Airlines

Thu, Apr 9 - Thu, Apr 16

6:30 am - 11:10 am

BOS

AUA

4h 40mnonstop

5:15 pm - 10:10 pm

AUA

BOS

4h 55mnonstop

$302JetBlue

Tue, Mar 31 - Tue, Apr 7

6:30 am - 9:53 am

BOS

NAS

3h 23mnonstop

11:39 am - 2:59 pm

NAS

BOS

3h 20mnonstop

$346JetBlue

Sun, Apr 5 - Wed, Apr 15

Spirit Airlines flights from Boston to Caribbean Islands

Our best Spirit Airlines deals on Boston to Caribbean Islands flight tickets

Spirit Airlines

Mar 30

BOS3:23 pmBoston Logan Intl

3h 56m

SJU7:19 pmSan Juan Luis Munoz Marin Intl

Apr 8

SJU10:00 amSan Juan Luis Munoz Marin Intl

4h 18m

BOS2:18 pmBoston Logan Intl

$160

Spirit Airlines

Mar 28

BOS3:23 pmBoston Logan Intl

3h 56m

SJU7:19 pmSan Juan Luis Munoz Marin Intl

Apr 4

SJU10:00 amSan Juan Luis Munoz Marin Intl

4h 18m

BOS2:18 pmBoston Logan Intl

$161

Spirit Airlines

Mar 24

BOS3:23 pmBoston Logan Intl

3h 56m

SJU7:19 pmSan Juan Luis Munoz Marin Intl

Apr 3

SJU10:00 amSan Juan Luis Munoz Marin Intl

4h 18m

BOS2:18 pmBoston Logan Intl

$169

Frontier flights from Boston to Caribbean Islands

Our best Frontier deals on Boston to Caribbean Islands flight tickets

Frontier

Apr 12

BOS11:18 amBoston Logan Intl

3h 59m

SJU3:17 pmSan Juan Luis Munoz Marin Intl

Apr 13

SJU3:08 amSan Juan Luis Munoz Marin Intl

7h 13m

1 stop

BOS10:21 amBoston Logan Intl

$168

Frontier

Apr 27

BOS12:31 pmBoston Logan Intl

11h 12m

1 stop

SJU11:43 pmSan Juan Luis Munoz Marin Intl

May 8

SJU3:18 pmSan Juan Luis Munoz Marin Intl

9h 33m

1 stop

BOS12:51 amBoston Logan Intl

$192

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 3/24

3:23 pm-7:19 pm

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Thu 4/2

6:00 am-10:16 am

Nonstop4h 16m

$153

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Wed 4/1

3:23 pm-7:19 pm

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Thu 4/9

6:00 am-10:16 am

Nonstop4h 16m

$154

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Sun 3/29

8:40 am-12:43 pm

Nonstop4h 03m

Saint Thomas Island Cyril E King

Fri 4/3

2:45 pm-7:04 pm

Nonstop4h 19m

$221

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Mon 3/23

8:40 am-12:43 pm

Nonstop4h 03m

Saint Thomas Island Cyril E King

Wed 4/1

2:45 pm-7:04 pm

Nonstop4h 19m

$222

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Mon 4/13

6:00 am-1:08 pm

1 stop7h 08m

Saint Thomas Island Cyril E King

Thu 4/16

1:22 pm-9:54 pm

1 stop8h 32m

$230

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Mon 3/23

7:40 am-2:54 pm

1 stop7h 14m

Saint Thomas Island Cyril E King

Wed 4/1

5:25 pm-12:59 am

1 stop7h 34m

$232

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Wed 4/1

7:00 am-2:46 pm

1 stop7h 46m

Saint Thomas Island Cyril E King

Tue 4/14

5:05 pm-12:59 am

1 stop7h 54m

$235

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Thu 4/9

6:00 am-3:31 pm

1 stop9h 31m

Saint Thomas Island Cyril E King

Thu 4/16

1:22 pm-9:54 pm

1 stop8h 32m

$245

BostonOranjestad

BOS - AUA

BOSAUA

Boston Logan Intl

Tue 3/31

6:30 am-11:10 am

Nonstop4h 40m

Oranjestad Reina Beatrix

Tue 4/7

5:15 pm-10:10 pm

Nonstop4h 55m

$302

Quickest round-trip

BostonNassau

BOS - NAS

BOSNAS

Boston Logan Intl

Sun 4/5

6:30 am-9:53 am

Nonstop3h 23m

Nassau Intl

Wed 4/15

11:39 am-2:59 pm

Nonstop3h 20m

$346

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

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 $266. The month of May is another great option to travel to Caribbean Islands, with average flight prices from Boston averaging around $271.

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 Wednesday. Travelers who choose to depart for Caribbean Islands on a Wednesday will often find tickets for as low as $301. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $340. 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 $283. 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 in the morning because they tend to be around $336. 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 $312 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 $284 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 22m
Direct flights	Every day
Airports in Caribbean Islands	99 airports

The fastest flight from Boston to Caribbean Islands takes 3h 22m

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?
The number of operators available for flights from Boston Logan Intl Airport to Caribbean Islands is 11 as of March 2026.
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?
momondo data reveals that the most frequently booked plane model on the route from Boston to Caribbean Islands is Airbus A321-100/200, representing 11.77% of all bookings. The subsequent popular models are Airbus A321neo at 11.56%, Airbus A220-300 at 11.20%, and Airbus A320-100/200 at 11.10%.

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
Frontier	PriceFrom $80	Free Cancellation	Rating 5.7 3,035 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $90	Free Cancellation	Rating 6.3 8,514 reviews	Search Spirit Airlines flights
Air Canada	PriceFrom $130	Free Cancellation	Rating 7.1 10,800 reviews	Search Air Canada flights
Delta	PriceFrom $142	Free Cancellation	Rating 7.9 8,277 reviews	Search Delta flights
JetBlue	PriceFrom $145	Free Cancellation	Rating 7.2 2,900 reviews	Search JetBlue flights
United Airlines	PriceFrom $166	Free Cancellation	Rating 7.4 9,412 reviews	Search United Airlines flights
Copa Airlines	PriceFrom $179	Free Cancellation	Rating 7.5 1,569 reviews	Search Copa Airlines flights
Arajet	PriceFrom $187	Free Cancellation	Rating 6.4 46 reviews	Search Arajet flights
American Airlines	PriceFrom $242	Free Cancellation	Rating 7.1 11,415 reviews	Search American Airlines flights
Southwest	PriceFrom $348	Free Cancellation	Rating 8.0 4,317 reviews	Search Southwest 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.