What is the cheapest airline that flies from Massachusetts to Caribbean Islands?

Spirit Airlines, JetBlue, and American Airlines are the most popular carriers operating from Massachusetts to Caribbean Islands

How long is the flight from Massachusetts to Caribbean Islands?

The flight from Massachusetts to Caribbean Islands depends on which airports you’re departing and arriving from and whether or not you have a layover. If you fly from Boston (a popular airport in Massachusetts) to Copenhagen (the most popular airport in Caribbean Islands), then the flight time is 7h 20m on average. If you fly from Provincetown (another popular airport in Massachusetts) to Copenhagen, then the average flight time is 17h 35m.

What airlines fly to Caribbean Islands?

JetBlue, Delta and Frontier are the top three most popular airlines that fly to Caribbean Islands from Massachusetts according to our data. JetBlue is the first choice among our users, with 63% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 12 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Massachusetts to Caribbean Islands?

Prices for flights from Massachusetts to Caribbean Islands are refreshed on a daily basis.

How many operators does momondo search for flights from Massachusetts to Caribbean Islands?

As of September 2025, there are 13 operators available to choose from for flights from Massachusetts to Caribbean Islands.

How old do you have to be to fly from Massachusetts to Caribbean Islands?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Massachusetts to Caribbean Islands.

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

The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$113 Cheap Flights from Massachusetts to Caribbean Islands in 2025/26

Q: How many flights depart from Massachusetts to Caribbean Islands on average per day?

As of September 2025, there are 9 flights per day flying from Massachusetts to Caribbean Islands. The most common time of day flights depart is 8:00AM, with 80% of flights taking off at noon.

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Find the cheapest flights from Massachusetts to Caribbean Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

11:13 am - 4:07 pmBOS-SJU

3h 54mnonstop

5:27 pm - 8:34 pmSJU-BOS

4h 07mnonstop

$176Spirit Airlines

Find Deal

Tue, Jan 27 - Wed, Feb 4

11:13 am - 4:07 pmBOS-SJU

3h 54mnonstop

5:27 pm - 8:34 pmSJU-BOS

4h 07mnonstop

$187Spirit Airlines

Find Deal

Sat, Feb 7 - Tue, Feb 10

1:55 pm - 5:57 pmBOS-SJU

4h 02mnonstop

8:10 pm - 11:16 pmSJU-BOS

4h 06mnonstop

$210JetBlue

Find Deal

Thu, Oct 30 - Mon, Nov 3

8:00 am - 12:07 pmBOS-SJU

4h 07mnonstop

2:30 am - 6:34 amSJU-BOS

4h 04mnonstop

$212JetBlue

Find Deal

Sun, Oct 5 - Sat, Oct 11

6:00 am - 2:54 pmBOS-SJU

7h 54m1 stop

6:00 am - 9:14 amSJU-BOS

4h 14mnonstop

$224Frontier

Find Deal

Thu, Dec 11 - Thu, Dec 18

6:00 am - 4:23 pmBOS-SJU

9h 23m1 stop

6:00 am - 10:24 amSJU-BOS

29h 24m1 stop

$226Multiple Airlines

Find Deal

Mon, Nov 17 - Mon, Dec 15

8:15 am - 12:21 pmBOS-SJU

4h 06mnonstop

1:32 pm - 5:45 pmSJU-BOS

4h 13mnonstop

$238Delta

Find Deal

Sat, Oct 25 - Sat, Nov 1

9:39 am - 12:29 amBOS-SJU

14h 50m1 stop

2:49 am - 1:20 pmSJU-BOS

10h 31m1 stop

$241Multiple Airlines

Find Deal

Thu, Oct 30 - Fri, Oct 31

10:03 am - 2:59 pmBDL-SJU

3h 56mnonstop

9:32 pm - 7:40 pmSJU-BDL

23h 08m1 stop

$243Frontier

Find Deal

Sun, Dec 7 - Thu, Dec 11

8:15 am - 1:21 pmBOS-SJU

4h 06mnonstop

3:20 pm - 11:54 pmSJU-BOS

9h 34m1 stop

$243Delta

Find Deal

Tue, Nov 4 - Tue, Nov 18

JetBlue flights from Massachusetts to Caribbean Islands

Our best JetBlue deals on Massachusetts to Caribbean Islands flight tickets

JetBlue

Oct 30

BOS1:55 pmBoston Logan Intl

4h 02m

SJU5:57 pmSan Juan Luis Munoz Marin Intl

Nov 3

SJU8:10 pmSan Juan Luis Munoz Marin Intl

4h 06m

BOS11:16 pmBoston Logan Intl

$210

Find similar

JetBlue

Oct 5

BOS8:00 amBoston Logan Intl

4h 07m

SJU12:07 pmSan Juan Luis Munoz Marin Intl

Oct 11

SJU2:30 amSan Juan Luis Munoz Marin Intl

4h 04m

BOS6:34 amBoston Logan Intl

$212

Find similar

JetBlue

Oct 30

BOS6:55 pmBoston Logan Intl

3h 59m

SJU10:54 pmSan Juan Luis Munoz Marin Intl

Nov 2

SJU8:10 pmSan Juan Luis Munoz Marin Intl

4h 06m

BOS11:16 pmBoston Logan Intl

$215

Find similar

Spirit Airlines flights from Massachusetts to Caribbean Islands

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

Spirit Airlines

Jan 27

BOS11:13 amBoston Logan Intl

3h 54m

SJU4:07 pmSan Juan Luis Munoz Marin Intl

Feb 4

SJU5:27 pmSan Juan Luis Munoz Marin Intl

4h 07m

BOS8:34 pmBoston Logan Intl

$176

Find similar

Spirit Airlines

Feb 7

BOS11:13 amBoston Logan Intl

3h 54m

SJU4:07 pmSan Juan Luis Munoz Marin Intl

Feb 10

SJU5:27 pmSan Juan Luis Munoz Marin Intl

4h 07m

BOS8:34 pmBoston Logan Intl

$187

Find similar

Spirit Airlines

Feb 3

BOS11:13 amBoston Logan Intl

3h 54m

SJU4:07 pmSan Juan Luis Munoz Marin Intl

Feb 7

SJU6:00 amSan Juan Luis Munoz Marin Intl

18h 25m

1 stop

BOS11:25 pmBoston Logan Intl

$197

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Massachusetts to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 1/27

11:13 am-4:07 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Wed 2/4

5:27 pm-8:34 pm

Nonstop4h 07m

$176

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sat 2/7

11:13 am-4:07 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Tue 2/10

5:27 pm-8:34 pm

Nonstop4h 07m

$187

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Thu 10/30

1:55 pm-5:57 pm

Nonstop4h 02m

San Juan Luis Munoz Marin Intl

Mon 11/3

8:10 pm-11:16 pm

Nonstop4h 06m

$210

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sun 10/5

8:00 am-12:07 pm

Nonstop4h 07m

San Juan Luis Munoz Marin Intl

Sat 10/11

2:30 am-6:34 am

Nonstop4h 04m

$212

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Thu 12/11

6:00 am-2:54 pm

1 stop7h 54m

San Juan Luis Munoz Marin Intl

Thu 12/18

6:00 am-9:14 am

Nonstop4h 14m

$224

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Mon 11/17

6:00 am-4:23 pm

1 stop9h 23m

San Juan Luis Munoz Marin Intl

Mon 12/15

6:00 am-10:24 am

1 stop29h 24m

$226

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sat 10/25

8:15 am-12:21 pm

Nonstop4h 06m

San Juan Luis Munoz Marin Intl

Sat 11/1

1:32 pm-5:45 pm

Nonstop4h 13m

$238

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Thu 10/30

9:39 am-12:29 am

1 stop14h 50m

San Juan Luis Munoz Marin Intl

Fri 10/31

2:49 am-1:20 pm

1 stop10h 31m

$241

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 12/7

10:03 am-2:59 pm

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Thu 12/11

9:32 pm-7:40 pm

1 stop23h 08m

$243

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 11/4

8:15 am-1:21 pm

Nonstop4h 06m

San Juan Luis Munoz Marin Intl

Tue 11/18

3:20 pm-11:54 pm

1 stop9h 34m

$243

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 Massachusetts 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 October is, on average, the cheapest month to fly to Caribbean Islands from Massachusetts, with most prices found around $223. The month of January is another great option to travel to Caribbean Islands, with average flight prices from Massachusetts averaging around $229.

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

The cheapest day to depart from Massachusetts 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 $292. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $336. 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 Massachusetts to Caribbean Islands in the morning for as low as $309. 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 $346. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Massachusetts to Caribbean Islands flight route?

Fly from Boston Logan Intl to San Juan Luis Munoz Marin Intl for the best Massachusetts - 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 Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $290 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Massachusetts for as low as $241 on momondo.

What cabin class options are available on Massachusetts to Caribbean Islands flights?

There are 4 cabin classes available to choose from on Massachusetts 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 Massachusetts to Caribbean Islands flights?

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

Cheap Massachusetts to Caribbean Islands flight deals and tips

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

Fastest flight time	3h 27m
Direct flights	Every day
Airports in Caribbean Islands	3 airports

The fastest flight from Massachusetts to Caribbean Islands takes 3h 27m

Direct flights go from Massachusetts to Caribbean Islands every day.

There are 3 airports near Caribbean Islands: Nassau Intl (NAS), Santiago de los Caballeros (STI), San Juan Luis Munoz Marin Intl (SJU)

Search flight deals

When did momondo last update prices for flights from Massachusetts to Caribbean Islands?
Prices for flights from Massachusetts to Caribbean Islands are refreshed on a daily basis.
How many operators does momondo search for flights from Massachusetts to Caribbean Islands?
As of September 2025, there are 13 operators available to choose from for flights from Massachusetts to Caribbean Islands.
How old do you have to be to fly from Massachusetts to Caribbean Islands?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Massachusetts to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Massachusetts to Caribbean Islands?
momondo data reveals that the most frequently booked plane model on the route from Massachusetts to Caribbean Islands is Airbus A321neo, representing 12.16% of all bookings. The subsequent popular models are Airbus A321-100/200 at 9.30%, Airbus A220-300 at 9.15%, and Airbus A320-100/200 at 8.87%.

Best airlines flying from Massachusetts to Caribbean Islands

Compare and see reviews for airlines that fly from Massachusetts to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $82	Free Cancellation	Rating 5.8 3,162 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $100	Free Cancellation	Rating 6.3 8,045 reviews	Search Spirit Airlines flights
JetBlue	PriceFrom $136	Free Cancellation	Rating 7.2 2,911 reviews	Search JetBlue flights
Delta	PriceFrom $143	Free Cancellation	Rating 7.9 7,973 reviews	Search Delta flights
Air Canada	PriceFrom $188	Free Cancellation	Rating 7.1 10,000 reviews	Search Air Canada flights
Arajet	PriceFrom $192	Free Cancellation	Rating 7.0 35 reviews	Search Arajet flights
Copa Airlines	PriceFrom $192	Free Cancellation	Rating 7.6 1,539 reviews	Search Copa Airlines flights
United Airlines	PriceFrom $194	Free Cancellation	Rating 7.4 8,928 reviews	Search United Airlines flights
American Airlines	PriceFrom $288	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Avianca	PriceFrom $356	Free Cancellation	Rating 6.7 2,442 reviews	Search Avianca flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Massachusetts to Caribbean Islands. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo enables you to select and highlight flights to Caribbean Islands from Massachusetts with this policy.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Caribbean Islands from Massachusetts.

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

Yes. momondo can track prices for Massachusetts 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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

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Popular cities in Caribbean Islands

Flights to New Yorkfrom $50

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Flights to Tokyofrom $396

Flights to Los Angelesfrom $49

Flights to Parisfrom $336

Flights to Copenhagenfrom $362

Flights to Istanbulfrom $381

Flights to Manilafrom $523

Flights to Romefrom $317

Flights to Miamifrom $52

Flights to Chicagofrom $65

Massachusetts flight routes

Flights from Boston Logan Intl to Asheville Regional

Flights from Boston Logan Intl to Cleveland Hopkins Intl

Flights from Boston Logan Intl to West Tisbury Martha's Vineyard

Flights from Boston Logan Intl to Savannah/Hilton Head

Flights from Boston Logan Intl to Raleigh-Durham

Flights from Boston Logan Intl to Detroit Metropolitan Wayne County

Cheap flights from Massachusetts to Caribbean Islands from $113

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Big names and deals

Filter for what you want

Filter for what you want

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Find the cheapest flights from Massachusetts to Caribbean Islands

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

JetBlue flights from Massachusetts to Caribbean Islands

Our best JetBlue deals on Massachusetts to Caribbean Islands flight tickets

Spirit Airlines flights from Massachusetts to Caribbean Islands

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

momondo Fare Finder

Use the filters below to find and compare flights from Massachusetts to Caribbean Islands that are best for you.

See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Massachusetts 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 October is, on average, the cheapest month to fly to Caribbean Islands from Massachusetts, with most prices found around $223. The month of January is another great option to travel to Caribbean Islands, with average flight prices from Massachusetts averaging around $229.

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

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

What is the cheapest Massachusetts to Caribbean Islands flight route?

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

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

What cabin class options are available on Massachusetts to Caribbean Islands flights?

There are 4 cabin classes available to choose from on Massachusetts 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 Massachusetts to Caribbean Islands flights?

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

What is the cheapest airline that flies from Massachusetts to Caribbean Islands?

Spirit Airlines, JetBlue, and American Airlines are the most popular carriers operating from Massachusetts to Caribbean Islands

What airlines fly to Caribbean Islands?

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

As of September 2025, there are 9 flights per day flying from Massachusetts to Caribbean Islands. The most common time of day flights depart is 8:00AM, with 80% of flights taking off at noon.

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

The number of flights available between Massachusetts and Caribbean Islands is 69 per week as of September 2025. The most frequent departure day is Thu, with 20% of weekly flights leaving on this day.

How long is the flight from Massachusetts to Caribbean Islands?

Cheap Massachusetts to Caribbean Islands flight deals and tips

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

Fastest flight time

Direct flights

Airports in Caribbean Islands

When did momondo last update prices for flights from Massachusetts to Caribbean Islands?

How many operators does momondo search for flights from Massachusetts to Caribbean Islands?

How old do you have to be to fly from Massachusetts to Caribbean Islands?

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

What is the most popular plane model from Massachusetts to Caribbean Islands?

Best airlines flying from Massachusetts to Caribbean Islands

Compare and see reviews for airlines that fly from Massachusetts to Caribbean Islands with momondo

Why use momondo?

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

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

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

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

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

Popular flights according to clicks in the last 7 days on momondo