How long is the flight from Massachusetts to Caribbean?

If you’re flying from a popular airport in Massachusetts, such as Boston or West Tisbury, and flying into Caribbean, then you can expect flight times to average 6h 28m and 8h 51m, respectively.

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

United Airlines, American Airlines, and Delta are the most popular carriers operating from Massachusetts to Caribbean

What airlines fly to Caribbean?

JetBlue, Delta and Frontier are the top three most popular airlines that fly to Caribbean from Massachusetts 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. Keep in mind that there are 12 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

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

As of October 2025, there are 97 flights per week flying from Massachusetts to Caribbean. The most common day of the week flights depart is Mon, with 22% of flights taking off on this day.

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

The number of flights available between Massachusetts and Caribbean is 13 per day as of October 2025. The most frequent departure time is 6:00PM, with 54% of daily flights leaving at noon.

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

Prices for flights from Massachusetts to Caribbean refresh daily.

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

The number of operators available for flights from Massachusetts to Caribbean is 13 as of October 2025.

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

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Massachusetts 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.

$104 Cheap Flights from Massachusetts to Caribbean in 2025/26

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Cheap round-trip flights

Enter your travel dates to find the best prices.

10:48 am - 3:44 pmBDL-SJU

3h 56mnonstop

6:45 am - 9:53 amSJU-BDL

4h 08mnonstop

$213Frontier

Find Deal

Tue, Jan 6 - Mon, Jan 12

8:48 pm - 1:44 amBDL-SJU

3h 56mnonstop

4:45 pm - 7:53 pmSJU-BDL

4h 08mnonstop

$214Frontier

Find Deal

Fri, Feb 20 - Thu, Feb 26

11:08 am - 12:16 amBOS-SJU

12h 08m1 stop

11:38 am - 7:06 pmSJU-BOS

8h 28m1 stop

$216Spirit Airlines

Find Deal

Mon, Dec 8 - Fri, Dec 12

6:15 am - 7:21 pmBOS-SJU

12h 06m1 stop

12:10 pm - 10:08 pmSJU-BOS

10h 58m1 stop

$217Spirit Airlines

Find Deal

Wed, Jan 14 - Wed, Jan 21

4:10 pm - 9:05 pmBDL-SJU

3h 55mnonstop

6:01 am - 9:04 amSJU-BDL

4h 03mnonstop

$218JetBlue

Find Deal

Sun, Nov 16 - Wed, Nov 19

7:43 pm - 11:43 pmBOS-SJU

4h 00mnonstop

8:10 pm - 11:16 pmSJU-BOS

4h 06mnonstop

$219JetBlue

Find Deal

Sat, Nov 1 - Fri, Nov 7

6:00 am - 1:06 amBOS-SJU

42h 06m2 stops

3:15 pm - 6:39 pmSJU-BOS

4h 24mnonstop

$220Multiple Airlines

Find Deal

Tue, Dec 30 - Wed, Jan 7

6:00 am - 1:34 amBOS-SJU

18h 34m1 stop

3:15 pm - 6:39 pmSJU-BOS

4h 24mnonstop

$224Multiple Airlines

Find Deal

Tue, Dec 30 - Wed, Jan 7

8:10 am - 1:15 pmBOS-SJU

4h 05mnonstop

2:27 pm - 5:49 pmSJU-BOS

4h 22mnonstop

$262Delta

Find Deal

Mon, Nov 17 - Thu, Nov 20

8:15 am - 1:21 pmBOS-SJU

4h 06mnonstop

3:20 pm - 11:55 pmSJU-BOS

9h 35m1 stop

$267Delta

Find Deal

Wed, Nov 5 - Wed, Nov 12

JetBlue flights from Massachusetts to Caribbean

Our best JetBlue deals on Massachusetts to Caribbean flight tickets

JetBlue

Nov 16

BDL4:10 pmHartford Bradley Intl

3h 55m

SJU9:05 pmSan Juan Luis Munoz Marin Intl

Nov 19

SJU6:01 amSan Juan Luis Munoz Marin Intl

4h 03m

BDL9:04 amHartford Bradley Intl

$218

Find similar

JetBlue

Nov 1

BOS7:43 pmBoston Logan Intl

4h 00m

SJU11:43 pmSan Juan Luis Munoz Marin Intl

Nov 7

SJU8:10 pmSan Juan Luis Munoz Marin Intl

4h 06m

BOS11:16 pmBoston Logan Intl

$219

Find similar

JetBlue

Nov 5

BOS1:55 pmBoston Logan Intl

4h 02m

SJU6:57 pmSan Juan Luis Munoz Marin Intl

Nov 14

SJU8:10 amSan Juan Luis Munoz Marin Intl

4h 13m

BOS11:23 amBoston Logan Intl

$223

Find similar

United Airlines flights from Massachusetts to Caribbean

Our best United Airlines deals on Massachusetts to Caribbean flight tickets

United Airlines

Nov 10

BDL6:00 amHartford Bradley Intl

14h 26m

2 stops

SJU9:26 pmSan Juan Luis Munoz Marin Intl

Nov 14

SJU5:50 pmSan Juan Luis Munoz Marin Intl

7h 09m

1 stop

BDL11:59 pmHartford Bradley Intl

$263

Find similar

United Airlines

Nov 10

BOS10:40 amBoston Logan Intl

9h 20m

1 stop

SJU9:00 pmSan Juan Luis Munoz Marin Intl

Nov 12

SJU8:30 amSan Juan Luis Munoz Marin Intl

6h 59m

1 stop

BOS2:29 pmBoston Logan Intl

$271

Find similar

United Airlines

Nov 8

BDL6:10 amHartford Bradley Intl

14h 16m

2 stops

SJU9:26 pmSan Juan Luis Munoz Marin Intl

Nov 12

SJU2:20 pmSan Juan Luis Munoz Marin Intl

10h 39m

2 stops

BDL11:59 pmHartford Bradley Intl

$280

Find similar

Fly from

Fly to

Route

Depart

Return

Price

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Tue 1/6

10:48 am-3:44 pm

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Mon 1/12

6:45 am-9:53 am

Nonstop4h 08m

$213

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Fri 2/20

8:48 pm-1:44 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Thu 2/26

4:45 pm-7:53 pm

Nonstop4h 08m

$214

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Mon 12/8

11:08 am-12:16 am

1 stop12h 08m

San Juan Luis Munoz Marin Intl

Fri 12/12

11:38 am-7:06 pm

1 stop8h 28m

$216

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Wed 1/14

6:15 am-7:21 pm

1 stop12h 06m

San Juan Luis Munoz Marin Intl

Wed 1/21

12:10 pm-10:08 pm

1 stop10h 58m

$217

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 11/16

4:10 pm-9:05 pm

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Wed 11/19

6:01 am-9:04 am

Nonstop4h 03m

$218

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sat 11/1

7:43 pm-11:43 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Fri 11/7

8:10 pm-11:16 pm

Nonstop4h 06m

$219

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 12/30

6:00 am-1:06 am

2 stops42h 06m

San Juan Luis Munoz Marin Intl

Wed 1/7

3:15 pm-6:39 pm

Nonstop4h 24m

$220

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 12/30

6:00 am-1:34 am

1 stop18h 34m

San Juan Luis Munoz Marin Intl

Wed 1/7

3:15 pm-6:39 pm

Nonstop4h 24m

$224

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Mon 11/17

8:10 am-1:15 pm

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

Thu 11/20

2:27 pm-5:49 pm

Nonstop4h 22m

$262

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Wed 11/5

8:15 am-1:21 pm

Nonstop4h 06m

San Juan Luis Munoz Marin Intl

Wed 11/12

3:20 pm-11:55 pm

1 stop9h 35m

$267

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How to get the cheapest flight ticket from Massachusetts 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

Prices

Airlines

Other information

What is the cheapest month to fly to Caribbean?

In general, January is the cheapest month to fly from Massachusetts 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 Massachusetts, 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 Massachusetts to Caribbean is on a Monday when prices can be found for as low as $294. If your travel schedule is flexible, try to avoid departing on a Friday 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.

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 Massachusetts 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 Massachusetts to Caribbean flight route?

Fly from Boston Logan Intl to Nassau Intl for the best Massachusetts - 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 Massachusetts 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 Massachusetts for as low as $248 on momondo.

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

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

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

Cheap Massachusetts to Caribbean flight deals and tips

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

Best Price Found	$143
Fastest flight time	3h 27m
Direct flights	Every day
Airports in Caribbean	3 airports

The best one-way flight to Caribbean from Massachusetts in the past 72 hours is $143. The best round-trip flight deal from Massachusetts to Caribbean found on momondo in the last 72 hours is $274.

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

Direct flights go from Massachusetts to Caribbean every day.

There are 3 airports near Caribbean: 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?
Prices for flights from Massachusetts to Caribbean refresh daily.
How many operators does momondo search for flights from Massachusetts to Caribbean?
The number of operators available for flights from Massachusetts to Caribbean is 13 as of October 2025.
How old do you have to be to fly from Massachusetts to Caribbean?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Massachusetts 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 Massachusetts to Caribbean?
momondo data reveals that the most frequently booked plane model on the route from Massachusetts to Caribbean is Airbus A321-100/200, representing 28.31% of all bookings. The subsequent popular models are Airbus A320-100/200 at 24.28%, Airbus A321neo at 15.23%, and Airbus A220-300 at 8.60%.

Best airlines flying from Massachusetts to Caribbean

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

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $86	Free Cancellation	Rating 5.8 3,122 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $101	Free Cancellation	Rating 6.3 8,110 reviews	Search Spirit Airlines flights
JetBlue	PriceFrom $136	Free Cancellation	Rating 7.2 2,907 reviews	Search JetBlue flights
Air Canada	PriceFrom $141	Free Cancellation	Rating 7.1 10,370 reviews	Search Air Canada flights
Delta	PriceFrom $143	Free Cancellation	Rating 7.9 7,996 reviews	Search Delta flights
United Airlines	PriceFrom $190	Free Cancellation	Rating 7.4 8,996 reviews	Search United Airlines flights
Copa Airlines	PriceFrom $192	Free Cancellation	Rating 7.6 1,560 reviews	Search Copa Airlines flights
Arajet	PriceFrom $226	Free Cancellation	Rating 7.1 36 reviews	Search Arajet flights
American Airlines	PriceFrom $288	Free Cancellation	Rating 7.2 11,033 reviews	Search American Airlines flights
Avianca	PriceFrom $356	Free Cancellation	Rating 6.6 2,468 reviews	Search Avianca flights

Why use momondo?

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

Finding the right flight to Caribbean from Massachusetts is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Caribbean quick and easy, saving you time and money.

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

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

How can momondo help me find flights from Massachusetts 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 Massachusetts to Caribbean.

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

Yes. momondo can track prices for Massachusetts to Caribbean 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 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.

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Find better results for your trip to Caribbean

Popular cities in Caribbean

Flights to San Juanfrom $124

Flights to Punta Canafrom $197

Flights to Santo Domingofrom $204

Flights to Montego Bayfrom $213

Flights to Oranjestadfrom $206

Flights to Nassaufrom $250

Flights to Saint Thomas Islandfrom $173

Flights to Kingstonfrom $244

Flights to Simpson Bayfrom $218

Flights to Port of Spainfrom $249

Flights to Santiago de los Caballerosfrom $215

Flights to Willemstadfrom $309

Massachusetts flight routes

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

Flights from Boston Logan Intl to Des Moines

Flights from Boston Logan Intl to Cleveland Hopkins Intl

Flights from Boston Logan Intl to Presque Isle

Flights from Boston Logan Intl to Charleston

Flights from Boston Logan Intl to Grand Rapids Gerald R. Ford Intl

Cheap flights from Massachusetts to Caribbean from $104

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Caribbean departing on 12/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Massachusetts to Caribbean

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

JetBlue flights from Massachusetts to Caribbean

Our best JetBlue deals on Massachusetts to Caribbean flight tickets

United Airlines flights from Massachusetts to Caribbean

Our best United Airlines deals on Massachusetts to Caribbean flight tickets

momondo Fare Finder

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

How to get the cheapest flight ticket from Massachusetts 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?

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

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

What is the cheapest Massachusetts to Caribbean flight route?

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

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

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

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

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

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

United Airlines, American Airlines, and Delta are the most popular carriers operating from Massachusetts to Caribbean

What airlines fly to Caribbean?

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

The number of flights available between Massachusetts and Caribbean is 13 per day as of October 2025. The most frequent departure time is 6:00PM, with 54% of daily flights leaving at noon.

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

As of October 2025, there are 97 flights per week flying from Massachusetts to Caribbean. The most common day of the week flights depart is Mon, with 22% of flights taking off on this day.

How long is the flight from Massachusetts to Caribbean?

If you’re flying from a popular airport in Massachusetts, such as Boston or West Tisbury, and flying into Caribbean, then you can expect flight times to average 6h 28m and 8h 51m, respectively.

Cheap Massachusetts to Caribbean flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Caribbean

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

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

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

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

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

Best airlines flying from Massachusetts to Caribbean

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

Why use momondo?

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

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

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

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

An easier way to manage your Caribbean 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

Popular cities in Caribbean

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