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

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

What airlines fly to Caribbean Islands?

JetBlue, Delta and American 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 61% 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.

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

The number of flights available between Boston and Caribbean Islands is 23 per day as of July 2025. The most frequent departure time is 8:00PM, with 46% of daily flights leaving at noon.

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

As of July 2025, 165 flights take off from Boston and land in Caribbean Islands each week. The most common flight departure day for this route is Thu, with 20% of weekly flights taking off on this day.

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 12 as of July 2025.

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.

$87 Cheap Flights from Boston to Caribbean Islands in 2025

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Find the cheapest flights from Boston 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

$144Spirit Airlines

Find Deal

lun., dic. 29 - vie., ene. 2

11:13 am - 4:07 pmBOS-SJU

3h 54mnonstop

5:27 pm - 8:34 pmSJU-BOS

4h 07mnonstop

$154Spirit Airlines

Find Deal

lun., dic. 29 - vie., ene. 2

12:00 pm - 4:06 pmBOS-SJU

4h 06mnonstop

1:00 pm - 5:25 pmSJU-BOS

4h 25mnonstop

$207JetBlue

Find Deal

vie., sep. 26 - vie., oct. 3

12:00 pm - 4:06 pmBOS-SJU

4h 06mnonstop

7:55 pm - 11:57 pmSJU-BOS

4h 02mnonstop

$209JetBlue

Find Deal

vie., sep. 19 - lun., sep. 22

5:13 pm - 10:50 amBOS-STT

17h 37m1 stop

5:20 pm - 12:34 amSTT-BOS

7h 14m1 stop

$311American Airlines

Find Deal

mié., oct. 15 - mié., oct. 22

6:37 am - 12:35 pmBOS-AUA

4h 58mnonstop

1:50 pm - 5:54 pmAUA-BOS

5h 04mnonstop

$321Delta

Find Deal

lun., ene. 12 - vie., ene. 23

7:25 pm - 1:55 pmBOS-AUA

17h 30m1 stop

1:50 pm - 5:54 pmAUA-BOS

5h 04mnonstop

$325Delta

Find Deal

sáb., ene. 10 - jue., ene. 15

7:45 am - 3:25 pmBOS-PUJ

7h 40m1 stop

1:35 pm - 12:15 amPUJ-BOS

10h 40m2 stops

$335American Airlines

Find Deal

jue., sep. 4 - mié., sep. 10

7:53 pm - 12:29 pmBOS-SXM

16h 36m1 stop

3:55 pm - 9:56 amSXM-BOS

18h 01m2 stops

$369United Airlines

Find Deal

sáb., ago. 23 - sáb., ago. 30

5:20 am - 1:50 pmBOS-SXM

7h 30m1 stop

2:53 pm - 10:33 amSXM-BOS

20h 40m2 stops

$382United Airlines

Find Deal

lun., ene. 5 - jue., ene. 15

JetBlue flights from Boston to Caribbean Islands

Our best JetBlue deals on Boston to Caribbean Islands flight tickets

JetBlue

Sep 26

BOS12:00 pmBoston Logan Intl

4h 06m

SJU4:06 pmSan Juan Luis Munoz Marin Intl

Oct 3

SJU1:00 pmSan Juan Luis Munoz Marin Intl

4h 25m

BOS5:25 pmBoston Logan Intl

$207

Find similar

JetBlue

Sep 19

BOS12:00 pmBoston Logan Intl

4h 06m

SJU4:06 pmSan Juan Luis Munoz Marin Intl

Sep 22

SJU7:55 pmSan Juan Luis Munoz Marin Intl

4h 02m

BOS11:57 pmBoston Logan Intl

$209

Find similar

JetBlue

Aug 11

BOS8:45 pmBoston Logan Intl

4h 04m

SJU12:49 amSan Juan Luis Munoz Marin Intl

Aug 21

SJU8:50 amSan Juan Luis Munoz Marin Intl

4h 09m

BOS12:59 pmBoston Logan Intl

$244

Find similar

Frontier flights from Boston to Caribbean Islands

Our best Frontier deals on Boston to Caribbean Islands flight tickets

Frontier

Aug 8

BOS6:00 amBoston Logan Intl

10h 00m

1 stop

SJU4:00 pmSan Juan Luis Munoz Marin Intl

Aug 8

SJU7:28 pmSan Juan Luis Munoz Marin Intl

13h 07m

1 stop

BOS8:35 amBoston Logan Intl

$259

Find similar

Frontier

Aug 8

BOS6:00 amBoston Logan Intl

10h 00m

1 stop

SJU4:00 pmSan Juan Luis Munoz Marin Intl

Aug 14

SJU9:30 pmSan Juan Luis Munoz Marin Intl

11h 05m

1 stop

BOS8:35 amBoston Logan Intl

$264

Find similar

Frontier

Aug 7

BOS9:01 amBoston Logan Intl

14h 58m

1 stop

SJU11:59 pmSan Juan Luis Munoz Marin Intl

Aug 16

SJU4:56 pmSan Juan Luis Munoz Marin Intl

7h 43m

1 stop

BOS12:39 amBoston Logan Intl

$265

Find similar

Fly from

Fly to

Route

Depart

Return

Price

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

lun. 12/29

11:13 am-4:07 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

vie. 1/2

5:27 pm-8:34 pm

Nonstop4h 07m

$144

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

lun. 12/29

11:13 am-4:07 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

vie. 1/2

5:27 pm-8:34 pm

Nonstop4h 07m

$154

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

vie. 9/26

12:00 pm-4:06 pm

Nonstop4h 06m

San Juan Luis Munoz Marin Intl

vie. 10/3

1:00 pm-5:25 pm

Nonstop4h 25m

$207

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

vie. 9/19

12:00 pm-4:06 pm

Nonstop4h 06m

San Juan Luis Munoz Marin Intl

lun. 9/22

7:55 pm-11:57 pm

Nonstop4h 02m

$209

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

mié. 10/15

5:13 pm-10:50 am

1 stop17h 37m

Saint Thomas Island Cyril E King

mié. 10/22

5:20 pm-12:34 am

1 stop7h 14m

$311

BostonOranjestad

BOS - AUA

BOSAUA

Boston Logan Intl

lun. 1/12

6:37 am-12:35 pm

Nonstop4h 58m

Oranjestad Reina Beatrix

vie. 1/23

1:50 pm-5:54 pm

Nonstop5h 04m

$321

BostonOranjestad

BOS - AUA

BOSAUA

Boston Logan Intl

sáb. 1/10

7:25 pm-1:55 pm

1 stop17h 30m

Oranjestad Reina Beatrix

jue. 1/15

1:50 pm-5:54 pm

Nonstop5h 04m

$325

BostonPunta Cana

BOS - PUJ

BOSPUJ

Boston Logan Intl

jue. 9/4

7:45 am-3:25 pm

1 stop7h 40m

Punta Cana

mié. 9/10

1:35 pm-12:15 am

2 stops10h 40m

$335

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

sáb. 8/23

7:53 pm-12:29 pm

1 stop16h 36m

Simpson Bay Princess Juliana

sáb. 8/30

3:55 pm-9:56 am

2 stops18h 01m

$369

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

lun. 1/5

5:20 am-1:50 pm

1 stop7h 30m

Simpson Bay Princess Juliana

jue. 1/15

2:53 pm-10:33 am

2 stops20h 40m

$382

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 September is, on average, the cheapest month to fly to Caribbean Islands from Boston, with most prices found around $167. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Boston averaging around $219.

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 $289. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $327. 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 $294. 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 evening because they tend to be around $339. 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 $271 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 $223 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

Best Price Found	$87
Fastest flight time	3h 21m
Direct flights	Every day
Airports in Caribbean Islands	8 airports

The best one-way flight to Caribbean Islands from Boston in the past 72 hours is $87. The best round-trip flight deal from Boston to Caribbean Islands found on momondo in the last 72 hours is $144.

The fastest flight from Boston to Caribbean Islands takes 3h 21m

Direct flights go from Boston to Caribbean Islands every day.

There are 8 airports near Caribbean Islands: Santo Domingo Las Americas (SDQ), Nassau Intl (NAS), Saint Thomas Island Cyril E King (STT), Punta Cana (PUJ), Montego Bay Sangster Intl (MBJ), Santiago de los Caballeros (STI), Simpson Bay Princess Juliana (SXM), San Juan Luis Munoz Marin Intl (SJU)

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 12 as of July 2025.
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 A321neo, representing 11.93% of all bookings. The subsequent popular models are Airbus A321-100/200 at 8.74%, Airbus A220-300 at 8.16%, and Airbus A320-100/200 at 6.63%.

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 5.9 3,239 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $97	Free Cancellation	Rating 6.3 8,048 reviews	Search Spirit Airlines flights
Delta	PriceFrom $140	Free Cancellation	Rating 8.0 7,981 reviews	Search Delta flights
JetBlue	PriceFrom $149	Free Cancellation	Rating 7.2 2,914 reviews	Search JetBlue flights
Arajet	PriceFrom $171	Free Cancellation	Rating 7.1 32 reviews	Search Arajet flights
Air Canada	PriceFrom $188	Free Cancellation	Rating 7.1 9,851 reviews	Search Air Canada flights
United Airlines	PriceFrom $204	Free Cancellation	Rating 7.4 8,900 reviews	Search United Airlines flights
Copa Airlines	PriceFrom $255	Free Cancellation	Rating 7.5 1,493 reviews	Search Copa Airlines flights
American Airlines	PriceFrom $288	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Avianca	PriceFrom $292	Free Cancellation	Rating 6.7 2,388 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

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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Cheap flights from Boston to Caribbean Islands from $87

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 1/24. 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 Boston to Caribbean Islands

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

JetBlue flights from Boston to Caribbean Islands

Our best JetBlue deals on Boston to Caribbean Islands flight tickets

Frontier flights from Boston to Caribbean Islands

Our best Frontier deals on Boston to Caribbean Islands flight tickets

momondo Fare Finder

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

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 September is, on average, the cheapest month to fly to Caribbean Islands from Boston, with most prices found around $167. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Boston averaging around $219.

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 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?

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.

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

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

What airlines fly to Caribbean Islands?

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

The number of flights available between Boston and Caribbean Islands is 23 per day as of July 2025. The most frequent departure time is 8:00PM, with 46% of daily flights leaving at noon.

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

As of July 2025, 165 flights take off from Boston and land in Caribbean Islands each week. The most common flight departure day for this route is Thu, with 20% of weekly flights taking off on this day.

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

Best Price Found

Fastest flight time

Direct flights

Airports in Caribbean Islands

When did momondo last update prices for flights from Boston Logan Intl Airport to Caribbean Islands?

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?

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

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

Why use momondo?

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

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

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

I’m not ready to book a flight from Boston 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