How long is the flight from Maine to Caribbean Islands?

The flight from Maine 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 Bar Harbor (a popular airport in Maine) to Copenhagen (the most popular airport in Caribbean Islands), then the flight time is 17h 05m on average. If you fly from Portland (another popular airport in Maine) to Copenhagen, then the average flight time is 21h.

What airlines fly to Caribbean Islands?

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Caribbean Islands from Maine according to our data. American Airlines is the first choice among our users, with 47% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 5 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 Maine to Caribbean Islands on average per week?

As of September 2026, there are 77 flights per week flying from Maine to Caribbean Islands. The most common day of the week flights depart is Fri, with 19% of flights taking off on this day.

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

Delta, JetBlue, and Air Canada are the most popular carriers operating from Maine to Caribbean Islands

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

Prices for flights from Maine to Caribbean Islands refresh daily.

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

As of September 2026, there are 12 operators available to choose from for flights from Maine to Caribbean Islands.

How old do you have to be to fly from Maine 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 Maine 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.

$98 Cheap Flights from Maine to Caribbean Islands in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Maine to Caribbean Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:12 am - 12:59 amBOS Boston Logan Intl-SJU San Juan Luis Munoz Marin Intl

13h 47m1 stop Atlanta Hartsfield-Jackson

7:00 am - 9:29 amSJU San Juan Luis Munoz Marin Intl-BOS Boston Logan Intl

27h 29m1 stop Fort Lauderdale

$281Multiple Airlines

Tue, Oct 27 - Fri, Nov 6

12:39 pm - 12:59 amBOS Boston Logan Intl-SJU San Juan Luis Munoz Marin Intl

12h 20m1 stop Atlanta Hartsfield-Jackson

7:00 am - 9:29 amSJU San Juan Luis Munoz Marin Intl-BOS Boston Logan Intl

27h 29m1 stop Fort Lauderdale

$281Multiple Airlines

Wed, Oct 28 - Fri, Nov 6

8:45 pm - 12:15 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

14h 30m1 stop New York John F Kennedy Intl

4:05 pm - 7:24 amSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

16h 19m1 stop New York John F Kennedy Intl

$292Delta

Mon, Jan 18 - Fri, Jan 22

8:45 pm - 12:15 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

14h 30m1 stop New York John F Kennedy Intl

4:05 pm - 7:24 amSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

16h 19m1 stop New York John F Kennedy Intl

$292Delta

Mon, Jan 11 - Fri, Jan 15

11:34 am - 1:07 amBOS Boston Logan Intl-SJU San Juan Luis Munoz Marin Intl

12h 33m1 stop Atlanta Hartsfield-Jackson

3:43 am - 10:13 amSJU San Juan Luis Munoz Marin Intl-BOS Boston Logan Intl

7h 30m1 stop Orlando

$295Frontier

Sun, Dec 6 - Sun, Dec 6

11:08 am - 11:28 pmBOS Boston Logan Intl-SJU San Juan Luis Munoz Marin Intl

11h 20m1 stop Orlando

3:43 am - 10:13 amSJU San Juan Luis Munoz Marin Intl-BOS Boston Logan Intl

7h 30m1 stop Orlando

$295Frontier

Fri, Dec 4 - Fri, Dec 4

6:35 pm - 2:45 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

19h 10m1 stop Montreal Pierre Elliott Trudeau Intl

3:45 pm - 7:02 pmSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

28h 17m1 stop Montreal Pierre Elliott Trudeau Intl

$300Air Canada

Fri, Dec 4 - Tue, Dec 8

6:35 pm - 2:45 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

19h 10m1 stop Montreal Pierre Elliott Trudeau Intl

4:45 pm - 10:37 pmSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

30h 52m1 stop Toronto Pearson Intl

$305Air Canada

Mon, Nov 30 - Fri, Dec 4

5:30 am - 1:30 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

8h 00m1 stop Fort Lauderdale

1:10 pm - 12:27 amSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

11h 17m1 stop Fort Lauderdale

$305JetBlue

Mon, Oct 26 - Fri, Oct 30

11:10 am - 3:14 pmBOS Boston Logan Intl-SJU San Juan Luis Munoz Marin Intl

4h 04mnonstop

6:00 am - 10:13 amSJU San Juan Luis Munoz Marin Intl-BOS Boston Logan Intl

4h 13mnonstop

$317JetBlue

Sat, Oct 24 - Sat, Oct 31

Cheap last minute flights

Enter your travel dates to find the best prices.

11:17 am - 11:13 pmBOS Boston Logan Intl-SJU San Juan Luis Munoz Marin Intl

11h 56m1 stop Orlando

2:57 am - 10:51 amSJU San Juan Luis Munoz Marin Intl-BOS Boston Logan Intl

7h 54m1 stop Orlando

$376Frontier

Thu, Sep 24 - Sun, Oct 4

11:36 am - 8:48 pmBOS Boston Logan Intl-SJU San Juan Luis Munoz Marin Intl

9h 12m1 stop Orlando

2:57 am - 10:41 amSJU San Juan Luis Munoz Marin Intl-BOS Boston Logan Intl

7h 44m1 stop Orlando

$396Frontier

Sat, Sep 26 - Fri, Oct 2

7:11 am - 1:39 pmBOS Boston Logan Intl-SJU San Juan Luis Munoz Marin Intl

6h 28m1 stop New York John F Kennedy Intl

6:55 pm - 11:03 pmSJU San Juan Luis Munoz Marin Intl-BOS Boston Logan Intl

4h 08mnonstop

$396JetBlue

Tue, Sep 22 - Tue, Sep 22

5:15 am - 1:39 pmBOS Boston Logan Intl-SJU San Juan Luis Munoz Marin Intl

8h 24m1 stop New York John F Kennedy Intl

6:55 pm - 11:03 pmSJU San Juan Luis Munoz Marin Intl-BOS Boston Logan Intl

4h 08mnonstop

$399JetBlue

Wed, Sep 23 - Wed, Sep 23

6:00 am - 5:30 pmBOS Boston Logan Intl-NAS Nassau Intl

11h 30m1 stop Toronto Pearson Intl

2:20 pm - 9:26 pmNAS Nassau Intl-BOS Boston Logan Intl

7h 06m1 stop Montreal Pierre Elliott Trudeau Intl

$399Air Canada

Sat, Sep 26 - Thu, Oct 1

6:50 pm - 5:30 pmBOS Boston Logan Intl-NAS Nassau Intl

22h 40m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

2:20 pm - 9:50 amNAS Nassau Intl-BOS Boston Logan Intl

19h 30m1 stop Montreal Pierre Elliott Trudeau Intl

$402Air Canada

Sat, Sep 26 - Thu, Oct 1

7:42 am - 3:17 pmBOS Boston Logan Intl-SDQ Santo Domingo Las Americas

7h 35m1 stop Miami

7:34 pm - 10:14 amSDQ Santo Domingo Las Americas-BOS Boston Logan Intl

14h 40m1 stop Miami

$409American Airlines

Tue, Sep 22 - Fri, Oct 2

7:00 am - 6:34 pmBOS Boston Logan Intl-SDQ Santo Domingo Las Americas

11h 34m2 stops Chicago O'Hare Intl Miami

7:34 pm - 10:14 amSDQ Santo Domingo Las Americas-BOS Boston Logan Intl

14h 40m1 stop Miami

$414American Airlines

Tue, Sep 22 - Fri, Oct 2

10:20 pm - 2:35 amBOS Boston Logan Intl-SDQ Santo Domingo Las Americas

4h 15mnonstop

6:24 am - 10:45 amSDQ Santo Domingo Las Americas-BOS Boston Logan Intl

4h 21mnonstop

$428Arajet

Thu, Sep 24 - Fri, Oct 30

12:15 pm - 4:30 pmBOS Boston Logan Intl-SDQ Santo Domingo Las Americas

4h 15mnonstop

4:35 pm - 8:50 pmSDQ Santo Domingo Las Americas-BOS Boston Logan Intl

4h 15mnonstop

$432Arajet

Fri, Sep 25 - Sun, Oct 4

Cheap direct flights

Enter your travel dates to find the best prices.

11:10 am - 3:14 pmBOS Boston Logan Intl-SJU San Juan Luis Munoz Marin Intl

4h 04mnonstop

6:00 am - 10:13 amSJU San Juan Luis Munoz Marin Intl-BOS Boston Logan Intl

4h 13mnonstop

$317JetBlue

Sat, Oct 24 - Sat, Oct 31

11:08 am - 4:13 pmBOS Boston Logan Intl-SJU San Juan Luis Munoz Marin Intl

4h 05mnonstop

6:54 am - 10:13 amSJU San Juan Luis Munoz Marin Intl-BOS Boston Logan Intl

4h 19mnonstop

$322Frontier

Mon, Feb 22 - Wed, Mar 3

2:21 pm - 7:27 pmBOS Boston Logan Intl-SJU San Juan Luis Munoz Marin Intl

4h 06mnonstop

7:00 am - 10:14 amSJU San Juan Luis Munoz Marin Intl-BOS Boston Logan Intl

4h 14mnonstop

$322JetBlue

Sat, Dec 5 - Sun, Dec 6

2:21 pm - 7:27 pmBOS Boston Logan Intl-SJU San Juan Luis Munoz Marin Intl

4h 06mnonstop

8:20 am - 11:39 amSJU San Juan Luis Munoz Marin Intl-BOS Boston Logan Intl

4h 19mnonstop

$324Multiple Airlines

Mon, Dec 7 - Tue, Dec 22

7:00 am - 12:08 pmBOS Boston Logan Intl-SJU San Juan Luis Munoz Marin Intl

4h 08mnonstop

8:20 am - 11:39 amSJU San Juan Luis Munoz Marin Intl-BOS Boston Logan Intl

4h 19mnonstop

$324Multiple Airlines

Mon, Dec 7 - Tue, Dec 22

8:50 am - 12:52 pmBOS Boston Logan Intl-SJU San Juan Luis Munoz Marin Intl

4h 02mnonstop

2:02 pm - 6:15 pmSJU San Juan Luis Munoz Marin Intl-BOS Boston Logan Intl

4h 13mnonstop

$327Delta

Sun, Oct 18 - Wed, Oct 21

8:50 am - 12:52 pmBOS Boston Logan Intl-SJU San Juan Luis Munoz Marin Intl

4h 02mnonstop

2:02 pm - 6:15 pmSJU San Juan Luis Munoz Marin Intl-BOS Boston Logan Intl

4h 13mnonstop

$327Delta

Tue, Oct 13 - Thu, Oct 22

11:08 am - 4:13 pmBOS Boston Logan Intl-SJU San Juan Luis Munoz Marin Intl

4h 05mnonstop

6:54 am - 10:13 amSJU San Juan Luis Munoz Marin Intl-BOS Boston Logan Intl

4h 19mnonstop

$332Frontier

Mon, Feb 22 - Tue, Mar 2

9:20 pm - 2:42 amBOS Boston Logan Intl-SDQ Santo Domingo Las Americas

4h 22mnonstop

4:29 pm - 7:50 pmSDQ Santo Domingo Las Americas-BOS Boston Logan Intl

4h 21mnonstop

$343Arajet

Thu, Feb 18 - Thu, Feb 25

9:20 pm - 2:42 amBOS Boston Logan Intl-SDQ Santo Domingo Las Americas

4h 22mnonstop

6:24 am - 9:45 amSDQ Santo Domingo Las Americas-BOS Boston Logan Intl

4h 21mnonstop

$343Arajet

Thu, Feb 18 - Wed, Mar 3

Save money when you book flights with momondo

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Frontier flights from Maine to Caribbean Islands

Our best Frontier deals on Maine to Caribbean Islands flight tickets

Frontier

Dec 4

BOS11:08 amBoston Logan Intl

11h 20m

1 stop

SJU11:28 pmSan Juan Luis Munoz Marin Intl

Dec 4

SJU3:43 amSan Juan Luis Munoz Marin Intl

7h 30m

1 stop

BOS10:13 amBoston Logan Intl

$295

Frontier

Dec 4

BOS11:08 amBoston Logan Intl

14h 03m

1 stop

SJU2:11 amSan Juan Luis Munoz Marin Intl

Dec 6

SJU3:43 amSan Juan Luis Munoz Marin Intl

7h 30m

1 stop

BOS10:13 amBoston Logan Intl

$296

Frontier

Dec 3

BOS11:08 amBoston Logan Intl

14h 03m

1 stop

SJU2:11 amSan Juan Luis Munoz Marin Intl

Dec 10

SJU3:43 amSan Juan Luis Munoz Marin Intl

7h 30m

1 stop

BOS10:13 amBoston Logan Intl

$300

JetBlue flights from Maine to Caribbean Islands

Our best JetBlue deals on Maine to Caribbean Islands flight tickets

JetBlue

Oct 24

BOS11:10 amBoston Logan Intl

4h 04m

SJU3:14 pmSan Juan Luis Munoz Marin Intl

Oct 31

SJU6:00 amSan Juan Luis Munoz Marin Intl

4h 13m

BOS10:13 amBoston Logan Intl

$317

JetBlue

Oct 24

BOS7:42 pmBoston Logan Intl

4h 07m

SJU11:49 pmSan Juan Luis Munoz Marin Intl

Oct 31

SJU7:40 pmSan Juan Luis Munoz Marin Intl

4h 18m

BOS11:58 pmBoston Logan Intl

$326

JetBlue

Oct 17

BOS7:42 pmBoston Logan Intl

4h 07m

SJU11:49 pmSan Juan Luis Munoz Marin Intl

Oct 24

SJU6:20 amSan Juan Luis Munoz Marin Intl

4h 04m

BOS10:24 amBoston Logan Intl

$327

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonSan Juan

BOS Boston Logan Intl - SJU San Juan Luis Munoz Marin Intl

BOSSJU

Boston Logan Intl

Tue 10/27

11:12 am-12:59 am

1 stop13h 47m

San Juan Luis Munoz Marin Intl

Fri 11/6

7:00 am-9:29 am

1 stop27h 29m

$281

BostonSan Juan

BOS Boston Logan Intl - SJU San Juan Luis Munoz Marin Intl

BOSSJU

Boston Logan Intl

Wed 10/28

12:39 pm-12:59 am

1 stop12h 20m

San Juan Luis Munoz Marin Intl

Fri 11/6

7:00 am-9:29 am

1 stop27h 29m

$281

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Mon 1/18

8:45 pm-12:15 pm

1 stop14h 30m

Simpson Bay Princess Juliana

Fri 1/22

4:05 pm-7:24 am

1 stop16h 19m

$292

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Mon 1/11

8:45 pm-12:15 pm

1 stop14h 30m

Simpson Bay Princess Juliana

Fri 1/15

4:05 pm-7:24 am

1 stop16h 19m

$292

BostonSan Juan

BOS Boston Logan Intl - SJU San Juan Luis Munoz Marin Intl

BOSSJU

Boston Logan Intl

Sun 12/6

11:34 am-1:07 am

1 stop12h 33m

San Juan Luis Munoz Marin Intl

Sun 12/6

3:43 am-10:13 am

1 stop7h 30m

$295

BostonSan Juan

BOS Boston Logan Intl - SJU San Juan Luis Munoz Marin Intl

BOSSJU

Boston Logan Intl

Fri 12/4

11:08 am-11:28 pm

1 stop11h 20m

San Juan Luis Munoz Marin Intl

Fri 12/4

3:43 am-10:13 am

1 stop7h 30m

$295

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Fri 12/4

6:35 pm-2:45 pm

1 stop19h 10m

Simpson Bay Princess Juliana

Tue 12/8

3:45 pm-7:02 pm

1 stop28h 17m

$300

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Mon 11/30

6:35 pm-2:45 pm

1 stop19h 10m

Simpson Bay Princess Juliana

Fri 12/4

4:45 pm-10:37 pm

1 stop30h 52m

$305

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Mon 10/26

5:30 am-1:30 pm

1 stop8h 00m

Simpson Bay Princess Juliana

Fri 10/30

1:10 pm-12:27 am

1 stop11h 17m

$305

Quickest round-trip

BostonSan Juan

BOS Boston Logan Intl - SJU San Juan Luis Munoz Marin Intl

BOSSJU

Boston Logan Intl

Sat 10/24

11:10 am-3:14 pm

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

Sat 10/31

6:00 am-10:13 am

Nonstop4h 13m

$317

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 Maine 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 Maine, with most prices found around $467. The month of May is another great option to travel to Caribbean Islands, with average flight prices from Maine averaging around $552.

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

You are more likely to see cheaper flights to Caribbean Islands from Maine when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $501 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Maine for as low as $308 on momondo.

Can stopping save me money on Maine to Caribbean Islands flights?

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

Cheap Maine to Caribbean Islands flight deals and tips

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

Best Price Found	$98
Fastest flight time	3h 33m
Direct flights	Every day
Airports in Caribbean Islands	100 airports

The best one-way flight to Caribbean Islands from Maine in the past 72 hours is $98. The best round-trip flight deal from Maine to Caribbean Islands found on momondo in the last 72 hours is $281.

The fastest flight from Maine to Caribbean Islands takes 3h 33m

Direct flights go from Maine to Caribbean Islands every day.

There are 100 airports in Caribbean Islands. From Maine there are direct flights to Nassau Intl (NAS), Providenciales (PLS).

Search flight deals

Frequently asked questions about flying from Maine to Caribbean Islands

When did momondo last update prices for flights from Maine to Caribbean Islands?
Prices for flights from Maine to Caribbean Islands refresh daily.
How many operators does momondo search for flights from Maine to Caribbean Islands?
As of September 2026, there are 12 operators available to choose from for flights from Maine to Caribbean Islands.
How old do you have to be to fly from Maine 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 Maine 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 Maine to Caribbean Islands?
momondo data reveals that the most frequently booked plane model on the route from Maine to Caribbean Islands is Boeing 737 MAX 8, representing 14.90% of all bookings. The subsequent popular models are Embraer 175 (Enhanced Winglets) at 12.84%, Airbus A220-300 at 12.07%, and Canadair (Bombardier) Regional Jet 900 at 9.40%.

Best airlines flying from Maine to Caribbean Islands

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

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $137	Free Cancellation	Rating 7.8 8,591 reviews	Search Delta flights
JetBlue	PriceFrom $174	Free Cancellation	Rating 7.1 3,033 reviews	Search JetBlue flights
United Airlines	PriceFrom $227	Free Cancellation	Rating 7.4 10,226 reviews	Search United Airlines flights
American Airlines	PriceFrom $296	Free Cancellation	Rating 7.0 12,073 reviews	Search American Airlines flights
Southwest	PriceFrom $315	Free Cancellation	Rating 8.0 4,192 reviews	Search Southwest flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Caribbean Islands from Maine.

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

All flight searches from Maine to Caribbean Islands on momondo can be filtered to show those which offer flexible booking policies.

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

momondo helps you find the best flight between Maine and Caribbean Islands by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes momondo offers price alerts on flights to Caribbean Islands from Maine. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.