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Cheap flights from Watertown, New York to Caribbean from $295

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Watertown, New York to Caribbean departing on 3/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

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American Airlines Logo
6:00 am - 11:55 amART-SJU
28h 55m2 stops
American Airlines Logo
5:09 pm - 10:56 pmSJU-ART
6h 47m1 stop
$295American Airlines
Find Deal
Tue, Mar 3 - Thu, Mar 5
American Airlines Logo
4:37 pm - 9:15 amART-MBJ
41h 38m2 stops
American Airlines Logo
3:00 pm - 10:20 pmMBJ-ART
6h 20m1 stop
$468American Airlines
Find Deal
Sun, Mar 29 - Thu, Apr 2
American Airlines Logo
4:37 pm - 11:15 amART-MBJ
43h 38m2 stops
American Airlines Logo
10:50 am - 10:20 pmMBJ-ART
34h 30m2 stops
$477American Airlines
Find Deal
Sun, Mar 29 - Thu, Apr 2
American Airlines Logo
6:00 am - 8:36 pmART-SJU
13h 36m2 stops
American Airlines Logo
10:57 am - 10:56 pmSJU-ART
12h 59m2 stops
$575American Airlines
Find Deal
Tue, Mar 3 - Thu, Mar 5
American Airlines Logo
6:00 am - 8:36 pmART-SJU
13h 36m2 stops
American Airlines Logo
2:31 pm - 10:56 pmSJU-ART
9h 25m2 stops
$650American Airlines
Find Deal
Tue, Mar 3 - Thu, Mar 5
American Airlines Logo
2:30 pm - 11:52 pmART-SJU
8h 22m1 stop
American Airlines Logo
7:00 am - 11:04 pmSJU-ART
17h 04m1 stop
$681American Airlines
Find Deal
Wed, Dec 17 - Sat, Dec 27
American Airlines Logo
10:00 am - 11:52 pmART-SJU
12h 52m1 stop
American Airlines Logo
6:25 am - 2:08 pmSJU-ART
8h 43m1 stop
$695American Airlines
Find Deal
Fri, Nov 28 - Mon, Dec 1
American Airlines Logo
6:22 am - 4:25 pmART-FPO
10h 03m2 stops
American Airlines Logo
6:59 pm - 10:20 pmFPO-ART
27h 21m2 stops
$702American Airlines
Find Deal
Tue, Mar 10 - Wed, Mar 11
American Airlines Logo
10:00 am - 12:44 amART-SJU
13h 44m2 stops
American Airlines Logo
6:25 am - 2:08 pmSJU-ART
8h 43m1 stop
$770American Airlines
Find Deal
Fri, Nov 28 - Mon, Dec 1
American Airlines Logo
2:30 pm - 11:57 amART-SJU
20h 27m2 stops
American Airlines Logo
7:00 am - 11:04 pmSJU-ART
17h 04m1 stop
$796American Airlines
Find Deal
Wed, Dec 17 - Sat, Dec 27

American Airlines flights from Watertown, New York to Caribbean

Our best American Airlines deals on Watertown, New York to Caribbean flight tickets
American Airlines
Mar 3
ART6:00 amWatertown
28h 55m
2 stops
SJU11:55 amSan Juan Luis Munoz Marin Intl
Mar 5
SJU5:09 pmSan Juan Luis Munoz Marin Intl
6h 47m
1 stop
ART10:56 pmWatertown
$295
Find similar
American Airlines
Mar 29
ART4:37 pmWatertown
41h 38m
2 stops
MBJ9:15 amMontego Bay Sangster Intl
Apr 2
MBJ3:00 pmMontego Bay Sangster Intl
6h 20m
1 stop
ART10:20 pmWatertown
$468
Find similar
American Airlines
Mar 29
ART4:37 pmWatertown
41h 38m
2 stops
MBJ9:15 amMontego Bay Sangster Intl
Apr 2
MBJ10:50 amMontego Bay Sangster Intl
34h 30m
2 stops
ART10:20 pmWatertown
$477
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Watertown, New York to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated October 31, 2025.
Use the filters below to find and compare flights from Watertown, New York to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WatertownSan Juan

ART - SJU

ARTSJU

Watertown

Tue 3/3

6:00 am-11:55 am

2 stops28h 55m

San Juan Luis Munoz Marin Intl

Thu 3/5

5:09 pm-10:56 pm

1 stop6h 47m

$295

WatertownMontego Bay

ART - MBJ

ARTMBJ

Watertown

Sun 3/29

4:37 pm-9:15 am

2 stops41h 38m

Montego Bay Sangster Intl

Thu 4/2

3:00 pm-10:20 pm

1 stop6h 20m

$468

WatertownMontego Bay

ART - MBJ

ARTMBJ

Watertown

Sun 3/29

4:37 pm-11:15 am

2 stops43h 38m

Montego Bay Sangster Intl

Thu 4/2

10:50 am-10:20 pm

2 stops34h 30m

$477

WatertownSan Juan

ART - SJU

ARTSJU

Watertown

Tue 3/3

6:00 am-8:36 pm

2 stops13h 36m

San Juan Luis Munoz Marin Intl

Thu 3/5

10:57 am-10:56 pm

2 stops12h 59m

$575

WatertownSan Juan

ART - SJU

ARTSJU

Watertown

Tue 3/3

6:00 am-8:36 pm

2 stops13h 36m

San Juan Luis Munoz Marin Intl

Thu 3/5

2:31 pm-10:56 pm

2 stops9h 25m

$650

WatertownSan Juan

ART - SJU

ARTSJU

Watertown

Wed 12/17

2:30 pm-11:52 pm

1 stop8h 22m

San Juan Luis Munoz Marin Intl

Sat 12/27

7:00 am-11:04 pm

1 stop17h 04m

$681

WatertownSan Juan

ART - SJU

ARTSJU

Watertown

Fri 11/28

10:00 am-11:52 pm

1 stop12h 52m

San Juan Luis Munoz Marin Intl

Mon 12/1

6:25 am-2:08 pm

1 stop8h 43m

$695

WatertownFreeport

ART - FPO

ARTFPO

Watertown

Tue 3/10

6:22 am-4:25 pm

2 stops10h 03m

Freeport Grand Bahama Intl

Wed 3/11

6:59 pm-10:20 pm

2 stops27h 21m

$702

WatertownSan Juan

ART - SJU

ARTSJU

Watertown

Fri 11/28

10:00 am-12:44 am

2 stops13h 44m

San Juan Luis Munoz Marin Intl

Mon 12/1

6:25 am-2:08 pm

1 stop8h 43m

$770

WatertownSan Juan

ART - SJU

ARTSJU

Watertown

Wed 12/17

2:30 pm-11:57 am

2 stops20h 27m

San Juan Luis Munoz Marin Intl

Sat 12/27

7:00 am-11:04 pm

1 stop17h 04m

$796

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

How to get the cheapest flight ticket from Watertown, New York 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

Can stopping save me money on Watertown, New York to Caribbean flights?

You could potentially save up to 81% on your flight if you consider stops on a Watertown, New York to Caribbean flight.

Cheap Watertown, New York to Caribbean flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Watertown, New York to Caribbean

Direct flights

None
There are no direct flights from Watertown, New York to Caribbean. There are no popular flight routes from Watertown, New York to Caribbean.
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  • When did momondo last update prices for flights from Watertown Airport to Caribbean?

    Prices for flights from Watertown Airport to Caribbean were last updated today.

  • How old do you have to be to fly from Watertown Airport to Caribbean?

    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 Watertown Airport to Caribbean.

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

    The necessary travel and health documents for your Caribbean 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.

Best airlines flying from Watertown, New York to Caribbean

Compare and see reviews for airlines that fly from Watertown, New York to Caribbean with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $493Free CancellationRating
7.2
11,031 reviews
Search American Airlines flights

Why use momondo?

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

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 from Watertown.

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

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

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

Once all potential Watertown to Caribbean flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are simply researching potential flights to Caribbean, momondo offers a useful price alert feature which will track prices for flights to Caribbean from Watertown and alert you when they change.

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