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Cheap flights from Watertown, New York to Caribbean Islands from $118

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Watertown, New York to Caribbean Islands departing on 2/10. 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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Find the cheapest flights from Watertown, New York to Caribbean Islands

Cheap round-trip flights

American Airlines Logo
4:30 pm - 11:30 pmART-SJU
6h 00m1 stop
American Airlines Logo
6:50 pm - 10:23 pmSJU-ART
28h 33m2 stops
$295American Airlines
Find Deal
Tue, Mar 3 - Thu, Mar 5
American Airlines Logo
6:19 am - 11:30 pmART-SJU
16h 11m1 stop
American Airlines Logo
6:40 am - 10:23 pmSJU-ART
16h 43m1 stop
$327American Airlines
Find Deal
Tue, Mar 3 - Thu, Mar 5
American Airlines Logo
10:00 am - 1:05 pmART-SJU
26h 05m2 stops
American Airlines Logo
1:59 am - 2:08 pmSJU-ART
13h 09m1 stop
$540American Airlines
Find Deal
Fri, Nov 28 - Sun, Nov 30
American Airlines Logo
6:00 am - 11:52 pmART-SJU
16h 52m1 stop
American Airlines Logo
7:00 am - 11:04 pmSJU-ART
17h 04m1 stop
$565American Airlines
Find Deal
Mon, Dec 15 - Sat, Dec 27
American Airlines Logo
2:30 pm - 1:30 pmART-SJU
22h 00m2 stops
American Airlines Logo
7:00 am - 6:30 pmSJU-ART
12h 30m1 stop
$580American Airlines
Find Deal
Tue, Dec 16 - Fri, Dec 26
American Airlines Logo
6:00 am - 5:52 pmART-SJU
10h 52m2 stops
American Airlines Logo
7:00 am - 11:04 pmSJU-ART
17h 04m1 stop
$605American Airlines
Find Deal
Mon, Dec 15 - Sat, Dec 27
American Airlines Logo
6:00 am - 11:53 pmART-SJU
16h 53m2 stops
American Airlines Logo
5:24 am - 6:30 pmSJU-ART
14h 06m2 stops
$680American Airlines
Find Deal
Mon, Dec 15 - Sat, Dec 27
American Airlines Logo
2:30 pm - 1:30 pmART-SJU
22h 00m2 stops
American Airlines Logo
2:31 pm - 11:04 pmSJU-ART
9h 33m2 stops
$695American Airlines
Find Deal
Tue, Dec 16 - Fri, Dec 26
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
$701American Airlines
Find Deal
Tue, Mar 10 - Wed, Mar 11
American Airlines Logo
2:30 pm - 2:20 pmART-SKB
22h 50m2 stops
American Airlines Logo
3:21 pm - 2:05 pmSKB-ART
23h 44m2 stops
$742American Airlines
Find Deal
Mon, Dec 8 - Wed, Dec 10

American Airlines flights from Watertown, New York to Caribbean Islands

Our best American Airlines deals on Watertown, New York to Caribbean Islands flight tickets
American Airlines
Mar 3
ART4:30 pmWatertown
6h 00m
1 stop
SJU11:30 pmSan Juan Luis Munoz Marin Intl
Mar 5
SJU6:50 pmSan Juan Luis Munoz Marin Intl
28h 33m
2 stops
ART10:23 pmWatertown
$295
Find similar
American Airlines
Mar 3
ART6:19 amWatertown
16h 11m
1 stop
SJU11:30 pmSan Juan Luis Munoz Marin Intl
Mar 5
SJU6:40 amSan Juan Luis Munoz Marin Intl
16h 43m
1 stop
ART10:23 pmWatertown
$327
Find similar
American Airlines
Nov 28
ART10:00 amWatertown
26h 05m
2 stops
SJU1:05 pmSan Juan Luis Munoz Marin Intl
Nov 30
SJU1:59 amSan Juan Luis Munoz Marin Intl
13h 09m
1 stop
ART2:08 pmWatertown
$540
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Watertown, New York to Caribbean Islands 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 September 17, 2025.
Use the filters below to find and compare flights from Watertown, New York to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WatertownSan Juan

ART - SJU

ARTSJU

Watertown

Tue 3/3

4:30 pm-11:30 pm

1 stop6h 00m

San Juan Luis Munoz Marin Intl

Thu 3/5

6:50 pm-10:23 pm

2 stops28h 33m

$295

WatertownSan Juan

ART - SJU

ARTSJU

Watertown

Tue 3/3

6:19 am-11:30 pm

1 stop16h 11m

San Juan Luis Munoz Marin Intl

Thu 3/5

6:40 am-10:23 pm

1 stop16h 43m

$327

WatertownSan Juan

ART - SJU

ARTSJU

Watertown

Fri 11/28

10:00 am-1:05 pm

2 stops26h 05m

San Juan Luis Munoz Marin Intl

Sun 11/30

1:59 am-2:08 pm

1 stop13h 09m

$540

WatertownSan Juan

ART - SJU

ARTSJU

Watertown

Mon 12/15

6:00 am-11:52 pm

1 stop16h 52m

San Juan Luis Munoz Marin Intl

Sat 12/27

7:00 am-11:04 pm

1 stop17h 04m

$565

WatertownSan Juan

ART - SJU

ARTSJU

Watertown

Tue 12/16

2:30 pm-1:30 pm

2 stops22h 00m

San Juan Luis Munoz Marin Intl

Fri 12/26

7:00 am-6:30 pm

1 stop12h 30m

$580

WatertownSan Juan

ART - SJU

ARTSJU

Watertown

Mon 12/15

6:00 am-5:52 pm

2 stops10h 52m

San Juan Luis Munoz Marin Intl

Sat 12/27

7:00 am-11:04 pm

1 stop17h 04m

$605

WatertownSan Juan

ART - SJU

ARTSJU

Watertown

Mon 12/15

6:00 am-11:53 pm

2 stops16h 53m

San Juan Luis Munoz Marin Intl

Sat 12/27

5:24 am-6:30 pm

2 stops14h 06m

$680

WatertownSan Juan

ART - SJU

ARTSJU

Watertown

Tue 12/16

2:30 pm-1:30 pm

2 stops22h 00m

San Juan Luis Munoz Marin Intl

Fri 12/26

2:31 pm-11:04 pm

2 stops9h 33m

$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

$701

WatertownBasseterre

ART - SKB

ARTSKB

Watertown

Mon 12/8

2:30 pm-2:20 pm

2 stops22h 50m

Basseterre Robert Bradshaw Intl

Wed 12/10

3:21 pm-2:05 pm

2 stops23h 44m

$742

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Watertown, New York 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

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

You could potentially save up to 67% on your flight if you consider stops on a Watertown, New York to Caribbean Islands flight.

Cheap Watertown, New York to Caribbean Islands flight deals and tips

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

Direct flights

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

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

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

    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 Watertown Airport to Caribbean Islands.

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

    The required travel and health documents for your Caribbean Islands 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 Islands. 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 Watertown, New York to Caribbean Islands?

Best airlines flying from Watertown, New York to Caribbean Islands

Compare and see reviews for airlines that fly from Watertown, New York to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $493Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Watertown to Caribbean Islands for you.

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

Yes. momondo allows you to filter the results for Watertown to Caribbean Islands flights to just show those with flexible booking policies.

How can momondo help me find flights from Watertown 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 Watertown.

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

Price alerts on flights to Caribbean Islands from Watertown are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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