Cheap flights from Watertown, New York to Caribbean from $245

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 10/2. 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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Cheap round-trip flights

American Airlines Logo
6:00 am - 11:37 pmART-SJU
17h 37m2 stops
American Airlines Logo
7:05 pm - 2:20 pmSJU-ART
19h 15m2 stops
$245American Airlines
Find Deal
Thu, Oct 2 - Sun, Oct 5
American Airlines Logo
6:00 am - 11:37 pmART-SJU
17h 37m2 stops
American Airlines Logo
7:05 pm - 10:56 pmSJU-ART
27h 51m2 stops
$275American Airlines
Find Deal
Fri, Oct 3 - Sun, Oct 5
American Airlines Logo
6:00 am - 2:54 pmART-MBJ
9h 54m2 stops
American Airlines Logo
11:35 am - 4:02 pmMBJ-ART
27h 27m2 stops
$428American Airlines
Find Deal
Fri, Sep 12 - Fri, Sep 19
American Airlines Logo
4:27 pm - 1:27 pmART-MBJ
22h 00m1 stop
American Airlines Logo
3:54 pm - 8:29 pmMBJ-ART
27h 35m2 stops
$429American Airlines
Find Deal
Fri, Sep 12 - Fri, Sep 19
American Airlines Logo
6:00 am - 11:37 pmART-SJU
17h 37m2 stops
American Airlines Logo
6:10 am - 10:50 pmSJU-ART
16h 40m3 stops
$595American Airlines
Find Deal
Thu, Oct 2 - Sun, Oct 5
American Airlines Logo
4:28 pm - 2:15 pmART-SKB
20h 47m2 stops
American Airlines Logo
3:30 pm - 10:25 pmSKB-ART
31h 55m2 stops
$759American Airlines
Find Deal
Mon, Dec 8 - Wed, Dec 10
American Airlines Logo
4:28 pm - 2:55 pmART-GND
21h 27m2 stops
American Airlines Logo
4:20 pm - 10:25 pmGND-ART
31h 05m2 stops
$940American Airlines
Find Deal
Sat, Dec 6 - Wed, Dec 10
American Airlines Logo
6:00 am - 6:15 pmART-SJU
12h 15m3 stops
American Airlines Logo
6:10 am - 10:50 pmSJU-ART
16h 40m3 stops
$987American Airlines
Find Deal
Fri, Oct 3 - Sun, Oct 5
American Airlines Logo
6:00 am - 6:15 pmART-SJU
12h 15m3 stops
American Airlines Logo
6:10 am - 10:50 pmSJU-ART
16h 40m3 stops
$1,026American Airlines
Find Deal
Thu, Oct 2 - Sun, Oct 5

American Airlines flights from Watertown, New York to Caribbean

Our best American Airlines deals on Watertown, New York to Caribbean flight tickets
American Airlines
Oct 2
ART6:00 amWatertown
17h 37m
2 stops
SJU11:37 pmSan Juan Luis Munoz Marin Intl
Oct 5
SJU7:05 pmSan Juan Luis Munoz Marin Intl
19h 15m
2 stops
ART2:20 pmWatertown
American Airlines
Oct 3
ART6:00 amWatertown
17h 37m
2 stops
SJU11:37 pmSan Juan Luis Munoz Marin Intl
Oct 5
SJU7:05 pmSan Juan Luis Munoz Marin Intl
27h 51m
2 stops
ART10:56 pmWatertown
American Airlines
Sep 12
ART6:00 amWatertown
9h 54m
2 stops
MBJ2:54 pmMontego Bay Sangster Intl
Sep 19
MBJ11:35 amMontego Bay Sangster Intl
27h 27m
2 stops
ART4:02 pmWatertown

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 July 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

Thu 10/2

6:00 am-11:37 pm

2 stops17h 37m

San Juan Luis Munoz Marin Intl

Sun 10/5

7:05 pm-2:20 pm

2 stops19h 15m

$245

WatertownSan Juan

ART - SJU

ARTSJU

Watertown

Fri 10/3

6:00 am-11:37 pm

2 stops17h 37m

San Juan Luis Munoz Marin Intl

Sun 10/5

7:05 pm-10:56 pm

2 stops27h 51m

$275

WatertownMontego Bay

ART - MBJ

ARTMBJ

Watertown

Fri 9/12

6:00 am-2:54 pm

2 stops9h 54m

Montego Bay Sangster Intl

Fri 9/19

11:35 am-4:02 pm

2 stops27h 27m

$428

WatertownMontego Bay

ART - MBJ

ARTMBJ

Watertown

Fri 9/12

4:27 pm-1:27 pm

1 stop22h 00m

Montego Bay Sangster Intl

Fri 9/19

3:54 pm-8:29 pm

2 stops27h 35m

$429

WatertownSan Juan

ART - SJU

ARTSJU

Watertown

Thu 10/2

6:00 am-11:37 pm

2 stops17h 37m

San Juan Luis Munoz Marin Intl

Sun 10/5

6:10 am-10:50 pm

3 stops16h 40m

$595

WatertownBasseterre

ART - SKB

ARTSKB

Watertown

Mon 12/8

4:28 pm-2:15 pm

2 stops20h 47m

Basseterre Robert Bradshaw Intl

Wed 12/10

3:30 pm-10:25 pm

2 stops31h 55m

$759

WatertownSt. George's

ART - GND

ARTGND

Watertown

Sat 12/6

4:28 pm-2:55 pm

2 stops21h 27m

St. George's Point Saline Intl

Wed 12/10

4:20 pm-10:25 pm

2 stops31h 05m

$940

WatertownSan Juan

ART - SJU

ARTSJU

Watertown

Fri 10/3

6:00 am-6:15 pm

3 stops12h 15m

San Juan Luis Munoz Marin Intl

Sun 10/5

6:10 am-10:50 pm

3 stops16h 40m

$987

WatertownSan Juan

ART - SJU

ARTSJU

Watertown

Thu 10/2

6:00 am-6:15 pm

3 stops12h 15m

San Juan Luis Munoz Marin Intl

Sun 10/5

6:10 am-10:50 pm

3 stops16h 40m

$1,026

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

What airlines fly to Caribbean?

JetBlue, American Airlines and Delta are the top three most popular airlines that fly to Caribbean from Watertown, New York according to our data. JetBlue is the first choice among our users, with 41% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 5 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

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

Best Price Found

$245

Fastest flight time

9h 54m

Direct flights

None

Airports in Caribbean

4 airports
The best flight deal from Watertown, New York to Caribbean found on momondo in the last 72 hours is $245
The fastest flight from Watertown, New York to Caribbean takes 9h 54m
There are no direct flights from Watertown, New York to Caribbean. Popular non-direct routes for this connection are Watertown Airport - Montego Bay Sangster Intl Airport, Watertown Airport - Basseterre Robert Bradshaw Intl Airport and Watertown Airport - San Juan Luis Munoz Marin Intl Airport.
There are 4 airports near Caribbean: Montego Bay Sangster Intl (MBJ), Basseterre Robert Bradshaw Intl (SKB), St. George's Point Saline Intl (GND), San Juan Luis Munoz Marin Intl (SJU)

  • 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 many operators does momondo search for flights from Watertown Airport to Caribbean?

  • 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 $396Free 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?

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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