$139+ Cheap flights from Watertown, NY (ART) to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/22. Fares are subject to change and may not be available on all flights or dates of travel.
ART — SJU
Oct 1 — Oct 81
Round-trip
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Watertown to Caribbean
Cheapest
Best
Last-minute
One-way
Cheapest flights from Watertown to CaribbeanExplore the most affordable flight options available from Watertown to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 1, 2026.
Explore the most affordable flight options available from Watertown to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 1, 2026.
This American Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:00 am -
2 stops9h 40m
Thu 10/12:22 pm -
1 stop8h 28m
Deal found 8/31![American Airlines logo]()
$278
This American Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/264:18 pm -
2 stops17h 06m
Fri 10/26:00 am -
2 stops16h 50m
Deal found 8/31![American Airlines logo]()
$343
This American Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/155:46 pm -
2 stops21h 06m
Fri 11/203:49 pm -
2 stops25h 51m
Deal found 8/31![American Airlines logo]()
$409
Best flights from Watertown to CaribbeanDiscover carefully curated flight deals from Watertown to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 1, 2026.
Discover carefully curated flight deals from Watertown to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 1, 2026.
This American Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:00 am -
2 stops9h 40m
Thu 10/12:22 pm -
1 stop8h 28m
Deal found 8/31![American Airlines logo]()
$278
This American Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/264:18 pm -
2 stops17h 06m
Fri 10/26:00 am -
2 stops16h 50m
Deal found 8/31![American Airlines logo]()
$343
This American Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/155:46 pm -
2 stops21h 06m
Fri 11/203:49 pm -
2 stops25h 51m
Deal found 8/31![American Airlines logo]()
$409
This American Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/166:06 pm -
2 stops19h 06m
Sat 2/204:29 pm -
2 stops25h 12m
Deal found 8/30![American Airlines logo]()
$650
This American Airlines deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/107:00 am -
2 stops15h 59m
Mon 2/2211:38 am -
2 stops12h 18m
Deal found 8/29![American Airlines logo]()
$1,025
This American Airlines deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/107:00 am -
1 stop8h 14m
Sun 2/216:00 am -
1 stop12h 41m
Deal found 8/29![American Airlines logo]()
$1,098
This American Airlines deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/116:00 am -
1 stop16h 48m
Sat 2/202:38 pm -
1 stop9h 18m
Deal found 8/29![American Airlines logo]()
$1,282
This American Airlines deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/116:00 am -
1 stop9h 19m
Sun 2/216:00 am -
1 stop12h 41m
Deal found 8/29![American Airlines logo]()
$1,287
This American Airlines deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/126:00 am -
1 stop16h 48m
Sat 2/205:09 pm -
1 stop6h 47m
Deal found 8/29![American Airlines logo]()
$1,327
Last-minute flights from Watertown to CaribbeanDiscover last-minute flight deals from Watertown to Caribbean. Data last updated September 1, 2026 and is based on user searches.
Discover last-minute flight deals from Watertown to Caribbean. Data last updated September 1, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:00 am -
2 stops9h 40m
Thu 10/12:22 pm -
1 stop8h 28m
Deal found 8/31![American Airlines logo]()
$278
This American Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/264:18 pm -
2 stops17h 06m
Fri 10/26:00 am -
2 stops16h 50m
Deal found 8/31![American Airlines logo]()
$343
One-way flights from Watertown to CaribbeanSearch for one-way flight options from Watertown to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 1, 2026.
Search for one-way flight options from Watertown to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 1, 2026.
This American Airlines deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/224:24 pm -
2 stops18h 36m
Deal found 8/28![American Airlines logo]()
$139
Find flight deals from Watertown to Caribbean
Keep the following information in mind while searching for Watertown to Caribbean flight deals. Data was last updated September 1, 2026.
Round-trip from | $278 (American Airlines) |
|---|---|
One-way from | $139 (American Airlines) |
Cheapflights Fare Finder
Customize your flight search to find flights from Watertown 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, Cheapflights users made 7,457,451 searches. Data last updated September 1, 2026.
Use the filters below to find and compare flights from Watertown to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
WatertownSan Juan
ART Watertown - SJU San Juan Luis Munoz Marin Intl
ARTSJU
Watertown
Sat 9/26
6:00 am-3:40 pm
2 stops9h 40m
San Juan Luis Munoz Marin Intl
Thu 10/1
2:22 pm-10:50 pm
1 stop8h 28m
$278
WatertownSan Juan
ART Watertown - SJU San Juan Luis Munoz Marin Intl
ARTSJU
Watertown
Sat 9/26
4:18 pm-9:24 am
2 stops17h 06m
San Juan Luis Munoz Marin Intl
Fri 10/2
6:00 am-10:50 pm
2 stops16h 50m
$343
WatertownMontego Bay
ART Watertown - MBJ Montego Bay Sangster Intl
ARTMBJ
Watertown
Sun 11/15
5:46 pm-2:52 pm
2 stops21h 06m
Montego Bay Sangster Intl
Fri 11/20
3:49 pm-5:40 pm
2 stops25h 51m
$409
WatertownMontego Bay
ART Watertown - MBJ Montego Bay Sangster Intl
ARTMBJ
Watertown
Tue 2/16
6:06 pm-1:12 pm
2 stops19h 06m
Montego Bay Sangster Intl
Sat 2/20
4:29 pm-5:41 pm
2 stops25h 12m
$650
WatertownSan Juan
ART Watertown - SJU San Juan Luis Munoz Marin Intl
ARTSJU
Watertown
Wed 2/10
7:00 am-11:59 pm
2 stops15h 59m
San Juan Luis Munoz Marin Intl
Mon 2/22
11:38 am-10:56 pm
2 stops12h 18m
$1,025
WatertownSan Juan
ART Watertown - SJU San Juan Luis Munoz Marin Intl
ARTSJU
Watertown
Wed 2/10
7:00 am-4:14 pm
1 stop8h 14m
San Juan Luis Munoz Marin Intl
Sun 2/21
6:00 am-5:41 pm
1 stop12h 41m
$1,098
WatertownSan Juan
ART Watertown - SJU San Juan Luis Munoz Marin Intl
ARTSJU
Watertown
Thu 2/11
6:00 am-11:48 pm
1 stop16h 48m
San Juan Luis Munoz Marin Intl
Sat 2/20
2:38 pm-10:56 pm
1 stop9h 18m
$1,282
WatertownSan Juan
ART Watertown - SJU San Juan Luis Munoz Marin Intl
ARTSJU
Watertown
Thu 2/11
6:00 am-4:19 pm
1 stop9h 19m
San Juan Luis Munoz Marin Intl
Sun 2/21
6:00 am-5:41 pm
1 stop12h 41m
$1,287
WatertownSan Juan
ART Watertown - SJU San Juan Luis Munoz Marin Intl
ARTSJU
Watertown
Fri 2/12
6:00 am-11:48 pm
1 stop16h 48m
San Juan Luis Munoz Marin Intl
Sat 2/20
5:09 pm-10:56 pm
1 stop6h 47m
$1,327
Cheapest one-way
Quickest one-way
WatertownSan Juan
ART Watertown - SJU San Juan Luis Munoz Marin Intl
ARTSJU
Watertown
Tue 9/22
4:24 pm-11:00 am
2 stops18h 36m
$139
Sorted by cheapest first
Best time to book a flight from Watertown to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Watertown with our price prediction graph.
ART-SJU
ART-MBJ
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Watertown to Caribbean
ART-0CB
ART-SJU
ART-MBJ
No data available for this route at this time. Please check back soon.
Related info for your journey
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