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$558+ Cheap flights from Watertown, NY (ART) to Caribbean

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/13. Fares are subject to change and may not be available on all flights or dates of travel.
ART — SJU
Feb 27 — Mar 61
Thu 2/27
Thu 3/6
1 adult, Economy
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Cheap flight deals from Watertown to Caribbean

Keep the following information in mind while searching for Watertown to Caribbean flight deals. Data was last updated February 22, 2025.

Round-trip from

$558
(American Airlines)
From Watertown to Caribbean
Search Deals

Find flight deals from Watertown to Caribbean

Cheapest flights from Watertown to Caribbean
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 February 22, 2025.

This American Airlines deal was found by Cheapflights users on 2/21. 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 3/133:33 pmART - SJU
1 stop7h 17mAmerican Airlines
Sun 3/165:00 amSJU - ART
1 stop10h 00mAmerican Airlines
Deal found 2/21$558
This American Airlines deal was found by Cheapflights users on 2/21. 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 3/153:33 pmART - MBJ
2 stops21h 02mAmerican Airlines
Sat 3/222:49 pmMBJ - ART
1 stop6h 55mAmerican Airlines
Deal found 2/21$574

Find flights from Watertown to Caribbean within your budget

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 2,558,603 searches. Data last updated February 22, 2025.

Fly from

Watertown

Fly to

Caribbean

Route

Depart

Return

Price

WatertownSan Juan

ART - SJU

ARTSJU

Watertown

Thu 3/13

3:33 pm-10:50 pm

1 stop7h 17m

San Juan Luis Munoz Marin Intl

Sun 3/16

5:00 am-3:00 pm

1 stop10h 00m

$558

WatertownMontego Bay

ART - MBJ

ARTMBJ

Watertown

Sat 3/15

3:33 pm-11:35 am

2 stops21h 02m

Montego Bay Sangster Intl

Sat 3/22

2:49 pm-10:44 pm

1 stop6h 55m

$574

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/21

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.
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.

Travel insights for flights from Watertown to Caribbean

Get recent, data-driven insights about flights from Watertown to Caribbean including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Watertown, New York to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Watertown, New York to Caribbean (average of $254). Flying from Watertown, New York to Caribbean in March is currently the most expensive (average of $363). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated February 22, 2025.
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Comfort

7.3

Overall

7.2

Food

6.5

Entertainment

7.0

Crew

8.0

Reviews

1 / 20

10.0
Excellent

Anonymous,Jan 2025

PIT - DFW

Due to gate changes,we nearly missed our flight. The gate agent reassigned our seats and would NOT give us our assigned seats,but she did honor that same request to the man who arrived after us. Her rudeness and difficulty was not appropriate.

American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Comfort

7.3

Overall

7.2

Food

6.5

Entertainment

7.0

Crew

8.0

Reviews

1 / 20

10.0
Excellent

Anonymous,Jan 2025

PIT - DFW

Due to gate changes,we nearly missed our flight. The gate agent reassigned our seats and would NOT give us our assigned seats,but she did honor that same request to the man who arrived after us. Her rudeness and difficulty was not appropriate.

Related info for your journey

Find useful and relevant information for your journey from Watertown to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Watertown to Caribbean?

    Watertown (ART) is the airport you will fly out of if you book a flight from Watertown to Caribbean. It is only a 5.6 mi journey to Watertown (ART) from Watertown’s city center.

  • What are the most popular routes from Watertown, New York to Caribbean?

    When deciding which route to take from Watertown, New York to Caribbean consider Watertown - Varadero Juan Gualberto Gomez, Watertown - San Juan Luis Munoz Marin Intl or Watertown - Freeport Grand Bahama Intl as they are the most popular.

  • Can I find deals for flights from Watertown to Caribbean that include hotel bookings?

    Yes. In addition to deals on Watertown to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Watertown to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Watertown to Caribbean.

  • Can I find deals for business class flights from Watertown to Caribbean?

    Yes. Cheapflights offers flight deals from Watertown to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Watertown, New York to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Watertown, New York to Caribbean (average of $254). Flying from Watertown, New York to Caribbean in March is currently the most expensive (average of $363). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Watertown to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Watertown to Caribbean

Discover the top airline that operate flights from Watertown to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$493Average$537FlexibilityNo cancel feeOn-time71%
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