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$234+ Cheap flights from Williamsburg, VA 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 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJU
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Williamsburg to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Williamsburg (W11) to Caribbean (0CB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$411
(American Airlines)

One-way from

$234
(American Airlines)
From Williamsburg to Caribbean
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One-way flight from Williamsburg to Caribbean
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Find flight deals from Williamsburg to Caribbean

Cheapest flights from Williamsburg to Caribbean
Explore the most affordable flight options available from Williamsburg to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This American Airlines deal was found by Cheapflights users on 1/20. 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 3/68:06 pmPHF - NAS
1 stop13h 49mAmerican Airlines
Thu 3/132:40 pmNAS - PHF
1 stop4h 58mAmerican Airlines
Deal found 1/20$410
This American Airlines deal was found by Cheapflights users on 1/21. 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.
Fri 2/218:09 pmPHF - SJU
1 stop14h 40mAmerican Airlines
Tue 2/2512:40 pmSJU - PHF
1 stop8h 02mAmerican Airlines
Deal found 1/21$429
This American Airlines deal was found by Cheapflights users on 1/20. 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 2/286:17 amPHF - PUJ
1 stop9h 28mAmerican Airlines
Wed 3/53:30 pmPUJ - PHF
1 stop7h 39mAmerican Airlines
Deal found 1/20$459
This American Airlines deal was found by Cheapflights users on 1/20. 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 3/258:06 pmPHF - STT
1 stop14h 44mAmerican Airlines
Tue 4/13:25 pmSTT - PHF
1 stop6h 47mAmerican Airlines
Deal found 1/20$547
This American Airlines deal was found by Cheapflights users on 1/21. 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.
Wed 4/238:06 pmPHF - MBJ
2 stops19h 04mAmerican Airlines
Sat 4/263:15 pmMBJ - PHF
2 stops18h 37mAmerican Airlines
Deal found 1/21$558
This American Airlines deal was found by Cheapflights users on 1/21. 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 5/108:12 pmPHF - CUR
2 stops18h 58mAmerican Airlines
Sat 5/172:45 pmCUR - PHF
2 stops19h 39mAmerican Airlines
Deal found 1/21$589
This American Airlines deal was found by Cheapflights users on 1/21. 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.
Tue 4/158:06 pmPHF - SXM
2 stops19h 18mAmerican Airlines
Tue 5/64:05 pmSXM - PHF
2 stops18h 19mAmerican Airlines
Deal found 1/21$592
This American Airlines deal was found by Cheapflights users on 1/21. 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 4/128:06 pmPHF - UVF
1 stop18h 22mAmerican Airlines
Sat 4/193:20 pmUVF - PHF
1 stop8h 32mAmerican Airlines
Deal found 1/21$1,615

Find flights from Williamsburg to Caribbean within your budget

Customize your flight search to find flights from Williamsburg 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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

Newport NewsNassau

PHF - NAS

PHFNAS

Newport News Intl

Fri 2/28

8:09 pm-9:25 am

1 stop13h 16m

Nassau Intl

Tue 3/4

12:35 pm-10:09 pm

1 stop9h 34m

$411

Newport NewsSan Juan

PHF - SJU

PHFSJU

Newport News Intl

Fri 2/21

8:09 pm-11:49 am

1 stop14h 40m

San Juan Luis Munoz Marin Intl

Tue 2/25

12:40 pm-7:42 pm

1 stop8h 02m

$429

Newport NewsPunta Cana

PHF - PUJ

PHFPUJ

Newport News Intl

Fri 2/28

6:17 am-4:45 pm

1 stop9h 28m

Punta Cana

Wed 3/5

3:30 pm-10:09 pm

1 stop7h 39m

$459

Newport NewsSaint Thomas Island

PHF - STT

PHFSTT

Newport News Intl

Tue 3/25

8:06 pm-10:50 am

1 stop14h 44m

Saint Thomas Island Cyril E King

Tue 4/1

3:25 pm-10:12 pm

1 stop6h 47m

$547

Newport NewsMontego Bay

PHF - MBJ

PHFMBJ

Newport News Intl

Wed 4/23

8:06 pm-2:10 pm

2 stops19h 04m

Montego Bay Sangster Intl

Sat 4/26

3:15 pm-10:52 am

2 stops18h 37m

$558

Newport NewsWillemstad

PHF - CUR

PHFCUR

Newport News Intl

Sat 5/10

8:12 pm-3:10 pm

2 stops18h 58m

Willemstad Hato Int.

Sat 5/17

2:45 pm-10:24 am

2 stops19h 39m

$589

Newport NewsSimpson Bay

PHF - SXM

PHFSXM

Newport News Intl

Tue 4/15

8:06 pm-3:24 pm

2 stops19h 18m

Simpson Bay Princess Juliana

Tue 5/6

4:05 pm-10:24 am

2 stops18h 19m

$592

Newport NewsCastries

PHF - UVF

PHFUVF

Newport News Intl

Sat 4/12

8:06 pm-2:28 pm

1 stop18h 22m

Castries Hewanorra

Sat 4/19

3:20 pm-11:52 pm

1 stop8h 32m

$1,615

Newport NewsMontego Bay

PHF - MBJ

PHFMBJ

Newport News Intl

Fri 2/7

6:25 am-12:41 pm

1 stop6h 16m

$234

Newport NewsSan Juan

PHF - SJU

PHFSJU

Newport News Intl

Fri 2/7

5:00 am-9:38 pm

1 stop15h 38m

$258

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Best time to book a flight from Williamsburg to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Williamsburg 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 Williamsburg to Caribbean

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

What is the cheapest month to book a flight from Williamsburg to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Williamsburg to Caribbean (average of $254). Flying from Williamsburg to Caribbean in March is currently the most expensive (average of $378). 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.

What is the cheapest time of day to fly from W11 to CB?

Find hourly flight availability from Williamsburg to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2025.

When flying from Williamsburg to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 January 21, 2025.
American Airlines
7.2
Good
10,000 reviews

Crew

8.0

Entertainment

7.0

Overall

7.2

Boarding

7.6

Food

6.5

Comfort

7.3

Reviews

1 / 10

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

Crew

8.0

Entertainment

7.0

Overall

7.2

Boarding

7.6

Food

6.5

Comfort

7.3

Reviews

1 / 10

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 Williamsburg to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the most popular routes from Williamsburg to Caribbean?

    The most popular route from Williamsburg to Caribbean is Newport News Intl - San Juan Luis Munoz Marin Intl. You may also consider Newport News Intl - Montego Bay Sangster Intl or Newport News Intl - Nassau Intl.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Williamsburg 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 Williamsburg to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Williamsburg to Caribbean (average of $254). Flying from Williamsburg to Caribbean in March is currently the most expensive (average of $378). 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 Williamsburg to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Williamsburg to Caribbean

Discover the top 7 airlines that operate flights from Williamsburg 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$107Average$384FlexibilityNo cancel feeOn-time65%
FrontierCheapest$158Average$285FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$208Average$608FlexibilityNo cancel feeOn-time69%
DeltaCheapest$233Average$530FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$241Average$607FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$250Average$546FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$345Average$602FlexibilityNo cancel feeOn-time63%
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