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$232+ 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 3/22. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJU
feb. 25 — mar. 41
mar. 2/25
mar. 3/4
1 adult, Economy
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Cheap flight deals from Williamsburg to Caribbean

Keep the following information in mind while searching for Williamsburg to Caribbean flight deals. Data was last updated febrero 20, 2025.

Round-trip from

$495
(American Airlines)

One-way from

$232
(American Airlines)

Popular in

August

Cheapest in

September

Average price

$660
From Williamsburg to Caribbean
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One-way flight from Williamsburg to Caribbean
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Highest demand for flights based on searches. 5% potential increase in price ($41 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($27 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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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 febrero 20, 2025.

This American Airlines deal was found by Cheapflights users on 2/20. 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.
mié. 4/238:06 pmPHF - MBJ
2 stops18h 14mAmerican Airlines
sáb. 4/264:00 pmMBJ - PHF
2 stops17h 52mAmerican Airlines
Deal found 2/20$495
This American Airlines deal was found by Cheapflights users on 2/19. 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.
mié. 8/68:15 pmPHF - PUJ
2 stops18h 30mAmerican Airlines
dom. 8/103:50 pmPUJ - PHF
2 stops18h 40mAmerican Airlines
Deal found 2/19$552
This American Airlines deal was found by Cheapflights users on 2/19. 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.
mié. 3/58:09 pmPHF - NAS
1 stop15h 40mAmerican Airlines
lun. 3/1012:59 pmNAS - PHF
1 stop9h 31mAmerican Airlines
Deal found 2/19$561
This American Airlines deal was found by Cheapflights users on 2/20. 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.
mar. 7/16:49 amPHF - SJU
1 stop14h 51mAmerican Airlines
sáb. 7/58:40 amSJU - PHF
1 stop15h 09mAmerican Airlines
Deal found 2/20$591
This American Airlines deal was found by Cheapflights users on 2/19. 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.
sáb. 6/218:14 pmPHF - STT
1 stop16h 26mAmerican Airlines
jue. 6/263:40 pmSTT - PHF
1 stop8h 14mAmerican Airlines
Deal found 2/19$648
This American Airlines deal was found by Cheapflights users on 2/20. 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.
mar. 2/256:17 amPHF - PLS
1 stop8h 18mAmerican Airlines
lun. 3/33:44 pmPLS - PHF
1 stop6h 25mAmerican Airlines
Deal found 2/20$720
This American Airlines deal was found by Cheapflights users on 2/20. 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.
jue. 6/265:06 amPHF - SXM
1 stop7h 54mAmerican Airlines
dom. 6/292:45 pmSXM - PHF
2 stops19h 38mAmerican Airlines
Deal found 2/20$796

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 febrero 20, 2025.

Fly from

Williamsburg

Fly to

Caribbean

Route

Depart

Return

Price

Newport NewsMontego Bay

PHF - MBJ

PHFMBJ

Newport News Intl

mié. 4/23

8:06 pm-1:20 pm

2 stops18h 14m

Montego Bay Sangster Intl

sáb. 4/26

4:00 pm-10:52 am

2 stops17h 52m

$495

Newport NewsPunta Cana

PHF - PUJ

PHFPUJ

Newport News Intl

mié. 8/6

8:15 pm-2:45 pm

2 stops18h 30m

Punta Cana

dom. 8/10

3:50 pm-10:30 am

2 stops18h 40m

$552

Newport NewsNassau

PHF - NAS

PHFNAS

Newport News Intl

mié. 3/5

8:09 pm-11:49 am

1 stop15h 40m

Nassau Intl

lun. 3/10

12:59 pm-10:30 pm

1 stop9h 31m

$561

Newport NewsSan Juan

PHF - SJU

PHFSJU

Newport News Intl

mar. 7/1

6:49 am-9:40 pm

1 stop14h 51m

San Juan Luis Munoz Marin Intl

sáb. 7/5

8:40 am-11:49 pm

1 stop15h 09m

$591

Newport NewsSaint Thomas Island

PHF - STT

PHFSTT

Newport News Intl

sáb. 6/21

8:14 pm-12:40 pm

1 stop16h 26m

Saint Thomas Island Cyril E King

jue. 6/26

3:40 pm-11:54 pm

1 stop8h 14m

$648

Newport NewsSimpson Bay

PHF - SXM

PHFSXM

Newport News Intl

jue. 6/26

5:06 am-1:00 pm

1 stop7h 54m

Simpson Bay Princess Juliana

dom. 6/29

2:45 pm-10:23 am

2 stops19h 38m

$796

Newport NewsMontego Bay

PHF - MBJ

PHFMBJ

Newport News Intl

sáb. 3/22

8:06 pm-1:40 pm

2 stops18h 34m

$232

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

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 $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.

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 febrero 20, 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 febrero 20, 2025.
American Airlines
7.2
Good
10,000 reviews

Entertainment

7.0

Boarding

7.5

Overall

7.2

Comfort

7.3

Food

6.5

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

Entertainment

7.0

Boarding

7.5

Overall

7.2

Comfort

7.3

Food

6.5

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 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 - Nassau Intl or Newport News Intl - Providenciales.

  • 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 $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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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 febrero 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$128Average$389FlexibilityNo cancel feeOn-time65%
FrontierCheapest$148Average$279FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$208Average$621FlexibilityNo cancel feeOn-time69%
DeltaCheapest$232Average$543FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$243Average$596FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$250Average$574FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$344Average$596FlexibilityNo cancel feeOn-time63%
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