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$175+ 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 4/3. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJU
Jan 19 — Jan 261
Sun 1/19
Sun 1/26
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 14, 2025.

Round-trip from

$409
(American Airlines)

One-way from

$175
(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 14, 2025.

This American Airlines deal was found by Cheapflights users on 1/13. 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 4/38:06 pmPHF - AUA
1 stop15h 29mAmerican Airlines
Tue 4/84:45 pmAUA - PHF
1 stop7h 07mAmerican Airlines
Deal found 1/13$409
This American Airlines deal was found by Cheapflights users on 1/14. 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 1/285:00 amPHF - SJU
1 stop16h 07mAmerican Airlines
Fri 1/3112:35 pmSJU - PHF
1 stop10h 34mAmerican Airlines
Deal found 1/14$411
This American Airlines deal was found by Cheapflights users on 1/13. 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 4/98:06 pmPHF - MBJ
2 stops16h 49mAmerican Airlines
Sat 4/1212:55 pmMBJ - PHF
2 stops20h 57mAmerican Airlines
Deal found 1/13$425
This American Airlines deal was found by Cheapflights users on 1/13. 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 2/115:00 amPHF - PUJ
1 stop8h 21mAmerican Airlines
Mon 2/175:10 pmPUJ - PHF
2 stops18h 43mAmerican Airlines
Deal found 1/13$498
This American Airlines deal was found by Cheapflights users on 1/13. 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 2/288:09 pmPHF - SXM
2 stops18h 01mAmerican Airlines
Fri 3/75:20 pmSXM - PHF
2 stops18h 32mAmerican Airlines
Deal found 1/13$566
This American Airlines deal was found by Cheapflights users on 1/13. 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 5/174:15 pmCUR - PHF
2 stops20h 21mAmerican Airlines
Deal found 1/13$584
This American Airlines deal was found by Cheapflights users on 1/13. 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.
Mon 1/275:00 amPHF - STT
1 stop9h 43mAmerican Airlines
Fri 2/144:26 pmSTT - PHF
1 stop6h 43mAmerican Airlines
Deal found 1/13$607

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 14, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

Newport NewsOranjestad

PHF - AUA

PHFAUA

Newport News Intl

Thu 4/3

8:06 pm-11:35 am

1 stop15h 29m

Oranjestad Reina Beatrix

Tue 4/8

4:45 pm-11:52 pm

1 stop7h 07m

$409

Newport NewsSan Juan

PHF - SJU

PHFSJU

Newport News Intl

Tue 1/28

5:00 am-10:07 pm

1 stop16h 07m

San Juan Luis Munoz Marin Intl

Fri 1/31

12:35 pm-10:09 pm

1 stop10h 34m

$411

Newport NewsMontego Bay

PHF - MBJ

PHFMBJ

Newport News Intl

Wed 4/9

8:06 pm-9:10 am

1 stop14h 04m

Montego Bay Sangster Intl

Sat 4/12

4:00 pm-10:52 am

2 stops17h 52m

$425

Newport NewsPunta Cana

PHF - PUJ

PHFPUJ

Newport News Intl

Tue 2/11

5:00 am-2:21 pm

1 stop8h 21m

Punta Cana

Mon 2/17

5:10 pm-10:53 am

2 stops18h 43m

$498

Newport NewsSimpson Bay

PHF - SXM

PHFSXM

Newport News Intl

Fri 2/28

8:09 pm-3:10 pm

2 stops18h 01m

Simpson Bay Princess Juliana

Fri 3/7

5:20 pm-10:52 am

2 stops18h 32m

$566

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

4:15 pm-12:36 pm

2 stops20h 21m

$584

Newport NewsSaint Thomas Island

PHF - STT

PHFSTT

Newport News Intl

Mon 1/27

5:00 am-3:43 pm

1 stop9h 43m

Saint Thomas Island Cyril E King

Fri 2/14

4:26 pm-10:09 pm

1 stop6h 43m

$607

Newport NewsOranjestad

PHF - AUA

PHFAUA

Newport News Intl

Thu 4/3

8:06 pm-11:35 am

1 stop15h 29m

$175

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/13

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 14, 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 14, 2025.
American Airlines
7.2
Good
10,000 reviews

Entertainment

7.0

Comfort

7.3

Overall

7.2

Food

6.5

Crew

8.0

Boarding

7.6

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

Entertainment

7.0

Comfort

7.3

Overall

7.2

Food

6.5

Crew

8.0

Boarding

7.6

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 - Saint Thomas Island Cyril E King. You may also consider Newport News Intl - San Juan Luis Munoz Marin Intl or Newport News Intl - Punta Cana.

  • 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 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$107Average$403FlexibilityNo cancel feeOn-time65%
FrontierCheapest$158Average$285FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$208Average$617FlexibilityNo cancel feeOn-time69%
DeltaCheapest$229Average$518FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$250Average$555FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$264Average$605FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$345Average$601FlexibilityNo cancel feeOn-time63%
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