$274+ Cheap flights from Williamsburg, VA 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 3/25. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJU
Mar 8 — Mar 151
1 adult, Economy
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Find cheap flights from Williamsburg to Caribbean with Cheapflights
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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Cheapest flights from Williamsburg to CaribbeanExplore 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 February 6, 2026.
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 February 6, 2026.
This American Airlines deal was found by Cheapflights users on 2/5. 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 3/227:55 pm
PHF
- STT
1 stop15h 11m
American Airlines
Tue 3/314:20 pm
STT
- PHF
1 stop7h 04m
American Airlines
Deal found 2/5![American Airlines logo]()
$274
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/256:00 am
PHF
- SJU
1 stop13h 39m
American Airlines
Wed 3/45:42 pm
SJU
- PHF
1 stop6h 42m
American Airlines
Deal found 2/3![American Airlines logo]()
$305
This American Airlines deal was found by Cheapflights users on 2/4. 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 3/217:55 pm
PHF
- MBJ
2 stops17h 32m
American Airlines
Sat 3/281:37 pm
MBJ
- PHF
2 stops20h 07m
American Airlines
Deal found 2/4![American Airlines logo]()
$317
This American Airlines deal was found by Cheapflights users on 2/5. 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 4/67:55 pm
PHF
- MBJ
1 stop18h 24m
American Airlines
Thu 4/1612:25 pm
MBJ
- PHF
1 stop10h 34m
American Airlines
Deal found 2/5![American Airlines logo]()
$318
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/267:55 pm
PHF
- SDQ
2 stops20h 55m
American Airlines
Wed 3/43:19 pm
SDQ
- PHF
2 stops20h 25m
American Airlines
Deal found 2/3![American Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 2/3. 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 3/247:18 pm
PHF
- PUJ
1 stop15h 17m
American Airlines
Tue 3/314:01 pm
PUJ
- PHF
1 stop7h 23m
American Airlines
Deal found 2/3![American Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 2/6. 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 2/267:55 pm
PHF
- MBJ
1 stop16h 26m
American Airlines
Sun 3/111:07 am
MBJ
- PHF
2 stops23h 37m
American Airlines
Deal found 2/6![American Airlines logo]()
$322
This American Airlines deal was found by Cheapflights users on 2/4. 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 8/2211:05 am
PHF
- SJU
1 stop11h 51m
American Airlines
Wed 8/268:00 am
SJU
- PHF
1 stop11h 29m
American Airlines
Deal found 2/4![American Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/287:55 pm
PHF
- AUA
1 stop15h 38m
American Airlines
Sun 3/85:13 pm
AUA
- PHF
1 stop6h 46m
American Airlines
Deal found 2/3![American Airlines logo]()
$330
This American Airlines deal was found by Cheapflights users on 2/3. 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 4/15:00 am
PHF
- SJU
1 stop15h 34m
American Airlines
Wed 4/157:25 am
SJU
- PHF
1 stop16h 34m
American Airlines
Deal found 2/3![American Airlines logo]()
$330
This American Airlines deal was found by Cheapflights users on 2/4. 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 2/217:55 pm
PHF
- MBJ
1 stop16h 26m
American Airlines
Wed 2/251:40 pm
MBJ
- PHF
1 stop9h 44m
American Airlines
Deal found 2/4![American Airlines logo]()
$335
This American Airlines deal was found by Cheapflights users on 2/5. 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 3/27:55 pm
PHF
- AUA
1 stop20h 04m
American Airlines
Sun 3/85:13 pm
AUA
- PHF
1 stop6h 46m
American Airlines
Deal found 2/5![American Airlines logo]()
$336
Best flights from Williamsburg to CaribbeanDiscover carefully curated flight deals from Williamsburg to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 6, 2026.
Discover carefully curated flight deals from Williamsburg to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 6, 2026.
This American Airlines deal was found by Cheapflights users on 2/5. 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 3/255:00 am
PHF
- STT
1 stop9h 54m
American Airlines
Mon 3/304:42 pm
STT
- PHF
1 stop7h 17m
American Airlines
Deal found 2/5![American Airlines logo]()
$274
This American Airlines deal was found by Cheapflights users on 2/5. 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 3/227:55 pm
PHF
- STT
1 stop15h 11m
American Airlines
Tue 3/314:20 pm
STT
- PHF
1 stop7h 04m
American Airlines
Deal found 2/5![American Airlines logo]()
$274
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/256:00 am
PHF
- SJU
1 stop13h 39m
American Airlines
Wed 3/45:42 pm
SJU
- PHF
1 stop6h 42m
American Airlines
Deal found 2/3![American Airlines logo]()
$305
This American Airlines deal was found by Cheapflights users on 2/4. 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 3/217:55 pm
PHF
- MBJ
2 stops17h 32m
American Airlines
Sat 3/281:37 pm
MBJ
- PHF
2 stops20h 07m
American Airlines
Deal found 2/4![American Airlines logo]()
$317
This American Airlines deal was found by Cheapflights users on 2/5. 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 4/67:55 pm
PHF
- MBJ
2 stops19h 20m
American Airlines
Thu 4/1612:25 pm
MBJ
- PHF
1 stop10h 34m
American Airlines
Deal found 2/5![American Airlines logo]()
$317
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/267:55 pm
PHF
- SDQ
2 stops20h 55m
American Airlines
Wed 3/43:19 pm
SDQ
- PHF
2 stops20h 25m
American Airlines
Deal found 2/3![American Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 2/3. 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 3/247:18 pm
PHF
- PUJ
1 stop15h 17m
American Airlines
Tue 3/314:01 pm
PUJ
- PHF
1 stop7h 23m
American Airlines
Deal found 2/3![American Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 2/6. 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 2/267:55 pm
PHF
- MBJ
1 stop16h 26m
American Airlines
Sun 3/111:07 am
MBJ
- PHF
2 stops23h 37m
American Airlines
Deal found 2/6![American Airlines logo]()
$322
This American Airlines deal was found by Cheapflights users on 2/5. 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 3/237:55 pm
PHF
- AUA
2 stops17h 44m
American Airlines
Mon 3/304:50 pm
AUA
- PHF
2 stops19h 10m
American Airlines
Deal found 2/5![American Airlines logo]()
$330
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/287:55 pm
PHF
- AUA
1 stop15h 38m
American Airlines
Sun 3/85:13 pm
AUA
- PHF
1 stop6h 46m
American Airlines
Deal found 2/3![American Airlines logo]()
$330
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/17:55 pm
PHF
- AUA
1 stop15h 38m
American Airlines
Sun 3/85:13 pm
AUA
- PHF
1 stop6h 46m
American Airlines
Deal found 2/2![American Airlines logo]()
$330
This American Airlines deal was found by Cheapflights users on 2/3. 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 4/15:00 am
PHF
- SJU
1 stop15h 34m
American Airlines
Wed 4/157:25 am
SJU
- PHF
1 stop16h 34m
American Airlines
Deal found 2/3![American Airlines logo]()
$330
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/27:55 pm
PHF
- AUA
2 stops19h 48m
American Airlines
Sun 3/85:13 pm
AUA
- PHF
1 stop6h 46m
American Airlines
Deal found 2/2![American Airlines logo]()
$335
This American Airlines deal was found by Cheapflights users on 2/4. 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 2/217:55 pm
PHF
- MBJ
1 stop16h 26m
American Airlines
Wed 2/251:40 pm
MBJ
- PHF
1 stop9h 44m
American Airlines
Deal found 2/4![American Airlines logo]()
$335
This American Airlines deal was found by Cheapflights users on 2/3. 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 3/207:55 pm
PHF
- MBJ
2 stops17h 42m
American Airlines
Fri 3/271:27 pm
MBJ
- PHF
2 stops20h 28m
American Airlines
Deal found 2/3![American Airlines logo]()
$337
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/235:00 am
PHF
- NAS
1 stop10h 36m
American Airlines
Sat 2/282:58 pm
NAS
- PHF
1 stop9h 01m
American Airlines
Deal found 2/3![American Airlines logo]()
$341
This American Airlines deal was found by Cheapflights users on 2/3. 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 3/207:55 pm
PHF
- PUJ
2 stops18h 59m
American Airlines
Fri 3/272:20 pm
PUJ
- PHF
2 stops20h 35m
American Airlines
Deal found 2/3![American Airlines logo]()
$402
This American Airlines deal was found by Cheapflights users on 2/5. 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 3/227:55 pm
PHF
- PUJ
2 stops17h 25m
American Airlines
Sun 3/293:40 pm
PUJ
- PHF
2 stops19h 04m
American Airlines
Deal found 2/5![American Airlines logo]()
$407
This American Airlines deal was found by Cheapflights users on 2/5. 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 3/2412:26 pm
PHF
- SJU
1 stop7h 13m
American Airlines
Tue 3/317:40 am
SJU
- PHF
1 stop15h 44m
American Airlines
Deal found 2/5![American Airlines logo]()
$432
This American Airlines deal was found by Cheapflights users on 2/5. 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 3/237:55 pm
PHF
- STT
1 stop16h 10m
American Airlines
Tue 3/3112:45 pm
STT
- PHF
1 stop10h 39m
American Airlines
Deal found 2/5![American Airlines logo]()
$454
This American Airlines deal was found by Cheapflights users on 2/5. 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 3/207:55 pm
PHF
- STT
1 stop15h 11m
American Airlines
Tue 3/3112:45 pm
STT
- PHF
1 stop10h 39m
American Airlines
Deal found 2/5![American Airlines logo]()
$454
This American Airlines deal was found by Cheapflights users on 2/5. 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 3/215:00 am
PHF
- STT
1 stop6h 06m
American Airlines
Mon 3/304:42 pm
STT
- PHF
1 stop7h 17m
American Airlines
Deal found 2/5![American Airlines logo]()
$454
This American Airlines deal was found by Cheapflights users on 2/5. 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 3/227:55 pm
PHF
- STT
1 stop15h 11m
American Airlines
Wed 4/111:46 am
STT
- PHF
1 stop12h 13m
American Airlines
Deal found 2/5![American Airlines logo]()
$454
This American Airlines deal was found by Cheapflights users on 2/5. 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 3/255:00 am
PHF
- STT
1 stop9h 54m
American Airlines
Wed 4/111:46 am
STT
- PHF
1 stop12h 13m
American Airlines
Deal found 2/5![American Airlines logo]()
$454
This American Airlines deal was found by Cheapflights users on 2/5. 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 3/207:55 pm
PHF
- STT
1 stop15h 11m
American Airlines
Mon 3/304:42 pm
STT
- PHF
1 stop7h 17m
American Airlines
Deal found 2/5![American Airlines logo]()
$454
This American Airlines deal was found by Cheapflights users on 2/4. 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 3/217:55 pm
PHF
- PUJ
2 stops18h 59m
American Airlines
Sat 3/283:01 pm
PUJ
- PHF
2 stops19h 43m
American Airlines
Deal found 2/4![American Airlines logo]()
$481
This American Airlines deal was found by Cheapflights users on 2/5. 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 4/67:55 pm
PHF
- SJU
1 stop16h 08m
American Airlines
Tue 4/147:25 am
SJU
- PHF
1 stop15h 43m
American Airlines
Deal found 2/5![American Airlines logo]()
$488
This American Airlines deal was found by Cheapflights users on 2/5. 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 4/77:13 pm
PHF
- SJU
1 stop15h 35m
American Airlines
Tue 4/147:25 am
SJU
- PHF
1 stop15h 43m
American Airlines
Deal found 2/5![American Airlines logo]()
$488
This American Airlines deal was found by Cheapflights users on 2/3. 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 3/127:55 pm
PHF
- PLS
1 stop16h 05m
American Airlines
Mon 3/163:25 pm
PLS
- PHF
2 stops20h 35m
American Airlines
Deal found 2/3![American Airlines logo]()
$497
This American Airlines deal was found by Cheapflights users on 2/5. 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 3/255:00 am
PHF
- STT
1 stop9h 54m
American Airlines
Thu 4/211:46 am
STT
- PHF
1 stop12h 13m
American Airlines
Deal found 2/5![American Airlines logo]()
$540
Last-minute flights from Williamsburg to CaribbeanDiscover last-minute flight deals from Williamsburg to Caribbean. Data last updated February 6, 2026 and is based on user searches.
Discover last-minute flight deals from Williamsburg to Caribbean. Data last updated February 6, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 2/4. 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 2/217:55 pm
PHF
- MBJ
1 stop16h 26m
American Airlines
Wed 2/251:40 pm
MBJ
- PHF
1 stop9h 44m
American Airlines
Deal found 2/4![American Airlines logo]()
$335
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/235:00 am
PHF
- NAS
1 stop10h 36m
American Airlines
Sat 2/282:58 pm
NAS
- PHF
1 stop9h 01m
American Airlines
Deal found 2/3![American Airlines logo]()
$341
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/256:00 am
PHF
- SJU
1 stop13h 39m
American Airlines
Wed 3/45:42 pm
SJU
- PHF
1 stop6h 42m
American Airlines
Deal found 2/3![American Airlines logo]()
$305
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/267:55 pm
PHF
- SDQ
2 stops20h 55m
American Airlines
Wed 3/43:19 pm
SDQ
- PHF
2 stops20h 25m
American Airlines
Deal found 2/3![American Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 2/6. 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 2/267:55 pm
PHF
- MBJ
1 stop16h 26m
American Airlines
Sun 3/111:07 am
MBJ
- PHF
2 stops23h 37m
American Airlines
Deal found 2/6![American Airlines logo]()
$322
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/287:55 pm
PHF
- AUA
1 stop15h 38m
American Airlines
Sun 3/85:13 pm
AUA
- PHF
1 stop6h 46m
American Airlines
Deal found 2/3![American Airlines logo]()
$330
This American Airlines deal was found by Cheapflights users on 2/5. 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 3/27:55 pm
PHF
- AUA
1 stop20h 04m
American Airlines
Sun 3/85:13 pm
AUA
- PHF
1 stop6h 46m
American Airlines
Deal found 2/5![American Airlines logo]()
$336
This American Airlines deal was found by Cheapflights users on 2/3. 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 3/207:55 pm
PHF
- MBJ
2 stops17h 42m
American Airlines
Fri 3/271:27 pm
MBJ
- PHF
2 stops20h 28m
American Airlines
Deal found 2/3![American Airlines logo]()
$337
This American Airlines deal was found by Cheapflights users on 2/4. 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 3/217:55 pm
PHF
- MBJ
2 stops17h 32m
American Airlines
Sat 3/281:37 pm
MBJ
- PHF
2 stops20h 07m
American Airlines
Deal found 2/4![American Airlines logo]()
$317
This American Airlines deal was found by Cheapflights users on 2/5. 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 3/227:55 pm
PHF
- STT
1 stop15h 11m
American Airlines
Tue 3/314:20 pm
STT
- PHF
1 stop7h 04m
American Airlines
Deal found 2/5![American Airlines logo]()
$274
This American Airlines deal was found by Cheapflights users on 2/4. 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 3/227:55 pm
PHF
- MBJ
2 stops17h 32m
American Airlines
Sat 3/281:37 pm
MBJ
- PHF
2 stops20h 07m
American Airlines
Deal found 2/4![American Airlines logo]()
$377
This American Airlines deal was found by Cheapflights users on 2/3. 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 3/247:18 pm
PHF
- PUJ
1 stop15h 17m
American Airlines
Tue 3/314:01 pm
PUJ
- PHF
1 stop7h 23m
American Airlines
Deal found 2/3![American Airlines logo]()
$319
One-way flights from Williamsburg to CaribbeanSearch for one-way flight options from Williamsburg to Caribbean. Find affordable one-way fares based on user searches. Data last updated February 6, 2026.
Search for one-way flight options from Williamsburg to Caribbean. Find affordable one-way fares based on user searches. Data last updated February 6, 2026.
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/147:55 pm
PHF
- SJU
1 stop16h 58m
American Airlines
Deal found 2/3![American Airlines logo]()
$294
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/137:55 pm
PHF
- SJU
1 stop16h 37m
American Airlines
Deal found 2/3![American Airlines logo]()
$372
Find flight deals from Williamsburg to Caribbean
Keep the following information in mind while searching for Williamsburg to Caribbean flight deals. Data was last updated February 6, 2026.
Round-trip from | $274 (American Airlines) |
|---|---|
Popular in | December |
Cheapest in | April |
Average price | $508 |
Cheapflights Fare Finder
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 February 6, 2026.
Use the filters below to find and compare flights from Williamsburg to Caribbean that are best for you.
Fly from
Williamsburg
Fly to
Caribbean
Route
Depart
Return
Price
Newport NewsSaint Thomas Island
PHF - STT
PHFSTT
Newport News Intl
Wed 3/25
5:00 am-2:54 pm
1 stop9h 54m
Saint Thomas Island Cyril E King
Mon 3/30
4:42 pm-11:59 pm
1 stop7h 17m
$274
Newport NewsSaint Thomas Island
PHF - STT
PHFSTT
Newport News Intl
Sun 3/22
7:55 pm-11:06 am
1 stop15h 11m
Saint Thomas Island Cyril E King
Tue 3/31
4:20 pm-11:24 pm
1 stop7h 04m
$274
Newport NewsSan Juan
PHF - SJU
PHFSJU
Newport News Intl
Wed 2/25
6:00 am-8:39 pm
1 stop13h 39m
San Juan Luis Munoz Marin Intl
Wed 3/4
5:42 pm-11:24 pm
1 stop6h 42m
$305
Newport NewsMontego Bay
PHF - MBJ
PHFMBJ
Newport News Intl
Sat 3/21
7:55 pm-12:27 pm
2 stops17h 32m
Montego Bay Sangster Intl
Sat 3/28
1:37 pm-10:44 am
2 stops20h 07m
$317
Newport NewsMontego Bay
PHF - MBJ
PHFMBJ
Newport News Intl
Mon 4/6
7:55 pm-2:15 pm
2 stops19h 20m
Montego Bay Sangster Intl
Thu 4/16
12:25 pm-11:59 pm
1 stop10h 34m
$317
Newport NewsSanto Domingo
PHF - SDQ
PHFSDQ
Newport News Intl
Thu 2/26
7:55 pm-5:50 pm
2 stops20h 55m
Santo Domingo Las Americas
Wed 3/4
3:19 pm-10:44 am
2 stops20h 25m
$319
Newport NewsPunta Cana
PHF - PUJ
PHFPUJ
Newport News Intl
Tue 3/24
7:18 pm-10:35 am
1 stop15h 17m
Punta Cana
Tue 3/31
4:01 pm-11:24 pm
1 stop7h 23m
$319
Newport NewsMontego Bay
PHF - MBJ
PHFMBJ
Newport News Intl
Thu 2/26
7:55 pm-12:21 pm
1 stop16h 26m
Montego Bay Sangster Intl
Sun 3/1
11:07 am-10:44 am
2 stops23h 37m
$322
Newport NewsOranjestad
PHF - AUA
PHFAUA
Newport News Intl
Mon 3/23
7:55 pm-1:39 pm
2 stops17h 44m
Oranjestad Reina Beatrix
Mon 3/30
4:50 pm-12:00 pm
2 stops19h 10m
$330
Newport NewsOranjestad
PHF - AUA
PHFAUA
Newport News Intl
Sat 2/28
7:55 pm-12:33 pm
1 stop15h 38m
Oranjestad Reina Beatrix
Sun 3/8
5:13 pm-11:59 pm
1 stop6h 46m
$330
Showing 1-10 of 32 results
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.
PHF-SJU
PHF-STT
PHF-MBJ
PHF-SDQ
PHF-PUJ
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 Williamsburg to Caribbean
W11-0CB
PHF-SJU
PHF-STT
PHF-MBJ
PHF-SDQ
What is the cheapest month to book a flight from Williamsburg to Caribbean?
Currently, May is the cheapest month in which you can book a flight from Williamsburg to Caribbean (average of $113). Flying from Williamsburg to Caribbean in June is currently the most expensive (average of $214). 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.
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 6, 2026.
Read reviews from past customers who have flown American Airlines from Williamsburg to Caribbean. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.5
Comfort
7.2
Crew
8.0
Entertainment
6.9
Food
6.4
Overall
7.2
Reviews
1 / 20
2.0
MediocreSusie,Jan 2026
CLT - TPA
Boarding
7.5
Comfort
7.2
Crew
8.0
Entertainment
6.9
Food
6.4
Overall
7.2
Reviews
1 / 20
2.0
MediocreSusie,Jan 2026
CLT - TPA
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.
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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.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Williamsburg to Caribbean by cabin class
Find flights from Williamsburg to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Williamsburg and Caribbean flights
Browse other Williamsburg and Caribbean flight options. Last updated on February 6, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Williamsburg to Caribbean flights
Consider these flights traveling from Williamsburg to Caribbean.
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 February 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$85 | Average$264 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$90 | Average$397 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$146 | Average$549 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$183 | Average$494 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$225 | Average$577 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$225 | Average$610 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$245 | Average$652 | FlexibilityNo cancel fee | On-time63% |