$199+ Cheap flights from Key West (EYW) 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 10/24. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJU
Jul 16 — Jul 231
Round-trip
1 adult, Economy
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Find cheap flights from Key West to Caribbean with Cheapflights
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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 Key West to CaribbeanExplore the most affordable flight options available from Key West to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 16, 2026.
Explore the most affordable flight options available from Key West to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 16, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/611:04 am
EYW
- SJU
1 stop13h 37m
Multiple Airlines
Tue 8/115:22 pm
SJU
- EYW
1 stop17h 44m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$338
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/511:46 am
EYW
- SJU
1 stop12h 55m
Multiple Airlines
Tue 8/115:22 pm
SJU
- EYW
1 stop17h 44m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/41:14 pm
EYW
- SJU
1 stop11h 27m
Multiple Airlines
Tue 8/115:22 pm
SJU
- EYW
1 stop17h 44m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$360
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/611:04 am
EYW
- SJU
1 stop13h 37m
Multiple Airlines
Thu 8/63:10 am
SJU
- EYW
1 stop8h 17m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/611:04 am
EYW
- SJU
1 stop13h 37m
Multiple Airlines
Sun 8/98:37 pm
SJU
- EYW
1 stop14h 50m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$373
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/511:46 am
EYW
- SJU
1 stop12h 55m
Multiple Airlines
Thu 8/63:10 am
SJU
- EYW
1 stop8h 17m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$380
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/511:46 am
EYW
- SJU
1 stop12h 55m
Multiple Airlines
Sun 8/98:37 pm
SJU
- EYW
1 stop14h 50m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$384
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/611:04 am
EYW
- SJU
1 stop13h 37m
Multiple Airlines
Sun 8/93:10 am
SJU
- EYW
1 stop8h 17m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$390
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/41:14 pm
EYW
- SJU
1 stop11h 27m
Multiple Airlines
Thu 8/63:10 am
SJU
- EYW
1 stop8h 17m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$391
This Kiwi.com deal was found by Cheapflights users on 6/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/101:11 pm
EYW
- SJU
1 stop11h 30m
Multiple Airlines
Thu 7/166:44 am
SJU
- EYW
2 stops26h 57m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$394
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/41:14 pm
EYW
- SJU
1 stop11h 27m
Multiple Airlines
Sun 8/98:37 pm
SJU
- EYW
1 stop14h 50m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$395
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/511:46 am
EYW
- SJU
1 stop12h 55m
Multiple Airlines
Sun 8/93:10 am
SJU
- EYW
1 stop8h 17m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$401
Best flights from Key West to CaribbeanDiscover carefully curated flight deals from Key West to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 16, 2026.
Discover carefully curated flight deals from Key West to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 16, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/97:53 pm
EYW
- NAS
1 stop13h 02m
Breeze Airways
Mon 7/139:55 am
NAS
- EYW
1 stop26h 39m
Breeze Airways
Deal found 6/15![Breeze Airways logo]()
$426
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/101:11 pm
EYW
- SJU
1 stop11h 30m
Multiple Airlines
Thu 7/168:37 pm
SJU
- EYW
1 stop14h 50m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$444
This American Airlines deal was found by Cheapflights users on 6/11. 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 9/24:50 pm
EYW
- SJU
1 stop7h 09m
American Airlines
Sun 9/66:00 am
SJU
- EYW
1 stop4h 56m
American Airlines
Deal found 6/11![American Airlines logo]()
$451
This Delta deal was found by Cheapflights users on 6/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/611:48 am
EYW
- SJU
1 stop10h 41m
Delta
Sat 8/812:56 pm
SJU
- EYW
1 stop7h 01m
Delta
Deal found 6/13![Delta logo]()
$516
This United Airlines deal was found by Cheapflights users on 6/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:20 pm
EYW
- SJU
1 stop9h 30m
United Airlines
Tue 9/81:00 am
SJU
- EYW
1 stop12h 29m
United Airlines
Deal found 6/11![United Airlines logo]()
$841
This Kiwi.com deal was found by Cheapflights users on 6/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/97:53 pm
EYW
- NAS
1 stop13h 02m
Multiple Airlines
Mon 7/134:00 pm
NAS
- EYW
2 stops20h 34m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$520
This American Airlines deal was found by Cheapflights users on 6/12. 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 7/287:40 pm
EYW
- MHH
1 stop13h 53m
American Airlines
Tue 8/410:13 am
MHH
- EYW
1 stop8h 53m
American Airlines
Deal found 6/12![American Airlines logo]()
$541
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1012:07 pm
EYW
- NAS
1 stop9h 08m
Multiple Airlines
Thu 7/169:55 am
NAS
- EYW
1 stop9h 18m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$527
This Delta deal was found by Cheapflights users on 6/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/57:40 am
EYW
- SJU
1 stop8h 58m
Delta
Sat 8/812:56 pm
SJU
- EYW
1 stop7h 01m
Delta
Deal found 6/13![Delta logo]()
$591
This American Airlines deal was found by Cheapflights users on 6/11. 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 7/117:33 pm
EYW
- SJU
2 stops14h 12m
American Airlines
Sat 7/1810:35 am
SJU
- EYW
1 stop8h 48m
American Airlines
Deal found 6/11![American Airlines logo]()
$661
This American Airlines deal was found by Cheapflights users on 6/14. 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.
Thu 7/91:47 pm
EYW
- NAS
1 stop5h 22m
American Airlines
Mon 7/131:56 pm
NAS
- EYW
1 stop5h 10m
American Airlines
Deal found 6/14![American Airlines logo]()
$666
This American Airlines deal was found by Cheapflights users on 6/15. 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 7/3011:28 am
EYW
- MHH
1 stop3h 44m
American Airlines
Thu 8/61:57 pm
MHH
- EYW
1 stop5h 42m
American Airlines
Deal found 6/15![American Airlines logo]()
$677
This United Airlines deal was found by Cheapflights users on 6/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/312:20 pm
EYW
- NAS
1 stop21h 08m
United Airlines
Wed 9/22:35 pm
NAS
- EYW
1 stop22h 54m
United Airlines
Deal found 6/15![United Airlines logo]()
$981
This United Airlines deal was found by Cheapflights users on 6/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/264:00 pm
EYW
- KIN
2 stops46h 54m
United Airlines
Tue 9/292:57 pm
KIN
- EYW
2 stops45h 32m
United Airlines
Deal found 6/11![United Airlines logo]()
$1,374
This United Airlines deal was found by Cheapflights users on 6/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/312:20 pm
EYW
- KIN
2 stops24h 34m
United Airlines
Wed 9/22:57 pm
KIN
- EYW
2 stops21h 32m
United Airlines
Deal found 6/15![United Airlines logo]()
$1,420
This United Airlines deal was found by Cheapflights users on 6/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/12:30 pm
EYW
- EIS
2 stops24h 25m
United Airlines
Tue 11/311:52 am
EIS
- EYW
2 stops26h 10m
United Airlines
Deal found 6/11![United Airlines logo]()
$1,873
This American Airlines deal was found by Cheapflights users on 6/15. 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 7/1411:28 am
EYW
- FPO
1 stop23h 41m
American Airlines
Wed 7/151:53 pm
FPO
- EYW
1 stop5h 13m
American Airlines
Deal found 6/15![American Airlines logo]()
$3,662
Last-minute flights from Key West to CaribbeanDiscover last-minute flight deals from Key West to Caribbean. Data last updated June 16, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to Caribbean. Data last updated June 16, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/11. 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 6/2611:28 am
EYW
- SJU
1 stop10h 30m
American Airlines
Sun 6/287:00 am
SJU
- EYW
1 stop11h 49m
American Airlines
Deal found 6/11![American Airlines logo]()
$656
This American Airlines deal was found by Cheapflights users on 6/11. 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 6/2611:28 am
EYW
- SJU
1 stop4h 19m
American Airlines
Mon 6/296:01 am
SJU
- EYW
1 stop13h 09m
American Airlines
Deal found 6/11![American Airlines logo]()
$776
This Kiwi.com deal was found by Cheapflights users on 6/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/97:53 pm
EYW
- NAS
1 stop13h 02m
Breeze Airways
Mon 7/139:55 am
NAS
- EYW
1 stop26h 39m
Breeze Airways
Deal found 6/15![Breeze Airways logo]()
$426
This Kiwi.com deal was found by Cheapflights users on 6/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/97:53 pm
EYW
- NAS
1 stop13h 02m
Multiple Airlines
Mon 7/134:00 pm
NAS
- EYW
2 stops20h 34m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$520
This American Airlines deal was found by Cheapflights users on 6/11. 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 7/91:47 pm
EYW
- NAS
1 stop5h 22m
American Airlines
Mon 7/131:56 pm
NAS
- EYW
1 stop5h 10m
American Airlines
Deal found 6/11![American Airlines logo]()
$666
This Kiwi.com deal was found by Cheapflights users on 6/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/101:11 pm
EYW
- SJU
1 stop11h 30m
Multiple Airlines
Thu 7/166:44 am
SJU
- EYW
2 stops26h 57m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$394
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1012:07 pm
EYW
- NAS
1 stop9h 08m
Multiple Airlines
Thu 7/169:55 am
NAS
- EYW
1 stop9h 18m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$527
This American Airlines deal was found by Cheapflights users on 6/11. 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 7/117:55 pm
EYW
- SJU
1 stop13h 50m
American Airlines
Sat 7/1810:35 am
SJU
- EYW
1 stop8h 48m
American Airlines
Deal found 6/11![American Airlines logo]()
$591
This American Airlines deal was found by Cheapflights users on 6/15. 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 7/1411:28 am
EYW
- FPO
1 stop23h 41m
American Airlines
Wed 7/151:53 pm
FPO
- EYW
1 stop5h 13m
American Airlines
Deal found 6/15![American Airlines logo]()
$3,662
This American Airlines deal was found by Cheapflights users on 6/12. 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 7/287:40 pm
EYW
- MHH
1 stop13h 53m
American Airlines
Tue 8/410:13 am
MHH
- EYW
1 stop8h 53m
American Airlines
Deal found 6/12![American Airlines logo]()
$541
This American Airlines deal was found by Cheapflights users on 6/15. 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 7/3011:28 am
EYW
- MHH
1 stop3h 44m
American Airlines
Thu 8/61:57 pm
MHH
- EYW
1 stop5h 42m
American Airlines
Deal found 6/15![American Airlines logo]()
$677
One-way flights from Key West to CaribbeanSearch for one-way flight options from Key West to Caribbean. Find affordable one-way fares based on user searches. Data last updated June 16, 2026.
Search for one-way flight options from Key West to Caribbean. Find affordable one-way fares based on user searches. Data last updated June 16, 2026.
This Breeze Airways deal was found by Cheapflights users on 6/12. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2410:04 am
EYW
- NAS
1 stop23h 21m
Breeze Airways
Deal found 6/12![Breeze Airways logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3010:59 am
EYW
- SJU
1 stop6h 38m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$207
This Breeze Airways deal was found by Cheapflights users on 6/14. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/811:46 am
EYW
- NAS
1 stop21h 09m
Breeze Airways
Deal found 6/14![Breeze Airways logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 6/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/811:46 am
EYW
- NAS
2 stops7h 29m
Multiple Airlines
Deal found 6/14![Multiple Airlines logo]()
$261
This American Airlines deal was found by Cheapflights users on 6/14. 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 7/281:47 pm
EYW
- KIN
1 stop7h 25m
American Airlines
Deal found 6/14![American Airlines logo]()
$352
This United Airlines deal was found by Cheapflights users on 6/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/282:26 pm
EYW
- KIN
2 stops24h 28m
United Airlines
Deal found 6/14![United Airlines logo]()
$469
This oojo deal was found by Cheapflights users on 6/12. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:00 pm
EYW
- NAS
2 stops21h 40m
WestJet
Deal found 6/12![WestJet logo]()
$2,646
Find flight deals from Key West to Caribbean
Keep the following information in mind while searching for Key West to Caribbean flight deals. Data was last updated June 16, 2026.
Round-trip from | $338 (Kiwi.com) |
|---|---|
One-way from | $199 (Breeze Airways) |
Cheapflights Fare Finder
Customize your flight search to find flights from Key West 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 June 16, 2026.
Use the filters below to find and compare flights from Key West to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Key WestNassau
EYW - NAS
EYWNAS
Key West
Thu 7/9
7:53 pm-8:55 am
1 stop13h 02m
Nassau Intl
Mon 7/13
9:55 am-12:34 pm
1 stop26h 39m
$426
Key WestSan Juan
EYW - SJU
EYWSJU
Key West
Fri 7/10
1:11 pm-12:41 am
1 stop11h 30m
San Juan Luis Munoz Marin Intl
Thu 7/16
8:37 pm-11:27 am
1 stop14h 50m
$444
Key WestSan Juan
EYW - SJU
EYWSJU
Key West
Wed 9/2
4:50 pm-11:59 pm
1 stop7h 09m
San Juan Luis Munoz Marin Intl
Sun 9/6
6:00 am-10:56 am
1 stop4h 56m
$451
Key WestSan Juan
EYW - SJU
EYWSJU
Key West
Thu 8/6
11:48 am-10:29 pm
1 stop10h 41m
San Juan Luis Munoz Marin Intl
Sat 8/8
12:56 pm-7:57 pm
1 stop7h 01m
$516
Key WestNassau
EYW - NAS
EYWNAS
Key West
Thu 7/9
7:53 pm-8:55 am
1 stop13h 02m
Nassau Intl
Mon 7/13
4:00 pm-12:34 pm
2 stops20h 34m
$520
Key WestNassau
EYW - NAS
EYWNAS
Key West
Fri 7/10
12:07 pm-9:15 pm
1 stop9h 08m
Nassau Intl
Thu 7/16
9:55 am-7:13 pm
1 stop9h 18m
$527
Key WestMarsh Harbour
EYW - MHH
EYWMHH
Key West
Tue 7/28
7:40 pm-9:33 am
1 stop13h 53m
Marsh Harbour
Tue 8/4
10:13 am-7:06 pm
1 stop8h 53m
$541
Key WestSan Juan
EYW - SJU
EYWSJU
Key West
Wed 8/5
7:40 am-4:38 pm
1 stop8h 58m
San Juan Luis Munoz Marin Intl
Sat 8/8
12:56 pm-7:57 pm
1 stop7h 01m
$591
Key WestSan Juan
EYW - SJU
EYWSJU
Key West
Sat 7/11
7:33 pm-9:45 am
2 stops14h 12m
San Juan Luis Munoz Marin Intl
Sat 7/18
10:35 am-7:23 pm
1 stop8h 48m
$661
Key WestNassau
EYW - NAS
EYWNAS
Key West
Thu 7/9
1:47 pm-7:09 pm
1 stop5h 22m
Nassau Intl
Mon 7/13
1:56 pm-7:06 pm
1 stop5h 10m
$666
Showing 1-10 of 24 resultsSorted by cheapest first
Best time to book a flight from Key West to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Key West with our price prediction graph.
EYW-NAS
EYW-SJU
EYW-KIN
EYW-MHH
EYW-FPO
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 Key West to Caribbean
EYW-0CB
EYW-NAS
EYW-SJU
EYW-KIN
EYW-MHH
No data available for this route at this time. Please check back soon.
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 June 16, 2026.
Read reviews from past customers who have flown American Airlines from Key West 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
7.9
Food
6.4
Overall
7.1
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreAnonymous,Mar 2026
MIA - SFO
Boarding
7.5
Comfort
7.2
Crew
7.9
Food
6.4
Overall
7.1
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreAnonymous,Mar 2026
MIA - SFO
Related info for your journey
Find useful and relevant information for your journey from Key West 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 Key West to Caribbean
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Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
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Key West and Caribbean flights
Browse other Key West and Caribbean flight options. Last updated on June 16, 2026.
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Fly to Caribbean countries
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Top airline flying from Key West to Caribbean
Discover the top airline that operate flights from Key West 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 June 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$390 | Average$519 | FlexibilityNo cancel fee | On-time71% |