$168+ 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJU
Sep 9 — Sep 161
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 August 10, 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 August 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 9/2512:59 pm -
1 stop10h 59m
Sat 9/262:57 am -
1 stop7h 22m
Deal found 8/9![Multiple Airlines logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/612:05 pm -
1 stop9h 38m
Wed 8/126:26 pm -
1 stop16h 59m
Deal found 8/5![Multiple Airlines logo]()
$387
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/153:03 pm -
2 stops32h 35m
Sat 11/212:36 pm -
1 stop20h 43m
Deal found 8/6![Multiple Airlines logo]()
$410
This Kiwi.com deal was found by Cheapflights users on 8/9. 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.
Sun 11/158:54 pm -
1 stop11h 04m
Sat 11/213:38 am -
1 stop7h 41m
Deal found 8/9![Multiple Airlines logo]()
$450
This American Airlines deal was found by Cheapflights users on 8/9. 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 11/157:57 pm -
1 stop13h 47m
Sun 11/2210:32 am -
1 stop9h 55m
Deal found 8/9![American Airlines logo]()
$466
This Delta deal was found by Cheapflights users on 8/8. 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 9/107:40 am -
1 stop6h 13m
Mon 9/141:16 pm -
1 stop6h 44m
Deal found 8/8![Delta logo]()
$487
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 8/2812:07 pm -
1 stop9h 08m
Sun 9/69:55 am -
1 stop9h 18m
Deal found 8/9![Multiple Airlines logo]()
$494
This American Airlines deal was found by Cheapflights users on 8/6. 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.
Mon 11/166:26 pm -
2 stops15h 18m
Sun 11/2210:32 am -
1 stop9h 55m
Deal found 8/6![American Airlines logo]()
$506
This American Airlines deal was found by Cheapflights users on 8/9. 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 9/253:30 pm -
2 stops17h 54m
Sun 9/276:00 am -
2 stops12h 52m
Deal found 8/9![American Airlines logo]()
$541
This American Airlines deal was found by Cheapflights users on 8/6. 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.
Tue 9/11:50 pm -
1 stop10h 09m
Fri 9/46:00 am -
1 stop4h 56m
Deal found 8/6![American Airlines logo]()
$551
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2012:01 pm -
1 stop20h 29m
Sun 9/2711:30 am -
2 stops24h 49m
Deal found 8/5![Multiple Airlines logo]()
$574
This American Airlines deal was found by Cheapflights users on 8/7. 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 9/2110:21 am -
1 stop3h 05m
Mon 9/282:34 pm -
1 stop4h 43m
Deal found 8/7![American Airlines logo]()
$626
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 August 10, 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 August 10, 2026.
This Delta deal was found by Cheapflights users on 8/8. 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 9/107:40 am -
1 stop6h 13m
Mon 9/141:16 pm -
1 stop6h 44m
Deal found 8/8![Delta logo]()
$487
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 8/2812:07 pm -
1 stop9h 08m
Sun 9/69:55 am -
1 stop9h 18m
Deal found 8/9![Multiple Airlines logo]()
$494
This American Airlines deal was found by Cheapflights users on 8/8. 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 9/11:50 pm -
1 stop10h 09m
Fri 9/47:30 am -
1 stop8h 48m
Deal found 8/8![American Airlines logo]()
$571
This United Airlines deal was found by Cheapflights users on 8/8. 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 10/252:50 pm -
1 stop8h 46m
Thu 10/297:25 am -
1 stop32h 04m
Deal found 8/8![United Airlines logo]()
$880
This Priceline deal was found by Cheapflights users on 8/5. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2012:01 pm -
1 stop20h 29m
Sun 9/2710:20 am -
3 stops23h 59m
Deal found 8/5![Breeze Airways logo]()
$928
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2012:01 pm -
1 stop20h 29m
Sun 9/2711:30 am -
2 stops24h 49m
Deal found 8/5![Multiple Airlines logo]()
$574
This American Airlines deal was found by Cheapflights users on 8/7. 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 9/2110:21 am -
1 stop3h 05m
Mon 9/282:34 pm -
1 stop4h 43m
Deal found 8/7![American Airlines logo]()
$626
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Mon 9/2110:59 am -
1 stop5h 16m
Mon 9/284:00 pm -
2 stops41h 24m
Deal found 8/7![Multiple Airlines logo]()
$752
This American Airlines deal was found by Cheapflights users on 8/9. 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 9/410:15 am -
1 stop2h 54m
Tue 9/811:42 am -
1 stop6h 49m
Deal found 8/9![American Airlines logo]()
$766
This United Airlines deal was found by Cheapflights users on 8/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/22:15 pm -
1 stop23h 18m
Mon 10/52:35 pm -
1 stop22h 54m
Deal found 8/6![United Airlines logo]()
$919
This American Airlines deal was found by Cheapflights users on 8/8. 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 9/102:15 pm -
2 stops21h 06m
Mon 9/142:34 pm -
1 stop22h 43m
Deal found 8/8![American Airlines logo]()
$779
This American Airlines deal was found by Cheapflights users on 8/7. 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 10/13:30 pm -
2 stops17h 54m
Tue 10/612:21 pm -
1 stop4h 37m
Deal found 8/7![American Airlines logo]()
$946
This United Airlines deal was found by Cheapflights users on 8/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/512:41 pm -
2 stops49h 09m
Tue 12/83:03 pm -
2 stops22h 08m
Deal found 8/6![United Airlines logo]()
$1,177
This United Airlines deal was found by Cheapflights users on 8/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/282:50 pm -
2 stops48h 08m
Sun 11/12:58 pm -
2 stops24h 31m
Deal found 8/5![United Airlines logo]()
$1,357
This United Airlines deal was found by Cheapflights users on 8/7. 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.
Fri 8/282:15 pm -
2 stops25h 23m
Tue 9/18:00 am -
2 stops29h 29m
Deal found 8/7![United Airlines logo]()
$1,584
Last-minute flights from Key West to CaribbeanDiscover last-minute flight deals from Key West to Caribbean. Data last updated August 10, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to Caribbean. Data last updated August 10, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/612:05 pm -
1 stop9h 38m
Wed 8/126:26 pm -
1 stop16h 59m
Deal found 8/5![Multiple Airlines logo]()
$387
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 8/2812:07 pm -
1 stop9h 08m
Sun 9/69:55 am -
1 stop9h 18m
Deal found 8/9![Multiple Airlines logo]()
$494
This American Airlines deal was found by Cheapflights users on 8/6. 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.
Tue 9/11:50 pm -
1 stop10h 09m
Fri 9/46:00 am -
1 stop4h 56m
Deal found 8/6![American Airlines logo]()
$551
This American Airlines deal was found by Cheapflights users on 8/9. 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 9/410:15 am -
1 stop2h 54m
Tue 9/811:42 am -
1 stop6h 49m
Deal found 8/9![American Airlines logo]()
$766
This Delta deal was found by Cheapflights users on 8/8. 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 9/107:40 am -
1 stop6h 13m
Mon 9/141:16 pm -
1 stop6h 44m
Deal found 8/8![Delta logo]()
$487
This American Airlines deal was found by Cheapflights users on 8/8. 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 9/102:15 pm -
2 stops21h 06m
Mon 9/142:34 pm -
1 stop22h 43m
Deal found 8/8![American Airlines logo]()
$779
This United Airlines deal was found by Cheapflights users on 8/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/172:20 pm -
1 stop9h 30m
Sat 9/191:00 am -
1 stop12h 29m
Deal found 8/5![United Airlines logo]()
$895
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2012:01 pm -
1 stop20h 29m
Sun 9/2711:30 am -
2 stops24h 49m
Deal found 8/5![Multiple Airlines logo]()
$574
This American Airlines deal was found by Cheapflights users on 8/7. 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 9/2110:21 am -
1 stop3h 05m
Mon 9/282:34 pm -
1 stop4h 43m
Deal found 8/7![American Airlines logo]()
$626
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Mon 9/2110:59 am -
1 stop5h 16m
Mon 9/284:00 pm -
2 stops41h 24m
Deal found 8/7![Multiple Airlines logo]()
$752
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 9/2512:59 pm -
1 stop10h 59m
Sat 9/262:57 am -
1 stop7h 22m
Deal found 8/9![Multiple Airlines logo]()
$267
This American Airlines deal was found by Cheapflights users on 8/9. 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 9/253:30 pm -
2 stops17h 54m
Sun 9/276:00 am -
2 stops12h 52m
Deal found 8/9![American Airlines logo]()
$541
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 August 10, 2026.
Search for one-way flight options from Key West to Caribbean. Find affordable one-way fares based on user searches. Data last updated August 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/9. 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.
Sun 11/158:54 pm -
1 stop11h 04m
Deal found 8/9![Multiple Airlines logo]()
$168
This American Airlines deal was found by Cheapflights users on 8/9. 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 1/2912:00 pm -
1 stop5h 22m
Deal found 8/9![American Airlines logo]()
$285
This American Airlines deal was found by Cheapflights users on 8/9. 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 12/178:03 pm -
1 stop13h 48m
Deal found 8/9![American Airlines logo]()
$313
This Gurufare deal was found by Cheapflights users on 8/9. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/297:08 am -
2 stops10h 14m
Deal found 8/9![Multiple Airlines logo]()
$354
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 12/1710:59 am -
2 stops17h 16m
Deal found 8/9![Multiple Airlines logo]()
$398
This American Airlines deal was found by Cheapflights users on 8/9. 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 11/1511:14 am -
2 stops11h 45m
Deal found 8/9![American Airlines logo]()
$642
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 August 10, 2026.
Round-trip from | $267 (Kiwi.com) |
|---|---|
One-way from | $168 (Kiwi.com) |
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 August 10, 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 Key West - NAS Nassau Intl
EYWNAS
Key West
Thu 9/10
7:40 am-1:53 pm
1 stop6h 13m
Nassau Intl
Mon 9/14
1:16 pm-8:00 pm
1 stop6h 44m
$487
Key WestNassau
EYW Key West - NAS Nassau Intl
EYWNAS
Key West
Fri 8/28
12:07 pm-9:15 pm
1 stop9h 08m
Nassau Intl
Sun 9/6
9:55 am-7:13 pm
1 stop9h 18m
$494
Key WestSan Juan
EYW Key West - SJU San Juan Luis Munoz Marin Intl
EYWSJU
Key West
Tue 9/1
1:50 pm-11:59 pm
1 stop10h 09m
San Juan Luis Munoz Marin Intl
Fri 9/4
7:30 am-4:18 pm
1 stop8h 48m
$571
Key WestNassau
EYW Key West - NAS Nassau Intl
EYWNAS
Key West
Sun 9/20
12:01 pm-8:30 am
1 stop20h 29m
Nassau Intl
Sun 9/27
11:30 am-12:19 pm
2 stops24h 49m
$574
Quickest round-trip
Key WestNassau
EYW Key West - NAS Nassau Intl
EYWNAS
Key West
Mon 9/21
10:21 am-1:26 pm
1 stop3h 05m
Nassau Intl
Mon 9/28
2:34 pm-7:17 pm
1 stop4h 43m
$626
Key WestNassau
EYW Key West - NAS Nassau Intl
EYWNAS
Key West
Mon 9/21
10:59 am-4:15 pm
1 stop5h 16m
Nassau Intl
Mon 9/28
4:00 pm-9:24 am
2 stops41h 24m
$752
Key WestFreeport
EYW Key West - FPO Freeport Grand Bahama Intl
EYWFPO
Key West
Fri 9/4
10:15 am-1:09 pm
1 stop2h 54m
Freeport Grand Bahama Intl
Tue 9/8
11:42 am-6:31 pm
1 stop6h 49m
$766
Key WestNassau
EYW Key West - NAS Nassau Intl
EYWNAS
Key West
Thu 9/10
2:15 pm-11:21 am
2 stops21h 06m
Nassau Intl
Mon 9/14
2:34 pm-1:17 pm
1 stop22h 43m
$779
Key WestSan Juan
EYW Key West - SJU San Juan Luis Munoz Marin Intl
EYWSJU
Key West
Sun 10/25
2:50 pm-11:36 pm
1 stop8h 46m
San Juan Luis Munoz Marin Intl
Thu 10/29
7:25 am-3:29 pm
1 stop32h 04m
$880
Key WestNassau
EYW Key West - NAS Nassau Intl
EYWNAS
Key West
Fri 10/2
2:15 pm-1:33 pm
1 stop23h 18m
Nassau Intl
Mon 10/5
2:35 pm-1:29 pm
1 stop22h 54m
$919
Showing 1-10 of 20 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-FPO
EYW-KIN
EYW-EIS
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-FPO
EYW-KIN
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 August 10, 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.
Overall
7.1
Boarding
7.5
Comfort
7.2
Food
6.4
Entertainment
6.8
Crew
7.9
Reviews
1 / 20
8.0
ExcellentOlwin,Jul 2026
MCO - DCA
Overall
7.1
Boarding
7.5
Comfort
7.2
Food
6.4
Entertainment
6.8
Crew
7.9
Reviews
1 / 20
8.0
ExcellentOlwin,Jul 2026
MCO - DCA
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Alternative routes for Key West to Caribbean
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Key West and Caribbean flights
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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 August 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$415 | Average$586 | FlexibilityNo cancel fee | On-time71% |