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$158+ 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 8/22. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJU
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap 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 12, 2025.

Round-trip from

$319
(Delta)

One-way from

$158
(Trip.com)
From Key West to Caribbean
Search Deals
One-way flight from Key West to Caribbean
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Find flight deals from Key West to Caribbean

Cheapest flights from Key West to Caribbean
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 12, 2025.

This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/17:00 amEYW - SJU
1 stop6h 23mDelta
Mon 10/67:30 amSJU - EYW
1 stop9h 42mDelta
Deal found 6/12$319
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 10/111:25 amEYW - SJU
1 stop6h 49mAmerican Airlines
Mon 10/612:00 pmSJU - EYW
1 stop7h 07mAmerican Airlines
Deal found 6/11$365
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/218:45 amEYW - MHH
1 stop4h 10mSilver Airways
Mon 8/251:40 pmMHH - EYW
1 stop4h 25mSilver Airways
Deal found 6/11$369
This American Airlines deal was found by Cheapflights users on 6/9. 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.
Wed 7/97:51 pmEYW - NAS
1 stop17h 44mAmerican Airlines
Wed 7/1610:36 amNAS - EYW
1 stop8h 45mAmerican Airlines
Deal found 6/9$461
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/317:00 amEYW - NAS
1 stop8h 52mDelta
Mon 8/41:13 pmNAS - EYW
1 stop6h 36mDelta
Deal found 6/11$476
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/2610:12 amEYW - SJU
1 stop15h 19mMultiple Airlines
Sun 6/292:36 amSJU - EYW
1 stop10h 41mMultiple Airlines
Deal found 6/11$494
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/38:45 amEYW - MHH
1 stop4h 10mMultiple Airlines
Mon 7/78:05 amMHH - EYW
2 stops10h 00mMultiple Airlines
Deal found 6/11$595
This Mytrip deal was found by Cheapflights users on 6/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/910:02 amEYW - NAS
2 stops24h 28mMultiple Airlines
Wed 7/164:00 pmNAS - EYW
2 stops19h 41mMultiple Airlines
Deal found 6/9$624
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 8/2211:26 amEYW - MHH
1 stop26h 11mAmerican Airlines
Mon 8/252:17 pmMHH - EYW
1 stop4h 50mAmerican Airlines
Deal found 6/11$662
This JetBlue deal was found by Cheapflights users on 6/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/138:45 amEYW - NAS
1 stop8h 23mJetBlue
Sun 6/159:35 amNAS - EYW
1 stop8h 30mJetBlue
Deal found 6/10$675
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.
Wed 10/18:45 amEYW - SJU
2 stops15h 12mUnited Airlines
Sun 10/51:05 amSJU - EYW
2 stops30h 55mUnited Airlines
Deal found 6/11$714

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 12, 2025.
Use the filters below to find and compare flights from Key West to Caribbean that are best for you.

Fly from

Key West

Fly to

Caribbean

Route

Depart

Return

Price

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Wed 10/1

7:00 am-1:23 pm

1 stop6h 23m

San Juan Luis Munoz Marin Intl

Mon 10/6

7:30 am-5:12 pm

1 stop9h 42m

$319

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Wed 10/1

6:17 pm-12:46 pm

2 stops18h 29m

San Juan Luis Munoz Marin Intl

Mon 10/6

5:27 pm-11:17 am

2 stops17h 50m

$365

Key WestMarsh Harbour

EYW - MHH

EYWMHH

Key West

Thu 8/21

8:45 am-12:55 pm

1 stop4h 10m

Marsh Harbour

Mon 8/25

1:40 pm-6:05 pm

1 stop4h 25m

$369

Key WestNassau

EYW - NAS

EYWNAS

Key West

Wed 7/9

7:51 pm-1:35 pm

1 stop17h 44m

Nassau Intl

Wed 7/16

10:36 am-7:21 pm

1 stop8h 45m

$461

Key WestNassau

EYW - NAS

EYWNAS

Key West

Thu 7/31

7:00 am-3:52 pm

1 stop8h 52m

Nassau Intl

Mon 8/4

1:13 pm-7:49 pm

1 stop6h 36m

$476

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Thu 6/26

10:12 am-1:31 am

1 stop15h 19m

San Juan Luis Munoz Marin Intl

Sun 6/29

2:36 am-1:17 pm

1 stop10h 41m

$494

Key WestMarsh Harbour

EYW - MHH

EYWMHH

Key West

Thu 7/3

8:45 am-12:55 pm

1 stop4h 10m

Marsh Harbour

Mon 7/7

8:05 am-6:05 pm

2 stops10h 00m

$595

Key WestNassau

EYW - NAS

EYWNAS

Key West

Wed 7/9

10:02 am-10:30 am

2 stops24h 28m

Nassau Intl

Wed 7/16

4:00 pm-11:41 am

2 stops19h 41m

$624

Key WestMarsh Harbour

EYW - MHH

EYWMHH

Key West

Fri 8/22

11:26 am-1:37 pm

1 stop26h 11m

Marsh Harbour

Mon 8/25

2:17 pm-7:07 pm

1 stop4h 50m

$662

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Wed 10/1

8:45 am-11:57 pm

2 stops15h 12m

San Juan Luis Munoz Marin Intl

Sun 10/5

1:05 am-8:00 am

2 stops30h 55m

$714

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 17 results
1
2

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.
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

What is the cheapest time of day to fly from EYW to CB?

Find hourly flight availability from Key West to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

When flying from Key West to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated June 12, 2025.
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
8.0
Very good
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
United Airlines
7.4
Good
8,790 reviews
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
JetBlue
7.3
Good
2,925 reviews
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Silver Airways
6.0
Okay
252 reviews
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

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.

  • What airport do you fly from for flights from Key West to Caribbean?

    For a flight from Key West to Caribbean, you will be flying from Key West. Key West (EYW) is just 2.6 mi from the center of the city.

  • What are the cheapest airlines to fly from Key West to Caribbean one-way?

    One-way options have recently been found by users for as low as $158 on Silver Airways. Other airlines that offer cheap prices include JetBlue from $319 and American Airlines from $323 one-way.

  • What are the most popular routes from Key West to Caribbean?

    When deciding which route to take from Key West to Caribbean consider Key West - San Juan Luis Munoz Marin Intl, Key West - Marsh Harbour or Key West - Nassau Intl as they are the most popular.

  • Can I find deals for flights from Key West to Caribbean that include hotel bookings?

    Yes. In addition to deals on Key West to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Key West to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Key West to Caribbean.

  • Can I find deals for business class flights from Key West to Caribbean?

    Yes. Cheapflights offers flight deals from Key West to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Key West to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Key West to Caribbean (average of $254). Flying from Key West to Caribbean in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Key West to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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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 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$246Average$474FlexibilityNo cancel feeOn-time71%

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