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Caribbean Islands

$161+ Cheap flights from Key West (EYW) to Caribbean Islands

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 3/28. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJU
Jan 29 — Feb 51
Wed 1/29
Wed 2/5
1 adult, Economy
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Cheap flight deals from Key West to Caribbean Islands

Discover tips and strategies to find the most affordable flight options for your journey from Key West (EYW) to Caribbean Islands (zzEPX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 24, 2025.

Round-trip from

$335
(American Airlines)

One-way from

$161
(Expedia)
From Key West to Caribbean Islands
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One-way flight from Key West to Caribbean Islands
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Find flight deals from Key West to Caribbean Islands

Cheapest flights from Key West to Caribbean Islands
Explore the most affordable flight options available from Key West to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 24, 2025.

This American Airlines deal was found by Cheapflights users on 1/23. 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 2/203:57 pmEYW - SJU
1 stop6h 58mAmerican Airlines
Thu 2/276:00 amSJU - EYW
1 stop13h 56mAmerican Airlines
Deal found 1/23$335
This Mytrip deal was found by Cheapflights users on 1/23. 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 2/205:30 pmEYW - SJU
1 stop15h 13mMultiple Airlines
Thu 2/279:34 pmSJU - EYW
2 stops19h 45mMultiple Airlines
Deal found 1/23$376
This Orbitz deal was found by Cheapflights users on 1/24. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2710:55 amEYW - MHH
1 stop26h 00mSilver Airways
Sun 3/21:40 pmMHH - EYW
1 stop5h 15mSilver Airways
Deal found 1/24$385
This American Airlines deal was found by Cheapflights users on 1/23. 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 5/11:39 pmEYW - NAS
1 stop4h 07mAmerican Airlines
Mon 5/57:45 amNAS - EYW
1 stop10h 41mAmerican Airlines
Deal found 1/23$478
This CheapOair deal was found by Cheapflights users on 1/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/206:00 pmEYW - NAS
1 stop18h 35mSilver Airways
Thu 2/271:20 pmNAS - EYW
1 stop3h 55mSilver Airways
Deal found 1/23$487
This United deal was found by Cheapflights users on 1/23. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/61:50 pmEYW - SJU
1 stop9h 46mUnited Airlines
Mon 2/172:05 amSJU - EYW
2 stops17h 50mUnited Airlines
Deal found 1/23$602
This JetBlue deal was found by Cheapflights users on 1/23. 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.
Thu 2/206:00 pmEYW - SJU
1 stop5h 49mJetBlue
Wed 2/263:26 amSJU - EYW
1 stop9h 32mJetBlue
Deal found 1/23$628
This Kiwi.com deal was found by Cheapflights users on 1/23. 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 2/145:12 pmEYW - NAS
1 stop19h 23mMultiple Airlines
Mon 2/173:40 pmNAS - EYW
2 stops27h 15mMultiple Airlines
Deal found 1/23$668
This SmartFares deal was found by Cheapflights users on 1/23. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/16:00 pmEYW - NAS
2 stops16h 23mWestJet
Mon 5/511:15 amNAS - EYW
2 stops24h 34mWestJet
Deal found 1/23$1,473

Find flights from Key West to Caribbean Islands within your budget

Customize your flight search to find flights from Key West to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 24, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Thu 2/20

3:57 pm-11:55 pm

1 stop6h 58m

San Juan Luis Munoz Marin Intl

Thu 2/27

6:00 am-6:56 pm

1 stop13h 56m

$335

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Thu 2/20

5:30 pm-9:43 am

1 stop15h 13m

San Juan Luis Munoz Marin Intl

Thu 2/27

9:34 pm-4:19 pm

2 stops19h 45m

$376

Key WestMarsh Harbour

EYW - MHH

EYWMHH

Key West

Thu 2/27

10:55 am-12:55 pm

1 stop26h 00m

Marsh Harbour

Sun 3/2

1:40 pm-6:55 pm

1 stop5h 15m

$385

Key WestNassau

EYW - NAS

EYWNAS

Key West

Thu 5/1

1:39 pm-5:46 pm

1 stop4h 07m

Nassau Intl

Mon 5/5

7:45 am-6:26 pm

1 stop10h 41m

$478

Key WestNassau

EYW - NAS

EYWNAS

Key West

Thu 2/20

6:00 pm-12:35 pm

1 stop18h 35m

Nassau Intl

Thu 2/27

1:20 pm-5:15 pm

1 stop3h 55m

$487

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Thu 2/6

1:50 pm-12:36 am

1 stop9h 46m

San Juan Luis Munoz Marin Intl

Mon 2/17

2:05 am-6:55 pm

2 stops17h 50m

$602

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Thu 2/20

6:00 pm-12:49 am

1 stop5h 49m

San Juan Luis Munoz Marin Intl

Wed 2/26

3:26 am-11:58 am

1 stop9h 32m

$628

Key WestNassau

EYW - NAS

EYWNAS

Key West

Fri 2/14

5:12 pm-12:35 pm

1 stop19h 23m

Nassau Intl

Mon 2/17

3:40 pm-6:55 pm

2 stops27h 15m

$668

Key WestNassau

EYW - NAS

EYWNAS

Key West

Thu 5/1

6:00 pm-10:23 am

2 stops16h 23m

Nassau Intl

Mon 5/5

11:15 am-11:49 am

2 stops24h 34m

$1,473

Key WestFreeport

EYW - FPO

EYWFPO

Key West

Fri 3/28

10:55 am-12:50 pm

1 stop25h 55m

$161

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/23

Showing 1-10 of 17 results
1
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Best time to book a flight from Key West to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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.

Travel insights for flights from Key West to Caribbean Islands

Get recent, data-driven insights about flights from Key West to Caribbean Islands including ideal travel times, pricing trends, and more.

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

Find hourly flight availability from Key West to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 24, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Key West to Caribbean Islands as you normally would.

Rainfall in Caribbean Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated January 24, 2025.
To help decide which airline to fly from Key West to Caribbean Islands, see what other customers have to say about American Airlines and Silver Airways. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
JetBlue
7.4
Good
3,186 reviews

Food

6.8

Overall

7.4

Crew

8.1

Comfort

7.7

Boarding

7.6

Entertainment

7.4

Reviews

1 / 10

Flight canceled, returned to NY and waiting for the new one. Thanks

JetBlue
7.4
Good
3,186 reviews
JetBlue
7.4
Good
3,186 reviews

Food

6.8

Overall

7.4

Crew

8.1

Comfort

7.7

Boarding

7.6

Entertainment

7.4

Reviews

1 / 10

Flight canceled, returned to NY and waiting for the new one. Thanks

United Airlines
7.4
Good
8,963 reviews
JetBlue
7.4
Good
3,186 reviews

Food

6.8

Overall

7.4

Crew

8.1

Comfort

7.7

Boarding

7.6

Entertainment

7.4

Reviews

1 / 10

Flight canceled, returned to NY and waiting for the new one. Thanks

American Airlines
7.2
Good
10,000 reviews
JetBlue
7.4
Good
3,186 reviews

Food

6.8

Overall

7.4

Crew

8.1

Comfort

7.7

Boarding

7.6

Entertainment

7.4

Reviews

1 / 10

Flight canceled, returned to NY and waiting for the new one. Thanks

WestJet
7.2
Good
2,824 reviews
JetBlue
7.4
Good
3,186 reviews

Food

6.8

Overall

7.4

Crew

8.1

Comfort

7.7

Boarding

7.6

Entertainment

7.4

Reviews

1 / 10

Flight canceled, returned to NY and waiting for the new one. Thanks

Silver Airways
6.0
Okay
263 reviews
JetBlue
7.4
Good
3,186 reviews

Food

6.8

Overall

7.4

Crew

8.1

Comfort

7.7

Boarding

7.6

Entertainment

7.4

Reviews

1 / 10

Flight canceled, returned to NY and waiting for the new one. Thanks

Related info for your journey

Find useful and relevant information for your journey from Key West to Caribbean Islands. 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 Islands?

    For a flight from Key West to Caribbean Islands, 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 Islands one-way?

    To fly one-way, consider booking your trip with Silver Airways, which is currently one of the cheapest options available, starting at $161. JetBlue flights start at $181 while deals on United Airlines start at $281 one-way.

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

    While some choose either Key West - Nassau Intl or Key West - Road Town Beef Island, Key West - San Juan Luis Munoz Marin Intl is the most popular route from Key West to Caribbean Islands.

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

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

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

    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 Islands.

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

    Yes. Cheapflights offers flight deals from Key West to Caribbean Islands 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 Islands?

    Currently, September is the cheapest month in which you can book a flight from Key West to Caribbean Islands (average of $254). Flying from Key West to Caribbean Islands in March is currently the most expensive (average of $375). 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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Top airline flying from Key West to Caribbean Islands

Discover the top airline that operate flights from Key West to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$246Average$506FlexibilityNo cancel feeOn-time71%
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