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Caribbean Islands

$190+ 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 7/17. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJU
mai 10 — mai 171
sam. 5/10
sam. 5/17
1 adult, Economy
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Cheap flight deals from Key West to Caribbean Islands

Keep the following information in mind while searching for Key West to Caribbean Islands flight deals. Data was last updated mai 5, 2025.

Round-trip from

$405
(American Airlines)

One-way from

$190
(Kiwi.com)
From Key West to Caribbean Islands
Search Deals
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 mai 5, 2025.

This American Airlines deal was found by Cheapflights users on 5/5. 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.
lun. 6/911:20 amEYW - NAS
1 stop25h 00mAmerican Airlines
jeu. 6/1210:35 amNAS - EYW
1 stop8h 27mAmerican Airlines
Deal found 5/5$405
This American Airlines deal was found by Cheapflights users on 5/4. 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.
lun. 5/195:24 pmEYW - SJU
1 stop17h 46mAmerican Airlines
ven. 5/236:10 amSJU - EYW
1 stop10h 42mAmerican Airlines
Deal found 5/4$505
This JetBlue deal was found by Cheapflights users on 5/4. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 5/98:45 amEYW - NAS
1 stop3h 21mJetBlue
sam. 5/1010:02 amNAS - EYW
1 stop8h 03mJetBlue
Deal found 5/4$554
This Mytrip deal was found by Cheapflights users on 5/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 6/1910:12 amEYW - NAS
2 stops28h 33mMultiple Airlines
jeu. 6/267:15 amNAS - EYW
2 stops26h 07mMultiple Airlines
Deal found 5/5$709
This United Airlines deal was found by Cheapflights users on 5/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/196:45 pmEYW - SJU
2 stops29h 12mUnited Airlines
ven. 5/234:55 pmSJU - EYW
2 stops49h 10mUnited Airlines
Deal found 5/4$732

Cheapflights Fare Finder

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 mai 5, 2025.
Use the filters below to find and compare flights from Key West to Caribbean Islands that are best for you.

Fly from

Key West

Fly to

Caribbean Islands

Route

Depart

Return

Price

Key WestNassau

EYW - NAS

EYWNAS

Key West

lun. 6/9

11:20 am-12:20 pm

1 stop25h 00m

Nassau Intl

jeu. 6/12

10:35 am-7:02 pm

1 stop8h 27m

$405

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

lun. 5/19

5:24 pm-11:10 am

1 stop17h 46m

San Juan Luis Munoz Marin Intl

ven. 5/23

6:10 am-4:52 pm

1 stop10h 42m

$505

Key WestNassau

EYW - NAS

EYWNAS

Key West

jeu. 6/19

10:12 am-2:45 pm

2 stops28h 33m

Nassau Intl

jeu. 6/26

7:15 am-9:22 am

2 stops26h 07m

$709

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

lun. 5/19

6:45 pm-11:57 pm

2 stops29h 12m

San Juan Luis Munoz Marin Intl

ven. 5/23

4:55 pm-6:05 pm

2 stops49h 10m

$732

Key WestNassau

EYW - NAS

EYWNAS

Key West

jeu. 7/17

10:02 am-5:40 pm

1 stop7h 38m

$190

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/5

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.

Cheapflights Insights

Everything you need to know about your flight from Key West to Caribbean Islands

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 mai 5, 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 mai 5, 2025.
United Airlines
7.4
Good
8,702 reviews

Entertainment

7.1

Food

6.6

Crew

8.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,702 reviews
United Airlines
7.4
Good
8,702 reviews

Entertainment

7.1

Food

6.6

Crew

8.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,702 reviews

Entertainment

7.1

Food

6.6

Crew

8.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

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 most popular routes from Key West to Caribbean Islands?

    While some choose either Key West - San Juan Luis Munoz Marin Intl or Key West - Road Town Beef Island, Key West - Nassau 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 December is currently the most expensive (average of $336). 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 mai 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$246Average$557FlexibilityNo cancel feeOn-time71%

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