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Caribbean

$61+ Cheap flights from Florida Keys 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 2/8. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJU
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Florida Keys to Caribbean

Cheapest flights from Florida Keys to Caribbean
Explore the most affordable flight options available from Florida Keys to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/187:05 am
MIA
-
SJU
1 stop6h 17m
Spirit Airlines
Tue 2/2411:52 am
SJU
-
MIA
Nonstop2h 58m
Spirit Airlines
Deal found 1/27$121
This Travelocity deal was found by Cheapflights users on 1/29. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/73:26 pm
MIA
-
SJU
Nonstop2h 32m
Spirit Airlines
Mon 3/91:59 am
SJU
-
MIA
1 stop10h 44m
Spirit Airlines
Deal found 1/29$122
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/89:49 pm
MIA
-
SJU
Nonstop2h 47m
Multiple Airlines
Wed 2/2511:52 am
SJU
-
MIA
Nonstop2h 58m
Multiple Airlines
Deal found 1/28$123
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 3/1010:40 pm
MIA
-
SJU
Nonstop2h 39m
Multiple Airlines
Thu 3/1911:07 am
SJU
-
MIA
Nonstop2h 52m
Multiple Airlines
Deal found 1/27$124
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 2/211:26 am
MIA
-
SJU
Nonstop2h 40m
Multiple Airlines
Thu 2/511:52 am
SJU
-
MIA
Nonstop2h 58m
Multiple Airlines
Deal found 1/26$125
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Sat 2/73:26 pm
MIA
-
SJU
Nonstop2h 32m
Spirit Airlines
Wed 2/2511:52 am
SJU
-
MIA
Nonstop2h 58m
Spirit Airlines
Deal found 1/28$126
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/37:05 am
MIA
-
SJU
1 stop9h 27m
Spirit Airlines
Wed 3/411:52 am
SJU
-
MIA
Nonstop2h 58m
Spirit Airlines
Deal found 1/27$127
This Travelocity deal was found by Cheapflights users on 1/27. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/110:30 pm
MIA
-
SJU
Nonstop2h 39m
Multiple Airlines
Tue 3/311:52 am
SJU
-
MIA
Nonstop2h 58m
Multiple Airlines
Deal found 1/27$128
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 4/109:25 pm
MIA
-
SJU
Nonstop2h 33m
Multiple Airlines
Sun 4/1910:53 am
SJU
-
MIA
Nonstop3h 01m
Multiple Airlines
Deal found 1/27$129
This Frontier deal was found by Cheapflights users on 1/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1010:20 pm
MIA
-
SJU
Nonstop2h 41m
Frontier
Tue 4/1410:53 am
SJU
-
MIA
Nonstop3h 01m
Frontier
Deal found 1/28$130
This Super.com deal was found by Cheapflights users on 1/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/53:26 pm
MIA
-
SJU
Nonstop2h 32m
Spirit Airlines
Thu 3/1211:07 am
SJU
-
MIA
Nonstop2h 52m
Spirit Airlines
Deal found 1/27$131
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 4/79:25 pm
MIA
-
SJU
Nonstop2h 33m
Multiple Airlines
Tue 4/2110:53 am
SJU
-
MIA
Nonstop3h 01m
Multiple Airlines
Deal found 1/28$132

Find flight deals from Florida Keys to Caribbean

Keep the following information in mind while searching for Florida Keys to Caribbean flight deals. Data was last updated January 29, 2026.

Round-trip from

$121
(Cheapflightsfares)

One-way from

$61
(Kiwi.com)

Popular in

March

Cheapest in

April

Average price

$710
From Florida Keys to Caribbean
Search Deals
One-way flight from Florida Keys to Caribbean
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($53 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($39 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Florida Keys 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 January 29, 2026.
Use the filters below to find and compare flights from Florida Keys to Caribbean that are best for you.

Fly from

Florida Keys

Fly to

Caribbean

Route

Depart

Return

Price

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Mon 2/9

3:26 pm-6:58 pm

Nonstop2h 32m

San Juan Luis Munoz Marin Intl

Tue 2/24

2:59 am-12:43 pm

1 stop10h 44m

$136

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Fri 3/27

9:25 pm-11:58 pm

Nonstop2h 33m

San Juan Luis Munoz Marin Intl

Mon 3/30

11:07 am-1:59 pm

Nonstop2h 52m

$150

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Thu 2/19

1:38 pm-1:37 am

1 stop10h 59m

San Juan Luis Munoz Marin Intl

Fri 2/27

11:52 am-1:50 pm

Nonstop2h 58m

$164

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Tue 2/24

6:55 am-7:05 pm

1 stop11h 10m

San Juan Luis Munoz Marin Intl

Wed 2/25

5:40 am-12:05 pm

1 stop7h 25m

$171

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Wed 3/18

9:25 pm-11:58 pm

Nonstop2h 33m

San Juan Luis Munoz Marin Intl

Sun 3/22

1:22 am-12:47 pm

1 stop11h 25m

$171

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Thu 2/26

6:30 pm-1:35 am

1 stop6h 05m

San Juan Luis Munoz Marin Intl

Thu 3/5

3:50 pm-10:05 pm

1 stop7h 15m

$176

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Fri 3/20

2:04 pm-12:17 am

1 stop10h 13m

San Juan Luis Munoz Marin Intl

Thu 3/26

12:05 pm-8:07 pm

1 stop8h 02m

$195

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Tue 3/3

5:20 pm-12:35 am

1 stop6h 15m

San Juan Luis Munoz Marin Intl

Wed 3/4

10:20 am-8:05 pm

2 stops10h 45m

$211

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Thu 2/12

5:05 am-3:01 pm

1 stop8h 56m

San Juan Luis Munoz Marin Intl

Fri 2/20

2:54 am-3:27 pm

1 stop13h 33m

$231

MiamiSimpson Bay

MIA - SXM

MIASXM

Miami

Sun 3/1

8:25 am-12:29 pm

Nonstop3h 04m

Simpson Bay Princess Juliana

Wed 3/4

5:28 pm-8:10 pm

Nonstop3h 42m

$232

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 60 results
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Best time to book a flight from Florida Keys to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Florida Keys 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 Florida Keys to Caribbean
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 January 29, 2026.
Get a feel of what it's like to fly with American Airlines, Bahamasair, and Frontier from Florida Keys to Caribbean by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,206 reviews

Entertainment

6.9

Crew

8.0

Comfort

7.2

Overall

7.2

Boarding

7.5

Food

6.4

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.
American Airlines
7.2
Good
11,206 reviews
American Airlines
7.2
Good
11,206 reviews

Entertainment

6.9

Crew

8.0

Comfort

7.2

Overall

7.2

Boarding

7.5

Food

6.4

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.
Bahamasair
5.8
Fair
66 reviews
American Airlines
7.2
Good
11,206 reviews

Entertainment

6.9

Crew

8.0

Comfort

7.2

Overall

7.2

Boarding

7.5

Food

6.4

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.
Frontier
5.7
Fair
3,056 reviews
American Airlines
7.2
Good
11,206 reviews

Entertainment

6.9

Crew

8.0

Comfort

7.2

Overall

7.2

Boarding

7.5

Food

6.4

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.

Related info for your journey

Find useful and relevant information for your journey from Florida Keys to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Florida Keys to Caribbean?

    Spirit Airlines, Southwest, and American Airlines can get you from Florida Keys to Caribbean in just under 2h 32m. Your travel time can differ by up to 8h 38m. The distance from Florida Keys to Caribbean is about 1044 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Florida Keys to Caribbean one-way?

    One-way options have recently been found by users for as low as $41 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $48 and Arajet from $68 one-way.

  • Can I find deals for flights from Florida Keys to Caribbean that include hotel bookings?

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

  • How can I find direct flights from Florida Keys to Caribbean?

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

  • Can I find deals for business class flights from Florida Keys to Caribbean?

    Yes. Cheapflights offers flight deals from Florida Keys 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Florida Keys 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 Florida Keys to Caribbean

Discover the top airline that operate flights from Florida Keys 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$376Average$495FlexibilityNo cancel feeOn-time71%

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