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Caribbean

$58+ 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJU
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
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Cheap 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 April 30, 2025.

Round-trip from

$106
(Cheapflightsfares)

One-way from

$60
(Cheapflightsfares)
From Florida Keys to Caribbean
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One-way flight from Florida Keys to Caribbean
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Find 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 April 30, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/87:25 amMIA - SJU
Nonstop2h 35mFrontier
Sat 5/179:30 pmSJU - MIA
Nonstop2h 56mFrontier
Deal found 4/28$106
This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/85:28 pmMIA - SJU
Nonstop2h 34mMultiple Airlines
Fri 6/69:30 pmSJU - MIA
Nonstop2h 51mMultiple Airlines
Deal found 4/29$107
This eDestinos deal was found by Cheapflights users on 4/29. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1012:00 pmMIA - SJU
Nonstop2h 30mSpirit Airlines
Sun 5/118:57 pmSJU - MIA
Nonstop2h 50mSpirit Airlines
Deal found 4/29$113
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1612:05 pmMIA - SJU
1 stop10h 03mDelta
Mon 9/292:28 pmSJU - MIA
1 stop10h 24mDelta
Deal found 4/29$225
This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/137:25 pmMIA - SDQ
Nonstop2h 20mArajet
Tue 5/273:35 pmSDQ - MIA
Nonstop2h 20mArajet
Deal found 4/29$241
This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/217:25 pmMIA - SDQ
Nonstop2h 20mMultiple Airlines
Fri 7/47:29 pmSDQ - MIA
Nonstop2h 27mMultiple Airlines
Deal found 4/29$242
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Fri 6/275:18 pmMIA - PUJ
Nonstop2h 36mMultiple Airlines
Mon 6/309:09 pmPUJ - MIA
Nonstop2h 40mMultiple Airlines
Deal found 4/28$244
This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/85:18 pmMIA - PUJ
Nonstop2h 36mArajet
Tue 8/199:38 amPUJ - MIA
Nonstop2h 47mArajet
Deal found 4/29$245
This CheapOair deal was found by Cheapflights users on 4/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/235:29 pmMIA - PUJ
Nonstop2h 34mFrontier
Thu 5/2911:21 amPUJ - MIA
Nonstop2h 41mFrontier
Deal found 4/29$246
This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/253:40 pmMIA - SDQ
Nonstop2h 35mFrontier
Mon 7/287:30 pmSDQ - MIA
Nonstop2h 24mFrontier
Deal found 4/29$253
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/310:00 amMIA - NAS
Nonstop1h 00mBahamasair
Tue 5/65:30 pmNAS - MIA
Nonstop1h 05mBahamasair
Deal found 4/29$265
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2912:08 pmMIA - NAS
Nonstop1h 10mAmerican Airlines
Thu 5/297:45 amNAS - MIA
Nonstop1h 10mAmerican Airlines
Deal found 4/29$270

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 April 30, 2025.
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

Thu 5/8

7:25 am-10:00 am

Nonstop2h 35m

San Juan Luis Munoz Marin Intl

Sat 5/17

9:30 pm-12:26 am

Nonstop2h 56m

$106

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Thu 5/8

5:28 pm-8:02 pm

Nonstop2h 34m

San Juan Luis Munoz Marin Intl

Fri 6/6

9:30 pm-12:21 am

Nonstop2h 51m

$107

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Sat 5/10

12:00 pm-2:30 pm

Nonstop2h 30m

San Juan Luis Munoz Marin Intl

Sun 5/11

8:57 pm-11:47 pm

Nonstop2h 50m

$113

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Thu 5/8

5:35 am-11:40 am

1 stop6h 05m

San Juan Luis Munoz Marin Intl

Sun 5/11

6:15 am-2:54 pm

1 stop8h 39m

$235

MiamiSanto Domingo

MIA - SDQ

MIASDQ

Miami

Tue 5/13

7:25 pm-9:45 pm

Nonstop2h 20m

Santo Domingo Las Americas

Tue 5/27

3:35 pm-5:55 pm

Nonstop2h 20m

$241

MiamiSanto Domingo

MIA - SDQ

MIASDQ

Miami

Sat 6/21

7:25 pm-9:45 pm

Nonstop2h 20m

Santo Domingo Las Americas

Fri 7/4

7:29 pm-9:56 pm

Nonstop2h 27m

$242

MiamiPunta Cana

MIA - PUJ

MIAPUJ

Miami

Fri 6/27

5:18 pm-7:54 pm

Nonstop2h 36m

Punta Cana

Mon 6/30

9:09 pm-11:49 pm

Nonstop2h 40m

$244

MiamiPunta Cana

MIA - PUJ

MIAPUJ

Miami

Fri 5/23

5:29 pm-8:03 pm

Nonstop2h 34m

Punta Cana

Thu 5/29

11:21 am-2:02 pm

Nonstop2h 41m

$246

MiamiSanto Domingo

MIA - SDQ

MIASDQ

Miami

Fri 7/25

3:40 pm-6:15 pm

Nonstop2h 35m

Santo Domingo Las Americas

Mon 7/28

7:30 pm-9:54 pm

Nonstop2h 24m

$253

MiamiNassau

MIA - NAS

MIANAS

Miami

Tue 5/13

10:00 am-11:00 am

Nonstop1h 00m

Nassau Intl

Tue 5/13

5:30 pm-6:35 pm

Nonstop1h 05m

$266

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

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

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

Find hourly flight availability from Florida Keys 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 April 30, 2025.

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

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 April 30, 2025.
Caribbean Airlines
8.2
Very good
151 reviews

Entertainment

6.8

Boarding

8.2

Food

6.8

Crew

8.5

Overall

8.2

Comfort

7.9

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Caribbean Airlines
8.2
Very good
151 reviews
Caribbean Airlines
8.2
Very good
151 reviews

Entertainment

6.8

Boarding

8.2

Food

6.8

Crew

8.5

Overall

8.2

Comfort

7.9

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Delta
8.0
Very good
7,936 reviews
Caribbean Airlines
8.2
Very good
151 reviews

Entertainment

6.8

Boarding

8.2

Food

6.8

Crew

8.5

Overall

8.2

Comfort

7.9

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Southwest
8.0
Very good
4,295 reviews
Caribbean Airlines
8.2
Very good
151 reviews

Entertainment

6.8

Boarding

8.2

Food

6.8

Crew

8.5

Overall

8.2

Comfort

7.9

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Copa Airlines
7.5
Good
1,411 reviews
Caribbean Airlines
8.2
Very good
151 reviews

Entertainment

6.8

Boarding

8.2

Food

6.8

Crew

8.5

Overall

8.2

Comfort

7.9

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Aeromexico
7.5
Good
1,698 reviews
Caribbean Airlines
8.2
Very good
151 reviews

Entertainment

6.8

Boarding

8.2

Food

6.8

Crew

8.5

Overall

8.2

Comfort

7.9

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.

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.

  • 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 $60 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $61 and Bahamasair from $82 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.

  • What is the cheapest month to book a flight from Florida Keys to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Florida Keys to Caribbean (average of $254). Flying from Florida Keys to Caribbean 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

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 April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$246Average$557FlexibilityNo cancel feeOn-time71%

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