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Caribbean

$53+ 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 4/1. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJU
Feb 28 — Mar 71
Fri 2/28
Fri 3/7
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 February 23, 2025.

Round-trip from

$84
(Cheapflightsfares)

One-way from

$56
(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 February 23, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 2/22. 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 3/57:10 amMIA - SJU
Nonstop2h 34mMultiple Airlines
Tue 3/1112:49 pmSJU - MIA
Nonstop2h 48mMultiple Airlines
Deal found 2/22$84
This Cheapflightsfares deal was found by Cheapflights users on 2/23. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/307:15 amMIA - SJU
Nonstop2h 35mFrontier
Mon 5/59:30 pmSJU - MIA
Nonstop2h 56mFrontier
Deal found 2/23$85
This FlightHub deal was found by Cheapflights users on 2/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/31:25 pmMIA - SJU
Nonstop2h 36mSpirit Airlines
Thu 3/61:49 pmSJU - MIA
Nonstop2h 48mSpirit Airlines
Deal found 2/22$87
This Southwest deal was found by Cheapflights users on 2/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/712:45 pmMIA - SJU
1 stop9h 45mSouthwest
Sun 5/117:05 amSJU - MIA
1 stop12h 10mSouthwest
Deal found 2/22$175
This American Airlines deal was found by Cheapflights users on 2/23. 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.
Fri 3/79:00 pmMIA - SJU
Nonstop2h 29mAmerican Airlines
Mon 3/105:00 amSJU - MIA
Nonstop3h 00mAmerican Airlines
Deal found 2/23$201
This Delta deal was found by Cheapflights users on 2/22. 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 4/244:47 pmMIA - SJU
1 stop6h 28mDelta
Sun 4/273:34 pmSJU - MIA
1 stop9h 14mDelta
Deal found 2/22$215
This Gotogate deal was found by Cheapflights users on 2/22. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/43:46 pmMIA - SDQ
2 stops44h 38mFrontier
Mon 4/712:02 pmSDQ - MIA
1 stop12h 33mFrontier
Deal found 2/22$216
This Expedia deal was found by Cheapflights users on 2/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/252:09 pmMIA - SDQ
Nonstop2h 20mArajet
Fri 5/3010:19 amSDQ - MIA
Nonstop2h 20mArajet
Deal found 2/23$235
This Kiwi.com deal was found by Cheapflights users on 2/22. 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.
Wed 4/307:15 amMIA - SDQ
1 stop13h 45mMultiple Airlines
Sun 5/43:35 pmSDQ - MIA
Nonstop2h 20mMultiple Airlines
Deal found 2/22$244
This American Airlines deal was found by Cheapflights users on 2/22. 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.
Sat 3/16:20 pmMIA - NAS
Nonstop1h 05mAmerican Airlines
Wed 3/52:53 pmNAS - MIA
Nonstop1h 15mAmerican Airlines
Deal found 2/22$256
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 3/19:20 pmMIA - POS
1 stop19h 36mMultiple Airlines
Mon 3/173:39 amPOS - MIA
1 stop8h 16mMultiple Airlines
Deal found 2/22$264
This Frontier deal was found by Cheapflights users on 2/23. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/237:10 amMIA - POS
1 stop9h 31mFrontier
Thu 3/276:01 pmPOS - MIA
1 stop6h 37mFrontier
Deal found 2/23$265

Find flights from Florida Keys to Caribbean within your budget

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 February 23, 2025.

Fly from

Florida Keys

Fly to

Caribbean

Route

Depart

Return

Price

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Wed 3/5

7:10 am-10:44 am

Nonstop2h 34m

San Juan Luis Munoz Marin Intl

Tue 3/11

12:49 pm-3:37 pm

Nonstop2h 48m

$84

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Wed 4/30

7:15 am-9:50 am

Nonstop2h 35m

San Juan Luis Munoz Marin Intl

Mon 5/5

9:30 pm-12:26 am

Nonstop2h 56m

$85

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Thu 3/6

9:20 am-12:49 pm

Nonstop2h 29m

San Juan Luis Munoz Marin Intl

Sun 3/9

12:49 pm-3:37 pm

Nonstop2h 48m

$87

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Wed 5/7

12:45 pm-10:30 pm

1 stop9h 45m

San Juan Luis Munoz Marin Intl

Sun 5/11

7:05 am-7:15 pm

1 stop12h 10m

$175

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Fri 3/7

9:00 pm-12:29 am

Nonstop2h 29m

San Juan Luis Munoz Marin Intl

Mon 3/10

5:00 am-8:00 am

Nonstop3h 00m

$201

MiamiSan Juan

MIA - SJU

MIASJU

Miami

Thu 4/24

4:47 pm-11:15 pm

1 stop6h 28m

San Juan Luis Munoz Marin Intl

Sun 4/27

3:34 pm-12:48 am

1 stop9h 14m

$215

MiamiSanto Domingo

MIA - SDQ

MIASDQ

Miami

Fri 4/4

3:46 pm-12:24 pm

2 stops44h 38m

Santo Domingo Las Americas

Mon 4/7

12:02 pm-12:35 am

1 stop12h 33m

$216

MiamiSanto Domingo

MIA - SDQ

MIASDQ

Miami

Fri 4/25

2:09 pm-4:29 pm

Nonstop2h 20m

Santo Domingo Las Americas

Fri 5/30

10:19 am-12:39 pm

Nonstop2h 20m

$235

MiamiSanto Domingo

MIA - SDQ

MIASDQ

Miami

Wed 4/30

7:15 am-9:00 pm

1 stop13h 45m

Santo Domingo Las Americas

Sun 5/4

3:35 pm-5:55 pm

Nonstop2h 20m

$244

MiamiNassau

MIA - NAS

MIANAS

Miami

Fri 3/7

6:10 pm-7:15 pm

Nonstop1h 05m

Nassau Intl

Tue 3/11

10:07 am-11:22 am

Nonstop1h 15m

$256

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

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.

Travel insights for flights from Florida Keys to Caribbean

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

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 February 23, 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 February 23, 2025.
Caribbean Airlines
8.1
Very good
150 reviews

Entertainment

6.7

Boarding

8.1

Comfort

7.8

Crew

8.4

Overall

8.1

Food

6.7

Reviews

1 / 8

4.0
Okay

Dabian,Jun 2024

BGI - GND

The flight attendants on my flight needs training on how to speak to people.

Caribbean Airlines
8.1
Very good
150 reviews
Caribbean Airlines
8.1
Very good
150 reviews

Entertainment

6.7

Boarding

8.1

Comfort

7.8

Crew

8.4

Overall

8.1

Food

6.7

Reviews

1 / 8

4.0
Okay

Dabian,Jun 2024

BGI - GND

The flight attendants on my flight needs training on how to speak to people.

Southwest
8.1
Very good
4,387 reviews
Caribbean Airlines
8.1
Very good
150 reviews

Entertainment

6.7

Boarding

8.1

Comfort

7.8

Crew

8.4

Overall

8.1

Food

6.7

Reviews

1 / 8

4.0
Okay

Dabian,Jun 2024

BGI - GND

The flight attendants on my flight needs training on how to speak to people.

Delta
8.0
Very good
8,191 reviews
Caribbean Airlines
8.1
Very good
150 reviews

Entertainment

6.7

Boarding

8.1

Comfort

7.8

Crew

8.4

Overall

8.1

Food

6.7

Reviews

1 / 8

4.0
Okay

Dabian,Jun 2024

BGI - GND

The flight attendants on my flight needs training on how to speak to people.

Copa Airlines
7.6
Good
1,500 reviews
Caribbean Airlines
8.1
Very good
150 reviews

Entertainment

6.7

Boarding

8.1

Comfort

7.8

Crew

8.4

Overall

8.1

Food

6.7

Reviews

1 / 8

4.0
Okay

Dabian,Jun 2024

BGI - GND

The flight attendants on my flight needs training on how to speak to people.

LATAM Airlines
7.5
Good
1,784 reviews
Caribbean Airlines
8.1
Very good
150 reviews

Entertainment

6.7

Boarding

8.1

Comfort

7.8

Crew

8.4

Overall

8.1

Food

6.7

Reviews

1 / 8

4.0
Okay

Dabian,Jun 2024

BGI - GND

The flight attendants on my flight needs training on how to speak to people.

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 $56 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $58 and Bahamasair from $79 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 March is currently the most expensive (average of $363). 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 February 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$246Average$528FlexibilityNo cancel feeOn-time71%
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