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Caribbean

$237+ Cheap flights from Fort Walton Beach, FL 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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — SJU
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from Fort Walton Beach to Caribbean

Keep the following information in mind while searching for Fort Walton Beach to Caribbean flight deals. Data was last updated October 30, 2025.

Round-trip from

$344
(Southwest)

One-way from

$237
(American Airlines)

Popular in

February

Cheapest in

January

Average price

$424
From Fort Walton Beach to Caribbean
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One-way flight from Fort Walton Beach to Caribbean
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Highest demand for flights based on searches. 1% potential increase in price ($9 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Fort Walton Beach to Caribbean

Cheapest flights from Fort Walton Beach to Caribbean
Explore the most affordable flight options available from Fort Walton Beach to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This Southwest deal was found by Cheapflights users on 10/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/187:15 amVPS - SJU
2 stops12h 15mSouthwest
Thu 12/411:20 amSJU - VPS
2 stops11h 50mSouthwest
Deal found 10/27$344
This Southwest deal was found by Cheapflights users on 10/30. 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.
Tue 11/1811:20 amVPS - SJU
2 stops8h 10mSouthwest
Sat 12/66:15 amSJU - VPS
2 stops13h 40mSouthwest
Deal found 10/30$369
This American Airlines deal was found by Cheapflights users on 10/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/184:57 pmVPS - SJU
2 stops20h 50mAmerican Airlines
Thu 12/43:41 pmSJU - VPS
1 stop7h 43mAmerican Airlines
Deal found 10/27$424
This American Airlines deal was found by Cheapflights users on 10/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/204:40 pmVPS - SJU
2 stops15h 30mAmerican Airlines
Sun 12/76:00 amSJU - VPS
2 stops17h 24mAmerican Airlines
Deal found 10/27$454
This Mytrip deal was found by Cheapflights users on 10/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/206:35 amVPS - SJU
3 stops26h 14mMultiple Airlines
Sat 12/64:10 amSJU - VPS
2 stops17h 46mMultiple Airlines
Deal found 10/27$467
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/187:59 amVPS - SJU
1 stop7h 06mAmerican Airlines
Sat 12/67:00 amSJU - VPS
1 stop13h 46mAmerican Airlines
Deal found 10/30$489
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/306:00 amVPS - SJU
1 stop15h 34mAmerican Airlines
Fri 1/96:00 amSJU - VPS
2 stops11h 15mAmerican Airlines
Deal found 10/30$504
This American Airlines deal was found by Cheapflights users on 10/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/44:40 pmVPS - SJU
2 stops17h 19mAmerican Airlines
Sun 12/148:18 amSJU - VPS
1 stop9h 30mAmerican Airlines
Deal found 10/28$514
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Sat 12/64:40 pmVPS - PUJ
1 stop17h 01mAmerican Airlines
Thu 12/112:39 pmPUJ - VPS
1 stop8h 45mAmerican Airlines
Deal found 10/29$526
This Southwest deal was found by Cheapflights users on 10/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/297:15 amVPS - SJU
2 stops12h 30mSouthwest
Mon 11/311:20 amSJU - VPS
2 stops11h 50mSouthwest
Deal found 10/28$532
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Sun 12/77:35 amVPS - PUJ
1 stop7h 06mAmerican Airlines
Sun 12/1412:51 pmPUJ - VPS
1 stop10h 33mAmerican Airlines
Deal found 10/29$556
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/74:57 pmVPS - SDQ
2 stops20h 48mAmerican Airlines
Mon 11/106:00 amSDQ - VPS
2 stops10h 51mAmerican Airlines
Deal found 10/30$558

Cheapflights Fare Finder

 
Customize your flight search to find flights from Fort Walton Beach 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 October 30, 2025.
Use the filters below to find and compare flights from Fort Walton Beach to Caribbean that are best for you.

Fly from

Fort Walton Beach

Fly to

Caribbean

Route

Depart

Return

Price

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Tue 11/18

7:15 am-9:30 pm

2 stops12h 15m

San Juan Luis Munoz Marin Intl

Thu 12/4

11:20 am-9:10 pm

2 stops11h 50m

$344

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Wed 4/22

7:15 am-6:10 pm

2 stops9h 55m

San Juan Luis Munoz Marin Intl

Sun 4/26

5:00 am-1:15 pm

1 stop9h 15m

$344

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Mon 3/23

7:20 am-10:50 pm

2 stops14h 30m

San Juan Luis Munoz Marin Intl

Fri 3/27

5:30 am-5:15 pm

2 stops12h 45m

$374

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 2/19

7:40 am-11:27 pm

2 stops13h 47m

San Juan Luis Munoz Marin Intl

Tue 2/24

2:31 pm-10:22 pm

2 stops9h 51m

$384

ValparaisoNassau

VPS - NAS

VPSNAS

Valparaiso Destin-Ft Walton Beach

Mon 3/16

5:04 pm-11:10 am

2 stops17h 06m

Nassau Intl

Fri 3/20

7:43 am-9:08 pm

2 stops14h 25m

$450

ValparaisoNassau

VPS - NAS

VPSNAS

Valparaiso Destin-Ft Walton Beach

Fri 3/13

6:00 am-7:45 pm

1 stop12h 45m

Nassau Intl

Tue 3/17

12:50 pm-9:08 pm

1 stop9h 18m

$470

ValparaisoSanto Domingo

VPS - SDQ

VPSSDQ

Valparaiso Destin-Ft Walton Beach

Tue 3/10

6:00 am-1:15 pm

1 stop6h 15m

Santo Domingo Las Americas

Wed 3/11

2:40 pm-8:43 pm

1 stop7h 03m

$516

ValparaisoPunta Cana

VPS - PUJ

VPSPUJ

Valparaiso Destin-Ft Walton Beach

Thu 2/19

4:40 pm-11:37 am

1 stop16h 57m

Punta Cana

Mon 2/23

4:43 pm-10:22 pm

1 stop7h 39m

$522

ValparaisoPunta Cana

VPS - PUJ

VPSPUJ

Valparaiso Destin-Ft Walton Beach

Sat 12/6

4:40 pm-2:32 pm

2 stops19h 52m

Punta Cana

Thu 12/11

5:30 pm-10:42 am

2 stops19h 12m

$531

ValparaisoPunta Cana

VPS - PUJ

VPSPUJ

Valparaiso Destin-Ft Walton Beach

Sat 3/14

5:04 pm-12:40 pm

2 stops18h 36m

Punta Cana

Fri 3/20

5:05 pm-11:58 pm

1 stop7h 53m

$537

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 47 results
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Best time to book a flight from Fort Walton Beach to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Fort Walton Beach 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 Fort Walton Beach to Caribbean

What is the cheapest month to book a flight from Fort Walton Beach to Caribbean?

Currently, May is the cheapest month in which you can book a flight from Fort Walton Beach to Caribbean (average of $112). Flying from Fort Walton Beach to Caribbean in September is currently the most expensive (average of $339). 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.

What is the cheapest time of day to fly from FO9 to CB?

Find hourly flight availability from Fort Walton Beach 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 October 30, 2025.

It’s optimal to fly from Fort Walton Beach to Caribbean in the evening. By choosing this option you can save up to 26% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from Fort Walton Beach to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from Fort Walton Beach to Caribbean. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Fort Walton Beach to Caribbean flight should consider departing on Friday evenings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 October 30, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and American Airlines from Fort Walton Beach to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,998 reviews
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,035 reviews
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Fort Walton Beach 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 Fort Walton Beach to Caribbean?

    A quick flight from Fort Walton Beach to Caribbean can take about 6h 15m. Southwest provides one of the quickest options available for as low as $516. Fort Walton Beach and Caribbean are separated by a distance of 1345 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Fort Walton Beach to Caribbean?

    When deciding which route to take from Fort Walton Beach to Caribbean consider Valparaiso Destin-Ft Walton Beach - San Juan Luis Munoz Marin Intl, Valparaiso Destin-Ft Walton Beach - Montego Bay Sangster Intl or Valparaiso Destin-Ft Walton Beach - Punta Cana as they are the most popular.

  • Can I find deals for flights from Fort Walton Beach to Caribbean that include hotel bookings?

    Yes. In addition to deals on Fort Walton Beach to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Fort Walton Beach to Caribbean?

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

  • Can I find deals for business class flights from Fort Walton Beach to Caribbean?

    Yes. Cheapflights offers flight deals from Fort Walton Beach 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 Fort Walton Beach to Caribbean?

    Currently, May is the cheapest month in which you can book a flight from Fort Walton Beach to Caribbean (average of $112). Flying from Fort Walton Beach to Caribbean in September is currently the most expensive (average of $339). 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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See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Fort Walton Beach to Caribbean

Discover the top 5 airlines that operate flights from Fort Walton Beach 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$115Average$384FlexibilityNo cancel feeOn-time65%
DeltaCheapest$300Average$583FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$334Average$498FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$334Average$610FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$380Average$689FlexibilityNo cancel feeOn-time69%

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