What is the cheapest airline that flies from Valparaiso Destin-Ft Walton Beach to Caribbean Islands?

Southwest, American Airlines, and Delta are the most popular carriers operating from Valparaiso Destin-Ft Walton Beach to Caribbean Islands

What airlines fly to Caribbean Islands?

American Airlines, Delta and Southwest are the top three most popular airlines that fly to Caribbean Islands from Valparaiso, Florida according to our data. American Airlines is the first choice among our users, with 64% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 4 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Caribbean Islands?

Prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Caribbean Islands are updated daily.

How many operators does momondo search for flights from Valparaiso Destin-Ft Walton Beach Airport to Caribbean Islands?

There are 2 operators available for flights from Valparaiso Destin-Ft Walton Beach Airport to Caribbean Islands as of August 2026.

How old do you have to be to fly from Valparaiso Destin-Ft Walton Beach Airport to Caribbean Islands?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Valparaiso Destin-Ft Walton Beach Airport to Caribbean Islands.

What documentation or ID do you need to fly to Caribbean Islands?

The required travel and health documents for your Caribbean Islands trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$188 Cheap Flights from Valparaiso, Florida to Caribbean Islands in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Valparaiso, Florida to Caribbean Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

2:15 pm - 11:05 pmVPS Valparaiso Destin-Ft Walton Beach-SJU San Juan Luis Munoz Marin Intl

7h 50m1 stop Baltimore/Washington

6:00 am - 3:50 pmSJU San Juan Luis Munoz Marin Intl-VPS Valparaiso Destin-Ft Walton Beach

10h 50m2 stops Tampa Nashville Intl

$357Southwest

Tue, Oct 20 - Mon, Oct 26

7:15 am - 8:30 pmVPS Valparaiso Destin-Ft Walton Beach-SJU San Juan Luis Munoz Marin Intl

12h 15m2 stops Nashville Intl Tampa

6:00 am - 3:50 pmSJU San Juan Luis Munoz Marin Intl-VPS Valparaiso Destin-Ft Walton Beach

10h 50m2 stops Tampa Nashville Intl

$357Southwest

Tue, Oct 20 - Mon, Oct 26

7:25 am - 8:05 pmVPS Valparaiso Destin-Ft Walton Beach-SJU San Juan Luis Munoz Marin Intl

11h 40m2 stops Nashville Intl Orlando

5:00 am - 1:20 pmSJU San Juan Luis Munoz Marin Intl-VPS Valparaiso Destin-Ft Walton Beach

9h 20m2 stops Orlando Nashville Intl

$377Southwest

Thu, Sep 24 - Sun, Sep 27

2:00 pm - 11:55 pmVPS Valparaiso Destin-Ft Walton Beach-SJU San Juan Luis Munoz Marin Intl

8h 55m2 stops Nashville Intl Orlando

6:30 am - 3:25 pmSJU San Juan Luis Munoz Marin Intl-VPS Valparaiso Destin-Ft Walton Beach

9h 55m2 stops Orlando Nashville Intl

$377Southwest

Thu, Sep 17 - Mon, Sep 21

6:00 am - 2:02 pmVPS Valparaiso Destin-Ft Walton Beach-STT Saint Thomas Island Cyril E King

6h 02m1 stop Miami

6:36 pm - 12:17 pmSTT Saint Thomas Island Cyril E King-VPS Valparaiso Destin-Ft Walton Beach

19h 41m2 stops Miami Charlotte Douglas

$417American Airlines

Mon, Jan 25 - Mon, Feb 22

5:00 pm - 5:05 pmVPS Valparaiso Destin-Ft Walton Beach-STT Saint Thomas Island Cyril E King

22h 05m2 stops Charlotte Douglas Miami

6:36 pm - 11:34 amSTT Saint Thomas Island Cyril E King-VPS Valparaiso Destin-Ft Walton Beach

18h 58m2 stops Miami Dallas/Fort Worth

$417American Airlines

Mon, Jan 25 - Mon, Feb 22

6:00 am - 5:05 pmVPS Valparaiso Destin-Ft Walton Beach-STT Saint Thomas Island Cyril E King

9h 05m1 stop Miami

6:36 pm - 11:34 amSTT Saint Thomas Island Cyril E King-VPS Valparaiso Destin-Ft Walton Beach

18h 58m2 stops Miami Dallas/Fort Worth

$417American Airlines

Sun, Jan 24 - Mon, Feb 22

7:00 am - 5:25 pmVPS Valparaiso Destin-Ft Walton Beach-SJU San Juan Luis Munoz Marin Intl

8h 25m1 stop Atlanta Hartsfield-Jackson

7:00 am - 11:13 amSJU San Juan Luis Munoz Marin Intl-VPS Valparaiso Destin-Ft Walton Beach

6h 13m1 stop Atlanta Hartsfield-Jackson

$495Delta

Tue, Dec 1 - Tue, Dec 8

7:13 pm - 12:26 pmVPS Valparaiso Destin-Ft Walton Beach-STI Santiago de los Caballeros

16h 13m2 stops Atlanta Hartsfield-Jackson New York John F Kennedy Intl

7:30 pm - 10:55 amSTI Santiago de los Caballeros-VPS Valparaiso Destin-Ft Walton Beach

16h 25m2 stops New York John F Kennedy Intl Atlanta Hartsfield-Jackson

$509Delta

Thu, Sep 17 - Mon, Sep 21

5:05 pm - 12:26 pmVPS Valparaiso Destin-Ft Walton Beach-STI Santiago de los Caballeros

18h 21m2 stops Atlanta Hartsfield-Jackson New York John F Kennedy Intl

7:30 pm - 6:42 pmSTI Santiago de los Caballeros-VPS Valparaiso Destin-Ft Walton Beach

24h 12m2 stops New York John F Kennedy Intl Atlanta Hartsfield-Jackson

$509Delta

Thu, Sep 17 - Mon, Sep 21

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

American Airlines flights from Valparaiso, Florida to Caribbean Islands

Our best American Airlines deals on Valparaiso, Florida to Caribbean Islands flight tickets

American Airlines

Jan 24

VPS4:08 pmValparaiso Destin-Ft Walton Beach

21h 48m

2 stops

STT3:56 pmSaint Thomas Island Cyril E King

Feb 22

STT6:36 pmSaint Thomas Island Cyril E King

18h 58m

2 stops

VPS11:34 amValparaiso Destin-Ft Walton Beach

$417

American Airlines

Jan 24

VPS6:00 amValparaiso Destin-Ft Walton Beach

9h 05m

1 stop

STT5:05 pmSaint Thomas Island Cyril E King

Feb 22

STT6:36 pmSaint Thomas Island Cyril E King

7h 19m

1 stop

VPS11:55 pmValparaiso Destin-Ft Walton Beach

$433

American Airlines

Jan 30

VPS5:00 pmValparaiso Destin-Ft Walton Beach

22h 05m

2 stops

STT5:05 pmSaint Thomas Island Cyril E King

Feb 6

STT6:39 pmSaint Thomas Island Cyril E King

6h 20m

1 stop

VPS10:59 pmValparaiso Destin-Ft Walton Beach

$452

Delta flights from Valparaiso, Florida to Caribbean Islands

Our best Delta deals on Valparaiso, Florida to Caribbean Islands flight tickets

Delta

Dec 1

VPS7:00 amValparaiso Destin-Ft Walton Beach

8h 25m

1 stop

SJU5:25 pmSan Juan Luis Munoz Marin Intl

Dec 8

SJU7:00 amSan Juan Luis Munoz Marin Intl

6h 13m

1 stop

VPS11:13 amValparaiso Destin-Ft Walton Beach

$495

Delta

Sep 17

VPS7:13 pmValparaiso Destin-Ft Walton Beach

16h 13m

2 stops

STI12:26 pmSantiago de los Caballeros

Sep 21

STI7:30 pmSantiago de los Caballeros

16h 25m

2 stops

VPS10:55 amValparaiso Destin-Ft Walton Beach

$509

Delta

Jan 21

VPS9:25 amValparaiso Destin-Ft Walton Beach

9h 35m

1 stop

SJU9:00 pmSan Juan Luis Munoz Marin Intl

Jan 28

SJU3:55 pmSan Juan Luis Munoz Marin Intl

9h 12m

1 stop

VPS11:07 pmValparaiso Destin-Ft Walton Beach

$526

momondo Fare Finder

Use the filters below to find and compare flights from Valparaiso, Florida to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ValparaisoSan Juan

VPS Valparaiso Destin-Ft Walton Beach - SJU San Juan Luis Munoz Marin Intl

VPSSJU

Valparaiso Destin-Ft Walton Beach

Tue 10/20

2:15 pm-11:05 pm

1 stop7h 50m

San Juan Luis Munoz Marin Intl

Mon 10/26

6:00 am-3:50 pm

2 stops10h 50m

$357

ValparaisoSan Juan

VPS Valparaiso Destin-Ft Walton Beach - SJU San Juan Luis Munoz Marin Intl

VPSSJU

Valparaiso Destin-Ft Walton Beach

Tue 10/20

7:15 am-8:30 pm

2 stops12h 15m

San Juan Luis Munoz Marin Intl

Mon 10/26

6:00 am-3:50 pm

2 stops10h 50m

$357

ValparaisoSan Juan

VPS Valparaiso Destin-Ft Walton Beach - SJU San Juan Luis Munoz Marin Intl

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 9/24

7:25 am-8:05 pm

2 stops11h 40m

San Juan Luis Munoz Marin Intl

Sun 9/27

5:00 am-1:20 pm

2 stops9h 20m

$377

ValparaisoSan Juan

VPS Valparaiso Destin-Ft Walton Beach - SJU San Juan Luis Munoz Marin Intl

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 9/17

2:00 pm-11:55 pm

2 stops8h 55m

San Juan Luis Munoz Marin Intl

Mon 9/21

6:30 am-3:25 pm

2 stops9h 55m

$377

ValparaisoSaint Thomas Island

VPS Valparaiso Destin-Ft Walton Beach - STT Saint Thomas Island Cyril E King

VPSSTT

Valparaiso Destin-Ft Walton Beach

Mon 1/25

6:00 am-2:02 pm

1 stop6h 02m

Saint Thomas Island Cyril E King

Mon 2/22

6:36 pm-12:17 pm

2 stops19h 41m

$417

ValparaisoSaint Thomas Island

VPS Valparaiso Destin-Ft Walton Beach - STT Saint Thomas Island Cyril E King

VPSSTT

Valparaiso Destin-Ft Walton Beach

Mon 1/25

5:00 pm-5:05 pm

2 stops22h 05m

Saint Thomas Island Cyril E King

Mon 2/22

6:36 pm-11:34 am

2 stops18h 58m

$417

ValparaisoSaint Thomas Island

VPS Valparaiso Destin-Ft Walton Beach - STT Saint Thomas Island Cyril E King

VPSSTT

Valparaiso Destin-Ft Walton Beach

Sun 1/24

6:00 am-5:05 pm

1 stop9h 05m

Saint Thomas Island Cyril E King

Mon 2/22

6:36 pm-11:34 am

2 stops18h 58m

$417

Quickest round-trip

ValparaisoSan Juan

VPS Valparaiso Destin-Ft Walton Beach - SJU San Juan Luis Munoz Marin Intl

VPSSJU

Valparaiso Destin-Ft Walton Beach

Tue 12/1

7:00 am-5:25 pm

1 stop8h 25m

San Juan Luis Munoz Marin Intl

Tue 12/8

7:00 am-11:13 am

1 stop6h 13m

$495

ValparaisoSantiago de los Caballeros

VPS Valparaiso Destin-Ft Walton Beach - STI Santiago de los Caballeros

VPSSTI

Valparaiso Destin-Ft Walton Beach

Thu 9/17

7:13 pm-12:26 pm

2 stops16h 13m

Santiago de los Caballeros

Mon 9/21

7:30 pm-10:55 am

2 stops16h 25m

$509

ValparaisoSantiago de los Caballeros

VPS Valparaiso Destin-Ft Walton Beach - STI Santiago de los Caballeros

VPSSTI

Valparaiso Destin-Ft Walton Beach

Thu 9/17

5:05 pm-12:26 pm

2 stops18h 21m

Santiago de los Caballeros

Mon 9/21

7:30 pm-6:42 pm

2 stops24h 12m

$509

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Valparaiso, Florida to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Caribbean Islands?

The month of April is, on average, the cheapest month to fly to Caribbean Islands from Valparaiso, Florida, with most prices found around $0. The month of January is another great option to travel to Caribbean Islands, with average flight prices from Valparaiso, Florida averaging around $435.

Can stopping save me money on Valparaiso, Florida to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Valparaiso, Florida to Caribbean Islands.

Cheap Valparaiso, Florida to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Valparaiso, Florida to Caribbean Islands

Fastest flight time	4h 50m
Direct flights	None

The fastest flight from Valparaiso, Florida to Caribbean Islands takes 4h 50m

There are no direct flights from Valparaiso, Florida to Caribbean Islands. There are no popular flight routes from Valparaiso, Florida to Caribbean Islands.

Search flight deals

Frequently asked questions about flying from Valparaiso, Florida to Caribbean Islands

When did momondo last update prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Caribbean Islands?
Prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Caribbean Islands are updated daily.
How many operators does momondo search for flights from Valparaiso Destin-Ft Walton Beach Airport to Caribbean Islands?
There are 2 operators available for flights from Valparaiso Destin-Ft Walton Beach Airport to Caribbean Islands as of August 2026.
How old do you have to be to fly from Valparaiso Destin-Ft Walton Beach Airport to Caribbean Islands?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Valparaiso Destin-Ft Walton Beach Airport to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The required travel and health documents for your Caribbean Islands trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Valparaiso, Florida to Caribbean Islands?
momondo data reveals that the most frequently booked plane model on the route from Valparaiso, Florida to Caribbean Islands is Airbus A320-100/200, representing 31.63% of all bookings. The subsequent popular models are Airbus A220-300 at 14.74%, Airbus A319 at 8.98%, and Boeing 737-800 at 8.81%.

Best airlines flying from Valparaiso, Florida to Caribbean Islands

Compare and see reviews for airlines that fly from Valparaiso, Florida to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $356	Free Cancellation	Rating 7.1 11,941 reviews		Search American Airlines flights
Delta	PriceFrom $364	Free Cancellation	Rating 7.8 8,508 reviews		Search Delta flights

Why use momondo?

Why should I use momondo to find a flight deal from Valparaiso to Caribbean Islands?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Caribbean Islands from Valparaiso.

Can I find flights from Valparaiso to Caribbean Islands with flexible booking policies on momondo?

All flight searches from Valparaiso to Caribbean Islands on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Valparaiso to Caribbean Islands?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Caribbean Islands from Valparaiso.

I’m not ready to book a flight from Valparaiso to Caribbean Islands right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Caribbean Islands, momondo offers a useful price alert feature which will track prices for flights to Caribbean Islands from Valparaiso and alert you when they change.