Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Valparaiso, Florida to Caribbean Islands from $216

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Valparaiso, Florida to Caribbean Islands departing on 12/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

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

Trusted and free

Trusted and free

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

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Valparaiso, Florida to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
7:40 am - 9:33 pm
VPS
-
SJU
11h 53m1 stop
American Airlines Logo
2:26 pm - 10:19 pm
SJU
-
VPS
9h 53m2 stops
$364American Airlines
Thu, Feb 19 - Tue, Feb 24
American Airlines Logo
6:00 am - 11:27 pm
VPS
-
SJU
15h 27m1 stop
American Airlines Logo
8:15 am - 3:59 pm
SJU
-
VPS
9h 44m2 stops
$384American Airlines
Fri, Feb 20 - Tue, Feb 24
American Airlines Logo
7:40 am - 11:27 pm
VPS
-
SJU
13h 47m2 stops
American Airlines Logo
8:15 am - 3:59 pm
SJU
-
VPS
9h 44m2 stops
$414American Airlines
Fri, Feb 20 - Tue, Feb 24
Multiple Airlines Logo
10:00 am - 2:50 am
VPS
-
SJU
14h 50m2 stops
Multiple Airlines Logo
7:10 am - 1:59 pm
SJU
-
VPS
8h 49m1 stop
$443Multiple Airlines
Mon, Feb 23 - Sun, Mar 1
Southwest Logo
2:30 pm - 12:40 am
VPS
-
SJU
8h 10m2 stops
Southwest Logo
6:30 am - 9:10 pm
SJU
-
VPS
16h 40m2 stops
$444Southwest
Mon, Feb 23 - Sun, Mar 1
Southwest Logo
11:20 am - 12:35 am
VPS
-
SJU
11h 15m2 stops
Southwest Logo
6:40 am - 9:10 pm
SJU
-
VPS
16h 30m2 stops
$512Southwest
Wed, Dec 24 - Wed, Dec 31
Delta Logo
6:00 am - 2:55 pm
VPS
-
SXM
6h 55m1 stop
Delta Logo
1:55 pm - 11:05 pm
SXM
-
VPS
11h 10m1 stop
$556Delta
Wed, Jan 21 - Wed, Jan 28
Delta Logo
6:00 am - 2:55 pm
VPS
-
SXM
6h 55m1 stop
Delta Logo
1:38 pm - 11:03 pm
SXM
-
VPS
11h 25m1 stop
$588Delta
Sat, Feb 7 - Sun, Feb 15
WestJet Logo
11:57 am - 7:40 pm
VPS
-
NAS
30h 43m2 stops
WestJet Logo
6:15 pm - 11:03 pm
NAS
-
VPS
29h 48m2 stops
$1,410WestJet
Sat, Feb 28 - Wed, Mar 4
WestJet Logo
5:12 pm - 7:40 pm
VPS
-
NAS
25h 28m2 stops
WestJet Logo
6:15 pm - 11:03 pm
NAS
-
VPS
29h 48m2 stops
$1,412WestJet
Sat, Feb 28 - Wed, Mar 4

American Airlines flights from Valparaiso, Florida to Caribbean Islands

Our best American Airlines deals on Valparaiso, Florida to Caribbean Islands flight tickets
American Airlines
Feb 19
VPS7:40 amValparaiso Destin-Ft Walton Beach
11h 53m
1 stop
SJU9:33 pmSan Juan Luis Munoz Marin Intl
Feb 24
SJU8:30 amSan Juan Luis Munoz Marin Intl
9h 29m
1 stop
VPS3:59 pmValparaiso Destin-Ft Walton Beach
$364
Find similar
American Airlines
Feb 20
VPS6:00 amValparaiso Destin-Ft Walton Beach
15h 27m
1 stop
SJU11:27 pmSan Juan Luis Munoz Marin Intl
Feb 24
SJU8:15 amSan Juan Luis Munoz Marin Intl
9h 44m
2 stops
VPS3:59 pmValparaiso Destin-Ft Walton Beach
$384
Find similar
American Airlines
Mar 14
VPS4:40 pmValparaiso Destin-Ft Walton Beach
17h 00m
1 stop
SJU10:40 amSan Juan Luis Munoz Marin Intl
Mar 20
SJU1:30 amSan Juan Luis Munoz Marin Intl
18h 10m
1 stop
VPS6:40 pmValparaiso Destin-Ft Walton Beach
$389
Find similar

Southwest flights from Valparaiso, Florida to Caribbean Islands

Our best Southwest deals on Valparaiso, Florida to Caribbean Islands flight tickets
Southwest
Feb 23
VPS2:30 pmValparaiso Destin-Ft Walton Beach
8h 10m
2 stops
SJU12:40 amSan Juan Luis Munoz Marin Intl
Mar 1
SJU6:30 amSan Juan Luis Munoz Marin Intl
16h 40m
2 stops
VPS9:10 pmValparaiso Destin-Ft Walton Beach
$444
Find similar
Southwest
May 16
VPS7:00 amValparaiso Destin-Ft Walton Beach
11h 05m
1 stop
SJU7:05 pmSan Juan Luis Munoz Marin Intl
May 23
SJU10:00 amSan Juan Luis Munoz Marin Intl
12h 00m
2 stops
VPS9:00 pmValparaiso Destin-Ft Walton Beach
$445
Find similar
Southwest
Dec 24
VPS11:20 amValparaiso Destin-Ft Walton Beach
11h 15m
2 stops
SJU12:35 amSan Juan Luis Munoz Marin Intl
Dec 31
SJU6:40 amSan Juan Luis Munoz Marin Intl
16h 30m
2 stops
VPS9:10 pmValparaiso Destin-Ft Walton Beach
$512
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Valparaiso, Florida to Caribbean Islands 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, momondo users made 832,500 searches. Data last updated December 9, 2025.
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

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 2/19

7:40 am-9:33 pm

1 stop11h 53m

San Juan Luis Munoz Marin Intl

Tue 2/24

2:26 pm-10:19 pm

2 stops9h 53m

$364

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Fri 2/20

6:00 am-11:27 pm

1 stop15h 27m

San Juan Luis Munoz Marin Intl

Tue 2/24

8:15 am-3:59 pm

2 stops9h 44m

$384

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Fri 2/20

7:40 am-11:27 pm

2 stops13h 47m

San Juan Luis Munoz Marin Intl

Tue 2/24

8:15 am-3:59 pm

2 stops9h 44m

$414

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Mon 2/23

10:00 am-2:50 am

2 stops14h 50m

San Juan Luis Munoz Marin Intl

Sun 3/1

7:10 am-1:59 pm

1 stop8h 49m

$443

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Mon 2/23

2:30 pm-12:40 am

2 stops8h 10m

San Juan Luis Munoz Marin Intl

Sun 3/1

6:30 am-9:10 pm

2 stops16h 40m

$444

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Wed 12/24

11:20 am-12:35 am

2 stops11h 15m

San Juan Luis Munoz Marin Intl

Wed 12/31

6:40 am-9:10 pm

2 stops16h 30m

$512

ValparaisoSimpson Bay

VPS - SXM

VPSSXM

Valparaiso Destin-Ft Walton Beach

Wed 1/21

6:00 am-2:55 pm

1 stop6h 55m

Simpson Bay Princess Juliana

Wed 1/28

1:55 pm-11:05 pm

1 stop11h 10m

$556

ValparaisoSimpson Bay

VPS - SXM

VPSSXM

Valparaiso Destin-Ft Walton Beach

Sat 2/7

6:00 am-2:55 pm

1 stop6h 55m

Simpson Bay Princess Juliana

Sun 2/15

1:38 pm-11:03 pm

1 stop11h 25m

$588

ValparaisoNassau

VPS - NAS

VPSNAS

Valparaiso Destin-Ft Walton Beach

Sat 2/28

11:57 am-7:40 pm

2 stops30h 43m

Nassau Intl

Wed 3/4

6:15 pm-11:03 pm

2 stops29h 48m

$1,410

ValparaisoNassau

VPS - NAS

VPSNAS

Valparaiso Destin-Ft Walton Beach

Sat 2/28

5:12 pm-7:40 pm

2 stops25h 28m

Nassau Intl

Wed 3/4

6:15 pm-11:03 pm

2 stops29h 48m

$1,412

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Caribbean Islands from

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

What is the cheapest month to fly to Caribbean Islands?

The month of January is, on average, the cheapest month to fly to Caribbean Islands from Valparaiso, Florida, with most prices found around $358. The month of September is another great option to travel to Caribbean Islands, with average flight prices from Valparaiso, Florida averaging around $384.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Valparaiso, Florida to Caribbean Islands is on a Wednesday. Travelers who choose to depart for Caribbean Islands on a Wednesday will often find tickets for as low as $361. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $472. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the afternoon. momondo users have found flights departing from Valparaiso, Florida to Caribbean Islands in the afternoon for as low as $337. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets at noon because they tend to be around $503. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 47m

Direct flights

None
The fastest flight from Valparaiso, Florida to Caribbean Islands takes 4h 47m
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

  • 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?

  • 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?

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
DeltaPriceFrom $332Free CancellationRating
7.9
8,011 reviews
Search Delta flights
American AirlinesPriceFrom $334Free CancellationRating
7.2
11,045 reviews
Search American Airlines 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.

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 1/8
Thu 1/15
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

Popular flights according to clicks in the last 7 days on momondo
Flights to New Yorkfrom $49
Flights to Londonfrom $335
Flights to Bangkokfrom $524
Flights to Tokyofrom $342
Flights to Los Angelesfrom $49
Flights to Parisfrom $345
Flights to Copenhagenfrom $330
Flights to Istanbulfrom $375
Flights to Manilafrom $521
Flights to Romefrom $323
Flights to Miamifrom $48
Flights to Chicagofrom $48