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Caribbean Islands

$222+ Cheap flights from Valparaiso, FL (VPS) to Caribbean Islands

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 9/18. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — SJU
Aug 10 — Aug 171
Sun 8/10
Sun 8/17
1 adult, Economy
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Cheap flight deals from Valparaiso to Caribbean Islands

Keep the following information in mind while searching for Valparaiso to Caribbean Islands flight deals. Data was last updated August 5, 2025.

Round-trip from

$364
(American Airlines)

One-way from

$222
(Mytrip)

Popular in

December

Cheapest in

January

Average price

$530
From Valparaiso Destin-Ft Walton Beach to Caribbean Islands
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One-way flight from Valparaiso Destin-Ft Walton Beach to Caribbean Islands
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Highest demand for flights based on searches. 9% potential increase in price ($48 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($28 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Valparaiso to Caribbean Islands

Cheapest flights from Valparaiso to Caribbean Islands
Explore the most affordable flight options available from Valparaiso to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 5, 2025.

This American Airlines deal was found by Cheapflights users on 8/4. 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 11/144:57 pmVPS - SJU
2 stops18h 44mAmerican Airlines
Thu 11/206:00 amSJU - VPS
2 stops17h 10mAmerican Airlines
Deal found 8/4$256
This American Airlines deal was found by Cheapflights users on 8/3. 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 10/2312:34 pmVPS - SJU
1 stop10h 20mAmerican Airlines
Mon 10/277:10 amSJU - VPS
1 stop11h 45mAmerican Airlines
Deal found 8/3$364
This American Airlines deal was found by Cheapflights users on 8/3. 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 - SJU
2 stops18h 44mAmerican Airlines
Mon 11/106:42 pmSJU - VPS
2 stops19h 12mAmerican Airlines
Deal found 8/3$389
This American Airlines deal was found by Cheapflights users on 8/3. 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 12/44:55 pmVPS - SJU
2 stops17h 10mAmerican Airlines
Sun 12/145:50 amSJU - VPS
2 stops17h 32mAmerican Airlines
Deal found 8/3$404
This American Airlines deal was found by Cheapflights users on 8/3. 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 12/164:55 pmVPS - SJU
2 stops17h 10mAmerican Airlines
Mon 12/226:00 pmSJU - VPS
1 stop7h 58mAmerican Airlines
Deal found 8/3$410
This Southwest deal was found by Cheapflights users on 8/3. 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.
Sat 12/137:00 amVPS - SJU
2 stops14h 00mSouthwest
Sun 12/216:05 amSJU - VPS
2 stops13h 20mSouthwest
Deal found 8/3$438
This Southwest deal was found by Cheapflights users on 8/3. 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 12/167:15 amVPS - SJU
2 stops9h 20mSouthwest
Mon 12/226:05 amSJU - VPS
2 stops13h 20mSouthwest
Deal found 8/3$444
This American Airlines deal was found by Cheapflights users on 8/4. 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.
Mon 10/137:07 amVPS - PUJ
1 stop5h 58mAmerican Airlines
Fri 10/174:23 pmPUJ - VPS
1 stop19h 12mAmerican Airlines
Deal found 8/4$469
This Delta deal was found by Cheapflights users on 8/4. 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.
Sun 8/246:00 amVPS - NAS
1 stop4h 48mDelta
Thu 8/283:00 pmNAS - VPS
1 stop8h 58mDelta
Deal found 8/4$483
This American Airlines deal was found by Cheapflights users on 8/4. 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 8/246:00 amVPS - NAS
1 stop5h 55mAmerican Airlines
Thu 8/286:45 pmNAS - VPS
2 stops17h 57mAmerican Airlines
Deal found 8/4$518
This American Airlines deal was found by Cheapflights users on 8/3. 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 12/54:55 pmVPS - STT
2 stops21h 00mAmerican Airlines
Fri 12/124:35 pmSTT - VPS
2 stops21h 35mAmerican Airlines
Deal found 8/3$523
This American Airlines deal was found by Cheapflights users on 8/4. 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 11/73:35 pmVPS - CUR
2 stops20h 50mAmerican Airlines
Tue 11/115:40 pmCUR - VPS
2 stops23h 11mAmerican Airlines
Deal found 8/4$527

Cheapflights Fare Finder

 
Customize your flight search to find flights from Valparaiso 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, Cheapflights users made 2,558,603 searches. Data last updated August 5, 2025.
Use the filters below to find and compare flights from Valparaiso to Caribbean Islands that are best for you.

Fly from

Valparaiso

Fly to

Caribbean Islands

Route

Depart

Return

Price

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Fri 11/14

4:57 pm-1:41 pm

2 stops18h 44m

San Juan Luis Munoz Marin Intl

Thu 11/20

6:00 am-9:10 pm

2 stops17h 10m

$256

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 10/23

12:34 pm-11:54 pm

1 stop10h 20m

San Juan Luis Munoz Marin Intl

Mon 10/27

7:10 am-5:55 pm

1 stop11h 45m

$364

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Fri 11/7

4:57 pm-1:41 pm

2 stops18h 44m

San Juan Luis Munoz Marin Intl

Mon 11/10

6:42 pm-11:54 am

2 stops19h 12m

$389

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 12/4

4:55 pm-12:05 pm

2 stops17h 10m

San Juan Luis Munoz Marin Intl

Sun 12/14

5:50 am-9:22 pm

2 stops17h 32m

$404

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Tue 12/16

4:55 pm-12:05 pm

2 stops17h 10m

San Juan Luis Munoz Marin Intl

Mon 12/22

6:00 pm-11:58 pm

1 stop7h 58m

$410

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Sat 12/13

7:00 am-11:00 pm

2 stops14h 00m

San Juan Luis Munoz Marin Intl

Sun 12/21

6:05 am-5:25 pm

2 stops13h 20m

$438

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Tue 12/16

7:15 am-6:35 pm

2 stops9h 20m

San Juan Luis Munoz Marin Intl

Mon 12/22

6:05 am-5:25 pm

2 stops13h 20m

$444

ValparaisoPunta Cana

VPS - PUJ

VPSPUJ

Valparaiso Destin-Ft Walton Beach

Mon 10/13

7:07 am-2:05 pm

1 stop5h 58m

Punta Cana

Fri 10/17

4:23 pm-10:35 am

1 stop19h 12m

$469

ValparaisoNassau

VPS - NAS

VPSNAS

Valparaiso Destin-Ft Walton Beach

Sun 8/24

6:00 am-11:48 am

1 stop4h 48m

Nassau Intl

Thu 8/28

3:00 pm-10:58 pm

1 stop8h 58m

$483

ValparaisoNassau

VPS - NAS

VPSNAS

Valparaiso Destin-Ft Walton Beach

Sun 8/24

6:00 am-12:55 pm

1 stop5h 55m

Nassau Intl

Thu 8/28

6:45 pm-11:42 am

2 stops17h 57m

$518

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/5

Showing 1-10 of 48 results
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Best time to book a flight from Valparaiso to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Valparaiso 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 Valparaiso to Caribbean Islands

What is the cheapest month to book a flight from Valparaiso, Florida to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Valparaiso, Florida to Caribbean Islands (average of $254). Flying from Valparaiso, Florida to Caribbean Islands in June 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 VPS to EPX?

Find hourly flight availability from Valparaiso to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 5, 2025.

When flying from Valparaiso, Florida to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated August 5, 2025.
See what other customers who have flown with Southwest, Delta, and American Airlines from Valparaiso to Caribbean Islands have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,985 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
WestJet
7.2
Good
2,997 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Valparaiso to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Valparaiso to Caribbean Islands?

    If you book a flight to Caribbean Islands from Valparaiso, you will be flying from Destin-Ft Walton Beach, which is the city’s only airport. Valparaiso Destin-Ft Walton Beach (VPS) is located 3.1 mi from the center of Valparaiso.

  • What are the most popular routes from Valparaiso, Florida to Caribbean Islands?

    While some choose either Valparaiso Destin-Ft Walton Beach - Kingston Norman Manley or Valparaiso Destin-Ft Walton Beach - Punta Cana, Valparaiso Destin-Ft Walton Beach - San Juan Luis Munoz Marin Intl is the most popular route from Valparaiso, Florida to Caribbean Islands.

  • Can I find deals for flights from Valparaiso to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Valparaiso to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Valparaiso to Caribbean Islands?

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

  • Can I find deals for business class flights from Valparaiso to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Valparaiso to Caribbean Islands 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 Valparaiso, Florida to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Valparaiso, Florida to Caribbean Islands (average of $254). Flying from Valparaiso, Florida to Caribbean Islands in June 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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Alternative routes for Valparaiso to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Valparaiso to Caribbean Islands

Discover the top 2 airlines that operate flights from Valparaiso to Caribbean Islands. 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 August 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$322Average$551FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$334Average$665FlexibilityNo cancel feeOn-time71%

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