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Caribbean Islands

$166+ 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 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — SJU
Jun 23 — Jun 301
Mon 6/23
Mon 6/30
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 June 18, 2025.

Round-trip from

$364
(American Airlines)

One-way from

$166
(Southwest)

Popular in

December

Cheapest in

January

Average price

$392
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. 7% potential price decrease ($31 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 18, 2025.

This American Airlines deal was found by Cheapflights users on 6/16. 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 9/257:10 amVPS - SJU
1 stop6h 49mAmerican Airlines
Sun 9/287:05 pmSJU - VPS
2 stops17h 09mAmerican Airlines
Deal found 6/16$364
This Southwest deal was found by Cheapflights users on 6/15. 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 8/137:00 amVPS - SJU
2 stops9h 25mSouthwest
Sun 8/1710:30 pmSJU - VPS
2 stops12h 20mSouthwest
Deal found 6/15$384
This Delta deal was found by Cheapflights users on 6/16. 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 9/2512:05 pmVPS - SJU
1 stop9h 03mDelta
Sun 9/282:28 pmSJU - VPS
1 stop9h 39mDelta
Deal found 6/16$414
This American Airlines deal was found by Cheapflights users on 6/17. 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 7/16:35 pmVPS - NAS
1 stop14h 22mAmerican Airlines
Tue 7/82:26 pmNAS - VPS
1 stop8h 26mAmerican Airlines
Deal found 6/17$425
This Mytrip deal was found by Cheapflights users on 6/16. 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.
Mon 7/286:15 amVPS - STX
2 stops32h 47mMultiple Airlines
Sat 8/24:35 pmSTX - VPS
2 stops23h 10mMultiple Airlines
Deal found 6/16$437
This Delta deal was found by Cheapflights users on 6/18. 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.
Fri 8/296:00 amVPS - NAS
1 stop6h 34mDelta
Tue 9/21:13 pmNAS - VPS
1 stop5h 04mDelta
Deal found 6/18$479
This Delta deal was found by Cheapflights users on 6/16. 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.
Wed 9/106:00 amVPS - SDQ
1 stop6h 22mDelta
Mon 9/153:12 pmSDQ - VPS
1 stop8h 55mDelta
Deal found 6/16$483
This Mytrip deal was found by Cheapflights users on 6/18. 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.
Fri 8/157:04 pmVPS - KIN
3 stops37h 24mMultiple Airlines
Fri 8/229:33 amKIN - VPS
2 stops12h 40mMultiple Airlines
Deal found 6/18$514
This Delta deal was found by Cheapflights users on 6/17. 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.
Mon 10/137:45 amVPS - PUJ
1 stop5h 47mDelta
Fri 10/173:55 pmPUJ - VPS
1 stop8h 12mDelta
Deal found 6/17$521
This Mytrip deal was found by Cheapflights users on 6/15. 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.
Tue 7/89:11 amVPS - MBJ
2 stops25h 54mMultiple Airlines
Sat 7/1212:10 pmMBJ - VPS
2 stops11h 12mMultiple Airlines
Deal found 6/15$526
This American Airlines deal was found by Cheapflights users on 6/18. 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 10/27:22 pmVPS - CUR
2 stops19h 02mAmerican Airlines
Tue 10/74:15 pmCUR - VPS
2 stops20h 33mAmerican Airlines
Deal found 6/18$527
This Mytrip deal was found by Cheapflights users on 6/15. 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 7/173:50 pmVPS - SDQ
2 stops17h 00mMultiple Airlines
Tue 7/2210:55 amSDQ - VPS
2 stops32h 09mMultiple Airlines
Deal found 6/15$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 June 18, 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

Thu 9/25

7:10 am-2:59 pm

1 stop6h 49m

San Juan Luis Munoz Marin Intl

Sun 9/28

7:05 pm-11:14 am

2 stops17h 09m

$364

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Wed 8/13

7:00 am-5:25 pm

2 stops9h 25m

San Juan Luis Munoz Marin Intl

Sun 8/17

10:30 pm-9:50 am

2 stops12h 20m

$384

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 9/25

12:05 pm-10:08 pm

1 stop9h 03m

San Juan Luis Munoz Marin Intl

Sun 9/28

2:28 pm-11:07 pm

1 stop9h 39m

$414

ValparaisoNassau

VPS - NAS

VPSNAS

Valparaiso Destin-Ft Walton Beach

Tue 7/1

6:35 pm-9:57 am

1 stop14h 22m

Nassau Intl

Tue 7/8

2:26 pm-9:52 pm

1 stop8h 26m

$425

ValparaisoChristiansted

VPS - STX

VPSSTX

Valparaiso Destin-Ft Walton Beach

Mon 7/28

6:15 am-4:02 pm

2 stops32h 47m

Christiansted Henry Rohlsen

Sat 8/2

4:35 pm-2:45 pm

2 stops23h 10m

$437

ValparaisoNassau

VPS - NAS

VPSNAS

Valparaiso Destin-Ft Walton Beach

Fri 8/29

6:00 am-1:34 pm

1 stop6h 34m

Nassau Intl

Tue 9/2

1:13 pm-5:17 pm

1 stop5h 04m

$479

ValparaisoSanto Domingo

VPS - SDQ

VPSSDQ

Valparaiso Destin-Ft Walton Beach

Wed 9/10

6:00 am-1:22 pm

1 stop6h 22m

Santo Domingo Las Americas

Mon 9/15

3:12 pm-11:07 pm

1 stop8h 55m

$483

ValparaisoKingston

VPS - KIN

VPSKIN

Valparaiso Destin-Ft Walton Beach

Fri 8/15

7:04 pm-8:28 am

3 stops37h 24m

Kingston Norman Manley

Fri 8/22

9:33 am-10:13 pm

2 stops12h 40m

$514

ValparaisoPunta Cana

VPS - PUJ

VPSPUJ

Valparaiso Destin-Ft Walton Beach

Mon 10/13

7:45 am-2:32 pm

1 stop5h 47m

Punta Cana

Fri 10/17

3:55 pm-11:07 pm

1 stop8h 12m

$521

ValparaisoMontego Bay

VPS - MBJ

VPSMBJ

Valparaiso Destin-Ft Walton Beach

Tue 7/8

9:11 am-11:05 am

2 stops25h 54m

Montego Bay Sangster Intl

Sat 7/12

12:10 pm-11:22 pm

2 stops11h 12m

$526

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/15

Showing 1-10 of 34 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 June 18, 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.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, 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 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 June 18, 2025.
To help decide which airline to fly from Valparaiso to Caribbean Islands, see what other customers have to say about Southwest, Delta and American Airlines. 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
4,280 reviews

Comfort

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,964 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
WestJet
7.2
Good
2,876 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 cheapest airlines to fly from Valparaiso, Florida to Caribbean Islands one-way?

    The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $166. However, be on the lookout for offers from American Airlines and Delta, as they are both options that can get you from Valparaiso, Florida to Caribbean Islands for a low price.

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

    While some choose either Valparaiso Destin-Ft Walton Beach - Nassau Intl or Valparaiso Destin-Ft Walton Beach - Oranjestad Reina Beatrix, 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 June 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$272Average$573FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$334Average$657FlexibilityNo cancel feeOn-time71%

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