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Caribbean Islands

$218+ 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 6/8. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — SJU
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Round-trip from

$384
(American Airlines)

One-way from

$218
(Mytrip)

Popular in

December

Cheapest in

January

Average price

$433
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. 5% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($30 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 1, 2025.

This American Airlines deal was found by Cheapflights users on 4/30. 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.
Thu 9/255:04 pmVPS - SJU
2 stops18h 41mAmerican Airlines
Sun 9/285:25 pmSJU - VPS
2 stops19h 37mAmerican Airlines
Deal found 4/30$364
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/86:00 amVPS - SJU
1 stop9h 18mDelta
Mon 10/135:30 pmSJU - VPS
1 stop6h 37mDelta
Deal found 4/30$409
This Southwest deal was found by Cheapflights users on 4/30. 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.
Sat 5/107:30 amVPS - SJU
1 stop6h 15mSouthwest
Mon 5/126:05 amSJU - VPS
1 stop8h 30mSouthwest
Deal found 4/30$419
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/299:11 amVPS - SJU
2 stops32h 56mMultiple Airlines
Thu 6/510:38 amSJU - VPS
3 stops35h 29mMultiple Airlines
Deal found 4/30$433
This American Airlines deal was found by Cheapflights users on 4/29. 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 10/267:27 pmVPS - STT
2 stops18h 18mAmerican Airlines
Sun 11/26:15 pmSTT - VPS
2 stops19h 38mAmerican Airlines
Deal found 4/29$484
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Mon 5/197:02 amVPS - SDQ
2 stops14h 38mAmerican Airlines
Thu 6/57:00 amSDQ - VPS
2 stops15h 42mAmerican Airlines
Deal found 4/30$488
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/96:00 amVPS - SDQ
1 stop6h 22mDelta
Sat 8/232:50 pmSDQ - VPS
1 stop9h 18mDelta
Deal found 4/30$527
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/63:35 pmVPS - KIN
2 stops20h 57mMultiple Airlines
Fri 7/1112:21 pmKIN - VPS
2 stops26h 18mMultiple Airlines
Deal found 4/30$555
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/82:45 pmVPS - KIN
1 stop5h 15mDelta
Tue 7/229:00 amKIN - VPS
1 stop7h 13mDelta
Deal found 4/29$590
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Sun 7/67:33 pmVPS - KIN
2 stops18h 01mAmerican Airlines
Mon 7/212:34 pmKIN - VPS
2 stops21h 08mAmerican Airlines
Deal found 4/30$594
This American Airlines deal was found by Cheapflights users on 4/29. 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 7/67:33 pmVPS - MBJ
2 stops17h 52mAmerican Airlines
Mon 7/212:25 pmMBJ - VPS
2 stops21h 17mAmerican Airlines
Deal found 4/29$599
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/266:00 amVPS - STT
1 stop6h 32mDelta
Sun 11/23:42 pmSTT - VPS
1 stop9h 25mDelta
Deal found 4/29$643

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 May 1, 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 5/29

7:02 am-8:33 pm

1 stop12h 31m

San Juan Luis Munoz Marin Intl

Thu 6/5

8:00 am-9:42 pm

1 stop14h 42m

$384

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Sat 5/10

7:30 am-2:45 pm

1 stop6h 15m

San Juan Luis Munoz Marin Intl

Mon 5/12

6:05 am-1:35 pm

1 stop8h 30m

$419

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 5/29

9:11 am-7:07 pm

2 stops32h 56m

San Juan Luis Munoz Marin Intl

Thu 6/5

10:38 am-9:07 pm

3 stops35h 29m

$433

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Fri 5/23

1:25 pm-10:47 pm

1 stop8h 22m

San Juan Luis Munoz Marin Intl

Tue 5/27

5:43 pm-11:07 pm

1 stop6h 24m

$449

ValparaisoSaint Thomas Island

VPS - STT

VPSSTT

Valparaiso Destin-Ft Walton Beach

Sun 10/26

7:27 pm-2:45 pm

2 stops18h 18m

Saint Thomas Island Cyril E King

Sun 11/2

6:15 pm-11:53 am

2 stops19h 38m

$484

ValparaisoSanto Domingo

VPS - SDQ

VPSSDQ

Valparaiso Destin-Ft Walton Beach

Mon 5/19

7:02 am-10:40 pm

2 stops14h 38m

Santo Domingo Las Americas

Thu 6/5

7:00 am-9:42 pm

2 stops15h 42m

$488

ValparaisoSanto Domingo

VPS - SDQ

VPSSDQ

Valparaiso Destin-Ft Walton Beach

Sat 8/9

6:00 am-1:22 pm

1 stop6h 22m

Santo Domingo Las Americas

Sat 8/23

2:50 pm-11:08 pm

1 stop9h 18m

$527

ValparaisoKingston

VPS - KIN

VPSKIN

Valparaiso Destin-Ft Walton Beach

Sun 7/6

3:35 pm-12:32 pm

2 stops20h 57m

Kingston Norman Manley

Fri 7/11

12:21 pm-2:39 pm

2 stops26h 18m

$555

ValparaisoKingston

VPS - KIN

VPSKIN

Valparaiso Destin-Ft Walton Beach

Tue 7/8

2:45 pm-8:00 pm

1 stop5h 15m

Kingston Norman Manley

Tue 7/22

9:00 am-4:13 pm

1 stop7h 13m

$590

ValparaisoKingston

VPS - KIN

VPSKIN

Valparaiso Destin-Ft Walton Beach

Sun 7/6

7:33 pm-1:34 pm

2 stops18h 01m

Kingston Norman Manley

Mon 7/21

2:34 pm-11:42 am

2 stops21h 08m

$594

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 19 results
1
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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 December is currently the most expensive (average of $336). 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 May 1, 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 May 1, 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
4,294 reviews

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,294 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,934 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
WestJet
7.2
Good
2,826 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 American Airlines, with whom users have recently found tickets for as low as $221. However, be on the lookout for offers from Southwest 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 - Montego Bay Sangster Intl, 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 December is currently the most expensive (average of $336). 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$272Average$567FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$334Average$664FlexibilityNo cancel feeOn-time71%

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