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Caribbean Islands

$181+ 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 6/24. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — SJU
Feb 28 — Mar 71
Fri 2/28
Fri 3/7
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 February 23, 2025.

Round-trip from

$321
(Delta)

One-way from

$181
(Southwest)

Popular in

December

Cheapest in

July

Average price

$612
From Valparaiso Destin-Ft Walton Beach to Caribbean Islands
Search Deals
One-way flight from Valparaiso Destin-Ft Walton Beach to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($52 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($34 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 February 23, 2025.

This Delta deal was found by Cheapflights users on 2/22. 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 3/246:00 amVPS - SJU
1 stop6h 22mDelta
Wed 4/23:35 pmSJU - VPS
1 stop8h 25mDelta
Deal found 2/22$321
This American Airlines deal was found by Cheapflights users on 2/21. 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 11/77:52 amVPS - SJU
2 stops16h 18mAmerican Airlines
Mon 11/104:50 pmSJU - VPS
1 stop6h 19mAmerican Airlines
Deal found 2/21$354
This American Airlines deal was found by Cheapflights users on 2/23. 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.
Wed 9/177:38 pmVPS - STT
2 stops19h 52mAmerican Airlines
Tue 9/235:20 pmSTT - VPS
2 stops18h 07mAmerican Airlines
Deal found 2/23$384
This Southwest deal was found by Cheapflights users on 2/22. 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.
Mon 3/2412:20 pmVPS - SJU
2 stops11h 20mSouthwest
Mon 3/315:35 amSJU - VPS
2 stops12h 45mSouthwest
Deal found 2/22$398
This Delta deal was found by Cheapflights users on 2/23. 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 8/186:00 amVPS - STT
1 stop6h 55mDelta
Sat 8/232:58 pmSTT - VPS
1 stop5h 59mDelta
Deal found 2/23$446
This Mytrip deal was found by Cheapflights users on 2/22. 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 3/131:35 pmVPS - SJU
3 stops23h 32mMultiple Airlines
Mon 3/243:05 amSJU - VPS
2 stops14h 00mMultiple Airlines
Deal found 2/22$481
This American Airlines deal was found by Cheapflights users on 2/22. 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 8/87:50 amVPS - NAS
1 stop4h 30mAmerican Airlines
Sun 8/1011:12 amNAS - VPS
1 stop10h 49mAmerican Airlines
Deal found 2/22$491
This Delta deal was found by Cheapflights users on 2/22. 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 8/76:00 amVPS - NAS
1 stop6h 41mDelta
Sun 8/101:20 pmNAS - VPS
1 stop7h 37mDelta
Deal found 2/22$515
This American Airlines deal was found by Cheapflights users on 2/23. 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 6/66:30 pmVPS - MBJ
2 stops18h 55mAmerican Airlines
Thu 6/121:40 pmMBJ - VPS
1 stop7h 59mAmerican Airlines
Deal found 2/23$533
This Delta deal was found by Cheapflights users on 2/22. 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 3/206:00 amVPS - STI
2 stops11h 39mDelta
Sun 3/308:05 pmSTI - VPS
2 stops16h 55mDelta
Deal found 2/22$548
This Mytrip deal was found by Cheapflights users on 2/23. 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.
Wed 4/91:02 pmVPS - MBJ
2 stops21h 53mMultiple Airlines
Wed 4/1612:00 pmMBJ - VPS
2 stops29h 38mMultiple Airlines
Deal found 2/23$593
This Delta deal was found by Cheapflights users on 2/23. 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 3/96:00 amVPS - SDQ
2 stops11h 16mDelta
Sun 3/162:36 pmSDQ - VPS
1 stop7h 07mDelta
Deal found 2/23$608

Find flights from Valparaiso to Caribbean Islands within your budget

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 February 23, 2025.

Fly from

Valparaiso

Fly to

Caribbean Islands

Route

Depart

Return

Price

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Mon 3/24

6:00 am-1:22 pm

1 stop6h 22m

San Juan Luis Munoz Marin Intl

Wed 4/2

3:35 pm-11:00 pm

1 stop8h 25m

$321

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Fri 5/16

12:58 pm-8:33 pm

1 stop6h 35m

San Juan Luis Munoz Marin Intl

Wed 5/21

7:15 am-4:01 pm

1 stop9h 46m

$392

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Mon 3/24

12:20 pm-12:40 am

2 stops11h 20m

San Juan Luis Munoz Marin Intl

Mon 3/31

5:35 am-5:20 pm

2 stops12h 45m

$398

ValparaisoSaint Thomas Island

VPS - STT

VPSSTT

Valparaiso Destin-Ft Walton Beach

Wed 4/16

7:30 am-4:59 pm

2 stops8h 29m

Saint Thomas Island Cyril E King

Mon 4/21

5:50 pm-3:59 pm

2 stops23h 09m

$418

ValparaisoSaint Thomas Island

VPS - STT

VPSSTT

Valparaiso Destin-Ft Walton Beach

Mon 8/18

6:00 am-1:55 pm

1 stop6h 55m

Saint Thomas Island Cyril E King

Sat 8/23

2:58 pm-7:57 pm

1 stop5h 59m

$446

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Thu 3/13

1:35 pm-2:07 pm

3 stops23h 32m

San Juan Luis Munoz Marin Intl

Mon 3/24

3:05 am-4:05 pm

2 stops14h 00m

$481

ValparaisoMontego Bay

VPS - MBJ

VPSMBJ

Valparaiso Destin-Ft Walton Beach

Fri 6/6

6:30 pm-1:25 pm

2 stops18h 55m

Montego Bay Sangster Intl

Thu 6/12

5:04 pm-11:44 am

2 stops18h 40m

$533

ValparaisoNassau

VPS - NAS

VPSNAS

Valparaiso Destin-Ft Walton Beach

Thu 4/3

6:00 am-1:35 pm

1 stop6h 35m

Nassau Intl

Mon 4/7

1:01 pm-10:59 pm

2 stops10h 58m

$539

ValparaisoSantiago de los Caballeros

VPS - STI

VPSSTI

Valparaiso Destin-Ft Walton Beach

Thu 3/20

6:00 am-6:39 pm

2 stops11h 39m

Santiago de los Caballeros

Sun 3/30

8:05 pm-12:00 pm

2 stops16h 55m

$548

ValparaisoMontego Bay

VPS - MBJ

VPSMBJ

Valparaiso Destin-Ft Walton Beach

Wed 4/9

1:02 pm-10:55 am

2 stops21h 53m

Montego Bay Sangster Intl

Wed 4/16

12:00 pm-5:38 pm

2 stops29h 38m

$593

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

Showing 1-10 of 19 results
1
2

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.

Travel insights for flights from Valparaiso to Caribbean Islands

Get recent, data-driven insights about flights from Valparaiso to Caribbean Islands including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $363). 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 February 23, 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 February 23, 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
8.1
Very good
4,387 reviews

Entertainment

7.6

Comfort

8.1

Food

7.1

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,387 reviews
Southwest
8.1
Very good
4,387 reviews

Entertainment

7.6

Comfort

8.1

Food

7.1

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,191 reviews
Southwest
8.1
Very good
4,387 reviews

Entertainment

7.6

Comfort

8.1

Food

7.1

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,387 reviews

Entertainment

7.6

Comfort

8.1

Food

7.1

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

WestJet
7.2
Good
2,796 reviews
Southwest
8.1
Very good
4,387 reviews

Entertainment

7.6

Comfort

8.1

Food

7.1

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 $181. However, be on the lookout for offers from Delta and American Airlines, 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 - Simpson Bay Princess Juliana, 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 March is currently the most expensive (average of $363). 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 February 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$272Average$557FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$333Average$641FlexibilityNo cancel feeOn-time71%
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