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Caribbean Islands

$159+ 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 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — SJU
abr. 9 — abr. 161
mié. 4/9
mié. 4/16
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 abril 4, 2025.

Round-trip from

$334
(American Airlines)

One-way from

$159
(Mytrip)

Popular in

December

Cheapest in

July

Average price

$383
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. 7% potential increase in price ($37 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 April 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 abril 4, 2025.

This American Airlines deal was found by Cheapflights users on 4/4. 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.
jue. 9/257:38 pmVPS - SJU
2 stops19h 42mAmerican Airlines
dom. 9/285:25 pmSJU - VPS
2 stops19h 37mAmerican Airlines
Deal found 4/4$334
This Delta deal was found by Cheapflights users on 4/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/71:25 pmVPS - SJU
1 stop8h 22mDelta
dom. 5/117:30 amSJU - VPS
1 stop7h 34mDelta
Deal found 4/3$359
This American Airlines deal was found by Cheapflights users on 4/3. 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.
dom. 6/156:35 pmVPS - STT
2 stops20h 25mAmerican Airlines
jue. 6/1911:29 amSTT - VPS
1 stop11h 13mAmerican Airlines
Deal found 4/3$418
This American Airlines deal was found by Cheapflights users on 4/3. 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.
dom. 6/15:00 pmVPS - NAS
2 stops17h 10mAmerican Airlines
jue. 6/511:00 amNAS - VPS
1 stop7h 43mAmerican Airlines
Deal found 4/3$420
This Delta deal was found by Cheapflights users on 4/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/66:00 amVPS - SDQ
1 stop6h 15mDelta
mar. 5/132:41 pmSDQ - VPS
1 stop9h 26mDelta
Deal found 4/3$463
This American Airlines deal was found by Cheapflights users on 4/3. 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.
vie. 4/253:45 pmVPS - STX
2 stops23h 05mAmerican Airlines
lun. 5/54:55 pmSTX - VPS
2 stops20h 18mAmerican Airlines
Deal found 4/3$463
This American Airlines deal was found by Cheapflights users on 4/3. 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.
mié. 4/306:00 amVPS - SDQ
2 stops13h 22mAmerican Airlines
mié. 5/712:15 pmSDQ - VPS
2 stops11h 42mAmerican Airlines
Deal found 4/3$478
This Delta deal was found by Cheapflights users on 4/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 6/237:03 amVPS - STT
1 stop6h 48mDelta
lun. 6/303:00 pmSTT - VPS
1 stop9h 18mDelta
Deal found 4/3$488
This American Airlines deal was found by Cheapflights users on 4/3. 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.
vie. 5/167:19 pmVPS - MBJ
2 stops18h 17mAmerican Airlines
sáb. 5/243:40 pmMBJ - VPS
2 stops20h 33mAmerican Airlines
Deal found 4/3$492
This Mytrip deal was found by Cheapflights users on 4/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/184:48 pmVPS - MBJ
3 stops42h 14mMultiple Airlines
dom. 5/253:05 pmMBJ - VPS
2 stops30h 02mMultiple Airlines
Deal found 4/3$506
This Delta deal was found by Cheapflights users on 4/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/186:00 amVPS - MBJ
1 stop9h 30mDelta
dom. 5/251:02 pmMBJ - VPS
1 stop9h 58mDelta
Deal found 4/3$591
This Mytrip deal was found by Cheapflights users on 4/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/18:07 pmVPS - SDQ
2 stops18h 42mMultiple Airlines
jue. 5/86:10 amSDQ - VPS
3 stops34h 03mMultiple Airlines
Deal found 4/3$612

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 abril 4, 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

jue. 9/25

7:38 pm-4:20 pm

2 stops19h 42m

San Juan Luis Munoz Marin Intl

dom. 9/28

5:25 pm-12:02 pm

2 stops19h 37m

$334

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

mié. 5/7

1:25 pm-10:47 pm

1 stop8h 22m

San Juan Luis Munoz Marin Intl

dom. 5/11

7:30 am-2:04 pm

1 stop7h 34m

$359

ValparaisoSaint Thomas Island

VPS - STT

VPSSTT

Valparaiso Destin-Ft Walton Beach

dom. 6/15

6:35 pm-4:00 pm

2 stops20h 25m

Saint Thomas Island Cyril E King

jue. 6/19

11:29 am-9:42 pm

1 stop11h 13m

$418

ValparaisoNassau

VPS - NAS

VPSNAS

Valparaiso Destin-Ft Walton Beach

dom. 6/1

5:00 pm-11:10 am

2 stops17h 10m

Nassau Intl

jue. 6/5

7:45 am-9:42 pm

2 stops14h 57m

$420

ValparaisoSanto Domingo

VPS - SDQ

VPSSDQ

Valparaiso Destin-Ft Walton Beach

mar. 5/6

6:00 am-1:15 pm

1 stop6h 15m

Santo Domingo Las Americas

mar. 5/13

2:41 pm-11:07 pm

1 stop9h 26m

$463

ValparaisoChristiansted

VPS - STX

VPSSTX

Valparaiso Destin-Ft Walton Beach

vie. 4/25

3:45 pm-3:50 pm

2 stops23h 05m

Christiansted Henry Rohlsen

lun. 5/5

4:55 pm-12:13 pm

2 stops20h 18m

$463

ValparaisoSanto Domingo

VPS - SDQ

VPSSDQ

Valparaiso Destin-Ft Walton Beach

mié. 4/30

6:00 am-8:22 pm

2 stops13h 22m

Santo Domingo Las Americas

mié. 5/7

12:15 pm-10:57 pm

2 stops11h 42m

$478

ValparaisoSaint Thomas Island

VPS - STT

VPSSTT

Valparaiso Destin-Ft Walton Beach

lun. 6/23

7:03 am-2:51 pm

1 stop6h 48m

Saint Thomas Island Cyril E King

lun. 6/30

3:00 pm-11:18 pm

1 stop9h 18m

$488

ValparaisoMontego Bay

VPS - MBJ

VPSMBJ

Valparaiso Destin-Ft Walton Beach

vie. 5/16

7:19 pm-1:36 pm

2 stops18h 17m

Montego Bay Sangster Intl

sáb. 5/24

3:40 pm-12:13 pm

2 stops20h 33m

$492

ValparaisoMontego Bay

VPS - MBJ

VPSMBJ

Valparaiso Destin-Ft Walton Beach

dom. 5/18

4:48 pm-11:02 am

3 stops42h 14m

Montego Bay Sangster Intl

dom. 5/25

3:05 pm-9:07 pm

2 stops30h 02m

$506

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/3

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 abril 4, 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 abril 4, 2025.
To help decide which airline to fly from Valparaiso to Caribbean Islands, see what other customers have to say about Delta, American Airlines and WestJet. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,897 reviews

Boarding

8.2

Food

7.3

Comfort

8.0

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Delta
8.0
Very good
7,897 reviews
Delta
8.0
Very good
7,897 reviews

Boarding

8.2

Food

7.3

Comfort

8.0

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,897 reviews

Boarding

8.2

Food

7.3

Comfort

8.0

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
WestJet
7.2
Good
2,795 reviews
Delta
8.0
Very good
7,897 reviews

Boarding

8.2

Food

7.3

Comfort

8.0

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Sun Country Air
6.9
Okay
349 reviews
Delta
8.0
Very good
7,897 reviews

Boarding

8.2

Food

7.3

Comfort

8.0

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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 Delta, with whom users have recently found tickets for as low as $196. However, be on the lookout for offers from American Airlines and Sun Country Air, 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 - Saint Thomas Island Cyril E King or Valparaiso Destin-Ft Walton Beach - Nassau 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 abril 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$272Average$564FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$342Average$649FlexibilityNo cancel feeOn-time71%

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