Caribbean

$196+ Cheap flights from Valparaiso, FL (VPS) to Caribbean

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
Apr 1 — Apr 81
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Valparaiso to Caribbean with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Valparaiso to Caribbean

Keep the following information in mind while searching for Valparaiso to Caribbean flight deals. Data was last updated March 27, 2025.

Round-trip from

$334
(American Airlines)

One-way from

$196
(Delta)

Popular in

December

Cheapest in

July

Average price

$439
From Valparaiso Destin-Ft Walton Beach to Caribbean
One-way flight from Valparaiso Destin-Ft Walton Beach to Caribbean
Highest demand for flights based on searches. 5% potential increase in price ($27 potential increase over avg. RT price).
Cheapest flight prices on average. 6% potential price decrease ($30 potential savings vs. average RT price).
Average for round-trip flights in March 2025

Find flight deals from Valparaiso to Caribbean

Cheapest flights from Valparaiso to Caribbean
Explore the most affordable flight options available from Valparaiso to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 27, 2025.

This American Airlines deal was found by Cheapflights users on 3/25. 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 5/77:02 amVPS - SJU
2 stops12h 07mAmerican Airlines
Sun 5/116:10 amSJU - VPS
2 stops16h 25mAmerican Airlines
Deal found 3/25$334
This Delta deal was found by Cheapflights users on 3/26. 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 4/256:00 amVPS - NAS
1 stop9h 00mDelta
Wed 4/305:25 pmNAS - VPS
1 stop6h 34mDelta
Deal found 3/26$405
This Delta deal was found by Cheapflights users on 3/26. 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 7/2012:05 pmVPS - SJU
1 stop9h 07mDelta
Wed 7/236:15 amSJU - VPS
1 stop7h 10mDelta
Deal found 3/26$422
This American Airlines deal was found by Cheapflights users on 3/25. 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 4/167:30 amVPS - STT
2 stops8h 29mAmerican Airlines
Mon 4/215:50 pmSTT - VPS
2 stops23h 09mAmerican Airlines
Deal found 3/25$470
This American Airlines deal was found by Cheapflights users on 3/25. 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 5/165:41 pmVPS - MBJ
2 stops18h 13mAmerican Airlines
Sat 5/243:40 pmMBJ - VPS
2 stops17h 57mAmerican Airlines
Deal found 3/25$492
This American Airlines deal was found by Cheapflights users on 3/26. 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 4/255:02 pmVPS - NAS
1 stop15h 26mAmerican Airlines
Wed 4/3010:25 amNAS - VPS
2 stops11h 41mAmerican Airlines
Deal found 3/26$503
This American Airlines deal was found by Cheapflights users on 3/26. 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 7/136:35 pmVPS - KIN
2 stops18h 59mAmerican Airlines
Tue 7/296:00 amKIN - VPS
2 stops15h 34mAmerican Airlines
Deal found 3/26$545
This Delta deal was found by Cheapflights users on 3/25. 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 4/77:00 amVPS - SXM
1 stop5h 59mDelta
Fri 4/111:40 pmSXM - VPS
1 stop8h 02mDelta
Deal found 3/25$660
This Delta deal was found by Cheapflights users on 3/26. 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 7/1312:05 pmVPS - KIN
1 stop7h 59mDelta
Tue 7/299:10 amKIN - VPS
1 stop6h 48mDelta
Deal found 3/26$673
This Mytrip deal was found by Cheapflights users on 3/25. 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 4/76:05 pmVPS - SXM
3 stops42h 55mMultiple Airlines
Fri 4/113:05 pmSXM - VPS
2 stops29h 07mMultiple Airlines
Deal found 3/25$749
This American Airlines deal was found by Cheapflights users on 3/25. 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 4/712:52 pmVPS - SXM
1 stop23h 08mAmerican Airlines
Fri 4/112:14 pmSXM - VPS
2 stops21h 32mAmerican Airlines
Deal found 3/25$750
This Delta deal was found by Cheapflights users on 3/26. 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 4/167:05 amVPS - STT
1 stop7h 00mDelta
Mon 4/213:00 pmSTT - VPS
1 stop8h 59mDelta
Deal found 3/26$1,006

Cheapflights Fare Finder

Customize your flight search to find flights from Valparaiso to Caribbean 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 March 27, 2025.
Use the filters below to find and compare flights from Valparaiso to Caribbean that are best for you.

Fly from

Valparaiso

Fly to

Caribbean

Route

Depart

Return

Price

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Wed 5/7

7:02 am-8:09 pm

2 stops12h 07m

San Juan Luis Munoz Marin Intl

Sun 5/11

6:10 am-9:35 pm

2 stops16h 25m

$334

ValparaisoNassau

VPS - NAS

VPSNAS

Valparaiso Destin-Ft Walton Beach

Fri 4/25

6:00 am-4:00 pm

1 stop9h 00m

Nassau Intl

Wed 4/30

5:25 pm-10:59 pm

1 stop6h 34m

$405

ValparaisoSan Juan

VPS - SJU

VPSSJU

Valparaiso Destin-Ft Walton Beach

Sun 7/20

12:05 pm-10:12 pm

1 stop9h 07m

San Juan Luis Munoz Marin Intl

Wed 7/23

6:15 am-12:25 pm

1 stop7h 10m

$422

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

$470

ValparaisoMontego Bay

VPS - MBJ

VPSMBJ

Valparaiso Destin-Ft Walton Beach

Fri 5/16

5:41 pm-11:54 am

2 stops18h 13m

Montego Bay Sangster Intl

Sat 5/24

3:40 pm-9:37 am

2 stops17h 57m

$492

ValparaisoNassau

VPS - NAS

VPSNAS

Valparaiso Destin-Ft Walton Beach

Fri 4/25

5:02 pm-9:28 am

1 stop15h 26m

Nassau Intl

Wed 4/30

10:25 am-9:06 pm

2 stops11h 41m

$503

ValparaisoKingston

VPS - KIN

VPSKIN

Valparaiso Destin-Ft Walton Beach

Sun 7/13

6:35 pm-1:34 pm

2 stops18h 59m

Kingston Norman Manley

Tue 7/29

6:00 am-9:34 pm

2 stops15h 34m

$545

ValparaisoSimpson Bay

VPS - SXM

VPSSXM

Valparaiso Destin-Ft Walton Beach

Mon 4/7

7:00 am-1:59 pm

1 stop5h 59m

Simpson Bay Princess Juliana

Fri 4/11

1:40 pm-8:42 pm

1 stop8h 02m

$660

ValparaisoKingston

VPS - KIN

VPSKIN

Valparaiso Destin-Ft Walton Beach

Sun 7/13

12:05 pm-8:04 pm

1 stop7h 59m

Kingston Norman Manley

Tue 7/29

9:10 am-3:58 pm

1 stop6h 48m

$673

ValparaisoSimpson Bay

VPS - SXM

VPSSXM

Valparaiso Destin-Ft Walton Beach

Mon 4/7

6:05 pm-2:00 pm

3 stops42h 55m

Simpson Bay Princess Juliana

Fri 4/11

3:05 pm-7:12 pm

2 stops29h 07m

$749

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Showing 1-10 of 22 results
1
2
3

Best time to book a flight from Valparaiso to Caribbean

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

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

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

Find hourly flight availability from Valparaiso to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 27, 2025.

When flying from Valparaiso, Florida to Caribbean, 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 by month

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

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

Temperature in Caribbean by month

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

If weather is an important factor for your trip to Caribbean, 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

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated March 27, 2025.

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.1

Overall

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.1

Overall

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
8.0
Very good

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.1

Overall

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.1

Overall

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Valparaiso to Caribbean. 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?

    For a flight from Valparaiso to Caribbean, you will be flying from Destin-Ft Walton Beach. Valparaiso Destin-Ft Walton Beach (VPS) is just 3.1 mi from the center of the city.

  • What are the cheapest airlines to fly from Valparaiso, Florida to Caribbean one-way?

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $196. Southwest flights start at $215 while deals on American Airlines start at $236 one-way.

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Valparaiso to Caribbean 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?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Valparaiso to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Valparaiso to Caribbean

Discover the top 2 airlines that operate flights from Valparaiso to Caribbean. 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 March 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$272Average$564FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$334Average$641FlexibilityNo cancel feeOn-time71%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.