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$263+ Cheap flights from Gainesville (GNV) 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 12/28. Fares are subject to change and may not be available on all flights or dates of travel.
GNV — SJU
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Gainesville to Caribbean

Keep the following information in mind while searching for Gainesville to Caribbean flight deals. Data was last updated September 11, 2025.

Round-trip from

$365
(American Airlines)

One-way from

$263
(Delta)

Popular in

September

Cheapest in

March

Average price

$933
From Gainesville Regional to Caribbean
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One-way flight from Gainesville Regional to Caribbean
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Highest demand for flights based on searches. 18% potential increase in price ($123 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($38 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Gainesville to Caribbean

Cheapest flights from Gainesville to Caribbean
Explore the most affordable flight options available from Gainesville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/10. 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 11/106:45 pmGNV - SJU
2 stops16h 20mAmerican Airlines
Mon 11/176:42 pmSJU - GNV
2 stops16h 44mAmerican Airlines
Deal found 9/10$365
This American Airlines deal was found by Cheapflights users on 9/10. 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 12/308:02 pmGNV - SJU
1 stop14h 37mAmerican Airlines
Tue 1/136:50 pmSJU - GNV
1 stop6h 14mAmerican Airlines
Deal found 9/10$445
This American Airlines deal was found by Cheapflights users on 9/10. 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 12/286:00 amGNV - SJU
1 stop4h 57mAmerican Airlines
Wed 1/142:45 pmSJU - GNV
2 stops10h 23mAmerican Airlines
Deal found 9/10$455
This American Airlines deal was found by Cheapflights users on 9/9. 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 12/303:27 pmGNV - SJU
2 stops17h 09mAmerican Airlines
Thu 1/87:15 amSJU - GNV
2 stops17h 53mAmerican Airlines
Deal found 9/9$473
This American Airlines deal was found by Cheapflights users on 9/10. 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 12/308:02 pmGNV - SJU
2 stops12h 34mAmerican Airlines
Wed 1/142:45 pmSJU - GNV
2 stops10h 23mAmerican Airlines
Deal found 9/10$495
This American Airlines deal was found by Cheapflights users on 9/9. 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 12/303:27 pmGNV - SJU
2 stops17h 09mAmerican Airlines
Wed 1/77:15 amSJU - GNV
2 stops17h 53mAmerican Airlines
Deal found 9/9$514
This American Airlines deal was found by Cheapflights users on 9/11. 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 9/266:13 amGNV - SJU
1 stop12h 02mAmerican Airlines
Tue 9/304:43 pmSJU - GNV
1 stop17h 38mAmerican Airlines
Deal found 9/11$525
This American Airlines deal was found by Cheapflights users on 9/10. 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 12/238:02 pmGNV - NAS
2 stops15h 16mAmerican Airlines
Sat 12/274:39 pmNAS - GNV
1 stop7h 20mAmerican Airlines
Deal found 9/10$526
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/167:44 pmGNV - STT
1 stop15h 06mAmerican Airlines
Thu 10/235:20 pmSTT - GNV
2 stops16h 49mAmerican Airlines
Deal found 9/10$539
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 10/254:21 pmGNV - CUR
2 stops20h 56mAmerican Airlines
Sat 11/14:34 pmCUR - GNV
1 stop7h 21mAmerican Airlines
Deal found 9/10$550
This American Airlines deal was found by Cheapflights users on 9/9. 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 12/313:27 pmGNV - SJU
2 stops21h 14mAmerican Airlines
Tue 1/69:20 amSJU - GNV
1 stop15h 44mAmerican Airlines
Deal found 9/9$554
This American Airlines deal was found by Cheapflights users on 9/9. 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 12/293:27 pmGNV - SJU
2 stops21h 14mAmerican Airlines
Tue 1/69:20 amSJU - GNV
1 stop15h 44mAmerican Airlines
Deal found 9/9$555

Cheapflights Fare Finder

 
Customize your flight search to find flights from Gainesville 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 September 11, 2025.
Use the filters below to find and compare flights from Gainesville to Caribbean that are best for you.

Fly from

Gainesville

Fly to

Caribbean

Route

Depart

Return

Price

GainesvilleSantiago de los Caballeros

GNV - STI

GNVSTI

Gainesville Regional

Tue 3/10

10:20 am-11:27 pm

2 stops13h 07m

Santiago de los Caballeros

Thu 3/12

1:33 pm-9:26 am

2 stops19h 53m

$452

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Sat 2/14

8:02 pm-11:45 am

1 stop14h 43m

San Juan Luis Munoz Marin Intl

Sat 2/21

6:50 pm-11:02 pm

1 stop5h 12m

$455

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Wed 12/31

4:59 pm-3:46 pm

2 stops21h 47m

San Juan Luis Munoz Marin Intl

Wed 1/7

7:15 am-12:08 am

2 stops17h 53m

$514

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Tue 12/30

3:16 pm-11:16 pm

1 stop7h 00m

San Juan Luis Munoz Marin Intl

Tue 1/6

7:30 am-1:30 pm

1 stop7h 00m

$525

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Fri 9/26

6:13 am-11:11 am

1 stop4h 58m

San Juan Luis Munoz Marin Intl

Tue 9/30

12:01 pm-10:21 am

2 stops22h 20m

$525

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Wed 12/31

12:00 pm-11:16 pm

1 stop10h 16m

San Juan Luis Munoz Marin Intl

Tue 1/6

7:30 am-1:30 pm

1 stop7h 00m

$525

GainesvilleNassau

GNV - NAS

GNVNAS

Gainesville Regional

Tue 12/23

8:02 pm-11:18 am

2 stops15h 16m

Nassau Intl

Sat 12/27

6:45 pm-11:59 pm

1 stop5h 14m

$526

GainesvilleSaint Thomas Island

GNV - STT

GNVSTT

Gainesville Regional

Thu 10/16

7:44 pm-10:50 am

1 stop15h 06m

Saint Thomas Island Cyril E King

Thu 10/23

5:20 pm-10:09 am

2 stops16h 49m

$539

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Thu 1/1

12:00 pm-9:10 pm

1 stop8h 10m

San Juan Luis Munoz Marin Intl

Tue 1/6

7:30 am-1:30 pm

1 stop7h 00m

$550

GainesvilleWillemstad

GNV - CUR

GNVCUR

Gainesville Regional

Sat 10/25

4:21 pm-1:17 pm

2 stops20h 56m

Willemstad Hato Int.

Sat 11/1

4:34 pm-11:55 pm

1 stop7h 21m

$550

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 37 results
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Best time to book a flight from Gainesville to Caribbean

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

What is the cheapest month to book a flight from Gainesville to Caribbean?

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

Find hourly flight availability from Gainesville 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 September 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Gainesville to Caribbean as you normally would.

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 September 11, 2025.
Read through reviews of airlines operating flights from Gainesville to Caribbean, such as Delta and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

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

    If you book a flight to Caribbean from Gainesville, you will be flying from Gainesville Regional, which is the city’s only airport. Gainesville Regional (GNV) is located 4.2 mi from the center of Gainesville.

  • How long is the flight from Gainesville to Caribbean?

    A quick flight from Gainesville to Caribbean can take about 13h 07m. Delta provides one of the quickest options available for as low as $452. The distance between Gainesville and Caribbean is about 1019 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Gainesville to Caribbean?

    When deciding which route to take from Gainesville to Caribbean consider Gainesville Regional - San Juan Luis Munoz Marin Intl, Gainesville Regional - Saint Thomas Island Cyril E King or Gainesville Regional - Montego Bay Sangster Intl as they are the most popular.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Gainesville 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 Gainesville to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Gainesville to Caribbean (average of $254). Flying from Gainesville to Caribbean 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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See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Gainesville to Caribbean

Discover the top 2 airlines that operate flights from Gainesville 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$334Average$556FlexibilityNo cancel feeOn-time71%
DeltaCheapest$360Average$430FlexibilityNo cancel feeOn-timeN/A

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