HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$199+ 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 4/20. Fares are subject to change and may not be available on all flights or dates of travel.
GNV — SJU
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Gainesville 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.

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 October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/30. 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 12/48:00 pmGNV - SJU
2 stops14h 59mAmerican Airlines
Mon 12/82:36 pmSJU - GNV
1 stop10h 22mAmerican Airlines
Deal found 10/30$465
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/176:28 amGNV - SJU
1 stop6h 10mAmerican Airlines
Tue 12/211:00 amSJU - GNV
1 stop13h 59mAmerican Airlines
Deal found 10/30$485
This Delta deal was found by Cheapflights users on 10/28. 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 12/233:11 pmGNV - NAS
1 stop6h 33mDelta
Sat 12/2712:33 pmNAS - GNV
1 stop5h 42mDelta
Deal found 10/28$500
This American Airlines deal was found by Cheapflights users on 10/28. 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 11/66:00 amGNV - SJU
1 stop5h 05mAmerican Airlines
Tue 11/187:15 amSJU - GNV
1 stop9h 29mAmerican Airlines
Deal found 10/28$505
This American Airlines deal was found by Cheapflights users on 10/28. 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 12/126:00 amGNV - NAS
1 stop11h 55mAmerican Airlines
Wed 12/173:15 pmNAS - GNV
1 stop8h 43mAmerican Airlines
Deal found 10/28$515
This American Airlines deal was found by Cheapflights users on 10/28. 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 11/204:47 pmGNV - STX
2 stops24h 05mAmerican Airlines
Mon 11/246:42 pmSTX - GNV
2 stops19h 45mAmerican Airlines
Deal found 10/28$519
This American Airlines deal was found by Cheapflights users on 10/28. 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 11/126:45 pmGNV - SJU
2 stops16h 20mAmerican Airlines
Sun 11/166:42 pmSJU - GNV
1 stop6h 17mAmerican Airlines
Deal found 10/28$525
This American Airlines deal was found by Cheapflights users on 10/28. 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 12/126:00 amGNV - PUJ
1 stop8h 48mAmerican Airlines
Fri 12/195:23 pmPUJ - GNV
1 stop7h 36mAmerican Airlines
Deal found 10/28$526
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Sat 12/68:00 pmGNV - STT
1 stop14h 41mAmerican Airlines
Tue 12/94:16 pmSTT - GNV
1 stop8h 42mAmerican Airlines
Deal found 10/30$539
This American Airlines deal was found by Cheapflights users on 10/28. 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 17mAmerican Airlines
Sat 12/275:15 pmNAS - GNV
1 stop5h 25mAmerican Airlines
Deal found 10/28$554
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Wed 11/54:59 pmGNV - SJU
2 stops16h 18mAmerican Airlines
Thu 11/62:47 pmSJU - GNV
1 stop10h 12mAmerican Airlines
Deal found 10/29$560
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Sat 12/138:00 pmGNV - MBJ
1 stop16h 55mAmerican Airlines
Sat 12/2011:07 amMBJ - GNV
1 stop12h 52mAmerican Airlines
Deal found 10/29$561

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 October 30, 2025.

Round-trip from

$365
(American Airlines)

One-way from

$199
(American Airlines)

Popular in

October

Cheapest in

March

Average price

$625
From Gainesville Regional to Caribbean
Search Deals
One-way flight from Gainesville Regional to Caribbean
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 30, 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

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Mon 4/27

4:59 pm-10:54 pm

1 stop5h 55m

San Juan Luis Munoz Marin Intl

Wed 4/29

6:15 am-4:06 pm

1 stop9h 51m

$405

GainesvilleSantiago de los Caballeros

GNV - STI

GNVSTI

Gainesville Regional

Tue 3/10

7:05 pm-12:08 pm

2 stops17h 03m

Santiago de los Caballeros

Thu 3/12

1:33 pm-9:26 am

2 stops19h 53m

$452

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Thu 12/4

8:00 pm-11:59 am

2 stops14h 59m

San Juan Luis Munoz Marin Intl

Mon 12/8

2:36 pm-11:58 pm

1 stop10h 22m

$465

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Mon 4/27

5:58 pm-10:35 am

1 stop16h 37m

San Juan Luis Munoz Marin Intl

Wed 4/29

3:50 pm-10:43 am

2 stops18h 53m

$473

GainesvilleNassau

GNV - NAS

GNVNAS

Gainesville Regional

Sun 1/11

6:35 am-12:12 pm

1 stop5h 37m

Nassau Intl

Fri 1/16

2:22 pm-11:30 pm

1 stop9h 08m

$475

GainesvilleSaint Thomas Island

GNV - STT

GNVSTT

Gainesville Regional

Mon 1/26

5:00 pm-5:05 pm

2 stops23h 05m

Saint Thomas Island Cyril E King

Sun 2/1

6:39 pm-12:30 pm

2 stops18h 51m

$479

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Mon 11/17

6:28 am-1:38 pm

1 stop6h 10m

San Juan Luis Munoz Marin Intl

Tue 12/2

11:00 am-11:59 pm

1 stop13h 59m

$485

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Tue 11/18

6:28 am-5:52 pm

2 stops10h 24m

San Juan Luis Munoz Marin Intl

Tue 12/2

11:00 am-11:59 pm

1 stop13h 59m

$485

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Wed 11/19

6:00 am-1:43 pm

1 stop6h 43m

San Juan Luis Munoz Marin Intl

Tue 12/2

11:00 am-11:59 pm

1 stop13h 59m

$485

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Fri 2/20

6:30 am-9:35 pm

2 stops14h 05m

San Juan Luis Munoz Marin Intl

Tue 2/24

8:19 am-9:31 pm

2 stops14h 12m

$495

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 40 results
1
2
3
4

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, March is the cheapest month in which you can book a flight from Gainesville to Caribbean (average of $78). Flying from Gainesville to Caribbean in July is currently the most expensive (average of $119). 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 October 30, 2025.

It’s typically best to fly out from Gainesville to Caribbean at noon. Doing so could potentially save you 33% on the flight price compared to flying in the morning, which is usually more expensive.

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 October 30, 2025.
Read through reviews of airlines operating flights from Gainesville to Caribbean, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,034 reviews

Boarding

7.5

Crew

8.0

Overall

7.2

Food

6.4

Comfort

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
American Airlines
7.2
Good
11,034 reviews
American Airlines
7.2
Good
11,034 reviews

Boarding

7.5

Crew

8.0

Overall

7.2

Food

6.4

Comfort

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

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 5h 55m. Delta provides one of the quickest options available for as low as $405. The distance between Gainesville and Caribbean is about 1284 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 - Nassau Intl, Gainesville Regional - San Juan Luis Munoz Marin Intl or Gainesville Regional - Willemstad Hato Int. 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, March is the cheapest month in which you can book a flight from Gainesville to Caribbean (average of $78). Flying from Gainesville to Caribbean in July is currently the most expensive (average of $119). 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 Gainesville to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Fort Lauderdale to Newark flights
Fort Lauderdale to John F Kennedy Intl flights
Orlando to John F Kennedy Intl flights
Miami to John F Kennedy Intl flights
Miami to Newark flights
Fort Lauderdale to LaGuardia flights
Tampa to John F Kennedy Intl flights
Tampa to LaGuardia flights
Orlando to Luis Munoz Marin Intl flights
Miami to LaGuardia flights
Orlando to Newark flights
Orlando to LaGuardia flights
Tampa to Newark flights
Orlando to Las Vegas flights
Fort Lauderdale to Dallas/Fort Worth flights
Miami to Madrid flights
Miami to Jose Maria Cordova Intl flights
Orlando to Denver flights
Miami to Denver flights
West Palm Beach to John F Kennedy Intl flights
Fort Lauderdale to Atlanta flights
Orlando to Los Angeles flights
Orlando to Dallas/Fort Worth flights
Fort Lauderdale to Las Vegas flights
Fort Lauderdale to Jose Maria Cordova Intl flights
Miami to Mexico City flights
West Palm Beach to Newark flights
Orlando to Cancún flights
Miami to Ministro Pistarini flights
Tampa to Boston flights
Miami to Dallas/Fort Worth flights
Tampa to Dallas/Fort Worth flights
Tampa to Denver flights
Tampa to Las Vegas flights
Orlando to Reagan-National flights
Orlando to Dulles Intl flights
Fort Lauderdale to Los Angeles flights
Miami to Atlanta flights
Miami to Los Angeles flights
Tampa to Luis Munoz Marin Intl flights
Orlando to Seattle flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Miami to Las Vegas flights
West Palm Beach to LaGuardia flights
Fort Lauderdale to O'Hare Intl flights
Miami to Cancún flights
Miami to Reagan-National flights
Fort Lauderdale to Denver flights
Tampa to O'Hare Intl flights
Jacksonville to LaGuardia flights

Top airline flying from Gainesville to Caribbean

Discover the top airline 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$334Average$506FlexibilityNo 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.