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Caribbean Islands

$278+ Cheap flights from Gainesville (GNV) 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 2/16. Fares are subject to change and may not be available on all flights or dates of travel.
GNV — SJU
Jan 15 — Jan 221
Thu 1/15
Thu 1/22
1 adult, Economy
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Cheap flight deals from Gainesville to Caribbean Islands

Cheapest flights from Gainesville to Caribbean Islands
Explore the most affordable flight options available from Gainesville to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 16, 2025.

This Delta deal was found by Cheapflights users on 12/16. 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 12/236:00 amGNV - NAS
1 stop5h 08mDelta
Tue 12/308:10 amNAS - GNV
1 stop6h 06mDelta
Deal found 12/16$622
This Delta deal was found by Cheapflights users on 12/16. 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 12/236:00 amGNV - NAS
1 stop9h 03mDelta
Sat 12/2712:33 pmNAS - GNV
1 stop11h 26mDelta
Deal found 12/16$647
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/236:00 amGNV - SJU
1 stop14h 11mAmerican Airlines
Mon 12/298:25 amSJU - GNV
1 stop9h 07mAmerican Airlines
Deal found 12/16$665
This American Airlines deal was found by Cheapflights users on 12/15. 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 12/298:02 pmGNV - SJU
1 stop16h 52mAmerican Airlines
Tue 1/62:31 pmSJU - GNV
1 stop10h 26mAmerican Airlines
Deal found 12/15$685
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/2712:02 pmNAS - GNV
1 stop11h 57mAmerican Airlines
Deal found 12/16$701
This American Airlines deal was found by Cheapflights users on 12/15. 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 12/2311:23 amGNV - SJU
2 stops23h 34mAmerican Airlines
Tue 1/62:31 pmSJU - GNV
1 stop10h 26mAmerican Airlines
Deal found 12/15$705
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/266:00 amGNV - SJU
1 stop4h 57mAmerican Airlines
Tue 1/66:00 amSJU - GNV
1 stop18h 57mAmerican Airlines
Deal found 12/16$706
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/236:30 amGNV - NAS
1 stop5h 42mAmerican Airlines
Tue 12/307:49 amNAS - GNV
2 stops11h 48mAmerican Airlines
Deal found 12/16$732
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/246:00 amGNV - SJU
1 stop8h 55mAmerican Airlines
Tue 12/308:25 amSJU - GNV
1 stop12h 12mAmerican Airlines
Deal found 12/16$755
This American Airlines deal was found by Cheapflights users on 12/16. 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
Fri 1/25:24 amSJU - GNV
1 stop19h 35mAmerican Airlines
Deal found 12/16$768
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/3111:23 amGNV - SJU
2 stops11h 11mAmerican Airlines
Sun 1/44:38 pmSJU - GNV
1 stop8h 21mAmerican Airlines
Deal found 12/16$775
This American Airlines deal was found by Cheapflights users on 12/15. 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 stop14h 11mAmerican Airlines
Tue 1/62:31 pmSJU - GNV
1 stop10h 26mAmerican Airlines
Deal found 12/15$785

Find flight deals from Gainesville to Caribbean Islands

Keep the following information in mind while searching for Gainesville to Caribbean Islands flight deals. Data was last updated December 16, 2025.

Round-trip from

$405
(Delta)

One-way from

$278
(Delta)

Popular in

December

Cheapest in

January

Average price

$630
From Gainesville Regional to Caribbean Islands
Search Deals
One-way flight from Gainesville Regional to Caribbean Islands
Search Deals
High demand for flights, 5% potential price rise
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 December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Gainesville 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 December 16, 2025.
Use the filters below to find and compare flights from Gainesville to Caribbean Islands that are best for you.

Fly from

Gainesville

Fly to

Caribbean Islands

Route

Depart

Return

Price

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Mon 5/4

1:10 pm-8:06 pm

1 stop6h 56m

San Juan Luis Munoz Marin Intl

Thu 5/7

6:15 am-12:23 pm

1 stop6h 08m

$405

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Sun 2/15

6:00 am-6:08 pm

1 stop11h 08m

San Juan Luis Munoz Marin Intl

Sun 2/22

7:00 am-11:57 pm

1 stop17h 57m

$424

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Thu 1/15

5:00 pm-10:48 am

2 stops16h 48m

San Juan Luis Munoz Marin Intl

Mon 1/19

7:12 pm-11:57 pm

1 stop5h 45m

$485

GainesvilleNassau

GNV - NAS

GNVNAS

Gainesville Regional

Sun 1/11

6:35 am-1:22 pm

1 stop6h 47m

Nassau Intl

Fri 1/16

11:58 am-11:57 pm

1 stop11h 59m

$505

GainesvilleNassau

GNV - NAS

GNVNAS

Gainesville Regional

Thu 1/29

6:35 am-1:22 pm

1 stop6h 47m

Nassau Intl

Thu 2/5

11:58 am-11:57 pm

1 stop11h 59m

$515

GainesvilleWillemstad

GNV - CUR

GNVCUR

Gainesville Regional

Wed 1/28

6:00 am-4:45 pm

1 stop9h 45m

Willemstad Hato Int.

Wed 2/4

5:45 pm-11:57 pm

1 stop7h 12m

$518

GainesvilleNassau

GNV - NAS

GNVNAS

Gainesville Regional

Tue 1/20

6:00 am-1:52 pm

1 stop7h 52m

Nassau Intl

Sat 1/24

10:55 am-11:57 pm

1 stop13h 02m

$530

GainesvilleSaint Thomas Island

GNV - STT

GNVSTT

Gainesville Regional

Tue 1/13

6:58 pm-3:56 pm

2 stops19h 58m

Saint Thomas Island Cyril E King

Tue 1/20

6:39 pm-11:57 pm

1 stop6h 18m

$539

GainesvilleSaint Thomas Island

GNV - STT

GNVSTT

Gainesville Regional

Mon 1/26

6:58 pm-3:56 pm

2 stops19h 58m

Saint Thomas Island Cyril E King

Sun 2/1

2:54 pm-12:30 pm

2 stops22h 36m

$539

GainesvilleSaint Thomas Island

GNV - STT

GNVSTT

Gainesville Regional

Sun 1/25

6:00 am-3:56 pm

1 stop8h 56m

Saint Thomas Island Cyril E King

Sun 2/1

2:54 pm-12:30 pm

2 stops22h 36m

$539

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/13

Showing 1-10 of 41 results
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Best time to book a flight from Gainesville to Caribbean Islands

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

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

Currently, March is the cheapest month in which you can book a flight from Gainesville to Caribbean Islands (average of $78). Flying from Gainesville to Caribbean Islands 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 EPX?

Find hourly flight availability from Gainesville 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 December 16, 2025.

It’s typically best to fly out from Gainesville to Caribbean Islands 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 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 December 16, 2025.
Read through reviews of airlines operating flights from Gainesville to Caribbean Islands, such as American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,048 reviews

Entertainment

6.9

Crew

8.0

Overall

7.2

Food

6.5

Boarding

7.5

Comfort

7.2

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
11,048 reviews
American Airlines
7.2
Good
11,048 reviews

Entertainment

6.9

Crew

8.0

Overall

7.2

Food

6.5

Boarding

7.5

Comfort

7.2

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 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 Gainesville to Caribbean Islands?

    Located just 4.2 mi from the city center, Gainesville Regional (GNV) is the airport most travelers will use when flying to Caribbean Islands from Gainesville.

  • How long is the flight from Gainesville to Caribbean Islands?

    A quick flight from Gainesville to Caribbean Islands can take about 6h 56m. Delta provides one of the quickest options available for as low as $405. Gainesville and Caribbean Islands are separated by a distance of 1284 mi. This flight may include one or multiple stops.

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

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

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Gainesville to Caribbean Islands (average of $78). Flying from Gainesville to Caribbean Islands 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

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Top airline flying from Gainesville to Caribbean Islands

Discover the top airline that operate flights from Gainesville 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 December 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$375Average$558FlexibilityNo cancel feeOn-time71%

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