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$233+ 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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
GNV — SJU
Jan 3 — Jan 101
Sat 1/3
Sat 1/10
1 adult, Economy
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Cheap 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 December 4, 2025.

This American Airlines deal was found by Cheapflights users on 12/3. 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.
Mon 12/156:40 pmGNV - SJU
2 stops14h 29mAmerican Airlines
Tue 12/163:10 pmSJU - GNV
1 stop9h 29mAmerican Airlines
Deal found 12/3$560
This Delta deal was found by Cheapflights users on 12/2. 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 12/2$574
This American Airlines deal was found by Cheapflights users on 12/1. 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 12/176:00 amGNV - SJU
1 stop6h 30mAmerican Airlines
Sun 12/2112:47 pmSJU - GNV
1 stop12h 12mAmerican Airlines
Deal found 12/1$575
This American Airlines deal was found by Cheapflights users on 12/2. 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 12/276:45 pmNAS - GNV
2 stops16h 07mAmerican Airlines
Deal found 12/2$584
This Delta deal was found by Cheapflights users on 12/3. 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.
Mon 12/153:41 pmGNV - SJU
1 stop6h 39mDelta
Wed 12/177:00 amSJU - GNV
1 stop6h 58mDelta
Deal found 12/3$585
This American Airlines deal was found by Cheapflights users on 12/2. 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 12/126:30 amGNV - NAS
1 stop7h 25mAmerican Airlines
Wed 12/173:15 pmNAS - GNV
1 stop8h 43mAmerican Airlines
Deal found 12/2$618
This American Airlines deal was found by Cheapflights users on 12/1. 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 12/316:30 amGNV - SJU
1 stop14h 21mAmerican Airlines
Thu 1/85:51 pmSJU - GNV
1 stop7h 06mAmerican Airlines
Deal found 12/1$625
This Delta deal was found by Cheapflights users on 12/2. 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 12/76:00 amGNV - SJU
1 stop5h 45mDelta
Sat 12/137:00 amSJU - GNV
1 stop8h 56mDelta
Deal found 12/2$630
This American Airlines deal was found by Cheapflights users on 12/3. 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.
Mon 12/156:00 amGNV - SJU
1 stop4h 59mAmerican Airlines
Wed 12/1712:49 pmSJU - GNV
2 stops11h 44mAmerican Airlines
Deal found 12/3$655
This Delta deal was found by Cheapflights users on 12/2. 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 12/156:00 amGNV - MBJ
1 stop8h 13mDelta
Tue 12/238:00 amMBJ - GNV
1 stop6h 16mDelta
Deal found 12/2$682
This American Airlines deal was found by Cheapflights users on 12/2. 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 12/156:40 pmGNV - MBJ
2 stops18h 20mAmerican Airlines
Tue 12/2311:07 amMBJ - GNV
2 stops11h 30mAmerican Airlines
Deal found 12/2$687
This Delta deal was found by Cheapflights users on 12/2. 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 12/176:00 amGNV - MBJ
1 stop7h 04mDelta
Mon 12/228:00 amMBJ - GNV
1 stop6h 35mDelta
Deal found 12/2$707

Find flight deals from Gainesville to Caribbean

Keep the following information in mind while searching for Gainesville to Caribbean flight deals. Data was last updated December 4, 2025.

Round-trip from

$390
(American Airlines)

One-way from

$233
(Delta)

Popular in

October

Cheapest in

March

Average price

$589
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 ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($15 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 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 4, 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

Sat 1/31

7:00 pm-10:48 am

1 stop14h 48m

San Juan Luis Munoz Marin Intl

Sat 2/7

5:51 pm-11:57 pm

1 stop7h 06m

$390

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Sat 1/24

1:15 pm-11:45 pm

1 stop9h 30m

San Juan Luis Munoz Marin Intl

Tue 1/27

7:30 am-12:26 pm

1 stop5h 56m

$390

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Sun 1/4

8:02 pm-9:35 am

2 stops12h 33m

San Juan Luis Munoz Marin Intl

Wed 2/4

1:24 pm-11:57 pm

1 stop11h 33m

$393

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Sun 1/11

2:12 pm-11:45 pm

1 stop8h 33m

San Juan Luis Munoz Marin Intl

Fri 1/16

6:15 am-1:26 pm

1 stop8h 11m

$405

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Wed 2/4

6:35 am-8:50 pm

1 stop13h 15m

San Juan Luis Munoz Marin Intl

Mon 2/9

5:51 pm-11:57 pm

1 stop7h 06m

$405

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Mon 1/12

6:00 am-1:05 pm

1 stop6h 05m

San Juan Luis Munoz Marin Intl

Fri 1/16

6:15 am-1:26 pm

1 stop8h 11m

$405

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Sun 1/11

6:48 pm-12:30 pm

2 stops16h 42m

San Juan Luis Munoz Marin Intl

Sat 1/17

6:00 am-3:57 pm

2 stops10h 57m

$430

GainesvillePunta Cana

GNV - PUJ

GNVPUJ

Gainesville Regional

Mon 2/23

10:13 am-4:41 pm

1 stop5h 28m

Punta Cana

Wed 2/25

3:05 pm-9:24 am

2 stops19h 19m

$478

GainesvilleProvidenciales

GNV - PLS

GNVPLS

Gainesville Regional

Mon 5/4

6:00 am-2:30 pm

1 stop8h 30m

Providenciales

Fri 5/8

3:50 pm-10:29 pm

1 stop6h 39m

$494

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Sat 1/24

6:35 am-6:22 pm

2 stops10h 47m

San Juan Luis Munoz Marin Intl

Tue 1/27

6:00 am-6:33 pm

2 stops13h 33m

$499

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/3

Showing 1-10 of 38 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, 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 December 4, 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 December 4, 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
11,047 reviews

Overall

7.2

Food

6.5

Boarding

7.5

Crew

8.0

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
11,047 reviews
American Airlines
7.2
Good
11,047 reviews

Overall

7.2

Food

6.5

Boarding

7.5

Crew

8.0

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 9h 30m. American Airlines provides one of the quickest options available for as low as $390. 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 - San Juan Luis Munoz Marin Intl, Gainesville Regional - Nassau Intl or Gainesville Regional - Christiansted Henry Rohlsen 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

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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 December 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$334Average$571FlexibilityNo cancel feeOn-time71%

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