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Caribbean

$273+ 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 2/14. Fares are subject to change and may not be available on all flights or dates of travel.
GNV — SJU
févr. 28 — mars 71
sam. 2/28
sam. 3/7
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 janvier 29, 2026.

This American Airlines deal was found by Cheapflights users on 1/27. 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.
lun. 3/26:00 am
GNV
-
SJU
1 stop4h 56m
American Airlines
ven. 3/64:40 pm
SJU
-
GNV
1 stop8h 19m
American Airlines
Deal found 1/27$426
This American Airlines deal was found by Cheapflights users on 1/28. 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.
ven. 4/177:59 pm
GNV
-
SJU
2 stops14h 54m
American Airlines
ven. 4/2410:03 am
SJU
-
GNV
1 stop13h 48m
American Airlines
Deal found 1/28$451
This American Airlines deal was found by Cheapflights users on 1/27. 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.
lun. 7/209:44 am
GNV
-
SJU
1 stop14h 33m
American Airlines
jeu. 7/2312:39 am
SJU
-
GNV
1 stop16h 09m
American Airlines
Deal found 1/27$456
This American Airlines deal was found by Cheapflights users on 1/27. 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.
jeu. 2/266:00 am
GNV
-
SJU
1 stop8h 49m
American Airlines
dim. 3/86:00 am
SJU
-
GNV
1 stop17h 59m
American Airlines
Deal found 1/27$486
This American Airlines deal was found by Cheapflights users on 1/27. 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.
mer. 3/255:45 pm
GNV
-
SJU
2 stops15h 15m
American Airlines
jeu. 3/2611:46 am
SJU
-
GNV
1 stop12h 13m
American Airlines
Deal found 1/27$491
This American Airlines deal was found by Cheapflights users on 1/27. 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.
mar. 7/145:18 pm
GNV
-
STT
2 stops19h 22m
American Airlines
mar. 7/211:31 pm
STT
-
GNV
2 stops19h 31m
American Airlines
Deal found 1/27$500
This American Airlines deal was found by Cheapflights users on 1/27. 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.
jeu. 3/126:00 am
GNV
-
SJU
1 stop14h 50m
American Airlines
dim. 3/157:11 am
SJU
-
GNV
1 stop16h 48m
American Airlines
Deal found 1/27$506
This American Airlines deal was found by Cheapflights users on 1/28. 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.
jeu. 5/77:59 pm
GNV
-
PUJ
1 stop14h 46m
American Airlines
jeu. 5/144:23 pm
PUJ
-
GNV
1 stop27h 10m
American Airlines
Deal found 1/28$555
This American Airlines deal was found by Cheapflights users on 1/27. 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.
jeu. 2/267:45 pm
GNV
-
STT
2 stops19h 02m
American Airlines
jeu. 3/52:53 pm
STT
-
GNV
2 stops10h 32m
American Airlines
Deal found 1/27$560
This American Airlines deal was found by Cheapflights users on 1/27. 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.
mer. 6/106:00 am
GNV
-
SXM
1 stop9h 31m
American Airlines
mer. 6/174:36 pm
SXM
-
GNV
1 stop7h 23m
American Airlines
Deal found 1/27$567
This Delta deal was found by Cheapflights users on 1/28. 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.
mer. 2/116:00 am
GNV
-
SJU
1 stop7h 31m
Delta
sam. 2/146:15 am
SJU
-
GNV
1 stop11h 09m
Delta
Deal found 1/28$571
This American Airlines deal was found by Cheapflights users on 1/26. 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.
lun. 2/166:00 am
GNV
-
PUJ
1 stop5h 01m
American Airlines
ven. 2/205:41 pm
PUJ
-
GNV
1 stop7h 44m
American Airlines
Deal found 1/26$615

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 janvier 29, 2026.

Round-trip from

$426
(American Airlines)

One-way from

$273
(American Airlines)

Popular in

July

Cheapest in

November

Average price

$460
From Gainesville Regional to Caribbean
Search Deals
One-way flight from Gainesville Regional to Caribbean
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($35 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 janvier 29, 2026.
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

lun. 7/20

6:44 am-11:16 pm

1 stop16h 32m

San Juan Luis Munoz Marin Intl

ven. 7/24

6:00 am-10:37 pm

2 stops16h 37m

$426

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

ven. 4/17

6:05 am-9:24 pm

1 stop15h 19m

San Juan Luis Munoz Marin Intl

ven. 4/24

10:03 am-11:51 pm

1 stop13h 48m

$426

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

lun. 3/2

6:00 am-11:56 am

1 stop4h 56m

San Juan Luis Munoz Marin Intl

ven. 3/6

4:40 pm-11:59 pm

1 stop8h 19m

$426

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

sam. 3/28

7:24 pm-9:00 am

1 stop13h 36m

San Juan Luis Munoz Marin Intl

dim. 4/5

6:00 am-11:59 pm

1 stop17h 59m

$486

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

jeu. 2/26

6:00 am-3:49 pm

1 stop8h 49m

San Juan Luis Munoz Marin Intl

dim. 3/8

6:00 am-11:59 pm

1 stop17h 59m

$486

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

mer. 3/25

5:45 pm-9:00 am

2 stops15h 15m

San Juan Luis Munoz Marin Intl

jeu. 3/26

11:46 am-11:59 pm

1 stop12h 13m

$491

GainesvilleSaint Thomas Island

GNV - STT

GNVSTT

Gainesville Regional

mar. 7/14

6:00 am-12:40 pm

1 stop6h 40m

Saint Thomas Island Cyril E King

mar. 7/21

1:31 pm-9:02 am

2 stops19h 31m

$500

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

jeu. 3/12

6:00 am-8:50 pm

1 stop14h 50m

San Juan Luis Munoz Marin Intl

dim. 3/15

7:11 am-11:59 pm

1 stop16h 48m

$506

GainesvillePunta Cana

GNV - PUJ

GNVPUJ

Gainesville Regional

jeu. 5/7

7:59 pm-10:45 am

1 stop14h 46m

Punta Cana

jeu. 5/14

4:23 pm-7:33 pm

1 stop27h 10m

$555

GainesvilleSaint Thomas Island

GNV - STT

GNVSTT

Gainesville Regional

jeu. 2/26

7:45 pm-3:47 pm

2 stops19h 02m

Saint Thomas Island Cyril E King

jeu. 3/5

2:53 pm-12:25 am

2 stops10h 32m

$560

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 29 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.

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 janvier 29, 2026.
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
11,205 reviews

Comfort

7.2

Crew

8.0

Boarding

7.5

Entertainment

6.9

Overall

7.2

Food

6.4

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.
American Airlines
7.2
Good
11,205 reviews
American Airlines
7.2
Good
11,205 reviews

Comfort

7.2

Crew

8.0

Boarding

7.5

Entertainment

6.9

Overall

7.2

Food

6.4

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.

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 8h 40m. American Airlines provides one of the quickest options available for as low as $715. The distance between Gainesville and Caribbean is about 828 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 - Punta Cana 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 janvier 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$390Average$589FlexibilityNo cancel feeOn-time71%

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