$243 Find Cheap Flights from Gainesville to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Gainesville to Caribbean departing on 3/17. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Gainesville to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$580
Montego Bay
Montego Bay1 stop$492
Nassau
Nassau1 stop$556
Santiago de los Caballeros
Santiago de los Caballeros2 stops$743
Saint Thomas Island
Saint Thomas Island1 stop$570
Kingston
Kingston1 stop$644
Simpson Bay
Simpson Bay1 stop$567
St. John's
St. John's1 stop$672
Punta Cana
Punta Cana1 stop$580
Montego Bay
Montego Bay1 stop$492
Nassau
Nassau1 stop$556
Santiago de los Caballeros
Santiago de los Caballeros2 stops$743
Saint Thomas Island
Saint Thomas Island1 stop$570
Kingston
Kingston1 stop$644
Simpson Bay
Simpson Bay1 stop$567
St. John's
St. John's1 stop$672

Book Cheap Gainesville to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Gainesville to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Gainesville to Caribbean

Wed, May 27 - Mon, Jun 1
American Airlines Logo
6:00 am - 3:48 pm
GNV
-
SJU
9h 48m
1 stop
American Airlines Logo
6:00 am - 10:38 pm
SJU
-
GNV
16h 38m
2 stops
$386American Airlines
Mon, Jul 27 - Tue, Aug 4
American Airlines Logo
7:34 pm - 9:33 am
GNV
-
SJU
13h 59m
2 stops
American Airlines Logo
6:00 am - 10:37 pm
SJU
-
GNV
16h 37m
2 stops
$426American Airlines
Wed, Mar 25 - Wed, Apr 1
American Airlines Logo
6:00 am - 3:25 pm
GNV
-
ELH
9h 25m
1 stop
American Airlines Logo
4:05 pm - 11:59 pm
ELH
-
GNV
7h 54m
1 stop
$439American Airlines
Wed, Mar 25 - Wed, Apr 1
American Airlines Logo
6:00 am - 3:25 pm
GNV
-
ELH
9h 25m
1 stop
American Airlines Logo
2:02 pm - 10:59 am
ELH
-
GNV
20h 57m
2 stops
$444American Airlines
Mon, Mar 9 - Mon, Mar 16
American Airlines Logo
5:45 pm - 9:00 am
GNV
-
SJU
15h 15m
2 stops
American Airlines Logo
9:50 am - 11:59 pm
SJU
-
GNV
14h 09m
1 stop
$446American Airlines
Sun, May 17 - Wed, May 20
Delta Logo
6:40 am - 3:29 pm
GNV
-
MBJ
9h 49m
1 stop
Delta Logo
12:55 pm - 10:44 pm
MBJ
-
GNV
8h 49m
1 stop
$492Delta
Fri, May 15 - Tue, May 19
Delta Logo
6:40 am - 1:16 pm
GNV
-
MBJ
7h 36m
1 stop
Delta Logo
2:40 pm - 10:44 pm
MBJ
-
GNV
7h 04m
1 stop
$517Delta
Sat, Aug 1 - Wed, Aug 5
WestJet Logo
6:00 am - 11:10 am
GNV
-
NAS
29h 10m
2 stops
WestJet Logo
12:00 pm - 4:06 pm
NAS
-
GNV
28h 06m
2 stops
$1,492WestJet
Sun, Apr 19 - Wed, Apr 29
WestJet Logo
2:02 pm - 5:24 pm
GNV
-
MBJ
28h 22m
2 stops
WestJet Logo
12:45 pm - 1:16 pm
MBJ
-
GNV
23h 31m
2 stops
$1,514WestJet
Sun, Aug 2 - Sat, Aug 8
WestJet Logo
7:05 pm - 11:45 am
GNV
-
MBJ
17h 40m
2 stops
WestJet Logo
7:30 pm - 12:23 pm
MBJ
-
GNV
15h 53m
2 stops
$1,587WestJet
Booking Insights

KAYAK's insights & trends for Gainesville to Caribbean flights

Get data-powered insights and trends into flights from Gainesville to Caribbean to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Gainesville to Caribbean?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Gainesville to Caribbean were found on Delta ($386) and American Airlines ($386).

Find deals

Good to know

Low seasonMarch
Cheapest flight$243
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Gainesville to San Juan

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Gainesville to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Gainesville to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Gainesville to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Gainesville to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Gainesville to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Gainesville to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Gainesville to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Gainesville to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Gainesville to Caribbean

 
Need help choosing which airline to fly with from Gainesville to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11258 reviews
6.4Food
7.5Boarding
6.9Entertainment
8.0Crew
7.2Comfort
Airline reviews

Awful. Original flight was delayed 5 hours. Had to to take a connecting flight instead of direct. Had a 4 hour layover. I missed all of my morning meetings getting in 5 hours later than I was supposed to and had to change to take a later flight the next day to get them back in which cia time another $150.

2.0 MediocreSalim, Feb 2026
JAX - PHL
Read more American Airlines reviews

Awful. Original flight was delayed 5 hours. Had to to take a connecting flight instead of direct. Had a 4 hour layover. I missed all of my morning meetings getting in 5 hours later than I was supposed to and had to change to take a later flight the next day to get them back in which cia time another $150.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

Little warm on the plane and delayed for an hour

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

Boarding was organized and timely. Food was mediocre, especially for first class travel.

We were 4+ hours delayed. AA is absolutely obnoxious. They just kept pushing back the time to the point where we did not get into Vegas until after midnight when we were supposed to arrive like 845pm.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

Gainesville (GNV)