$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 3/7. 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 Cana2 stops$2,539
Montego Bay
Montego Bay1 stop$552
Nassau
Nassau1 stop$502
Saint Thomas Island
Saint Thomas Island1 stop$560
Kingston
Kingston1 stop$644
Simpson Bay
Simpson Bay1 stop$572
Bridgetown
Bridgetown1 stop$577
St. John's
St. John's2 stops$628
Punta Cana
Punta Cana2 stops$2,539
Montego Bay
Montego Bay1 stop$552
Nassau
Nassau1 stop$502
Saint Thomas Island
Saint Thomas Island1 stop$560
Kingston
Kingston1 stop$644
Simpson Bay
Simpson Bay1 stop$572
Bridgetown
Bridgetown1 stop$577
St. John's
St. John's2 stops$628

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

Sat, May 30 - Thu, Jun 4
American Airlines Logo
6:00 am - 10:55 am
GNV
-
SJU
4h 55m
1 stop
American Airlines Logo
6:00 am - 10:37 pm
SJU
-
GNV
16h 37m
2 stops
$421American Airlines
Sat, May 30 - Thu, Jun 4
American Airlines Logo
6:00 am - 10:55 am
GNV
-
SJU
4h 55m
1 stop
American Airlines Logo
7:20 am - 10:37 pm
SJU
-
GNV
15h 17m
1 stop
$462American Airlines
Wed, May 27 - Sun, May 31
American Airlines Logo
6:00 am - 9:29 am
GNV
-
NAS
3h 29m
1 stop
American Airlines Logo
2:34 pm - 9:02 am
NAS
-
GNV
18h 28m
2 stops
$502American Airlines
Sat, May 30 - Thu, Jun 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
$518American Airlines
Sun, Feb 1 - Thu, Feb 5
Delta Logo
1:15 pm - 8:58 pm
GNV
-
SJU
6h 43m
1 stop
Delta Logo
7:30 am - 12:26 pm
SJU
-
GNV
5h 56m
1 stop
$546Delta
Sun, Feb 15 - Wed, Feb 18
Delta Logo
6:00 am - 3:04 pm
GNV
-
STT
8h 04m
1 stop
Delta Logo
1:50 pm - 10:34 pm
STT
-
GNV
9h 44m
1 stop
$606Delta
Mon, Apr 27 - Wed, May 6
Delta Logo
6:00 am - 3:16 pm
GNV
-
STT
9h 16m
1 stop
Delta Logo
1:15 pm - 10:39 pm
STT
-
GNV
9h 24m
1 stop
$624Delta
Thu, Feb 5 - Fri, Feb 6
WestJet Logo
6:00 am - 7:25 pm
GNV
-
NAS
13h 25m
2 stops
WestJet Logo
4:50 pm - 4:45 pm
NAS
-
GNV
23h 55m
2 stops
$1,505WestJet
Sat, Feb 28 - Wed, Mar 4
WestJet Logo
5:30 pm - 3:30 pm
GNV
-
KIN
46h 00m
2 stops
WestJet Logo
4:30 pm - 10:34 pm
KIN
-
GNV
30h 04m
2 stops
$1,584WestJet
Fri, Apr 24 - Sun, Apr 26
WestJet Logo
6:00 am - 3:40 pm
GNV
-
NAS
9h 40m
2 stops
WestJet Logo
11:15 am - 1:07 pm
NAS
-
GNV
25h 52m
2 stops
$2,759WestJet
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 American Airlines ($421) and Delta ($560).

Find deals

Good to know

Low seasonNovember
Cheapest flight$243
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly and prices are also 9% 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 11160 reviews
8.0Crew
7.5Boarding
6.9Entertainment
6.4Food
7.2Comfort
Airline reviews

Little warm on the plane and delayed for an hour

8.0 ExcellentHoward, Jan 2026
FLL - ORD
Read more American Airlines reviews

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.

My last flight on 25 Dec, it’s Christmas Day, everyone happy and very good mood. I really enjoy traveling with Americans Airlines from Miami to Minneapolis my home town after long flight from lhe to Doha then Miami. Thank you again to make my travels comfortable and relaxed. Best regards

I don’t know who decides what food to serve on these flights but I would be so embarrassed if I served this to anyone and call it food…

For whatever reason, the flight was not catered -we were told it would be a 45 minute delay waiting for catering - so no food. There were opened candy and peanuts in the seatback pocket. Flight landed early in DFW but due to the assigned gate not being available, we sat on the ground for 30 minutes waiting for the gate to open - making the flight actually arrive at the gate late.

Experience was good, however I had a delay due to weather happening and had to re purchase a seat on a new plane for a higher price (could be my own issue and misunderstanding) but other than that situation. First time flyer (by myself) was terrific!! The last from ORD to ALO didn't have wifi, but it was only 45 minutes so I'm sure that was part of the reason. Overall my experience was great! Next time I will remember to buy tickets with longer layovers. The delays really saved my overall anxiety. :)

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

Gainesville (GNV)