$233 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 9/26. 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

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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$473
Montego Bay
Montego Bay2 stops$590
Nassau
Nassau1 stop$456
Kingston
Kingston1 stop$867
Bridgetown
Bridgetown2 stops$876
St. John's
St. John's1 stop$674
Punta Cana
Punta Cana1 stop$473
Montego Bay
Montego Bay2 stops$590
Nassau
Nassau1 stop$456
Kingston
Kingston1 stop$867
Bridgetown
Bridgetown2 stops$876
St. John's
St. John's1 stop$674

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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Gainesville to Caribbean

Wed, Nov 5 - Tue, Nov 11
American Airlines Logo
6:00 am - 12:05 pmGNV-SJU
5h 05m1 stop
American Airlines Logo
6:00 am - 5:49 pmSJU-GNV
12h 49m2 stops
$365American Airlines
Find Deal
Sun, Sep 14 - Sat, Sep 20
Delta Logo
10:00 am - 4:31 pmGNV-SJU
6h 31m1 stop
Delta Logo
7:30 am - 1:24 pmSJU-GNV
5h 54m1 stop
$430Delta
Find Deal
Mon, Oct 6 - Thu, Oct 9
American Airlines Logo
6:00 am - 5:47 pmGNV-NAS
11h 47m1 stop
American Airlines Logo
11:00 am - 7:19 pmNAS-GNV
8h 19m1 stop
$456American Airlines
Find Deal
Mon, Oct 6 - Thu, Oct 9
American Airlines Logo
7:44 pm - 11:19 amGNV-NAS
15h 35m2 stops
American Airlines Logo
12:20 pm - 11:55 pmNAS-GNV
11h 35m1 stop
$460American Airlines
Find Deal
Wed, Jan 7 - Wed, Jan 14
Delta Logo
6:00 am - 12:40 pmGNV-PUJ
5h 40m1 stop
Delta Logo
3:45 pm - 10:28 pmPUJ-GNV
7h 43m1 stop
$473Delta
Find Deal
Thu, Oct 16 - Thu, Oct 23
American Airlines Logo
7:44 pm - 4:05 pmGNV-STT
20h 21m2 stops
American Airlines Logo
5:20 pm - 11:55 pmSTT-GNV
6h 35m1 stop
$479American Airlines
Find Deal
Fri, Oct 31 - Wed, Nov 5
American Airlines Logo
6:00 am - 1:11 pmGNV-NAS
7h 11m1 stop
American Airlines Logo
3:15 pm - 11:50 pmNAS-GNV
8h 35m1 stop
$481American Airlines
Find Deal
Fri, Sep 19 - Wed, Sep 24
WestJet Logo
10:10 am - 8:57 amGNV-PUJ
22h 47m2 stops
WestJet Logo
12:25 pm - 6:21 pmPUJ-GNV
29h 56m2 stops
$1,539WestJet
Find Deal
Wed, Oct 15 - Wed, Oct 22
WestJet Logo
7:07 pm - 11:41 amGNV-MBJ
17h 34m2 stops
WestJet Logo
10:30 am - 12:47 pmMBJ-GNV
25h 17m2 stops
$1,621WestJet
Find Deal
Tue, Dec 23 - Sat, Dec 27
WestJet Logo
10:10 am - 3:50 pmGNV-NAS
29h 40m2 stops
WestJet Logo
6:15 pm - 9:23 amNAS-GNV
39h 08m2 stops
$1,631WestJet
Find Deal
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.

What’s the cheapest day of the week to fly from Gainesville to Caribbean?

The average price of all round-trip flights from Gainesville to Caribbean clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Gainesville to Caribbean, look for departures on Sundays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Caribbean, Friday is the cheapest day to fly and Wednesday is the most expensive.

Good to know

Low seasonMarch
Cheapest flight$233
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 14% 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.

  • What is the cheapest time of day to fly to Caribbean?

    The cheapest time of day to fly to Caribbean is generally at night, when round-trip flights cost $373 on average. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is $500.

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 10000 reviews
8.0Crew
7.5Boarding
6.5Food
7.2Comfort
6.9Entertainment
Airline reviews

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

8.0 ExcellentKimber, Jul 2025JAX - DFW
Read more American Airlines reviews

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

The plane was broken so we had to change planes.

Food was terrible, all served at once, poor quality . Wine and bread offered only once.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

No entertainment yatem in flight at seat 51H. Would not shut down either leaving a self moving and openin and changing menus with changes in colors,images brightness levels sort of the type when you get sleep deprivation and image overload when being tortured during an interrogation. 8 hours worth of it. Unable to place backpack underneath seat on that chair. One female stewardess was excellent as she gave up her carryon's space for my backpack but the rest of the iberia crew were very sharp an chtting during the whole flight. The plane did not have hot water so nobody had coffee nor tea. The plane was not up to par to be flying.

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

The delays and cancellations kept me stuck in Miami for an additional 24 hours, and the whole thing seemed extremely disorganized

The chicken adobo was a little too spicy but good otherwise. My personal opinion. Movie selection could be improved, too many horror movies. Could add a few more chick flicks! The flight was bumpy at times. We arrived a little early too! Flight attendants friendly.

really bad they refused to check in luggages that I had purchased, even showing them the transaction receipt from british airways app the staff in miami was MEDIOCRE

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

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