$233 Find Cheap Flights from Gainesville to Caribbean Islands

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 Islands departing on 12/31. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Gainesville to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Gainesville to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Gainesville to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$524
Montego Bay
Montego Bay1 stop$561
Nassau
Nassau1 stop$475
Simpson Bay
Simpson Bay1 stop$704
Kingston
Kingston1 stop$651
Bridgetown
Bridgetown2 stops$546
Punta Cana
Punta Cana1 stop$524
Montego Bay
Montego Bay1 stop$561
Nassau
Nassau1 stop$475
Simpson Bay
Simpson Bay1 stop$704
Kingston
Kingston1 stop$651
Bridgetown
Bridgetown2 stops$546

Book Cheap Gainesville to Caribbean Islands 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 Islands 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 Islands

Wed, Oct 15 - Mon, Oct 20
American Airlines Logo
6:00 am - 12:44 pmGNV-SJU
6h 44m1 stop
American Airlines Logo
7:00 pm - 10:09 amSJU-GNV
15h 09m2 stops
$405American Airlines
Find Deal
Sun, Dec 7 - Sat, Dec 13
American Airlines Logo
8:00 pm - 1:01 pmGNV-SJU
16h 01m1 stop
American Airlines Logo
8:18 am - 7:33 pmSJU-GNV
12h 15m1 stop
$430American Airlines
Find Deal
Sat, Feb 14 - Sat, Feb 21
American Airlines Logo
8:02 pm - 1:30 pmGNV-SJU
16h 28m1 stop
American Airlines Logo
4:50 pm - 11:02 pmSJU-GNV
7h 12m1 stop
$455American Airlines
Find Deal
Sun, Dec 7 - Sat, Dec 13
American Airlines Logo
8:00 pm - 11:59 amGNV-SJU
14h 59m2 stops
American Airlines Logo
8:18 am - 10:35 pmSJU-GNV
15h 17m1 stop
$470American Airlines
Find Deal
Tue, Dec 30 - Wed, Dec 31
Delta Logo
6:00 am - 11:09 amGNV-NAS
5h 09m1 stop
Delta Logo
3:56 pm - 8:43 pmNAS-GNV
4h 47m1 stop
$475Delta
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Mon, Dec 29 - Wed, Dec 31
Delta Logo
6:00 am - 11:09 amGNV-NAS
5h 09m1 stop
Delta Logo
3:56 pm - 8:43 pmNAS-GNV
4h 47m1 stop
$490Delta
Find Deal
Mon, Dec 29 - Thu, Jan 1
Delta Logo
6:00 am - 11:09 amGNV-NAS
5h 09m1 stop
Delta Logo
12:35 pm - 8:43 pmNAS-GNV
8h 08m1 stop
$578Delta
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Sun, Nov 2 - Fri, Nov 7
WestJet Logo
6:35 pm - 3:50 pmGNV-NAS
45h 15m2 stops
WestJet Logo
4:50 pm - 5:33 pmNAS-GNV
24h 43m2 stops
$1,511WestJet
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Tue, Dec 23 - Sat, Dec 27
WestJet Logo
6:00 am - 3:50 pmGNV-NAS
33h 50m2 stops
WestJet Logo
6:15 pm - 11:53 pmNAS-GNV
29h 38m2 stops
$1,583WestJet
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Mon, Dec 29 - Thu, Jan 1
WestJet Logo
6:55 pm - 3:50 pmGNV-NAS
20h 55m2 stops
WestJet Logo
8:30 pm - 6:15 pmNAS-GNV
21h 45m2 stops
$1,588WestJet
Find Deal
Booking Insights

KAYAK's insights & trends for Gainesville to Caribbean Islands flights

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

Can I save money by flying with a layover from Gainesville to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $387, prices are generally cheapest when you fly direct.

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

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

For Gainesville to Caribbean Islands, Sunday is the cheapest day to fly on average and Monday is the most expensive. Flying from Caribbean Islands back to Gainesville, the best deals are generally found on Friday, with Wednesday being 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 13% lower on average.
Flight from Gainesville to San Juan

FAQs - booking Caribbean Islands flights

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

    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 Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Gainesville to Caribbean Islands 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 Islands?

    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 Islands 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 Islands?

    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 Islands 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 Islands?

    The cheapest time of day to fly to Caribbean Islands is generally at night, when round-trip flights cost $373 on average. The most expensive time of day to fly to Caribbean Islands 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 Islands

 
See real verified KAYAK customer reviews for airlines flying from Gainesville to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Gainesville to Caribbean Islands? 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
6.9Entertainment
6.4Food
7.2Comfort
7.5Boarding
8.0Crew
Airline reviews

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

2.0 MediocreSydney, Sep 2025MIA - LAS
Read more American Airlines reviews

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

Internet was a bit expensive and did not work ask that week otherwise a good flight

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

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.

Everything you need to know for your flight to Caribbean Islands

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