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$211 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 5/13. 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.
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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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Best Caribbean Islands Flight Deals from Gainesville

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana1 stop$1,914
Montego Bay
Montego Bay1 stop$535
Nassau
Nassau1 stop$370
Saint Thomas Island
Saint Thomas Island1 stop$555
Santiago de los Caballeros
Santiago de los Caballeros2 stops$780
Kingston
Kingston2 stops$1,451

Cheap Flights from Gainesville to Caribbean Islands

 
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.

Recent round-trip flight deals from Gainesville to Caribbean Islands

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Gainesville to Caribbean Islands.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
Delta Logo
6:00 am - 1:43 pmGNV-NAS
7h 43m1 stop
Delta Logo
5:15 pm - 10:29 pmNAS-GNV
5h 14m1 stop
$370Delta
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Wed, Jul 23 - Tue, Jul 29
Delta Logo
10:20 am - 3:50 pmGNV-NAS
5h 30m1 stop
Delta Logo
5:15 pm - 10:29 pmNAS-GNV
5h 14m1 stop
$395Delta
Find Deal
Thu, Jul 24 - Tue, Jul 29
American Airlines Logo
5:45 pm - 4:30 pmGNV-STX
22h 45m2 stops
American Airlines Logo
5:20 pm - 11:54 pmSTX-GNV
6h 34m1 stop
$419American Airlines
Find Deal
Wed, Jun 4 - Sun, Jun 8
Delta Logo
6:00 am - 11:55 amGNV-NAS
5h 55m1 stop
Delta Logo
5:15 pm - 10:29 pmNAS-GNV
5h 14m1 stop
$441Delta
Find Deal
Fri, Jul 25 - Tue, Jul 29
American Airlines Logo
6:00 am - 3:10 pmGNV-STX
9h 10m1 stop
American Airlines Logo
1:55 pm - 10:42 amSTX-GNV
20h 47m2 stops
$444American Airlines
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Sat, Aug 30 - Tue, Sep 2
American Airlines Logo
9:16 am - 12:08 amGNV-SJU
14h 52m1 stop
American Airlines Logo
8:00 am - 12:05 amSJU-GNV
16h 05m1 stop
$451American Airlines
Find Deal
Mon, Jun 9 - Thu, Jun 12
Delta Logo
6:00 am - 1:43 pmGNV-NAS
7h 43m1 stop
Delta Logo
1:20 pm - 6:26 pmNAS-GNV
5h 06m1 stop
$455Delta
Find Deal
Wed, Jul 23 - Mon, Jul 28
American Airlines Logo
5:45 pm - 2:54 pmGNV-STX
21h 09m2 stops
American Airlines Logo
5:20 pm - 4:21 pmSTX-GNV
23h 01m2 stops
$471American Airlines
Find Deal
Wed, Jun 4 - Sun, Jun 8
WestJet Logo
7:39 pm - 9:27 amGNV-MBJ
14h 48m2 stops
WestJet Logo
10:30 am - 12:25 pmMBJ-GNV
24h 55m2 stops
$1,370WestJet
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Fri, Jun 6 - Fri, Jun 13
WestJet Logo
7:05 pm - 10:23 amGNV-NAS
15h 18m2 stops
WestJet Logo
11:15 am - 12:21 pmNAS-GNV
25h 06m2 stops
$1,436WestJet
Find Deal
Fri, Jul 25 - Tue, Jul 29

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.

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

The average price for all round-trip flights from Gainesville to Caribbean Islands depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
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.

What is the cheapest month to fly from Gainesville to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Gainesville to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Gainesville to Caribbean Islands is November, when tickets cost $241 (return) on average. On the other hand, the most expensive months are September and December, when the average cost of round-trip tickets is $1,007 and $780 respectively.

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.
Find deals

Good to know

Low season

November

High season

January

Cheapest flight

$211
Best time to beat the crowds with an average 53% drop in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from Gainesville to Santiago de los Caballeros

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.

See more FAQs

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

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.

2.0 MediocreAnonymous, Apr 2025RSW - DFW
Read more American Airlines reviews

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.

Uncomfortable seats and flight attendant was rude as she insisted on waking up my husband to ask him if he wanted a drink. When he said that he was sleeping, she replied “without an attitude “. He was seated at 8c

No food/snack served during the flight. Crew wasn’t interested at all. Flew American First but flying low cost with Ryanair is even better

Crew professional. Easy bag drop off. On time. Good entertainment.

Nice modern plane. Can use your own device for entertainment. Get a snack on the plane.

Flight was late and missed connecting flight. They could have better accommodated, but instead did an overnight and had to arrive the next afternoon.

The boarding crew was incredibly helpful getting me on an earlier flight

They have lost any customer service care and support. Terrible airline now and been for awhile.

The flight was delayed leaving Miami. When we arrived in Charlotte, we were unable to park at our scheduled gate. We had to wait another 30-45 minutes before we could park at a different gate. All in all, we were delayed by almost two hours arriving in Charlotte.

the pilot that landed this flight in Philadelphia did an amazing job, the weather was absolutely terrible and we landed safely.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

Gainesville (GNV)

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