$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 12/18. 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$1,390
Montego Bay
Montego Bay1 stop$541
Nassau
Nassau1 stop$475
Saint Thomas Island
Saint Thomas Island1 stop$479
Santiago de los Caballeros
Santiago de los Caballeros2 stops$452
Simpson Bay
Simpson Bay2 stops$4,028
Bridgetown
Bridgetown1 stop$541
St. John's
St. John's1 stop$650
Punta Cana
Punta Cana1 stop$1,390
Montego Bay
Montego Bay1 stop$541
Nassau
Nassau1 stop$475
Saint Thomas Island
Saint Thomas Island1 stop$479
Santiago de los Caballeros
Santiago de los Caballeros2 stops$452
Simpson Bay
Simpson Bay2 stops$4,028
Bridgetown
Bridgetown1 stop$541
St. John's
St. John's1 stop$650

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, Jan 14 - Sat, Jan 17
American Airlines Logo
6:58 pm - 12:30 pmGNV-SJU
16h 32m2 stops
American Airlines Logo
6:00 am - 3:57 pmSJU-GNV
10h 57m2 stops
$390American Airlines
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Sun, Jan 11 - Fri, Jan 16
American Airlines Logo
6:00 am - 8:19 pmGNV-NAS
14h 19m1 stop
American Airlines Logo
2:22 pm - 11:30 pmNAS-GNV
9h 08m1 stop
$475American Airlines
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Sun, Jan 11 - Fri, Jan 16
American Airlines Logo
6:48 pm - 1:52 pmGNV-NAS
19h 04m2 stops
American Airlines Logo
11:58 am - 11:30 pmNAS-GNV
11h 32m2 stops
$479American Airlines
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Tue, Feb 17 - Mon, Feb 23
American Airlines Logo
6:00 am - 1:48 pmGNV-STT
6h 48m1 stop
American Airlines Logo
1:16 pm - 11:56 pmSTT-GNV
11h 40m1 stop
$479American Airlines
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Tue, Jan 20 - Sun, Jan 25
American Airlines Logo
6:35 am - 8:50 pmGNV-SJU
13h 15m1 stop
American Airlines Logo
7:07 am - 10:53 pmSJU-GNV
16h 46m1 stop
$495American Airlines
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Tue, Jan 20 - Sat, Jan 24
Delta Logo
6:00 am - 1:31 pmGNV-NAS
7h 31m1 stop
Delta Logo
6:27 pm - 9:24 amNAS-GNV
14h 57m1 stop
$500Delta
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Sat, Feb 21 - Wed, Feb 25
Delta Logo
6:00 am - 11:05 amGNV-PLS
5h 05m1 stop
Delta Logo
3:52 pm - 10:42 pmPLS-GNV
6h 50m1 stop
$519Delta
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Tue, Dec 23 - Sat, Dec 27
WestJet Logo
6:55 pm - 3:50 pmGNV-NAS
20h 55m2 stops
WestJet Logo
6:15 pm - 9:28 amNAS-GNV
39h 13m2 stops
$1,918WestJet
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Mon, Dec 15 - Tue, Dec 23
WestJet Logo
6:00 am - 7:23 pmGNV-MBJ
37h 23m2 stops
WestJet Logo
2:50 pm - 7:14 pmMBJ-GNV
28h 24m2 stops
$1,965WestJet
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Mon, Jan 5 - Mon, Jan 12
Multiple Airlines Logo
6:00 am - 11:55 amGNV-BGI
28h 55m3 stops
Multiple Airlines Logo
4:25 pm - 11:30 pmBGI-GNV
32h 05m2 stops
$4,412Multiple Airlines
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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.

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Good to know

Low seasonMarch
Cheapest flight$233
Best time to beat the crowds with an average 3% 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.

  • 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 11050 reviews
6.4Food
6.9Entertainment
7.5Boarding
8.0Crew
7.2Comfort
Airline reviews

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

10.0 ExcellentAnonymous, Nov 2025MIA - LAX
Read more American Airlines reviews

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so didn't have any food

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

My flight was delayed for 17hs because the pilot forgot his passport!!! What a joke. AA used to be a great airline, now I have to think twice before flying with them again.

We had 3 flights. 1 & 2 were on the same plane but we had to de-board just to re-board 30 mins later. That may have been due to a crew change though. Our 3rd flight had a couple “maintenance” issues that held us up. They were quickly resolved but it took forever for someone to bring the paperwork needed so we could leave. Apparently there was a computer glitch so a driver had to bring a physical copy. It delayed us about 1 1/2 hrs. The flights themselves were smooth & no problems. For boarding, I don’t know why they don’t start with the back of the plane & move forward. It would eliminate the back up from people trying to find their seats & put their bags in the overhead bins. Unless you’re on an overseas flight, there is no food, you get a beverage & either a small bag of pretzels or a biscuit cookie. Take your own food or snacks of you want something more.

Lost bag and 2 days no word leaving for cruise no clothes or stuff

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.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

Gainesville (GNV)