$198 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 5/5. 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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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$486
Montego Bay
Montego Bay1 stop$564
St. John's
St. John's2 stops$823

Good to know

Low season

November

High season

January

Cheapest flight

$198
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 11% 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.

See more FAQs

Top tips for finding cheap flights to Caribbean Islands

  • High season is considered to be August, September and October. The cheapest month to fly from Gainesville is November.

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
7.0Entertainment
7.5Boarding
6.5Food
7.3Comfort
8.0Crew
Airline reviews

Same as before being upgraded to business class made it perfect

10.0 ExcellentEdison, Feb 2025MIA - SKB
Read more American Airlines reviews

Same as before being upgraded to business class made it perfect

The seats were crammed and the guy in front of me wouldn't stop reclining. If AA is cramming extra rows in, they need to take away the reclining in coach. My knees were smashed for 4 1/2 hours and I was very close to confronting the passenger in front of me.

AA can't control the weather. But the airplane was hot and stuffy while stuck on the runway with a broken entertainment system.

The flight was just perfect! We left a few minutes early, had a smooth flight and fortunately had landed before the terrible accident that took off from North Philadelphia airport shortly thereafter.

We got upgraded for this flight. But the particular bright spot was the flight attendant in our cabin. She was attentive but not intrusive. She interacted in a personal way with each passenger and gave a great service. Thank you!

Didnt realize i had bought a seat that couldnt recline. Not horrible as it was very short flight.

very bare bones flight no entertainment screen, download shows prior to boarding to watch on phone or tablet.

I never have a good experience with American and this was no different. The airplane was INCREDIBLY hot. Like unbearably so. Everyone was fanning themselves with pamphlets and sweating. When someone asked the flight attendant to turn down the temperature they were told there was nothing the crew could do. Once we pushed back from the gate we then had to wait an hour to take off and the communication from the crew was not good. People were getting up this whole time and a man was even in the bathroom when we took off. Once we landed at our destination we waited another 30 minutes at the gate to deplane with, again, no communication from the crew as to what was going on.

I had a horrible experience from the time I dropped off my bags until the time I landed. The staff taking the bags at the check-in counter prior to security, forced me to check my baby stroller, even though it weighed less than 20 pounds. their excuse was that the wheels were too big. I have never had an issue gate checking this exact same stroller in the past either on American or on any other airline. when I asked for the agent to show me the rule about the size of the wheels on strollers, they told me to look it up on the AA website. I did so, and did not find any indication that wheel size was a problem for gate checking strollers. The only limitation would be the weight of the stroller which mine was below. I was left with a one-year-old child and all of my carry-on luggage, diaper bag, and the like to walk around the airport without the assistance of a stroller and had the same issue when I exited the plane and had to go all the way to baggage claim without a stroller. In addition, while on the airplane, I was told I can only get one bag of cookies as a snack, even though I was with a child. Apparently my child and I were supposed to share a cookie. While this latter issue is a minor one, it is just another example of the absolutely horrible customer service that American Airlines provides. In addition, the 737 aircraft that I was on was extremely hot and the air vents above the seat were so far away from the aisle and middle seats that it was comical. I could barely reach the air vent to adjust it. I had to ask the person in the window seat to do it for me. The whole experience was just a nightmare.

Ok. Got us there safely and a bit early. Need food available on this long flight. Almost 3 hours.

Book cheap flights from Gainesville to Caribbean Islands

Recent round-trip flight deals

 
These are the cheapest round-trip flights from Gainesville to Caribbean Islands found on KAYAK in the last 72 hours.
5/6Tue
2 stopsAmerican Airlines
14h 52mGNV-SJU
5/11Sun
1 stopAmerican Airlines
7h 20mSJU-GNV
$342
5/6Tue
1 stopAmerican Airlines
15h 05mGNV-SJU
5/11Sun
1 stopAmerican Airlines
7h 20mSJU-GNV
$343
5/10Sat
1 stopAmerican Airlines
15h 05mGNV-SJU
8/9Sat
1 stopAmerican Airlines
8h 12mSJU-GNV
$360
5/3Sat
1 stopDelta
10h 10mGNV-SJU
5/10Sat
1 stopDelta
6h 05mSJU-GNV
$385
5/3Sat
1 stopAmerican Airlines
13h 43mGNV-SJU
5/10Sat
2 stopsAmerican Airlines
8h 30mSJU-GNV
$393
4/29Tue
1 stopDelta
5h 48mGNV-SJU
5/4Sun
1 stopDelta
10h 55mSJU-GNV
$418
5/4Sun
1 stopDelta
5h 40mGNV-SJU
5/10Sat
1 stopDelta
6h 05mSJU-GNV
$440
5/29Thu
2 stopsWestJet
37h 53mGNV-PUJ
6/3Tue
2 stopsWestJet
23h 55mPUJ-GNV
$1,594
4/6Sun
2 stopsWestJet
43h 53mGNV-MBJ
4/13Sun
2 stopsWestJet
22h 12mMBJ-GNV
$1,604
8/6Wed
2 stopsWestJet
18h 50mGNV-AUA
8/11Mon
2 stopsWestJet
25h 18mAUA-GNV
$3,370

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Gainesville to Caribbean Islands found on KAYAK in the last 72 hours.
5/5Mon
1 stopDelta
8h 00mGNV-SJU
$198
5/11Sun
2 stopsAmerican Airlines
16h 39mGNV-SJU
$208
4/25Fri
1 stopDelta
8h 00mGNV-SJU
$223
5/5Mon
1 stopDelta
6h 40mGNV-PLS
$232
4/25Fri
2 stopsAmerican Airlines
8h 35mGNV-SJU
$238
5/5Mon
2 stopsAmerican Airlines
14h 52mGNV-SJU
$243
3/1Sat
1 stopAmerican Airlines
15h 57mGNV-SJU
$248
5/3Sat
2 stopsDelta
8h 55mGNV-PLS
$257
5/4Sun
1 stopAmerican Airlines
7h 42mGNV-PLS
$263
4/13Sun
2 stopsWestJet
27h 31mGNV-MBJ
$1,576

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Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

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