$212 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 4/14. 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 Cana2 stops$613
Montego Bay
Montego Bay1 stop$563
Nassau
Nassau1 stop$488
Simpson Bay
Simpson Bay2 stops$832
Kingston
Kingston1 stop$631
St. John's
St. John's2 stops$641

Good to know

Low season

November

High season

January

Cheapest flight

$212
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Gainesville to Montego Bay

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
7.3Comfort
7.6Boarding
8.0Crew
6.5Food
Airline reviews

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.

2.0 MediocreNadine, Jan 2025MIA - BOS
Read more American Airlines reviews

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.

Flight was delayed by 11 hours. Flight agent finally had to rebook us, but did not rebook fully correctly. We had to pay out of pocket to get to the hotel they booked us and couldn’t check in the next day online because the next day’s agent said they didn’t complete the process the night before.

Had to go get beer myself from attendants in the back of the aircraft

Flight was delayed multiple times and I chose to switch to another flight that had a layover. I finally arrived 7 hours later than I was supposed to.

Flight areas delayed 3 hours , train in the airport didn’t work

The flight was on time and everything went very smoothly.

I think I paid for an extra legroom seat and to be honest, there was not a lot of space available for my not very long legs. The flight was totally full and the staff did everything possible to meet the needs of all passengers. My only concern was for the size and spacing of my seat.

Typically, I am always impressed with American personnel. These you run into the rude old hags that are still around. I can tell over my 40 years of flying with them, they have made strides in improving their attitudes.

The seat could not recline. This was not indicated as such when I paid for the seat. So itvwad not the most comfortable ride. At boarding, the staff could have more pleasant even though it may be an intense time.

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.
3/12Wed
1 stopAmerican Airlines
10h 29mGNV-SJU
3/18Tue
1 stopAmerican Airlines
11h 48mSJU-GNV
$393
2/18Tue
1 stopDelta
8h 27mGNV-SJU
2/25Tue
1 stopDelta
7h 04mSJU-GNV
$395
3/2Sun
1 stopAmerican Airlines
16h 28mGNV-SJU
3/4Tue
1 stopAmerican Airlines
11h 19mSJU-GNV
$418
4/2Wed
1 stopAmerican Airlines
8h 33mGNV-STT
4/7Mon
2 stopsAmerican Airlines
16h 53mSTT-GNV
$419
2/5Wed
1 stopAmerican Airlines
14h 32mGNV-SJU
2/9Sun
1 stopAmerican Airlines
16h 37mSJU-GNV
$434
1/31Fri
1 stopAmerican Airlines
8h 45mGNV-SJU
2/4Tue
1 stopAmerican Airlines
10h 58mSJU-GNV
$435
2/7Fri
1 stopAmerican Airlines
14h 59mGNV-SJU
2/10Mon
1 stopAmerican Airlines
9h 52mSJU-GNV
$451
2/7Fri
1 stopAmerican Airlines
14h 59mGNV-SJU
2/9Sun
1 stopAmerican Airlines
16h 37mSJU-GNV
$472
4/2Wed
1 stopAmerican Airlines
8h 33mGNV-STT
4/7Mon
1 stopAmerican Airlines
29h 04mSTT-GNV
$478
3/10Mon
1 stopDelta
9h 56mGNV-SJU
3/14Fri
1 stopDelta
6h 25mSJU-GNV
$498

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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.
4/14Mon
1 stopDelta
8h 35mGNV-MBJ
$212
4/18Fri
1 stopDelta
8h 35mGNV-MBJ
$218
2/21Fri
1 stopDelta
5h 45mGNV-SJU
$228
4/16Wed
1 stopAmerican Airlines
6h 14mGNV-MBJ
$276
4/16Wed
2 stopsAmerican Airlines
21h 16mGNV-MBJ
$307
4/17Thu
1 stopDelta
8h 35mGNV-MBJ
$407
3/1Sat
2 stopsDelta
17h 14mGNV-SXM
$498
4/17Thu
2 stopsWestJet
13h 23mGNV-MBJ
$1,572
4/18Fri
2 stopsWestJet
25h 25mGNV-MBJ
$2,255
4/15Tue
2 stopsWestJet
23h 23mGNV-MBJ
$2,297

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Last minute flights from Gainesville to Caribbean Islands

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Gainesville to Caribbean Islands that are departing in the next 10 days.
1/18Sat
multi-stopAmerican Airlines
20h 43mGNV-SXM
1/23Thu
multi-stopAmerican Airlines
7h 03mSXM-GNV
$815
1/18Sat
multi-stopAmerican Airlines
25h 41mGNV-SXM
1/23Thu
multi-stopAmerican Airlines
8h 04mSXM-GNV
$820
1/17Fri
multi-stopAmerican Airlines
16h 17mGNV-SJU
1/20Mon
multi-stopAmerican Airlines
8h 27mSJU-GNV
$1,025
1/17Fri
multi-stopAmerican Airlines
16h 17mGNV-SJU
1/20Mon
multi-stopAmerican Airlines
10h 32mSJU-GNV
$1,306
1/17Fri
multi-stopAmerican Airlines
14h 24mGNV-SJU
1/20Mon
multi-stopAmerican Airlines
10h 32mSJU-GNV
$1,682

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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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