$333 Find Cheap Flights from Gainesville to Caribbean - Compare and Save

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 5 days
Punta Cana
Punta Cana1 stop$684
Montego Bay
Montego Bay1 stop$671
Nassau
Nassau1 stop$649
Kingston
Kingston1 stop$835
Bridgetown
Bridgetown2 stops$716
St. John's
St. John's1 stop$736
Punta Cana
Punta Cana1 stop$684
Montego Bay
Montego Bay1 stop$671
Nassau
Nassau1 stop$649
Kingston
Kingston1 stop$835
Bridgetown
Bridgetown2 stops$716
St. John's
St. John's1 stop$736
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 is the cheapest month to fly from Gainesville to Caribbean?

The cheapest month for flights from Gainesville to Caribbean is November, when tickets cost $0 (return) on average. On the other hand, the most expensive months are May and July, when the average cost of round-trip tickets is $1,279 and $780 respectively.

Good to know

Low season

June

Cheapest flight

$333
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 17% 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.

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.
7.0
American AirlinesOverall score based on 12167 reviews
7.4Boarding
7.9Crew
7.2Comfort
6.4Food
6.8Entertainment
Airline reviews

Cabin was bone dry, no humidity whatsoever, and pretty warm; and beverage service didn't start for at least an hour. I had to go to the back for water and the FAs tried telling me it was always this way for all Miami flights, which is complete nonsense. Avoid the MAX8 like the plague.

2.0 MediocreTom, Oct 2026
Read more American Airlines reviews

Cabin was bone dry, no humidity whatsoever, and pretty warm; and beverage service didn't start for at least an hour. I had to go to the back for water and the FAs tried telling me it was always this way for all Miami flights, which is complete nonsense. Avoid the MAX8 like the plague.

Im sitting here waiting over an hour for my golf clubs

Flight was 2+ hours delayed and they “misplaced” all 3 of our checked-in bags.

Overall, really good experience, on time and the comfort was there. Wi-Fi was easy to connect

Flight was delayed 5 hours only to be cancelled at 1:30am. I did not get on the rescheduled flight because of worry it would be delayed (which it was). I needed to drive home. Horrible.

When there are many passengers who are going to miss a connecting flight, they always say please let them off first. But the flight attendant never manages that part of the process. It would be helpful if they would repeat that and stress that to the other passengers.

Quick flight. No time to stress over it. Over before it begins.

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

why would I bother with this airline and pick seats when I am asked to move for a weight imbalance

I appreciated that it was on time, safe and professional. I didn’t like that I wasn’t in a place where I had a window at my window seat. It would have been nice to know that in advance. If it was mentioned in the ticketing, I didn’t notice it.

More options for your flight to Caribbean

Complete your trip to Caribbean with a hotel stay or car rental