$436 Find Cheap Flights from Gainesville to Caribbean - Compare and Save

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 9/8. 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

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals

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$712
Montego Bay
Montego Bay2 stops$696
Nassau
Nassau1 stop$607
Kingston
Kingston1 stop$734
St. John's
St. John's2 stops$790
Punta Cana
Punta Cana1 stop$712
Montego Bay
Montego Bay2 stops$696
Nassau
Nassau1 stop$607
Kingston
Kingston1 stop$734
St. John's
St. John's2 stops$790
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?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Gainesville to Caribbean, 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 is June, when tickets cost $317 (return) on average. On the other hand, the most expensive months are May and March, when the average cost of round-trip tickets is $1,279 and $1,060 respectively.

Good to know

Low season

March

Cheapest flight

$436
Best time to beat the crowds but there is an average 70% increase in price.
Most popular time to fly with an average 1% increase in price.
Flight from Gainesville to Montego Bay

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.
7.1
American AirlinesOverall score based on 11945 reviews
6.8Entertainment
6.4Food
7.5Boarding
7.2Comfort
7.9Crew
Airline reviews

Due to weather AA chose the poor option of redirecting my next flight to Gol airlines after 23 hours of wait. Their desk is not open during the day. Seats don’t really recline so falling asleep is a horrible challenge. Only one meal for an overnight flight. Poor experience, cheap partnership.

2.0 MediocreAnonymous, Aug 2026
Read more American Airlines reviews

Due to weather AA chose the poor option of redirecting my next flight to Gol airlines after 23 hours of wait. Their desk is not open during the day. Seats don’t really recline so falling asleep is a horrible challenge. Only one meal for an overnight flight. Poor experience, cheap partnership.

It was ok because it’s a short flight. The attendants weren’t friendly and didn’t serve any beverages even through they announced that they would. Also. The attendants looked messy, not presentable

APU on the aircraft was not working. No AC while boarding. Plane was extremely hot and uncomfortable. Ground AC failed. Miserable experience. Arrival at DFW, no gate available. Not sure why that keeps happening at DFW.

Everything is poor, 1st of all American Air should fix the flight schedule, I never reach my destination ever on time,

There was a 6 hours delay in our departure. And yet, no compensation was offered. A company should be responsible for such a delay.

My flight was delayed several hours, which is to be expected (American never fails to disappoint me!), but the parts that really bothered me are as follows: 1) I was unable to add myself to the standby list for another flight in the app, nor could the gate agents figure out how to help me do so (the app is difficult to work with and simply did not allow me to perform the action of adding myself to the list) 2) When I asked the gate agents to add me to the standby list, the agent said that he had added me, but I was not able to confirm that I was on the list in the app; as it turns out, I had NOT been added to the list after all. He had lied to me and/or failed to add me to the list. 3) I figured out I had not been added to the standby list when I spoke to the (rather rude, snippy, and dismissive) other gate agent, who finally did add me to the list after giving me some pretty unnecessary attitude. I understand that gate agents experience the worst of stressed travelers every day, so I appreciate that I was eventually able to make it onto the standby flight with their help. However, the app needs some SERIOUS attention!

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.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports