$322 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 1/17. 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$474
Nassau
Nassau1 stop$530
Saint Thomas Island
Saint Thomas Island2 stops$539
Santiago de los Caballeros
Santiago de los Caballeros1 stop$608
Kingston
Kingston2 stops$1,578
Simpson Bay
Simpson Bay1 stop$564
St. John's
St. John's1 stop$650
Punta Cana
Punta Cana1 stop$474
Nassau
Nassau1 stop$530
Saint Thomas Island
Saint Thomas Island2 stops$539
Santiago de los Caballeros
Santiago de los Caballeros1 stop$608
Kingston
Kingston2 stops$1,578
Simpson Bay
Simpson Bay1 stop$564
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

Sun, May 3 - Wed, May 6
Delta Logo
1:52 pm - 8:06 pm
GNV
-
SJU
6h 14m1 stop
Delta Logo
6:15 am - 1:07 pm
SJU
-
GNV
6h 52m1 stop
$405Delta
Sat, May 2 - Tue, May 5
Delta Logo
1:52 pm - 10:54 pm
GNV
-
SJU
9h 02m1 stop
Delta Logo
6:15 am - 1:07 pm
SJU
-
GNV
6h 52m1 stop
$430Delta
Thu, Feb 19 - Wed, Feb 25
American Airlines Logo
6:30 am - 10:24 pm
GNV
-
SJU
14h 54m2 stops
American Airlines Logo
8:30 am - 6:42 pm
SJU
-
GNV
11h 12m1 stop
$445American Airlines
Sat, Feb 21 - Fri, Feb 27
American Airlines Logo
7:47 pm - 1:35 pm
GNV
-
PUJ
16h 48m1 stop
American Airlines Logo
5:57 pm - 11:57 pm
PUJ
-
GNV
7h 00m1 stop
$474American Airlines
Sat, Feb 21 - Fri, Feb 27
American Airlines Logo
5:45 pm - 12:04 pm
GNV
-
PUJ
17h 19m2 stops
American Airlines Logo
5:57 pm - 10:58 am
PUJ
-
GNV
18h 01m2 stops
$478American Airlines
Wed, Jan 7 - Wed, Jan 14
American Airlines Logo
6:00 am - 6:22 pm
GNV
-
SJU
11h 22m1 stop
American Airlines Logo
7:07 am - 3:57 pm
SJU
-
GNV
9h 50m1 stop
$485American Airlines
Fri, Feb 20 - Fri, Feb 27
Delta Logo
7:00 pm - 12:40 pm
GNV
-
PUJ
16h 40m1 stop
Delta Logo
6:06 pm - 9:24 am
PUJ
-
GNV
16h 18m1 stop
$499Delta
Sun, Feb 8 - Wed, Feb 11
WestJet Logo
5:30 pm - 9:57 am
GNV
-
PUJ
39h 27m2 stops
WestJet Logo
2:30 pm - 6:13 pm
PUJ
-
GNV
28h 43m2 stops
$2,056WestJet
Sun, Feb 8 - Wed, Feb 11
WestJet Logo
5:30 pm - 9:57 am
GNV
-
PUJ
39h 27m2 stops
WestJet Logo
4:30 pm - 12:26 pm
PUJ
-
GNV
20h 56m2 stops
$2,079WestJet
Sun, Feb 8 - Wed, Feb 11
WestJet Logo
10:11 am - 3:17 pm
GNV
-
SXM
28h 06m2 stops
WestJet Logo
4:20 pm - 6:13 pm
SXM
-
GNV
26h 53m2 stops
$3,604WestJet
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.

Which airlines fly non-stop between Gainesville and Caribbean?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Gainesville to Caribbean.

There is just one airline that flies from Gainesville to Caribbean direct and that is American Airlines. The best round-trip deal found from American Airlines for the route is to San Juan Luis Munoz Marin Intl Airport (SJU) and costs $375.

Which airlines provide the cheapest flights from Gainesville to Caribbean?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Gainesville to Caribbean were found on Delta ($405) and American Airlines ($445).

Find deals

Good to know

Low seasonNovember
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 6% 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.
7.2
American AirlinesOverall score based on 11067 reviews
7.2Comfort
6.9Entertainment
7.5Boarding
8.0Crew
6.5Food
Airline reviews

My last flight on 25 Dec, it’s Christmas Day, everyone happy and very good mood. I really enjoy traveling with Americans Airlines from Miami to Minneapolis my home town after long flight from lhe to Doha then Miami. Thank you again to make my travels comfortable and relaxed. Best regards

10.0 ExcellentAnonymous, Dec 2025
MIA - MSP
Read more American Airlines reviews

My last flight on 25 Dec, it’s Christmas Day, everyone happy and very good mood. I really enjoy traveling with Americans Airlines from Miami to Minneapolis my home town after long flight from lhe to Doha then Miami. Thank you again to make my travels comfortable and relaxed. Best regards

I don’t know who decides what food to serve on these flights but I would be so embarrassed if I served this to anyone and call it food…

For whatever reason, the flight was not catered -we were told it would be a 45 minute delay waiting for catering - so no food. There were opened candy and peanuts in the seatback pocket. Flight landed early in DFW but due to the assigned gate not being available, we sat on the ground for 30 minutes waiting for the gate to open - making the flight actually arrive at the gate late.

Experience was good, however I had a delay due to weather happening and had to re purchase a seat on a new plane for a higher price (could be my own issue and misunderstanding) but other than that situation. First time flyer (by myself) was terrific!! The last from ORD to ALO didn't have wifi, but it was only 45 minutes so I'm sure that was part of the reason. Overall my experience was great! Next time I will remember to buy tickets with longer layovers. The delays really saved my overall anxiety. :)

Flight was delayed 17 hours due to aircraft issues. American did provide hotel, transportation and meals, 3 hours past boarding time, but it took us another hour to get the vouchers.

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.

I like that the crew kept us informed but we moved back and forth from gate to gate before the aircraft arrived.

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

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

Gainesville (GNV)