$252 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 4/15. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
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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Flight Deals

Cheap Flights from Gainesville to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$621
Montego Bay
Montego Bay1 stop$352
Nassau
Nassau1 stop$571
Santiago de los Caballeros
Santiago de los Caballeros2 stops$839
Saint Thomas Island
Saint Thomas Island1 stop$686
Kingston
Kingston2 stops$1,811
Simpson Bay
Simpson Bay1 stop$642
St. John's
St. John's1 stop$691
Punta Cana
Punta Cana2 stops$621
Montego Bay
Montego Bay1 stop$352
Nassau
Nassau1 stop$571
Santiago de los Caballeros
Santiago de los Caballeros2 stops$839
Saint Thomas Island
Saint Thomas Island1 stop$686
Kingston
Kingston2 stops$1,811
Simpson Bay
Simpson Bay1 stop$642
St. John's
St. John's1 stop$691

Book Cheap Gainesville to Caribbean Islands 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 Islands 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 Islands

Thu, Apr 30 - Thu, May 7
American Airlines Logo
7:59 pm - 9:13 am
GNV
-
MBJ
14h 14m
1 stop
American Airlines Logo
4:37 pm - 11:59 pm
MBJ
-
GNV
6h 22m
1 stop
$352American Airlines
Mon, Apr 27 - Mon, May 4
American Airlines Logo
7:59 pm - 11:24 am
GNV
-
MBJ
16h 25m
1 stop
American Airlines Logo
12:56 pm - 11:07 am
MBJ
-
GNV
21h 11m
2 stops
$357American Airlines
Sat, Aug 15 - Wed, Aug 19
American Airlines Logo
4:47 pm - 9:42 am
GNV
-
SJU
16h 55m
2 stops
American Airlines Logo
3:50 pm - 12:03 am
SJU
-
GNV
8h 13m
1 stop
$436American Airlines
Sat, May 2 - Wed, May 6
American Airlines Logo
7:59 pm - 10:53 am
GNV
-
SJU
14h 54m
2 stops
American Airlines Logo
10:03 am - 10:19 pm
SJU
-
GNV
12h 16m
2 stops
$456American Airlines
Mon, Mar 30 - Tue, Apr 7
Delta Logo
6:00 am - 1:47 pm
GNV
-
STT
7h 47m
1 stop
Delta Logo
3:00 pm - 10:37 pm
STT
-
GNV
7h 37m
1 stop
$804Delta
Thu, Apr 2 - Sat, Apr 4
Delta Logo
1:32 pm - 12:02 pm
GNV
-
STI
22h 30m
2 stops
Delta Logo
1:27 pm - 12:47 pm
STI
-
GNV
23h 20m
2 stops
$839Delta
Mon, Jul 27 - Sat, Aug 1
Delta Logo
6:00 am - 2:10 pm
GNV
-
AUA
8h 10m
1 stop
Delta Logo
3:25 pm - 10:29 pm
AUA
-
GNV
7h 04m
1 stop
$1,152Delta
Mon, Apr 27 - Thu, Apr 30
WestJet Logo
6:00 am - 2:15 pm
GNV
-
AUA
32h 15m
2 stops
WestJet Logo
3:05 pm - 4:09 pm
AUA
-
GNV
25h 04m
2 stops
$3,853WestJet
Mon, Apr 27 - Thu, Apr 30
WestJet Logo
6:00 am - 2:15 pm
GNV
-
AUA
32h 15m
2 stops
WestJet Logo
3:05 pm - 4:09 pm
AUA
-
GNV
25h 04m
2 stops
$3,859WestJet
Mon, Apr 27 - Thu, Apr 30
WestJet Logo
4:59 pm - 2:15 pm
GNV
-
AUA
21h 16m
2 stops
WestJet Logo
3:05 pm - 9:24 am
AUA
-
GNV
42h 19m
2 stops
$4,023WestJet
Booking Insights

KAYAK's insights & trends for Gainesville to Caribbean Islands flights

Get data-powered insights and trends into flights from Gainesville to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Gainesville to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $428, prices are generally cheapest when you fly direct.

Find deals

Good to know

Low seasonFebruary
Cheapest flight$252
Best time to beat the crowds with an average 30% drop in price.
Most popular time to fly and prices are also 5% 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.

Reviews of the 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.
7.1
American AirlinesOverall score based on 11468 reviews
7.2Comfort
6.9Entertainment
7.5Boarding
7.9Crew
6.4Food
Airline reviews

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

2.0 Mediocresteven, Mar 2026
MIA - CLE
Read more American Airlines reviews

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Flights were constantly delayed. CRW took 50 minutes to get bags

Appreciate having multiple food options for allergies. Nice to have an extra seat between us for comfort.

Where do I start!! I was delayed with my flight from Dallas to Tampa. On the way back from Tampa to Dallas the flight was delayed over 4 hours+. I was put on another flight that was also delayed but not as long. Traveling on American Airlines is becoming exhausing.

I didn't end up taking this flight. I got up at 4am for a flight that was supposed to board at 6am - at 5:55am you delayed the flight to 10am. The airport is under construction so I switched to a later flight as I wasn't going to sit in the airport for 4 hours. They said the delay was due to the crew needing rest from a flight coming in late the night before - if that was the case then I think you should have delayed the flight much sooner so that passengers wouldn't get up so early and get to the airport to sit and wait.

The flight attendants and the service is getting worse by the day.

Other than nearly three hour delay for maintenance issues, everything went smooth

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

Overall good. The pilots and flight attendants are excellent! The equipment was the issue on my First flight as they had to wait for a part to be installed. So the take off was at least 30 minutes later.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

Gainesville (GNV)