$328 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 5/4. 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 Cana1 stop$607
Montego Bay
Montego Bay1 stop$352
Nassau
Nassau1 stop$591
Saint Thomas Island
Saint Thomas Island1 stop$370
Kingston
Kingston1 stop$690
Simpson Bay
Simpson Bay1 stop$642
Bridgetown
Bridgetown1 stop$667
St. John's
St. John's2 stops$817
Punta Cana
Punta Cana1 stop$607
Montego Bay
Montego Bay1 stop$352
Nassau
Nassau1 stop$591
Saint Thomas Island
Saint Thomas Island1 stop$370
Kingston
Kingston1 stop$690
Simpson Bay
Simpson Bay1 stop$642
Bridgetown
Bridgetown1 stop$667
St. John's
St. John's2 stops$817

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

Mon, Apr 27 - Fri, May 1
Delta Logo
10:10 am - 3:17 pm
GNV
-
MBJ
6h 07m
1 stop
Delta Logo
2:10 pm - 10:39 pm
MBJ
-
GNV
7h 29m
1 stop
$352Delta
Tue, Apr 28 - Wed, May 6
American Airlines Logo
6:25 am - 4:15 pm
GNV
-
STT
9h 50m
1 stop
American Airlines Logo
2:05 pm - 11:59 pm
STT
-
GNV
9h 54m
1 stop
$370American Airlines
Mon, Jul 27 - Tue, Aug 4
American Airlines Logo
7:32 pm - 11:04 am
GNV
-
SJU
15h 32m
2 stops
American Airlines Logo
4:38 pm - 11:59 pm
SJU
-
GNV
7h 21m
1 stop
$436American Airlines
Sun, May 17 - Sun, May 24
American Airlines Logo
7:59 pm - 10:53 am
GNV
-
SJU
14h 54m
2 stops
American Airlines Logo
10:29 am - 11:59 pm
SJU
-
GNV
13h 30m
1 stop
$481American Airlines
Sat, May 9 - Sat, May 16
American Airlines Logo
7:59 pm - 10:53 am
GNV
-
SJU
14h 54m
2 stops
American Airlines Logo
6:45 am - 10:56 pm
SJU
-
GNV
16h 11m
1 stop
$491American Airlines
Sat, Jun 27 - Sat, Jul 4
American Airlines Logo
7:32 pm - 9:39 am
GNV
-
SJU
14h 07m
2 stops
American Airlines Logo
7:14 pm - 11:59 pm
SJU
-
GNV
4h 45m
1 stop
$496American Airlines
Fri, May 15 - Mon, May 18
Delta Logo
6:38 am - 4:35 pm
GNV
-
NAS
9h 57m
1 stop
Delta Logo
6:00 pm - 10:44 pm
NAS
-
GNV
4h 44m
1 stop
$722Delta
Sun, Jul 26 - Thu, Jul 30
WestJet Logo
3:41 pm - 11:45 am
GNV
-
MBJ
21h 04m
2 stops
WestJet Logo
12:45 pm - 12:23 pm
MBJ
-
GNV
22h 38m
2 stops
$1,637WestJet
Tue, Aug 25 - Fri, Aug 28
WestJet Logo
6:00 am - 11:10 am
GNV
-
NAS
29h 10m
2 stops
WestJet Logo
12:00 pm - 10:30 pm
NAS
-
GNV
34h 30m
2 stops
$1,679WestJet
Fri, Jul 10 - Tue, Jul 14
WestJet Logo
7:01 pm - 6:30 pm
GNV
-
MBJ
24h 29m
2 stops
WestJet Logo
12:45 pm - 12:23 pm
MBJ
-
GNV
22h 38m
2 stops
$1,706WestJet
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 $432, prices are generally cheapest when you fly direct.

Find deals

Good to know

Low seasonFebruary
Cheapest flight$328
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 Punta Cana

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 11520 reviews
6.4Food
6.9Entertainment
7.5Boarding
7.9Crew
7.2Comfort
Airline reviews

The flight attendant in business class was excellent! Professional, friendly and attentive.

10.0 ExcellentTy, Mar 2026
MIA - DFW
Read more American Airlines reviews

The flight attendant in business class was excellent! Professional, friendly and attentive.

A first class seat should fit a fat person, and this doesn't. The trays in the armrest are less functional than an ordinary tray in the back of the seat.

I would have liked a pillow. The vegetarian wrap and oaten cake was good.

It was great. Smooth flight, comfortable, left on time and landed on time.

Perhaps this is an airport issue, but being in a takeoff queue for over an hour in the taxiing lane is unacceptable. We will definitely be seeking alternative avenues for air travel in the future.

Really good. I accidentally left my duffel on the plane and the reps were so friendly in retrieving it.

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.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

Gainesville (GNV)