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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

Which airlines provide the cheapest flights from Gainesville to Caribbean Islands?

In the past 3 days, the cheapest round-trip tickets from Gainesville to Caribbean Islands were found on American Airlines ($405) and Delta ($749).

Which airlines provide the cheapest flights from Gainesville to Caribbean Islands?

In the past 3 days, the cheapest round-trip tickets from Gainesville to Caribbean Islands were found on American Airlines ($405) and Delta ($749).

What is the cheapest time of day to fly to Caribbean Islands?

The cheapest time of day to fly to Caribbean Islands is generally at night , when round-trip flights cost $373 on average. The most expensive time of day to fly to Caribbean Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $500.

Which airlines fly non-stop between Gainesville and Caribbean Islands?

There is just one airline that flies from Gainesville to Caribbean Islands 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 fly non-stop between Gainesville and Caribbean Islands?

There is just one airline that flies from Gainesville to Caribbean Islands 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.

$233 Cheap Flights from Gainesville to Caribbean Islands

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

...and more

Travelers love KAYAK

41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals

One-wayRound-trip

Punta Cana1 stop$1,265

Montego Bay2 stops$566

Nassau1 stop$530

Saint Thomas Island2 stops$539

Kingston1 stop$623

Simpson Bay2 stops$3,604

Bridgetown1 stop$596

St. John's1 stop$650

Punta Cana1 stop$1,265

Montego Bay2 stops$566

Nassau1 stop$530

Saint Thomas Island2 stops$539

Kingston1 stop$623

Simpson Bay2 stops$3,604

Bridgetown1 stop$596

St. John's1 stop$650

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.

Round-trip

One-way

Last minute

Recent round-trip flight deals from Gainesville to Caribbean Islands

Sat, Jan 17 - Tue, Jan 20

5:00 pm - 10:48 am

GNV

SJU

16h 48m2 stops

8:20 am - 4:26 pm

SJU

GNV

9h 06m1 stop

$425American Airlines

Wed, Mar 25 - Mon, Mar 30

5:45 pm - 1:02 pm

GNV

STT

19h 17m2 stops

5:37 pm - 11:15 am

STT

GNV

17h 38m2 stops

$479American Airlines

Wed, Jan 7 - Wed, Jan 14

6:35 am - 8:50 pm

GNV

SJU

13h 15m1 stop

4:49 pm - 11:57 pm

SJU

GNV

8h 08m1 stop

$485American Airlines

Tue, Jan 20 - Sat, Jan 24

6:00 am - 8:19 pm

GNV

NAS

14h 19m1 stop

10:55 am - 6:30 pm

NAS

GNV

7h 35m1 stop

$530American Airlines

Tue, Jan 20 - Sat, Jan 24

6:35 am - 5:55 pm

GNV

NAS

11h 20m2 stops

7:45 am - 6:30 pm

NAS

GNV

10h 45m1 stop

$534American Airlines

Wed, Jan 21 - Mon, Jan 26

1:15 pm - 8:00 pm

GNV

KIN

6h 45m1 stop

9:00 am - 4:04 pm

KIN

GNV

7h 04m1 stop

$623Delta

Sat, Mar 7 - Thu, Mar 12

5:30 pm - 11:58 pm

GNV

SJU

5h 28m1 stop

6:15 am - 4:08 pm

SJU

GNV

9h 53m1 stop

$817Delta

Thu, Jan 15 - Mon, Jan 19

6:00 am - 5:17 pm

GNV

SJU

10h 17m1 stop

7:30 am - 12:26 pm

SJU

GNV

5h 56m1 stop

$1,110Delta

Mon, Feb 16 - Fri, Feb 20

7:00 pm - 7:17 pm

GNV

MBJ

24h 17m2 stops

2:55 pm - 4:24 pm

MBJ

GNV

25h 29m2 stops

$1,645WestJet

Sat, Mar 7 - Thu, Mar 12

5:30 pm - 5:20 am

GNV

PUJ

34h 50m2 stops

3:30 pm - 10:37 pm

PUJ

GNV

31h 07m2 stops

$3,395WestJet

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.

Prices

Airlines

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

No, with an average price for the route of $431, prices are generally cheapest when you fly direct.

What’s the cheapest day of the week to fly from Gainesville to Caribbean Islands?

For Gainesville to Caribbean Islands, Sunday is the cheapest day to fly on average and Monday is the most expensive. Flying from Caribbean Islands back to Gainesville, the best deals are generally found on Friday, with Wednesday being the most expensive.

Find deals

Low season	November
High season	May
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

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.
What is the cheapest time of day to fly to Caribbean Islands?
The cheapest time of day to fly to Caribbean Islands is generally at night, when round-trip flights cost $373 on average. The most expensive time of day to fly to Caribbean Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $500.

Reviews of the top airline flying from Gainesville to Caribbean Islands

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.

7.2

American AirlinesOverall score based on 11056 reviews

8.0Crew

7.2Comfort

6.9Entertainment

7.5Boarding

6.4Food

Airline reviews

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…

4.0 OkayGabriel, Dec 2025

MIA - EZE

Read more American Airlines reviews

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

My flight was delayed for 17hs because the pilot forgot his passport!!! What a joke. AA used to be a great airline, now I have to think twice before flying with them again.

Everything you need to know for your flight to Caribbean Islands

Airports

Cabin class

Complete your trip

Flights to other cities

Origins

Popular routes

Return flight deals

Information on your arrival and departure airports

Gainesville (GNV)

$233 Find Cheap Flights from Gainesville to Caribbean Islands

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

Cheap Flights from Gainesville to Caribbean Islands

Book Cheap Gainesville to Caribbean Islands Plane Tickets

Recent round-trip flight deals from Gainesville to Caribbean Islands

Recent one-way flight deals from Gainesville to Caribbean Islands

Recent last minute flight deals from Gainesville to Caribbean Islands

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?

No, with an average price for the route of $431, prices are generally cheapest when you fly direct.

What’s the cheapest day of the week to fly from Gainesville to Caribbean Islands?

For Gainesville to Caribbean Islands, Sunday is the cheapest day to fly on average and Monday is the most expensive. Flying from Caribbean Islands back to Gainesville, the best deals are generally found on Friday, with Wednesday being the most expensive.

Which airlines fly non-stop between Gainesville and Caribbean Islands?

There is just one airline that flies from Gainesville to Caribbean Islands 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 Islands?

In the past 3 days, the cheapest round-trip tickets from Gainesville to Caribbean Islands were found on American Airlines ($405) and Delta ($749).

Good to know

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.

What is the cheapest time of day to fly to Caribbean Islands?

The cheapest time of day to fly to Caribbean Islands is generally at night, when round-trip flights cost $373 on average. The most expensive time of day to fly to Caribbean Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $500.

Reviews of the top airline flying from Gainesville to Caribbean Islands

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

Cabin class types available on flights to Gainesville

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

Flights to other popular destinations

Flights from domestic origins to Gainesville

Flights from Gainesville to popular cities in Caribbean Islands

Find deals for your return flight