Find cheap flights from Gainesville to Caribbean Islands

Find cheap flights from Gainesville to Caribbean Islands

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

Round-trip
Economy
Gainesville (GNV)
Caribbean Islands
Fri 5/7
Fri 5/14
Any month
Compare vs. KAYAK |

Top tips for finding cheap flights to Caribbean Islands

  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be November and December. The cheapest month to fly to Caribbean Islands is August.
  • Morning departure is around 4% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs - booking Caribbean Islands flights

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Top airlines flying Gainesville Regional to Caribbean Islands

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 29,224 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Pros: "Crew from GNV to ATL was very pleasant."
Cons: "On time departure to ensure that I was able to catch connecting flight instead of missing it and being placed stand by on the next available flight."

Cons: "Traveled Comfort Plus. Looking really crowded in the main cabin."

Pros: "Good to have on board internet"
Cons: "Quicker boarding of passengers."

Pros: "I liked the choices of movies"
Cons: "The seats were dirty and the snack choices are not healthy at all."

Pros: "Some Delta planes have headrest Screens. Both my flights did and love watching movies they offer at eye level then to use iPad and have to bed down to watch. You can’t tell why planes have seat back screens but sure glad my flights dis"
Cons: "Snack choice was only two items Cheezit or Cookies. Neither sounded good to me."

Cons: "It was just the weather. I don't handle turbulence well. Delta crew was amazing as always."

Cons: "The flight had over six hours in combined delays!!!"

Cons: "Seats hardly recline. Very difficult to sleep in this red eye flight."

Pros: "Crew was nice and welcoming"
Cons: "Well, if our plane had been leaving on time it would've been superb."

Cons: "WiFi didn't work"

Pros: "Delta in flight entertainment is great."
Cons: "Always delayed."

Pros: "It was Ok. Some short delay but over all not too bad. Just didn't like the fact I always get seats next to the toilet"

Pros: "That I arrived safe."
Cons: "My seat didnt recline my back was in a lot of pain so was my neck. After getting to L.A at 9:52 a.m didn’t get out of the plane till 11:05 then the baggage claim was noted on carousel 2 when in fact it was carousel 3 when I asked a worker she said “I dont know ma’am” waved me off and kept walking. Terrible."

Cons: "Plane journey awful. Speaker had a loud buzzing noise all the time so never heard a word bad landing. Rattling plane Very cold."

Cons: "The food was just ok."

Pros: "Nothing"
Cons: "Food was just a snack"

Pros: "Crew were great"
Cons: "Very cramped I was at the back of the plane"

Pros: "Didn’t major it on the flight. Sleeping in Atlanta. Not the house I paid for in totrtola."
Cons: "Terrible planning. Didn’t have enough fuel to circle. Took a stupid path. 10 minutes cost me a day."

Pros: "They were quick and efficient."

Pros: "It's a rather short flight. We grabbed 12A and 12B (should've gone for 10A and 10B when the choice was there) as knees started to hurt. Fine SLC lounge one is fine (mac-and-cheese, chicken, Baileys behind the bar, etc.) to make you happy prior to departure."
Cons: "No food, snacks are okay though so this is a wash considering it was a short flight. Sky priority bagging ... doesn't matter. We saw several other bags get unloaded along with ours. No Delta lounge at the destination (RNO)"

Pros: "Easy transition from one gate to the next.."
Cons: "The food was not fut for human consumption and the servers did not care"

Pros: "In flight entertainment is nice but only seems to happen on shorter legs of the trip. Also, too many useless interruptions from crew during movie. You don't have to keep thanking the passengers throughout the flight. And the volume through your headset is way too loud on crew announcements compared to regular listening volume of your program."
Cons: "Forced on later flight."

Cons: "Mechanical repair on nose wheel"

Cons: "There is no place to specifically order vegetarian options in booking. Luckily virgin carries extra"

Pros: "Nothing"

Pros: "I got a good seat from LA to GTA on 1st jan. it was in the front and spacious and I was also served food."

Pros: "had connecting flight ready"
Cons: "the plane was 5 hours late, we did not even get free internet of a coffee or a free drink in the waiting room after debarring or in the waiting room connecting was ok, they had boarding passes ready but suitcases took forever to cross customs...getting bags almost an hour"

Pros: "Crew was kind, entertainment and food were good"
Cons: "Seats are really tight"

Cons: "Turbulence"

Pros: "Pilot and crew were extremely friendly, though it annoyed me how I was seated in the rear when I only had 20 minutes to get to my connecting flight."
Cons: "The coffee tasted altogether horrid--only saving grace was the Biscoff, but even that had its limits."

Cons: "It was difficult to hear the stewardess when she was talking. No one in our section heard a word she said."

Pros: "The entertainment"
Cons: "The boarding process is a bit backwards. They board by zones with the front of the plane going first, so if you're in the back you get stuck in the aisles waiting for these people to sit down. They should board the back of the plane first."

Pros: "Rebooked earlier flight home to Atlanta with no issues! Customer service was awesome."

Pros: "As the flight was over two hours late and a runway at JFK was shut down I opted for a full refund from Delta as I would have been at my destination less than 24 hours. Kayak & Delta was good keeping me informed of changes including the 5 gate changes"

Cons: "I'm tired of Delta making it IMPOSSIBLE to experience benefits of my loyalty. I flew literally AROUND the world in the past 6 months and it STILL doesn't qualify me for anything more than Silver elite? Seriously? When you use a voucher because of their error to lower your ticket price, but still pay cash for it, why does that then automatically exclude you from upgrades? Poor customer loyalty, in fact, non-existent these days."

Cons: "Double booked my seat. Lost my bag."

Pros: "The tv on the back of the headrest was great."
Cons: "Too much chatter over the intercom."

Cons: "Out of all the airlines I have flown, this was quite disorganized in my opinion. The fact that I was not able to select a seat, nor did I have one assigned to me until prior to an hour before boarding, gave me a bit of anxiety. I don't think it's fair to take away this option to those that get the "cheap, standard" tickets."

Pros: "My seat was very near the front ...two rows behind comfort class seating (which was mostly empty). WiFi services and entertainment were offered...to those that brought along their own receiving devices."
Cons: "My seat happened to be one row in front of the Exit Aisle Seating rows....I wasn't aware that this meant having to sit straight up the entire time without the chance of reclining my chair back into the Exit Aisle's space.The 2 hour and 13 minute flight time sitting straight up really worked up my sciatic nerve into a flaring frenzy. I Forgot to bring my iPad Pro with me on this trip...and had no adequate access to any entertainment content."

Pros: "Weather, I think, caused a delay for my flight to Atlanta from Dallas which results in missing my connection. I was traveling with my 4-year old granddaughter. However, when I arrived having already missed my flight, I found special assistance area and was able to immediately connect with an agent who booked us on the next flight (last flight of the day to Richmond). Saving the day."
Cons: "All the planes were full and did not have enough room for carry on causing delays and getting the flight off later. The gate agents and crew did what they could to get the plane loaded faster, but they loaded the front first and those in the back could not get past making loading the plane take even longer."

Cons: "Several hours was added to my travel day when my Calgary to Seattle flight was cancelled and I was rerouted from Calgary to Vancouver to Seattle. It seems to me that if an airline initiated change that significant occurs, I should have an option given me to change my itinerary."

Pros: "I was able to pick my own flight online easily."
Cons: "Lack of same day, 1 connection, first class seats. Had to fly out the next day because only middle seats left. Frustrating because I paid for first class and had no good choices for my departure day of choice."

Pros: "Nothing"
Cons: "6 hour delay"

Pros: "I was upgraded to First at the gate. The crew was very professional and friendly. Food mini-minimal, but OK."
Cons: "On this A320 craft, old style, the First class seats are a joke. I had seat 2B. The pitch is apparently less than in the Comfort+ rows. The passengers in 1A and 1B started reclining even before departure, and during the whole flight. For me and my neighbor, with that seat on our chest, it was impossible to reach down to the seat-back pocket, not to mention to the bag stowed under the seat in front. To get out of the seat, I almost could not get my legs through the 5-in. interval between the back of the front seat and the irremovable armrest. I shook the passenger sleeping in 1B rather violently a couple times. The lady in seat 2B apologized, but she had to climb and put her feet on my seat to get out of hers, there was really no other way. Delta needs to address this ridiculous situation of their First Class seats urgently."

Pros: "Delta treats diamond medallion members better than any other airlines treats their elite members"
Cons: "No in seat entertainment"

Pros: "Friendliness of omboard crew"
Cons: "Flight was more than 2 hours late"

Cons: "On landing it felt like we crashed into the runway. I think it would have been helpful to have the pilot tell us what happened."

Cons: "Everything was ok"

Cons: "No beverage service"

Pros: "Everything"
Cons: "No comments"

Pros: "The price."
Cons: "Flight was delayed for 2 hours in Airbus 777 full of passengers. The reason was to fix some light and administrative error on a log book. This could have been prevented if they had done all of the checks beforehand. All of those passengers stuck in a plane during a pandemic. Not very smart !!!!"

Pros: "On time take off and the fact that we arrived alive."
Cons: "Hot meals and inflight entertainment. No even drinks were served."

Pros: "Great service and comfortable; well sanitized."
Cons: "TV screens for movies and shows."

Pros: "Free reschedule of flight."
Cons: "Flight was cancelled for no reason."

Cons: "Almost 4 hour delay."

Pros: "The ground crew were very courteous but I feel they were not being completely honest regarding the delays. It felt like we were being given false hope that the flight was taking off soon."
Cons: "We were boarded thinking we were taking off soon. Except the delay continued for another hour and a half I found out. I had exited the plane having been given the option of staying in Gainesville in a hotel provided by the airline and being booked on a flight the next day."

Pros: "It was a red eye. So good to be seated, quiet. not too crowded."
Cons: "It was really GOOD overall."

Pros: "Crew was snappy in getting people in plane and checking in carry ons since occupancy had been reached."
Cons: "Lack of adjustable headrest on seat."

Pros: "Smooth ride"

Cons: "Feeling of being cramped"

Cons: "Ticket agent was rude and 3 flights later found a super sweet ticket agent but 10 hours longer to get to my destination"

Pros: "Crew was great!"

Cons: "Todo bien"

Pros: "Service from crew was fine"
Cons: "No delay! Got notification that our flight was one half hour earlier. Then boarded aircraft, and it had electrical problems. Delayed. We had to get off. Then board another aircraft."

Pros: "Checking in with my Mum who needs assistance was excellent."
Cons: "Lack of Entertainment."

Cons: "Crampt space, cold cabin"

Pros: "None"
Cons: "Long delay"

Pros: "Movie options were good."
Cons: "The a/c was not working well and t"

Pros: "The service was excellent and the flight on time. Love American."
Cons: "The seats have been refurbished and if you are a plus size the seats are uncomfortable."

Pros: "Service"
Cons: "Seats and space"

Cons: "Poor service"

Pros: "I loved everything. No complaints. American airlines is one of the best airlines I have flown with."

Pros: "The seats were comfy and spacious."

Pros: "I liked that we got to San Juan safely. The crew on board was very accommodating."
Cons: "Due to the delays, we missed our jumper flight and American refused to compensate. Also, only had two cookies all day from 8:05am until 3:45 pm! No sandwiches as promised. We were delayed approximately 4 hours total. Had to take a taxi ($85) to Fajardo to HOPEFULLY catch last ferry to Culebra. Guess AmericansAirlines doesn’t care if you have to sleep at the dock!"

Cons: "Dallas to San Juan San Juan Dallas American Airlines has the worst seat of any airline flown by us fare almost 2000 dollars for round trip and the seat is small hard uncomfortable even for a short flight this is no business class!!"

Pros: "On time"
Cons: "Cold cabin"

Cons: "The seats are very tight."

Cons: "Last minute cancellation and reschedule if original flight with 20 people hounding the gate for standby status. Craziness. These last minute revisions mist stop"

Pros: "Direct flight"
Cons: "Horrible customer service, excessive baggage fees, rude counter staff, no leg room, narrow seats"

Pros: "Boarding process"
Cons: "Delay, no food,"

Cons: "Wait time to board was delayed 20 minutes."

Pros: "Can't think of anything good"
Cons: "SEE: Customer Relations request #1-249830721"

Pros: "Nice crew clean airplane"
Cons: "Initial flight was cancelled after 2 hours delay. My next flight was scheduled the earliest possible by AA which was 24 hours later. No transportation,hotel or miles compensation for this. I had work and responsabilities the next day. TThe scheduled trip was supposed to take off at 7:45. Boarding started late and was very slow. My bag fit the meassurements and still was forced to check it (which I did not want to do as I did not want to be waiting an hour for my bag at my arrival as I had work early the next day. In addition there was airplaine traffic as it was "rush hour" instead of flying at 7:45 we departed almost at 9pm!!!! Have to pay for food Quality of tv monitors very poor And in an uncomfortable position No movie options No wifi although stated the aircraft has Non functioning electrical plug"

Pros: "Nothing"
Cons: "Never made it to San Juan to catch my cruise. To top things off I was a ship for two days without my luggage and underwears. Never again!!! Thank you JetBlue!!!"

Cons: "That all the passengers were rechecked at the Gate by TSA without offering any explanation as to why, if it was a domestic flight, why were they requiring ID again. And checking bags."

Pros: "On time smooth"

Pros: "Friendly staff. Landed early. Offered a free bag."
Cons: "They moved the flight earlier, which was not fun. And, there were no entertainment centers."

Pros: "Puntuality"

Cons: "There seets are two small. And they dont sell alcohol. That sucks."

Cons: "The airline had trouble with the plane. After we waited 3 hrs in the plane they cancel the flight. They offer a hotel but it was very dirty"

Pros: "Friendly polite staff. Plane left and arrived on time."

Cons: "No have owned screen TV"

Pros: "Everything"
Cons: "Nothing"

Pros: "Comfortable seat"
Cons: "Lack of entertainment"

Pros: "Overall good flight"
Cons: "I did not like the time needed for boarding/ settling in. But that is a factor of people not following instructions. Not the crew."

Cons: "Terrible airport assistance, many unnecessary customs checks, uncomfortable seats, on flight bad service and late flight times."

Pros: "I was going home"
Cons: "Late flight no pilots andt broke my luggage."

Cons: "Gg"

Pros: "Everything was on time, no delays."

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Gainesville to Caribbean Islands

Airlines flying from Gainesville to Caribbean Islands have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Gainesville to Caribbean Islands

Mandatory masks

Masks required on board, masks provided on flights from Gainesville to Caribbean Islands

Social distancing seating

Middle seats unavailable to book on flights from Gainesville to Caribbean Islands

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Gainesville to Caribbean Islands

Book cheap flights from Gainesville to Caribbean Islands

Recent round-trip flight deals

8/19
Thu
1 stop
American Airlines
9h 39m
GNV - SJU
8/23
Mon
2 stops
American Airlines
16h 24m
SJU - GNV
8/19
Thu
1 stop
American Airlines
9h 39m
GNV - SJU
8/23
Mon
1 stop
American Airlines
7h 28m
SJU - GNV
6/29
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1 stop
American Airlines
14h 53m
GNV - SJU
7/22
Thu
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American Airlines
12h 23m
SJU - GNV
6/4
Fri
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American Airlines
18h 11m
GNV - SJU
6/11
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American Airlines
22h 23m
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5/17
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American Airlines
17h 38m
GNV - SJU
9/16
Thu
1 stop
American Airlines
16h 10m
SJU - GNV
6/4
Fri
1 stop
American Airlines
25h 43m
GNV - SJU
6/11
Fri
1 stop
American Airlines
22h 23m
SJU - GNV
5/18
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American Airlines
6h 29m
GNV - SJU
5/25
Tue
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American Airlines
15h 18m
SJU - GNV
5/17
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American Airlines
10h 27m
GNV - SJU
9/16
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American Airlines
5h 53m
SJU - GNV
9/12
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American Airlines
9h 39m
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9/15
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1 stop
American Airlines
5h 53m
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5/23
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2 stops
American Airlines
20h 13m
GNV - SJU
5/25
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American Airlines
17h 41m
SJU - GNV
5/23
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American Airlines
8h 48m
GNV - SJU
5/25
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American Airlines
17h 41m
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5/21
Fri
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American Airlines
14h 43m
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6/2
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American Airlines
21h 01m
SJU - GNV
5/25
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6h 55m
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Delta
7h 25m
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5/23
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5/19
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5/21
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5h 35m
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5/21
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5h 35m
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5/23
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16h 14m
NAS - GNV
5/25
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5h 57m
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5/31
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9h 27m
STT - GNV
5/16
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6h 55m
GNV - STT
5/18
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1 stop
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7h 25m
STT - GNV
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Recent one-way flight deals

6/1
Tue
2 stops
American Airlines
17h 12m
GNV - STT
6/1
Tue
1 stop
American Airlines
18h 00m
GNV - STT
7/27
Tue
2 stops
American Airlines
20h 27m
GNV - PAP
6/1
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American Airlines
18h 33m
GNV - STX
5/26
Wed
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American Airlines
6h 24m
GNV - PUJ
5/26
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American Airlines
6h 24m
GNV - PUJ
5/26
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Delta
8h 14m
GNV - PUJ
5/26
Wed
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American Airlines
49h 06m
GNV - PUJ
5/26
Wed
2 stops
American Airlines
17h 41m
GNV - PUJ
5/26
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American Airlines
8h 41m
GNV - PUJ
5/26
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Multiple Airlines
51h 14m
GNV - PUJ
5/26
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Multiple Airlines
42h 51m
GNV - PUJ
5/26
Wed
3 stops
Multiple Airlines
42h 51m
GNV - PUJ
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