$74 Find Cheap Flights from Jacksonville to Caribbean - Compare and Save

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Cheap Flights from Jacksonville to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Punta Cana
Punta Cana1 stop$402
Santo Domingo
Santo Domingo1 stop$350
Montego Bay
Montego Bay1 stop$398
Oranjestad
Oranjestad1 stop$385
Nassau
Nassau1 stop$328
Kingston
Kingston1 stop$545
Simpson Bay
Simpson Bay1 stop$383
Providenciales
Providenciales1 stop$546
Port of Spain
Port of Spain1 stop$730
Bridgetown
Bridgetown1 stop$643
George Town
George Town2 stops$540
Willemstad
Willemstad1 stop$584
Aguadilla
Aguadilla2 stops$347
Puerto Plata
Puerto Plata1 stop$663
St. John's
St. John's1 stop$779
Punta Cana
Punta Cana1 stop$402
Santo Domingo
Santo Domingo1 stop$350
Montego Bay
Montego Bay1 stop$398
Oranjestad
Oranjestad1 stop$385
Nassau
Nassau1 stop$328
Kingston
Kingston1 stop$545
Simpson Bay
Simpson Bay1 stop$383
Providenciales
Providenciales1 stop$546
Port of Spain
Port of Spain1 stop$730
Bridgetown
Bridgetown1 stop$643
George Town
George Town2 stops$540
Willemstad
Willemstad1 stop$584
Aguadilla
Aguadilla2 stops$347
Puerto Plata
Puerto Plata1 stop$663
St. John's
St. John's1 stop$779
Booking Insights

KAYAK's insights & trends for Jacksonville to Caribbean flights

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

What is the cheapest Jacksonville to Caribbean flight route?

The cheapest ticket to Caribbean from Jacksonville found in the last 5 days was to San Juan, at $139 round-trip. The most popular route is from Jacksonville (JAX) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 5 days was $139.

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

The cheapest time of day to fly to Caribbean is generally in the morning, when round-trip flights cost $244 on average. Morning departures are around 26% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the evening, which is peak travel time and where the average cost of a ticket is $328.

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

No, with an average price for the route of $345, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Jacksonville to Caribbean?

The cheapest month for flights from Jacksonville to Caribbean is May, when tickets cost $340 (return) on average. On the other hand, the most expensive months are March and January, when the average cost of round-trip tickets is $506 and $486 respectively.

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

When flying from Jacksonville to Caribbean, you should consider leaving on a Tuesday and avoid Saturdays if you are looking for the best rates. For your return to Jacksonville, you’ll find the best rates on Fridays and the most expensive ones on Wednesdays.

How far in advance should I book a flight from Jacksonville to Caribbean?

To get a below average price on the flight from Jacksonville to Caribbean, you should book around 2 weeks before departure, which saves you about 19% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low season

February

Cheapest flight

$74
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly with an average 2% increase in price.
Flight from Jacksonville to San Juan

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Jacksonville 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 Jacksonville to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Jacksonville to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Jacksonville 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 Jacksonville 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 Jacksonville 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 Jacksonville 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 Jacksonville to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Caribbean

  • Looking for a cheap flight? 25% of our users found tickets from Jacksonville to the following destinations at these prices or less: San Juan $171 one-way - $227 round-trip

Reviews of the top 5 airlines serving from Jacksonville to Caribbean

 
Need help choosing which airline to fly with from Jacksonville 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.
7.8
DeltaOverall score based on 8634 reviews
8.1Boarding
7.8Entertainment
8.5Crew
7.8Comfort
7.2Food
Airline reviews

Everything was great. The only thing that wasn’t was the breakfast calzone which was basically warm bread. It was very tasteless and wasn’t good at all

10.0 ExcellentTimothy, Oct 2026
Read more Delta reviews

Everything was great. The only thing that wasn’t was the breakfast calzone which was basically warm bread. It was very tasteless and wasn’t good at all

I usually like delta. However this is my second flight that the wifi does not work

Both legs on the way were smaller planes, each had a mechanical issue causing a delay

Aside from a completely packed plane, I really have no complaints.

The flight was very good and the staff was very friendly and helpful!

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The food is terrible. The staff is wonderful. Comfort is good.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

Flight was on time, the staff was personable & professional, & the plane arrived on time.

The price. Omg $1100. Was crazy and it was not clear on the website.

Delayed too much. 1.5 hrs in the airport and another 1 hr in the runway. Got too late in the night. There was no proper food available.

Did not like the check in guy quibbling over a couple pounds at the luggage weigh in

This is related to my second leg of the flight, from Washington DC to SFO. I understand things happen, but I got home at 3 am for a 12:59 am landing. I live 10 min from the airport. Bridge breaks when a few rows of the plane are off? Maintenance didn’t catch that?

Wonderful flight! The crew was good, check-in was good and orderly and the flight was uneventful and good.

This is for UA2274 from Houston to Sacramento. The flight was delayed arriving due to mechanical issues so we left about 3 hours later than scheduled. When boarding the plane the temperature inside was excessive - likely close to 100. Pilot apologized and said it was going to improve at altitude, which it did. But before that I honestly thought there might have been more delays removing passengers made ill from the heat. We were delayed leaving due to another mechanical issue. There was not water on the plane due to a panel that was not secured. They did that quickly, but the combination of mechanical issues was rather disturbing and did not reflect well on United.

Flight was delayed in the gate by 5 hours and ultimately cancelled- rebooking service by United agents was terrible

United domestic flight was better than international flight. There was no switch to control Ac In international united flight. Food was also average, Air canada food was much better than united.

They cancelled our flight at the last minute due to mechanical issues. Rather, they “delayed” it till the next morning. A pain in the neck when traveling with two young children. Crew was really nice, which made up for it somewhat. This is the second flight from delta that was cancelled this year. Definitely going to fly another airline when possible

Noticing spectacular about the flight. It got me fro m point a to b. High priced

Every thing went smooth. No complaints except deplaning could have been quicker

I was grossly overcharged to change my return flight. Had to do it through Kayak because it was booked that way and I was not given the fare price listed at the time on JetBlue or kayak. Was traveling with another couple that booked directly through JetBlue and they paid the $100 change fee and the difference between what they paid originally(same as me) and the displayed fares and it was less than $400 total for two tickets. I paid almost $700 to change the same fare tickets they purchased and had to pay again for upgraded seat selection that I previously paid for on top of the almost $700 increase. Difficult to talk to the kayak representative because of his accent. Told me I had to wait for confirmation to be sure it had been changed and that I could take up to a few hours. The call itself after the wait time took almost 30 minutes, which could’ve been done directly on JetBlue in 2 to 3 minutes.. My husband and I were given separate boarding zones. They would not let us board together. I had to board in the last zone. They made me check my bag even though my husband told me that he had a spot to put my carry-on. Since he boarded before me. The flight crew tried to accommodate, but the woman that was boarding in the terminal came down and would not let me take my carry-on. She was aggressive, rude and condescending to everybody in line and told them she was being audited. When I told her that my husband had secured a spot for me to put my carry-on with his backpack, that would then move to under the seat. She told me that she couldn’t play favorites, although I was second to last to board the plane since my boarding zone was changed. They told me because I forwarded my husband his ticket that’s what separated our boarding zones, but would not allow us to board together. The volume on my TV would not work, and my upgraded seat would not go into the fully upright position so I was told repeatedly during takeoff and landing to put my chair into the upright position which was embarrassing and uncomfortable to be told assertively so many times. I will not book through kayak again.

I propose enhancing the legroom across the entire cabin seating area and expanding the snack selection. The airline companies should prioritize customer needs over the extravagant and unjustified salaries of upper management.

KUDOS TO ALL THE CREW PROVIDING ASSISTANCE WITH PASSENGERS ON A WHEELCHAIR. ON BOTH FLIGHTS THEY HUSTLED TO TAKE MY RELATIVE TO CONNECTION ON TIME. THEY DESERVE A LOT OF CREDIT!

My original flight was cancelled. My replacement flight was delayed over 2 hours. I lost my whole day in NY

Delays were crazy long (over an hour) both for boarding and baggage claim

awful expereince. boarding was a mess and not communicated, then we sat on a hot plane and were at risk of getting kicked off

2 hour delay and a lack of air conditioning on the plane. Not a good combination

First time flying JetBlue and my perception changed. Love it.

The flight out was delayed from 3:40pm to 5pm and again to 8pm. We boarded after 5pm, had to disembark because they could not get the Engine started, then we switched gates and got a new plane and did not board until after 8pm.

Flight was delayed due to maintenance issue. Missed my connecting flight. Got rebooked in a middle seat when I had a first class ticket.

My boarding pass said gate E5. I arrived at gate E5 by 12:45pm. At 2:10pm, I received a phone call stating I was supposed to be at gate D37. They would not wait for me to get there (by the way, the plane was still there when I got to gate D37, but everything was closed and no one was at the door). The next flight at 7:40pm was sold out; was told I'd be put on the 9:47pm flight. I was so stressed, I became chokey (apparently I have mild asthma). By the grace of God, a lot of begging, and the customer service rep taking pity on me, I was able to get on a 4:50pm flight to Philadelphia.

Comfy and timely flight thanks to Cathay to all crew and the captain for our smooth landing.. above all thank You Lord for our Safe flight ❤️🙌🙏🏽

I have executive platinum status with American Airlines. It seems impossible to be upgraded anymore and I’m never offered a cheese plate or thanked for my loyalty.

Awful. Original flight was delayed 5 hours. Had to to take a connecting flight instead of direct. Had a 4 hour layover. I missed all of my morning meetings getting in 5 hours later than I was supposed to and had to change to take a later flight the next day to get them back in which cia time another $150.

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

Delayed 4 hours from Charlotte to Nashville. Could have driven there faster. Information provided by AA was sparse.

Gate change was a little tough but it was a good flight otherwise

Great flight, great service but most of all- our luggage made the trip with us.,

Flight delayed 9 hours. On tarmac for over an hour after arrival. Will never book with Frontier under any circumstances ever again.

When I was boarding my departure from Raleigh to Orlando I was inappropriately scolded by a female dog named Mia because I didn’t pay in advance for my carry on bag ($75). Frontiers website is confusing regarding pre-paying for carryons so it was a simple mistake. I also had paid for “upfront plus” meaning me and my son were seated in the front row with no one in the middle seat ($450 upgrade). When we were boarding Mia said “sir, you didn’t pay for your carryon” in a not so polite tone and told me to get out of line and come back to the counter to pay for my carryon. The way they had the retractable rope left me no room to circle back without making the people behind me move so I just stood there and then she said a second time “sir!! Go pay for your carryon” in an embarrassing tone. I then moved their rope so I could get back to the counter when a second female dog then asked “are you done!?!?” because I had said “do you want me to bulldoze the people behind me?” I then said you do realize I paid over $400 for upfront plus so I was certainly not trying to sneak a carryon bag without paying. Long story short, I am soooo done with discount airlines!!! By the time you pay for all the “extras” you might as well have paid for Delta Southwest or American! Frontier airlines sucks and I was embarrassed by a female dog named Mia!!!

Frontier feels like a family I Worked for Eastern Airlines back in the day and I felt the family vibe that I had then. Thank you

It was an early flight and most people napped/slept and the crew let us which was nice.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

This company socks. It's fraud. They canceled our flight yesterday, and today we were late because of a really long line at the check in bag. At the rebook station, there was ton of people. The workers were all rude. I am gonna make a report to FTC.

Flight got delayed for 5 hours no good explanation was offered ;(

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

Frontier notifying me earlier of flight delay of over 2 hours.

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

More options for your flight to Caribbean

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