$278 Find Cheap Flights from Tallahassee to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Tallahassee to Caribbean departing on 5/5. 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.
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Best Caribbean Flight Deals from Tallahassee

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Montego Bay
Montego Bay1 stop$521
Nassau
Nassau1 stop$397
Simpson Bay
Simpson Bay2 stops$563
Providenciales
Providenciales1 stop$499
Bridgetown
Bridgetown1 stop$556
George Town
George Town2 stops$614
St. John's
St. John's1 stop$592
Montego Bay
Montego Bay1 stop$521
Nassau
Nassau1 stop$397
Simpson Bay
Simpson Bay2 stops$563
Providenciales
Providenciales1 stop$499
Bridgetown
Bridgetown1 stop$556
George Town
George Town2 stops$614
St. John's
St. John's1 stop$592

Cheap Flight Deals from Tallahassee to Caribbean (TLH-0CB)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Tallahassee to Caribbean 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.

Recent round-trip flight deals from Tallahassee to Caribbean

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Tallahassee to Caribbean.
Discover the best prices for you by selecting your travel dates on KAYAK.
Delta Logo
5:40 am - 1:55 pmTLH-NAS
8h 15m1 stop
Delta Logo
2:15 pm - 10:22 pmNAS-TLH
8h 07m1 stop
$397Delta
Find Deal
Tue, May 13 - Fri, May 16
American Airlines Logo
7:41 am - 7:15 pmTLH-NAS
11h 34m2 stops
American Airlines Logo
10:29 am - 5:29 pmNAS-TLH
7h 00m1 stop
$401American Airlines
Find Deal
Tue, May 13 - Fri, May 16
Delta Logo
5:40 am - 11:59 amTLH-SJU
6h 19m1 stop
Delta Logo
6:15 am - 1:59 pmSJU-TLH
7h 44m1 stop
$427Delta
Find Deal
Sun, Jul 6 - Thu, Jul 10
American Airlines Logo
6:00 am - 11:05 amTLH-SJU
5h 05m1 stop
American Airlines Logo
6:55 pm - 9:27 amSJU-TLH
14h 32m1 stop
$462American Airlines
Find Deal
Fri, Jun 27 - Fri, Jul 4
JetBlue Logo
9:05 am - 4:15 pmTLH-SJU
7h 10m1 stop
JetBlue Logo
11:55 am - 7:05 pmSJU-TLH
7h 10m1 stop
$465JetBlue
Find Deal
Wed, May 14 - Sun, May 18
American Airlines Logo
6:00 am - 11:04 amTLH-SJU
5h 04m1 stop
American Airlines Logo
12:59 am - 1:50 pmSJU-TLH
12h 51m1 stop
$470American Airlines
Find Deal
Sun, Jul 6 - Wed, Jul 9
United Airlines Logo
9:05 am - 11:57 pmTLH-SJU
14h 52m2 stops
United Airlines Logo
1:05 am - 7:05 pmSJU-TLH
18h 00m2 stops
$552United Airlines
Find Deal
Wed, May 14 - Sat, May 17
JetBlue Logo
9:05 am - 4:59 pmTLH-NAS
7h 54m1 stop
JetBlue Logo
10:02 am - 7:05 pmNAS-TLH
9h 03m1 stop
$558JetBlue
Find Deal
Wed, May 14 - Sun, May 18
United Airlines Logo
9:05 am - 11:57 pmTLH-SJU
14h 52m2 stops
United Airlines Logo
2:05 am - 7:05 pmSJU-TLH
17h 00m2 stops
$709United Airlines
Find Deal
Thu, Jun 5 - Sun, Jun 8
WestJet Logo
7:07 pm - 10:23 amTLH-NAS
39h 16m2 stops
WestJet Logo
11:15 am - 10:51 pmNAS-TLH
35h 36m2 stops
$1,543WestJet
Find Deal
Thu, Jun 12 - Sun, Jun 15
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KAYAK's insights & trends for Tallahassee to Caribbean flights

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

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Tallahassee to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Tallahassee to Caribbean is January, when tickets cost $374 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $614 and $554 respectively.

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

The average price of all round-trip flights from Tallahassee to Caribbean clicked on KAYAK for each day over the last 12 months.

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

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Tallahassee to Caribbean, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Tallahassee to Caribbean, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.


Good to know

Low seasonFebruary
High seasonJune
Cheapest flight$278
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 0% lower on average.
Flight from Tallahassee to San Juan

FAQs - booking Caribbean flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Tallahassee 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 Tallahassee 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 Tallahassee 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 Tallahassee 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 Tallahassee to Caribbean 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?

    The cheapest time of day to fly to Caribbean is generally in the afternoon, when round-trip flights cost $443 on average. Morning departures are around 7% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean is generally at night, which is peak travel time and where the average cost of a ticket is $540.

Top 4 airlines serving from Tallahassee to Caribbean

Need help choosing which airline to fly with from Tallahassee 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.
8.0
DeltaOverall score based on 7934 reviews
7.9Comfort
7.3Food
8.5Crew
7.9Entertainment
8.2Boarding
Airline reviews

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

10.0 ExcellentGary, Apr 2025TPA - LAX
Read more Delta reviews

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

Friendly flight attendants, smooth 8-9 hours flight. Economy seats are small and uncomfortable as usual.

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

Flight left early and arrived early. the whole trip was excellent.

Newer plane, relatively easy boarding, not a full flight and was told that we could not be moved up because of weight and balance issues. Otherwise, a very good experience.

Everything was great. Great service, excellent communication, and early arrival

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

Good and consistent Printer in lounge did not work for me :(

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

Loved the leg room and tvs screens on the seats and free WiFi. Wish the price was lower and could save by rebooking

The flight was delayed for 4 hours. Once onboard the crew was wonderful.

Very well organized both boarding and deplaning. Very satisfied with the service I received.

I rate it is good we had a 4-hour travel delay at one point but JetBlue gave out food vouchers and travel points credits for another flight so they try to make up for it

Flight was on time arrived at the destination 10min early they kept in touch via email

My encounter with the entertainment services provided on board was moderate; the functionality of the Wi-Fi connection was either sluggish or nonoperational, while the display screens were antiquated and suffered from poor visibility. On the positive side, the cabin exuded a sense of expansiveness, and the crew exhibited amiable and accommodating behavior throughout the journey.

They delayed our flight by 45 minutes and then re-updated the departure time back to normal schedule with no notification, email, or app update causing probably 40 people to miss the flight as they left without us.

terrible. Because I felt very unwell during the flight. How do they leave a woman alone in the middle of 2 men? an obese man who was falling on top of me.

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

Uncomfortable seats and flight attendant was rude as she insisted on waking up my husband to ask him if he wanted a drink. When he said that he was sleeping, she replied “without an attitude “. He was seated at 8c

No food/snack served during the flight. Crew wasn’t interested at all. Flew American First but flying low cost with Ryanair is even better

Crew professional. Easy bag drop off. On time. Good entertainment.

Nice modern plane. Can use your own device for entertainment. Get a snack on the plane.

Flight was late and missed connecting flight. They could have better accommodated, but instead did an overnight and had to arrive the next afternoon.

The boarding crew was incredibly helpful getting me on an earlier flight

They have lost any customer service care and support. Terrible airline now and been for awhile.

The flight was delayed leaving Miami. When we arrived in Charlotte, we were unable to park at our scheduled gate. We had to wait another 30-45 minutes before we could park at a different gate. All in all, we were delayed by almost two hours arriving in Charlotte.

the pilot that landed this flight in Philadelphia did an amazing job, the weather was absolutely terrible and we landed safely.

The outgoing flight tpa to fll was seriously delayed due to a frontal system impacting the incoming flight from key west. Weather is not under the control of the airline, better to arrive late than never! Thank you Silver Airways for your caution.

They canceled the flight and no longer fly out of Orlando. Trying to get my money refunded. Lost a night I paid for in Key West.

There was no serving off food on the flight being that it was so short.

The flight was VERY, VERY hot and the blowers weren't cooling it off...don't know what the problem was, but.....otherwise it was fine.

My flight from Avianca was 45 minutes late and it's very complicated to recheck in in ...also I have to say the silver desk folks were neither efficient nor helpful...so I missed my connecting flight. I actually got there before tge flight left but they refused to let me on....and gave me no vouchers for hotel etc

The cancelled our flight 3 times and we never made it to our destination. Every single airplane had a maintenance problem. Never fly this airline

9 hrs wait in airport then flt redirected to airport an hour away from our booked airport. Then at 8:00pm flight Cancelled. Silver supposed to book us on American the next day. Booked my husband but not me. Cost me Ubers, hotel, meals, new ticket and 1 hour taxi Cuz no flights to our home airport. Absolute disaster. Silver staff had no idea what was going on or what to do. Never Again Silver

Nothing about this flight was good. They are always cancelling or grossly delayed. We were delayed for 45 minutes for no apparent reason with no explanation or anything we could see and I missed my connection to Durham NC. I was on my way to my best friends memorial and funeral. Now I'll missed them both!!

Total disaster! The easiest flight was kept delayed till … cancelled! And before official announcement of the flight cancellation I was offered to join ongoing boarding to FLL so I had to change all my traveling plans, have lost my car reservation and a payed spot at the meeting I was going for to begin with! I had to no show to my flight back, because it was from different airport again!

The worst experience we had traveling. The worst experience we have had traveling. The service is lousy, I will NEVER choose this airline again.

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