$76 Find Cheap Flights from Tampa 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 Tampa to Caribbean Islands departing on 3/19. 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 Tampa to Caribbean Islands.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Tampa to Caribbean Islands.
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% 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
Booking Insights
Flight Deals

Cheap Flights from Tampa to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cananonstop$300
Santo Domingo
Santo Domingo1 stop$241
Montego Bay
Montego Bay1 stop$248
Oranjestad
Oranjestad1 stop$251
Nassau
Nassau1 stop$295
Kingston
Kingston1 stop$349
Simpson Bay
Simpson Bay1 stop$268
Providenciales
Providenciales1 stop$290
Port of Spain
Port of Spain1 stop$262
Bridgetown
Bridgetown1 stop$412
George Town
George Town1 stop$246
Willemstad
Willemstad2 stops$485
Castries
Castries3 stops$811
St. John's
St. John's1 stop$614
Puerto Plata
Puerto Plata1 stop$449
Aguadilla
Aguadilla2 stops$297
Punta Cana
Punta Cananonstop$300
Santo Domingo
Santo Domingo1 stop$241
Montego Bay
Montego Bay1 stop$248
Oranjestad
Oranjestad1 stop$251
Nassau
Nassau1 stop$295
Kingston
Kingston1 stop$349
Simpson Bay
Simpson Bay1 stop$268
Providenciales
Providenciales1 stop$290
Port of Spain
Port of Spain1 stop$262
Bridgetown
Bridgetown1 stop$412
George Town
George Town1 stop$246
Willemstad
Willemstad2 stops$485
Castries
Castries3 stops$811
St. John's
St. John's1 stop$614
Puerto Plata
Puerto Plata1 stop$449
Aguadilla
Aguadilla2 stops$297

Book Cheap Tampa 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 Tampa 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 Tampa to Caribbean Islands

Tue, Mar 17 - Tue, Mar 24
Spirit Airlines Logo
8:14 am - 3:28 pm
TPA
-
STT
7h 14m
1 stop
Spirit Airlines Logo
4:35 pm - 9:59 pm
STT
-
TPA
5h 24m
1 stop
$168Spirit Airlines
Mon, Feb 23 - Tue, Mar 3
Spirit Airlines Logo
10:25 am - 2:25 pm
TPA
-
SJU
3h 00mnonstop
Spirit Airlines Logo
7:00 am - 9:20 am
SJU
-
TPA
3h 20mnonstop
$170Spirit Airlines
Tue, Mar 3 - Tue, Mar 10
Frontier Logo
6:15 am - 3:06 pm
TPA
-
SJU
7h 51m
1 stop
Frontier Logo
3:22 pm - 12:26 am
SJU
-
TPA
9h 04m
1 stop
$173Frontier
Tue, Mar 10 - Sun, Mar 15
Frontier Logo
5:30 am - 2:17 pm
TPA
-
SJU
8h 47m
1 stop
Frontier Logo
5:30 am - 9:00 am
SJU
-
TPA
3h 30mnonstop
$174Frontier
Wed, Mar 11 - Wed, Mar 11
JetBlue Logo
8:00 am - 1:18 pm
TPA
-
SDQ
5h 18m
1 stop
JetBlue Logo
8:43 pm - 8:18 am
SDQ
-
TPA
11h 35m
1 stop
$254JetBlue
Thu, Feb 26 - Tue, Mar 3
American Airlines Logo
7:02 am - 4:00 pm
TPA
-
SXM
7h 58m
1 stop
American Airlines Logo
5:28 pm - 11:59 pm
SXM
-
TPA
7h 31m
1 stop
$271American Airlines
Sat, Apr 25 - Tue, Apr 28
American Airlines Logo
6:58 pm - 11:38 am
TPA
-
SXM
16h 40m
2 stops
American Airlines Logo
4:35 pm - 9:55 am
SXM
-
TPA
17h 20m
2 stops
$276American Airlines
Sat, Feb 21 - Tue, Feb 24
Delta Logo
5:25 am - 12:29 pm
TPA
-
GCM
7h 04m
1 stop
Delta Logo
1:54 pm - 9:00 pm
GCM
-
TPA
7h 06m
1 stop
$289Delta
Thu, Mar 5 - Mon, Mar 9
Delta Logo
6:45 am - 5:02 pm
TPA
-
NAS
10h 17m
1 stop
Delta Logo
6:10 pm - 8:52 am
NAS
-
TPA
14h 42m
1 stop
$295Delta
Tue, Mar 3 - Tue, Mar 10
JetBlue Logo
7:00 am - 10:30 am
TPA
-
PUJ
2h 30mnonstop
JetBlue Logo
10:30 am - 1:29 pm
PUJ
-
TPA
2h 59mnonstop
$300JetBlue
Booking Insights

KAYAK's insights & trends for Tampa to Caribbean Islands flights

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

What is the cheapest Tampa to Caribbean Islands flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean Islands from Tampa found in the last 72 hours was to San Juan, at $139 round-trip. The most popular route is from Tampa (TPA) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $139.

Can I save money by flying with a layover from Tampa 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 $332, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Tampa to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Tampa to Caribbean Islands, 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 Tampa to Caribbean Islands is February, when tickets cost $182 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $366 and $318 respectively.

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

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

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

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Tampa to Caribbean Islands, 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 Tampa to Caribbean Islands, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 2 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$76
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Tampa to George Town

FAQs - booking Caribbean Islands flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Tampa 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 Tampa 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 Tampa 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 Tampa 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 Tampa 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 in the evening, when round-trip flights cost $246 on average. Morning departures are around 22% more expensive than evening flights, 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 $301.

Top tips for finding cheap flights to Caribbean Islands

  • Looking for a cheap flight? 25% of our users found tickets from Tampa to the following destinations at these prices or less: San Juan $132 one-way - $218 round-trip

Reviews of the top 5 airlines serving from Tampa to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Tampa 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 Tampa 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.
8.9
Cayman AirwaysOverall score based on 31 reviews
6.1Food
9.5Crew
7.0Entertainment
9.0Boarding
8.5Comfort
Airline reviews

There is no food or entertainment in this flight. Service was excellent.

10.0 ExcellentAnonymous, Dec 2025
MIA - GCM
Read more Cayman Airways reviews

There is no food or entertainment in this flight. Service was excellent.

Short flight. Excellent boarding and crew. Flight left early and arrived early!

Great flight on the Twin Otter. Early departure and early arrival. Hassle free flight.

Boarded 20 minutes late, dinner and beverages were provided but the "main" of dinner was freezing cold and had soggy lettuce. The seats were wildly uncomfortable! There was in-flight entertainment that you can access via your phone (vs. the TV on the seatback in front of you) but the wifi connection was weak and you could not actually play anything. With that said, the crew was very pleasant and friendly!

Flight crew made the flight very enjoyable as they were friendly, helpful and accommodating. Flight time was 3:40 compared to the 4:30 that was captured on our itinerary, so that was a pleasant surprise. In flight entertainment was good with plenty of selection, however some of the choices that my family tried were slow to load and stalled out a few times. We were able to restart and everyone finished watching their movies. Food was pretty basic: croissant, turkey or chicken lunch meat with Swiss cheese and a bag of Lay’s potato chips. Still a bonus considering most airlines offerings which is nothing but peanuts or a cookie.

Best experience ever. Crew were amazing, kept me informed throughout. Boarding was on time and spot on. Id book again most def

Food could have been better, and internet that allows texting/WhatsApp and other basics on the phone instead of just inflight entertainment would have been nice.

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.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

Little warm on the plane and delayed for an hour

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

Boarding was organized and timely. Food was mediocre, especially for first class travel.

We were 4+ hours delayed. AA is absolutely obnoxious. They just kept pushing back the time to the point where we did not get into Vegas until after midnight when we were supposed to arrive like 845pm.

Friendly crew, efficient boarding and flight arrived early. Couldn’t ask for a better experience

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

Good. No issues except a slight delay. Crew came in late.

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

There was a fowl odour coming from the lavatory the entire flight

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

Cancelled my flight, said next flight was 30hrs later. Had to come out of pocket $500 to get on a SW flight

Everything was good. On time, boarding fast, flight attendants friendly.

Spirit has always and will always stink. Absolute worst airline around.

I know it's a low-cost airline. However, the seats are very basic, so after two hours of travel, they feel very uncomfortable and cannot be reclined. The two flights from Bogota to Orlando and the return flight were very punctual. The check-in process on the app works very well. I really liked the self-check-in process for luggage at the Orlando airport; it was quick, easy, and very convenient.

All very good except they didn’t load our walker so haven’t gotten it yet

For the cost you can't e too critical, but the inablitiy to recline the seat and minimal cushioning in the seats made for a less than comfortable flight. Other than that we had an ealry departure and arrival, boarding was smooth.

Nothing everything cost money a bottle of water is 5 dollars and there wasn't even an outlet to plug 🔌 in my 📱 phone

Extra legroom with my upgrade bundle. Clean aircraft, on-time departure, early arrival. Good value for the price.

Even though the plane was delayed from the previous airport, the staff recognized this and kept us informed. The flight crew was absolutely awesome from on my flight from Ft. Meyers to AC. Great experience all around!

Not seat assigned because overbooking. We could go because some people decided to give their seats.

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”

Everyone seemed to be in zone 1 for boarding. Maybe break it up a little. Otherwise, smooth flight.

The experience was good. No frills but I got there safe and sound and on time.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

Severe turbulence. Captain never came on to reassure passengers after things settled down.

Boarding in Orlando was not good. Giant mob at the gate, should have been lines.

My flight was delayed by two hours which made it so that I would miss my layover flight. I stood in line for customer service for over an hour and when I reached the agent she told me to scan a QR code and it'll give me options. I wasn't offered any help, guidance or compensation, only told that I have options but that I had to figure it all out myself. I was refunded part of the trip and had to buy an expensive same day ticket from another airline in order to get home. I will never fly Frontier again.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports