$79 Find Cheap Flights from Tampa 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 Tampa to Caribbean departing on 5/16. 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

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Cheap Flights from Tampa to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$308
Santo Domingo
Santo Domingononstop$216
Montego Bay
Montego Bay1 stop$244
Oranjestad
Oranjestad1 stop$245
Nassau
Nassaunonstop$299
Kingston
Kingston1 stop$416
Simpson Bay
Simpson Bay1 stop$233
Providenciales
Providenciales2 stops$463
Port of Spain
Port of Spain1 stop$444
Bridgetown
Bridgetown1 stop$433
George Town
George Townnonstop$318
Willemstad
Willemstad1 stop$547
Castries
Castries2 stops$859
Aguadilla
Aguadilla1 stop$398
Puerto Plata
Puerto Plata1 stop$610
St. John's
St. John's1 stop$586
Punta Cana
Punta Cana2 stops$308
Santo Domingo
Santo Domingononstop$216
Montego Bay
Montego Bay1 stop$244
Oranjestad
Oranjestad1 stop$245
Nassau
Nassaunonstop$299
Kingston
Kingston1 stop$416
Simpson Bay
Simpson Bay1 stop$233
Providenciales
Providenciales2 stops$463
Port of Spain
Port of Spain1 stop$444
Bridgetown
Bridgetown1 stop$433
George Town
George Townnonstop$318
Willemstad
Willemstad1 stop$547
Castries
Castries2 stops$859
Aguadilla
Aguadilla1 stop$398
Puerto Plata
Puerto Plata1 stop$610
St. John's
St. John's1 stop$586

Book Cheap Tampa to Caribbean 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 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

Tue, May 5 - Fri, May 8
Multiple Airlines Logo
11:00 am - 2:01 pm
TPA
-
SJU
3h 01mnonstop
Multiple Airlines Logo
8:04 pm - 7:30 am
SJU
-
TPA
11h 26m
1 stop
$174Multiple Airlines
Sun, May 3 - Thu, May 7
Multiple Airlines Logo
6:15 am - 11:59 pm
TPA
-
SJU
17h 44m
1 stop
Multiple Airlines Logo
8:04 pm - 7:30 am
SJU
-
TPA
11h 26m
1 stop
$176Multiple Airlines
Thu, May 14 - Sat, May 16
Spirit Airlines Logo
8:25 am - 6:59 pm
TPA
-
SJU
10h 34m
1 stop
Spirit Airlines Logo
8:04 pm - 7:30 am
SJU
-
TPA
11h 26m
1 stop
$177Spirit Airlines
Mon, May 4 - Thu, May 7
Multiple Airlines Logo
8:00 am - 11:43 pm
TPA
-
SJU
15h 43m
1 stop
Multiple Airlines Logo
8:04 pm - 7:30 am
SJU
-
TPA
11h 26m
1 stop
$180Multiple Airlines
Fri, May 15 - Sun, May 24
Frontier Logo
8:55 pm - 11:57 pm
TPA
-
SJU
3h 02mnonstop
Frontier Logo
3:35 pm - 1:11 pm
SJU
-
TPA
21h 36m
1 stop
$184Frontier
Fri, May 15 - Sun, May 24
Frontier Logo
10:25 pm - 3:50 pm
TPA
-
SJU
17h 25m
1 stop
Frontier Logo
3:35 pm - 1:11 pm
SJU
-
TPA
21h 36m
1 stop
$186Frontier
Thu, May 7 - Tue, May 19
American Airlines Logo
6:00 am - 4:15 pm
TPA
-
STT
10h 15m
1 stop
American Airlines Logo
12:25 pm - 6:07 pm
STT
-
TPA
5h 42m
1 stop
$230American Airlines
Sat, May 9 - Sat, May 16
Spirit Airlines Logo
9:46 pm - 1:30 pm
TPA
-
SXM
15h 44m
1 stop
Spirit Airlines Logo
2:35 pm - 8:51 pm
SXM
-
TPA
6h 16m
1 stop
$233Spirit Airlines
Sat, Jun 13 - Wed, Jun 17
American Airlines Logo
6:00 am - 7:57 pm
TPA
-
NAS
13h 57m
1 stop
American Airlines Logo
8:00 am - 1:13 pm
NAS
-
TPA
5h 13m
1 stop
$314American Airlines
Mon, May 4 - Fri, May 8
JetBlue Logo
7:00 am - 11:27 am
TPA
-
KIN
5h 27m
1 stop
JetBlue Logo
12:37 pm - 10:03 pm
KIN
-
TPA
8h 26m
1 stop
$441JetBlue
Booking Insights

KAYAK's insights & trends for Tampa to Caribbean flights

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

What is the cheapest Tampa to Caribbean flight route?

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

The cheapest ticket to Caribbean from Tampa found in the last 72 hours was to San Juan, at $193 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 $193.

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

The average price for all round-trip flights from Tampa to Caribbean depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Caribbean is generally at night, when round-trip flights cost $282 on average. Morning departures are around 4% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $351.

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

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 $392, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Tampa 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 Tampa to Caribbean is September, when tickets cost $248 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $365 and $315 respectively.

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

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

When flying from Tampa to Caribbean, you should consider leaving on a Sunday and avoid Tuesdays if you are looking for the best rates. For your return to Tampa, you’ll find the best rates on Thursdays and the most expensive ones on Sundays.

How far in advance should I book a flight from Tampa 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 Tampa 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 Tampa to Caribbean, you should book around 2 weeks before departure, which saves you about 8% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$79
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 20% increase in price.
Flight from Tampa to Simpson Bay

FAQs - booking Caribbean flights

  • How do I get to Tampa International Airport (TPA) from downtown Tampa?

    You can take the Hillsborough Area Regional Transit (HART) bus route 30 or Pinellas Suncoast Transit Authority (PSTA) buses to Tampa International Airport (TPA) from downtown Tampa. The journey time is around 30 to 40 minutes. Taxis are a more convenient transportation option to the airport, especially if you have more luggage.

  • Which airlines have Business Class flights from Tampa to the Caribbean?

    For Business Class flights from Tampa to the Caribbean, consider booking Copa Airlines, American Airlines, and Delta Air Lines, which offer this travel option on their connecting flights. You’ll enjoy priority services, comfortable seating, in-flight entertainment, spacious cabins with more legroom, and premium dining onboard.

  • Which airlines fly non-stop from Tampa to the Caribbean?

    Frontier Airlines, Cayman Airways, and Southwest Airlines offer direct flights from Tampa to the Caribbean. You’ll find non-stop flights from Tampa International Airport (TPA) to destinations like Owen Roberts International Airport (GCM) in Grand Cayman, Havana José Martí International Airport (HAV), and Montego Bay Sangster International Airport (MBJ) in Jamaica.

  • What lounges are available at Tampa International Airport (TPA)?

    If you’re looking for a place to relax at Tampa International Airport (TPA) before your flight to the Caribbean, you can check into American Airlines Admirals Club or Delta Sky Club. These lounges offer comfortable seating, free high-speed internet, complimentary drinks and snacks, workspaces, a broad menu, and entertainment options. The airport also hosts the USO Lounge, accessible free of charge to active US military members and their families.

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Tampa 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 Tampa 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 Tampa 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 Tampa 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 Tampa 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 Tampa to the following destinations at these prices or less: San Juan $129 one-way - $267 round-trip
  • Popular layover cities for one-stop flights from Tampa to various destinations in the Caribbean include Miami (MIA), Atlanta (ATL), New York City (NYC), Charlotte (CLT), Houston (IAH), San Juan (SJU) in Puerto Rico, Fort Lauderdale (FLL), Boston (BOS), and Tallahassee (TLH). The layover city depends on the airline and flight route.
  • American Airlines, Southwest Airlines. Air Canada, United Airlines, Delta Air Lines, and Spirit Airlines have no maximum carry-on weight limit on their flights from Tampa to the Caribbean. Your cabin baggage must not exceed certain size requirements, which vary from airline to airline, and fit in the overhead bin. Your personal item should comfortably fit under the seat in front of you.
  • If you’re mindful of the environment, consider booking American Airlines, Spirit Airlines, JetBlue, Frontier Airlines, and Cayman Airways, which emit less CO₂ on their flights from Tampa to the Caribbean. These airlines have implemented several sustainable measures in their daily operations to reduce greenhouse gas emissions.
  • American Airlines, Delta Air Lines, and Air Canada offer special meals for passengers with specific dietary or religious needs. You can pre-order lactose-free, gluten-free, bland, low-cholesterol, low-sodium, vegetarian, vegan, diabetic, Muslim, Hindu, kosher, child, and infant meals. You can order your meals at least 24 hours before your flight when making a reservation, or contact the airline directly for availability.
  • Tampa International Airport(TPA) offers different services and amenities to accommodate passengers with limited mobility. You’ll find wheelchair assistance, service animals, elevators, accessible restrooms, telephones, inter-terminal transfers, accessible parking, and boarding assistance. Contact your airline at least 48 hours before your scheduled departure for wheelchair assistance.

Reviews of the top 5 airlines serving from Tampa to Caribbean

 
Need help choosing which airline to fly with from Tampa 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
SouthwestOverall score based on 4327 reviews
7.0Food
7.5Entertainment
8.6Crew
8.1Boarding
8.0Comfort
Airline reviews

Communication about the delayed flight was poor. We were told to move gates three times but that was bad information. We went from gate 128 to gate 126 and then to gate 123 and back to gate 126. Communication about the delay was bad. Ended up being 1 1/2 hour late getting home.

2.0 MediocreDavid, Apr 2026
MCO - MCI
Read more Southwest reviews

Communication about the delayed flight was poor. We were told to move gates three times but that was bad information. We went from gate 128 to gate 126 and then to gate 123 and back to gate 126. Communication about the delay was bad. Ended up being 1 1/2 hour late getting home.

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

I liked it better when you were truer to your roots Am paying more for less fun

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

Long layover between flights to Long Island from BWI - need better coordination between flights

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

An entire day of delays. Cost lots of money. Meals and a hotel.

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.

Terrible. There was a lot of misleading information regarding ticketing, seat upgrades, & boarding group. I also expect my seat will recline. I have back problems & it is very painful for me of the seat doesn’t recline. In addition, when I choose a fare that allows me a carry-on bag, I expect to be able to carry it on. Not be forced to check it. Thos happened on my flight to MCO & back to Boston. Not sure I will ever fly JetBlue again. Further I bought the ticket through hat deal. I will NEVER do that again. They were incapable of providing an accurate record locator # for either leg of the trip. I had to call them before each flight with me VERY stressed about whether I would actually be able to get on my flight. Who does that? Who books flight & then FAILS to give an accurate record locator? Twice!

The flight was delayed 4 hours and the JetBlue people at the counter kept lying to us and telling us it was due to weather however all other flights were going in and out of NY and FL. Then they lied that the plane had to stop to refuel. Then they lied and said the plane needed a tire change. JetBlue is the worst. Then they gave a lot of people meal vouchers however I didn’t know they did that and they didn’t offer anything to me.

Jet Blue has excellent everything, Friendly customer service and staff, clean aircraft’s and is always on time.

I was traveling with two small kids and our TV s were the only ones not working. Informed the flight attendant who did nothing about them.

I was especially impressed without efficiently the crew got passengers on and off. One of the stewards was slightly gruff, I thought. No big deal but that's what I noticed.

Onboard functioning wide-variety entertainment on a budget and having an open pantry is nice. Seats are not comfortable but go provide plenty of legroom for a 6'2" 260lbs man.

Even though the weather made a lot of flights become cancelled Jet Blue made the flight that was supposed to leave at 9 pm and we left at 12:15 am and I was so grateful- Thanks to the Senior Jet Blue Staff who made those decisions

Worst customer service ever experienced on the planet, dirty plane, no communication, and severe delays

Flight cancelled 2 hours prior to boarding. No explanation. No refunds.

Delayed by 1.5 hours. Terrible apologies, half hearted at best. It will be a LONG time until i book w Jet Blue again. Very disappointed.

For a 4 1/2 hour international flight all we got was 1 small pack of cookies and a drink. You had to watch movies on your own devise.

The seats need better cushioning for a nearly 5-hour flight, it was a bit uncomfortable. I'm glad American has free wi-fi but there were was a bout 30 minutes in the middle of the flight when there was no connection which was frustrating.

My original flight got delayed day of so I had to rebook it from one layover to two layovers. The flight also left earlier which was a slight inconvenience but manageable. Then my first connection flight got delayed 3 separate times for a total of 2 hours delayed, causing me to miss my second connection flight back to Santa Barbara. Now, because of this missed flight, I am missing my college classes that I pay for.

Flight: Started on time. Comfortable flight. Arrived on time. Crew: Very cordial and helpful. Drinks and snack was served with a smile. Overall enjoyed the trip. Regards, Hari Doss Chanchala Doss

I’m sure Business Class would be excellent. I feel like I got what I paid for. Overall it was good and well worth it. I would do it again.

This short sector between Miami and JFK was undertaken purely for business purposes, with efficiency as the primary objective rather than a full inflight experience. Overall, the journey met its intended purpose; however, the ground experience at Miami stood out significantly. During check-in, I was unable to link my frequent flyer details from Qatar Airways (oneworld alliance) through either the self-service kiosk or web check-in. The situation was handled exceptionally well by the check-in agent, who demonstrated remarkable ownership. She coordinated across multiple counters, ensured my frequent flyer number was correctly reflected, reissued the boarding pass, and confirmed that mileage accrual would be recognized. Additionally, she ensured the boarding pass reflected priority status, enabling a seamless priority check-in experience without delays. This level of proactive service was both commendable and impactful. Boarding and the inflight experience, operated by American Airlines under a codeshare arrangement, were efficient but largely transactional. While operational delivery was smooth, there was no visible recognition of oneworld frequent flyer status onboard. In comparison to the consistently personalized engagement typically experienced with Qatar Airways, this absence was noticeable—though understandably a potential limitation of codeshare alignment rather than a direct service shortfall. In summary, while the flight itself fulfilled its operational intent, the exceptional professionalism and commitment demonstrated at the Miami check-in counter was the defining highlight of this journey. Greater consistency in elite recognition across partner airlines would further enhance the overall experience.

Business class was very good, one of my best flights

Incredibly delayed. First delay was due to plane coming in being late. Resulted in 30 minute delay. Boarded and then had multiple mechanical issues. Was on plane for an hour until they told people they could get off if they wanted but couldn't come back. Then gate agent rushed in and said they had lost control of who went off and we would all have to deplane and then get back on. They said flight had not been cancelled. Then while sitting waiting to board again they announced it would take two hours to get new plane and to wait at new gate. New plane arrived, reboarded only to find out that pilots had timed out. Waited for new pilots. In that time one of the flight attendants timed out. Never received food or water while waiting. Was confusing mess as to what was happening. Even flight attendants and gate agents were getting frustrated. Almost 6 hours delayed. Called American to received flight credit but can't get anywhere as Kayak reservation and don't have a ticket number. Reached out to Kayak but never heard back.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

Flight was delayed and they gave up my seat on my connection, even when I could still make the flight

Easy to get our TSA pre check #added. Flight crew was great and entertaining and we landed early!

baggage drop off was a bit much. I felt like I worked for spirit airlines since I did all the work.

Gate changed multiple times. The staff seemed annoyed that we asked for water. We had to pay for the water as well.

We didn't get on the flight, they canceled our flight and said there was no flights leaving this weekend and sent me our money back.

Horrible company: canceled flights and delayed flights. Spirit canceled my flight from Miami to Philadelphia the day before we were supposed to leave from Philadelphia to Miami, with no explanation. I had to rebook another flight, spending more money and instead of flying from Miami, I had to choose a flight from Fort Lauderdale because there were no direct flights available from Miami. That created additional cost. The flight with Spirit from Fort Lauderdale was scheduled to depart at 6am, so I had to wake up my 3 and 6 years old at 3am to get to the airport in time and then, at 5am while we were at the gate the delayed the flight until 7:45am with again no explanation.

The flight was delayed four times and finally cancelled. The hotel night we paid for and the connecting flight did not happen. There were also additional costs due to the extra night in Miami. I do not recommend this airline.

Unfortunately Stuff and the stuff boarded us were so rude to many of passengers.i will never fly Spirit again .

Very nice. Although, it would be nice to offer a glass of water for free. At least.....

The attendant at the gate was not helpful at all and she was rude when we asked why the flight was delayed.

a weekend long saga that ultimately led to a canceled trip. totally unreliable.

They didn’t offer a water, even after I asked

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”

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.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports