$91 Find Cheap Flights from Sarasota 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 Sarasota to Caribbean departing on 2/19. 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

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Flight Deals

Cheap Flights from Sarasota to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$456
Santo Domingo
Santo Domingo1 stop$442
Montego Bay
Montego Bay1 stop$473
Oranjestad
Oranjestad1 stop$490
Nassau
Nassau1 stop$446
Kingston
Kingston1 stop$623
Simpson Bay
Simpson Bay1 stop$446
Providenciales
Providenciales2 stops$524
Bridgetown
Bridgetown1 stop$440
Punta Cana
Punta Cana1 stop$456
Santo Domingo
Santo Domingo1 stop$442
Montego Bay
Montego Bay1 stop$473
Oranjestad
Oranjestad1 stop$490
Nassau
Nassau1 stop$446
Kingston
Kingston1 stop$623
Simpson Bay
Simpson Bay1 stop$446
Providenciales
Providenciales2 stops$524
Bridgetown
Bridgetown1 stop$440

Book Cheap Sarasota 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 Sarasota 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 Sarasota to Caribbean

Mon, Feb 23 - Wed, Feb 25
Frontier Logo
8:12 pm - 12:45 pm
SRQ
-
SJU
15h 33m1 stop
Frontier Logo
2:54 am - 7:17 pm
SJU
-
SRQ
17h 23m1 stop
$201Frontier
Thu, Feb 12 - Wed, Feb 18
Frontier Logo
10:52 am - 11:24 pm
SRQ
-
SJU
11h 32m1 stop
Frontier Logo
2:54 am - 9:57 am
SJU
-
SRQ
8h 03m1 stop
$202Frontier
Mon, Jan 26 - Tue, Feb 3
JetBlue Logo
5:38 pm - 2:25 am
SRQ
-
SJU
7h 47m1 stop
JetBlue Logo
6:05 am - 3:42 pm
SJU
-
SRQ
10h 37m1 stop
$280JetBlue
Sat, May 9 - Mon, May 11
Southwest Logo
7:00 am - 7:05 pm
SRQ
-
SJU
12h 05m2 stops
Southwest Logo
5:05 am - 11:05 am
SJU
-
SRQ
6h 00m1 stop
$325Southwest
Mon, Feb 16 - Thu, Feb 19
Delta Logo
8:10 am - 5:02 pm
SRQ
-
NAS
8h 52m1 stop
Delta Logo
6:27 pm - 11:58 pm
NAS
-
SRQ
5h 31m1 stop
$446Delta
Sat, Jan 10 - Sat, Jan 17
JetBlue Logo
5:38 pm - 4:21 pm
SRQ
-
SXM
21h 43m1 stop
JetBlue Logo
12:35 pm - 3:42 pm
SXM
-
SRQ
28h 07m1 stop
$446JetBlue
Wed, Feb 18 - Wed, Feb 25
Southwest Logo
7:15 am - 2:55 pm
SRQ
-
STT
6h 40m1 stop
Southwest Logo
3:55 pm - 9:45 pm
STT
-
SRQ
6h 50m1 stop
$459Southwest
Wed, Mar 11 - Wed, Mar 18
Delta Logo
6:00 am - 11:35 am
SRQ
-
GCM
6h 35m1 stop
Delta Logo
1:00 pm - 8:57 pm
GCM
-
SRQ
6h 57m1 stop
$466Delta
Tue, Apr 28 - Thu, Apr 30
American Airlines Logo
5:48 pm - 11:00 am
SRQ
-
PUJ
17h 12m2 stops
American Airlines Logo
4:45 pm - 11:13 am
PUJ
-
SRQ
18h 28m2 stops
$478American Airlines
Sat, Mar 21 - Sun, Mar 29
American Airlines Logo
7:44 pm - 11:12 am
SRQ
-
STT
15h 28m2 stops
American Airlines Logo
12:05 pm - 8:53 pm
STT
-
SRQ
8h 48m1 stop
$479American Airlines
Booking Insights

KAYAK's insights & trends for Sarasota to Caribbean flights

Get data-powered insights and trends into flights from Sarasota 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 Sarasota to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Sarasota 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 Sarasota to Caribbean is June, when tickets cost $342 (return) on average. On the other hand, the most expensive months are December and October, when the average cost of round-trip tickets is $652 and $532 respectively.

Good to know

Low seasonJune
Cheapest flight$91
Best time to beat the crowds but there is an average 57% increase in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Sarasota to San Juan

FAQs - booking Caribbean flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Sarasota 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 Sarasota 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 Sarasota 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 Sarasota 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 Sarasota 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 evening, when round-trip flights cost $319 on average. Morning departures are around 35% more expensive 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 $764.

Reviews of the top 3 airlines serving from Sarasota to Caribbean

 
Need help choosing which airline to fly with from Sarasota 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.
7.9
SouthwestOverall score based on 4250 reviews
7.0Food
7.5Entertainment
8.0Comfort
8.1Boarding
8.6Crew
Airline reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

2.0 MediocreRobert, Dec 2025
LAS - TPA
Read more Southwest reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

WiFi on the flight was not working. Thus, entertainment options were limited.

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

Crew was great flight was great baggage claim was a failure. It took over 1 hour for bags to arrive. Poor communication poor effort when I spoke to the supervisor about the delay

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

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Getting to the flight was arduous and lengthy. The flight itself was good but the food option wasn’t a good selection. I need to do a Kosher option on my return. Flight crew were nice

We had a lot of really rough weather but that was not Delta's fault. Pilot was amazing.

This flight was straightforward and without difficulty. Service was OK, but I continue to be underwhelmed by level of attention given to Sky Priority passengers.

The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.

Non stop on long haul is the way to go. Great experience

The boarding process needs to be refined. Sometimes the gate crew call out the boarding zone, and then flip to the monitor to show which zones are boarding. So unless everyone is gathered around to see the monitor there is usually confusion as wi which zones are boarding.

Passengers need to check in big baggage instead of bringing on the plane. That cause inconvenience for everyone. Otherwise flight was good.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

I appreciated that it was on time, safe and professional. I didn’t like that I wasn’t in a place where I had a window at my window seat. It would have been nice to know that in advance. If it was mentioned in the ticketing, I didn’t notice it.

I like that the crew kept us informed but we moved back and forth from gate to gate before the aircraft arrived.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so didn't have any food

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

My flight was delayed for 17hs because the pilot forgot his passport!!! What a joke. AA used to be a great airline, now I have to think twice before flying with them again.

We had 3 flights. 1 & 2 were on the same plane but we had to de-board just to re-board 30 mins later. That may have been due to a crew change though. Our 3rd flight had a couple “maintenance” issues that held us up. They were quickly resolved but it took forever for someone to bring the paperwork needed so we could leave. Apparently there was a computer glitch so a driver had to bring a physical copy. It delayed us about 1 1/2 hrs. The flights themselves were smooth & no problems. For boarding, I don’t know why they don’t start with the back of the plane & move forward. It would eliminate the back up from people trying to find their seats & put their bags in the overhead bins. Unless you’re on an overseas flight, there is no food, you get a beverage & either a small bag of pretzels or a biscuit cookie. Take your own food or snacks of you want something more.

Lost bag and 2 days no word leaving for cruise no clothes or stuff

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

Internet was a bit expensive and did not work ask that week otherwise a good flight

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports