$155 Find Cheap Flights from Sarasota to Caribbean - Compare and Save

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1 adult, Economy, 0 bags

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Cheap Flights from Sarasota to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Punta Cana
Punta Cana1 stop$500
Santo Domingo
Santo Domingo1 stop$542
Montego Bay
Montego Bay1 stop$533
Oranjestad
Oranjestad2 stops$520
Nassau
Nassau1 stop$474
Kingston
Kingston1 stop$546
Simpson Bay
Simpson Bay1 stop$431
Providenciales
Providenciales1 stop$557
Bridgetown
Bridgetown1 stop$490
Punta Cana
Punta Cana1 stop$500
Santo Domingo
Santo Domingo1 stop$542
Montego Bay
Montego Bay1 stop$533
Oranjestad
Oranjestad2 stops$520
Nassau
Nassau1 stop$474
Kingston
Kingston1 stop$546
Simpson Bay
Simpson Bay1 stop$431
Providenciales
Providenciales1 stop$557
Bridgetown
Bridgetown1 stop$490
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?

The cheapest month for flights from Sarasota to Caribbean is October, when tickets cost $545 (return) on average. On the other hand, the most expensive months are August and April, when the average cost of round-trip tickets is $833 and $756 respectively.

Good to know

Low season

August

Cheapest flight

$155
Best time to beat the crowds but there is an average 29% increase in price.
Most popular time to fly with an average 24% increase in price.
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.

Reviews of the top airlines flying 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.
8.0
SouthwestOverall score based on 4195 reviews
8.1Boarding
8.6Crew
7.5Entertainment
8.0Comfort
7.0Food
Airline reviews

Delayed and once landed waited very long for the luggage

6.0 GoodIngeborg, Sep 2026
Read more Southwest reviews

Delayed and once landed waited very long for the luggage

Eveeyrime I fly they are begging for bags due to cabin overhead space. What they should so ia take the bags that are clearly too big to fit wheels first on their side. And those of us who give up the bag should really get their bags first. When boarding, nobody wants stupid jokes about how hot it is on board. Give us some cool air. Im usually sick from the heat by the time we take off.

Friendly crew kept coming by to make sure all was ok, provide additional refreshments, etc.

SW can't get their wifi right. I upgrade to insure wifi service but the last two trips had intermittent service. Not worth the extra costs.

Kayak could’ve posted the correct gate number. Almost missed my flight.

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.

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

Wish that they would space out the boarding a little. COVID is still around and is real. No entertainment. Miss the peanuts.

There were NO working plugs at the Sarasota Airport to charge your phone. Come on people can't you put something in while you renovate?

Worst southwest ride. First the flight was delayed and they toggled between departure times for hours. The plane flithy broken cookies on the floor, seat back pockets filled with trash. The plane smelled horrible. The crew didn’t seem to want to be there , tossing snacks from a passenger is Totally unacceptable.

My flights were all delayed , mostly due to technical issues with AA aircrafts. I had to rebook my trip 4 times . I lost my whole day and finally arrived in LAX around midnight. This was a very bad experience with American airlines , I will always try to avoid flying with them

My flight was delayed close to 10 times over the course of the evening. I was originally scheduled to depart at 7:03 PM but did not leave until 12:33 AM, resulting in over 9 hours spent waiting at the airport. The only explanation provided was that the aircraft kept being swapped, with no clear reasoning as to why. Weather conditions at both DCA and Tampa were clear, so that was not a factor. The only accommodation offered was a $12 food voucher, which was entirely insufficient given the length of the delay. Overall, I was completely unsatisfied with this experience. A delay of this magnitude with no meaningful communication or accommodations is unacceptable, and I would have expected much more from American Airlines in terms of customer care.

if it's a mobile only entertainment experience, please provide a place to hold the device in the back of the seat.

Our flight was delayed to Louisville. What made this worse was they did not have another flight attendant to service the flight. This caused an even longer delay. Then when a flight attendant did show up, she chose to "swap" flights with another flight attendant. Therefore, we had to wait longer for the other flight attendant to come to our flight. This is information that the gate attendant should not have shared. Processes and execution at American are broken. Passengers are feeling it. Fixing this starts at the top of the organization.

Both the gate agent and flight crew did a horrible job of expediting the boarding process. It was simply miss managed. The airplane was late to Tampa. Therefore, they should have expedited the de-boarding process and also boarding process. This did not happen and caused me to miss my connection. I ended up with a 7 hour hour layover just to get home. The overall flying experience on American has simply been degraded. On-time performance is a real problem every single week. This has caused me to consider moving my loyalty to an airline that has better performance metrics.

Flight was on time. Boarding was smooth and orderly. Flight attendants were friendly and professional. Bags came out soon after arrival.

Luggage handling and communication is extremely poor. I landed in india 15th and recived luggage today. Based on my itag the luggage was in Germany. They kept me in dark. Etihad num er in india was non operatuonal. Had to call USA etihad. It should not be so difficullt. I came for 1 week business trip everything was screwed . This is the first and also will be last for me

Due to weather AA chose the poor option of redirecting my next flight to Gol airlines after 23 hours of wait. Their desk is not open during the day. Seats don’t really recline so falling asleep is a horrible challenge. Only one meal for an overnight flight. Poor experience, cheap partnership.

It was ok because it’s a short flight. The attendants weren’t friendly and didn’t serve any beverages even through they announced that they would. Also. The attendants looked messy, not presentable

Flight was delayed multiple times and I chose to switch to another flight that had a layover. I finally arrived 7 hours later than I was supposed to.

More options for your flight to Caribbean

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