$115 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 11/2. 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

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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$471
Santo Domingo
Santo Domingo1 stop$469
Montego Bay
Montego Bay1 stop$602
Oranjestad
Oranjestad1 stop$483
Nassau
Nassau1 stop$449
Simpson Bay
Simpson Bay1 stop$574
Kingston
Kingston1 stop$540
Providenciales
Providenciales1 stop$584
Bridgetown
Bridgetown1 stop$541
Punta Cana
Punta Cana1 stop$471
Santo Domingo
Santo Domingo1 stop$469
Montego Bay
Montego Bay1 stop$602
Oranjestad
Oranjestad1 stop$483
Nassau
Nassau1 stop$449
Simpson Bay
Simpson Bay1 stop$574
Kingston
Kingston1 stop$540
Providenciales
Providenciales1 stop$584
Bridgetown
Bridgetown1 stop$541

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

Thu, Oct 30 - Sun, Nov 2
Frontier Logo
8:30 pm - 10:57 amSRQ-SJU
14h 27m1 stop
Frontier Logo
12:11 pm - 7:43 pmSJU-SRQ
8h 32m1 stop
$230Frontier
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Fri, Dec 5 - Sun, Dec 7
Frontier Logo
10:59 am - 7:49 pmSRQ-SJU
7h 50m1 stop
Frontier Logo
1:59 am - 10:04 amSJU-SRQ
9h 05m1 stop
$280Frontier
Find Deal
Fri, Oct 31 - Sun, Nov 2
JetBlue Logo
2:34 pm - 2:48 amSRQ-SJU
12h 14m1 stop
JetBlue Logo
8:10 am - 6:51 pmSJU-SRQ
11h 41m1 stop
$338JetBlue
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Sun, Dec 7 - Sun, Dec 14
Southwest Logo
3:40 pm - 1:25 amSRQ-SJU
8h 45m1 stop
Southwest Logo
7:40 am - 11:40 amSJU-SRQ
5h 00m1 stop
$339Southwest
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Fri, Oct 31 - Sun, Nov 2
Southwest Logo
8:35 am - 9:35 pmSRQ-SJU
13h 00m2 stops
Southwest Logo
7:40 am - 11:40 amSJU-SRQ
5h 00m1 stop
$365Southwest
Find Deal
Fri, Oct 17 - Sat, Oct 18
JetBlue Logo
1:39 pm - 9:24 pmSRQ-SJU
7h 45m1 stop
JetBlue Logo
3:03 am - 12:43 pmSJU-SRQ
9h 40m1 stop
$374JetBlue
Find Deal
Thu, Jan 15 - Mon, Jan 26
American Airlines Logo
6:30 am - 12:00 pmSRQ-SJU
4h 30m1 stop
American Airlines Logo
7:15 am - 7:53 pmSJU-SRQ
13h 38m2 stops
$385American Airlines
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Thu, Jan 15 - Mon, Jan 26
American Airlines Logo
6:30 am - 12:00 pmSRQ-SJU
4h 30m1 stop
American Airlines Logo
7:15 am - 7:53 pmSJU-SRQ
13h 38m2 stops
$405American Airlines
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Wed, Jan 21 - Tue, Jan 27
Delta Logo
6:00 am - 12:35 pmSRQ-GCM
6h 35m1 stop
Delta Logo
2:00 pm - 12:02 amGCM-SRQ
10h 02m1 stop
$439Delta
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Wed, Jan 21 - Mon, Jan 26
Delta Logo
6:00 am - 12:35 pmSRQ-GCM
6h 35m1 stop
Delta Logo
2:00 pm - 12:02 amGCM-SRQ
10h 02m1 stop
$464Delta
Find Deal
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 September, when tickets cost $355 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $948 and $572 respectively.

Good to know

Low seasonAugust
Cheapest flight$115
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly with an average 41% 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.

  • 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.
8.0
SouthwestOverall score based on 4242 reviews
8.6Crew
7.0Food
8.0Comfort
7.5Entertainment
8.1Boarding
Airline reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

10.0 ExcellentG, Sep 2025LAS - ATL
Read more Southwest reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

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

Planes are aged. The wifi is unreliable and on many fights, no-existent. The flight attendants were very 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.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Flight was an hour late, who knows why. It was OK, nothing outstanding.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

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.

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

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

The plane was broken so we had to change planes.

Food was terrible, all served at once, poor quality . Wine and bread offered only once.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

No entertainment yatem in flight at seat 51H. Would not shut down either leaving a self moving and openin and changing menus with changes in colors,images brightness levels sort of the type when you get sleep deprivation and image overload when being tortured during an interrogation. 8 hours worth of it. Unable to place backpack underneath seat on that chair. One female stewardess was excellent as she gave up her carryon's space for my backpack but the rest of the iberia crew were very sharp an chtting during the whole flight. The plane did not have hot water so nobody had coffee nor tea. The plane was not up to par to be flying.

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

Everything you need to know for your flight to Caribbean

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