$129 Find Cheap Flights from Sarasota 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 Sarasota to Caribbean Islands departing on 6/20. 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

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 Sarasota to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Sarasota to Caribbean Islands, as well as popular online travel agencies
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Flights Deals

Best Caribbean Islands Flight Deals from Sarasota

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$445
Santo Domingo
Santo Domingo1 stop$570
Montego Bay
Montego Bay1 stop$472
Oranjestad
Oranjestad1 stop$530
Nassau
Nassau1 stop$405
Simpson Bay
Simpson Bay1 stop$486
Providenciales
Providenciales1 stop$483
Punta Cana
Punta Cana2 stops$445
Santo Domingo
Santo Domingo1 stop$570
Montego Bay
Montego Bay1 stop$472
Oranjestad
Oranjestad1 stop$530
Nassau
Nassau1 stop$405
Simpson Bay
Simpson Bay1 stop$486
Providenciales
Providenciales1 stop$483

Cheap Flights from Sarasota to Caribbean Islands

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Sarasota 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 Sarasota to Caribbean Islands

Thu, Sep 4 - Mon, Sep 8
Southwest Logo
12:15 pm - 11:30 pmSRQ-SJU
11h 15m1 stop
Southwest Logo
5:50 am - 5:15 pmSJU-SRQ
11h 25m1 stop
$335Southwest
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Thu, Sep 4 - Mon, Sep 8
Southwest Logo
11:40 am - 11:30 pmSRQ-SJU
11h 50m2 stops
Southwest Logo
5:00 am - 11:40 amSJU-SRQ
6h 40m1 stop
$350Southwest
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Mon, Jul 21 - Fri, Jul 25
 Logo
6:01 am - 3:30 pmSRQ-SJU
33h 29m2 stops
 Logo
1:37 am - 5:42 pmSJU-SRQ
40h 05m3 stops
Mon, Jul 21 - Fri, Jul 25
 Logo
6:01 am - 2:45 pmSRQ-SJU
32h 44m3 stops
 Logo
1:37 am - 5:42 pmSJU-SRQ
40h 05m3 stops
Fri, Sep 5 - Mon, Sep 8
American Airlines Logo
5:37 pm - 12:46 pmSRQ-SJU
19h 09m2 stops
American Airlines Logo
7:05 pm - 6:04 pmSJU-SRQ
22h 59m2 stops
$390American Airlines
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Sat, Oct 4 - Sat, Oct 11
JetBlue Logo
1:39 pm - 9:24 pmSRQ-SJU
7h 45m1 stop
JetBlue Logo
12:59 am - 10:45 amSJU-SRQ
9h 46m1 stop
$397JetBlue
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Sat, Sep 27 - Wed, Oct 1
Delta Logo
7:05 am - 11:54 amSRQ-NAS
4h 49m1 stop
Delta Logo
2:37 pm - 7:16 pmNAS-SRQ
4h 39m1 stop
$405Delta
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Sun, Aug 10 - Fri, Aug 15
Delta Logo
7:01 am - 11:48 amSRQ-NAS
4h 47m1 stop
Delta Logo
3:05 pm - 9:30 pmNAS-SRQ
6h 25m1 stop
$426Delta
Find Deal
Wed, Nov 19 - Sat, Nov 22
JetBlue Logo
6:20 pm - 4:20 amSRQ-SJU
9h 00m1 stop
JetBlue Logo
7:20 am - 5:25 pmSJU-SRQ
11h 05m1 stop
$458JetBlue
Find Deal
Wed, Nov 19 - Sat, Nov 22
American Airlines Logo
6:21 am - 5:15 pmSRQ-SJU
9h 54m2 stops
American Airlines Logo
4:50 pm - 10:05 pmSJU-SRQ
6h 15m1 stop
$470American Airlines
Find Deal
Useful Info

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

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

Can I save money by flying with a layover from Sarasota 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 $418, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Sarasota 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 Sarasota to Caribbean Islands is August, when tickets cost $281 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $1,032 and $572 respectively.


Good to know

Low seasonAugust
High seasonJanuary
Cheapest flight$129
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly and prices are also 21% lower on average.
Flight from Sarasota to San Juan

FAQs - booking Caribbean Islands flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Sarasota 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 Sarasota 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 Sarasota 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 Sarasota 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 Sarasota 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 $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 Islands is generally at night, which is peak travel time and where the average cost of a ticket is $764.

Top airlines flying from Sarasota to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Sarasota 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 Sarasota 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.
8.0
DeltaOverall score based on 7950 reviews
7.9Entertainment
8.5Crew
7.9Comfort
8.2Boarding
7.3Food
Airline reviews

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

10.0 ExcellentDebbie A, Jun 2025JAX - BOS
Read more Delta reviews

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.

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

Flight left early and arrived early. the whole trip was excellent.

Newer plane, relatively easy boarding, not a full flight and was told that we could not be moved up because of weight and balance issues. Otherwise, a very good experience.

Everything was great. Great service, excellent communication, and early arrival

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

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.

The delays and cancellations kept me stuck in Miami for an additional 24 hours, and the whole thing seemed extremely disorganized

The chicken adobo was a little too spicy but good otherwise. My personal opinion. Movie selection could be improved, too many horror movies. Could add a few more chick flicks! The flight was bumpy at times. We arrived a little early too! Flight attendants friendly.

really bad they refused to check in luggages that I had purchased, even showing them the transaction receipt from british airways app the staff in miami was MEDIOCRE

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

Uncomfortable seats and flight attendant was rude as she insisted on waking up my husband to ask him if he wanted a drink. When he said that he was sleeping, she replied “without an attitude “. He was seated at 8c

No food/snack served during the flight. Crew wasn’t interested at all. Flew American First but flying low cost with Ryanair is even better

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

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