Caribbean Islands

$88+ Cheap flights from Sarasota (SRQ) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
SRQ — SJU
May 11 — May 181
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Sarasota to Caribbean Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Sarasota to Caribbean Islands

Cheapest flights from Sarasota to Caribbean Islands
Explore the most affordable flight options available from Sarasota to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 11, 2026.

This Priceline deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/112:01 pm
SRQ
-
SJU
1 stop12h 28m
Frontier
Sun 5/31:59 am
SJU
-
SRQ
1 stop9h 07m
Frontier
Deal found 4/6$176
This CheapOair deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/251:16 pm
SRQ
-
SJU
1 stop11h 13m
Frontier
Sat 5/166:30 am
SJU
-
SRQ
1 stop10h 16m
Frontier
Deal found 4/7$186
This Priceline deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/278:57 pm
SRQ
-
SJU
1 stop18h 33m
Frontier
Thu 4/307:17 pm
SJU
-
SRQ
1 stop15h 49m
Frontier
Deal found 4/8$194
This CheapOair deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/251:16 pm
SRQ
-
SJU
1 stop23h 34m
Frontier
Sun 4/261:59 am
SJU
-
SRQ
1 stop18h 03m
Frontier
Deal found 4/10$204
This CheapOair deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/112:01 pm
SRQ
-
SJU
1 stop12h 28m
Frontier
Sun 5/37:17 pm
SJU
-
SRQ
1 stop15h 49m
Frontier
Deal found 4/10$211
This CheapOair deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2412:01 pm
SRQ
-
SJU
1 stop12h 28m
Frontier
Sun 4/261:59 am
SJU
-
SRQ
1 stop18h 03m
Frontier
Deal found 4/10$212
This CheapOair deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1712:01 pm
SRQ
-
SJU
1 stop21h 49m
Frontier
Sun 4/191:59 am
SJU
-
SRQ
1 stop18h 07m
Frontier
Deal found 4/7$254
This Delta deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/156:00 am
SRQ
-
MBJ
1 stop8h 15m
Delta
Thu 11/266:00 pm
MBJ
-
SRQ
1 stop6h 02m
Delta
Deal found 4/10$352
This American Airlines deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/157:56 pm
SRQ
-
MBJ
2 stops16h 59m
American Airlines
Thu 11/264:05 pm
MBJ
-
SRQ
2 stops17h 37m
American Airlines
Deal found 4/10$357
This American Airlines deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:00 am
SRQ
-
STT
1 stop7h 15m
American Airlines
Tue 5/55:05 pm
STT
-
SRQ
2 stops19h 59m
American Airlines
Deal found 4/10$390
This American Airlines deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/257:56 pm
SRQ
-
MBJ
1 stop14h 09m
American Airlines
Sun 11/13:50 pm
MBJ
-
SRQ
1 stop6h 33m
American Airlines
Deal found 4/8$392
This Delta deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:00 am
SRQ
-
PLS
1 stop8h 10m
Delta
Sat 5/22:05 pm
PLS
-
SRQ
1 stop10h 29m
Delta
Deal found 4/7$407

Find flight deals from Sarasota to Caribbean Islands

Keep the following information in mind while searching for Sarasota to Caribbean Islands flight deals. Data was last updated April 11, 2026.

Round-trip from

$176
(Priceline)

One-way from

$88
(CheapOair)

Popular in

December

Cheapest in

October

Average price

$510
From Sarasota Bradenton Intl to Caribbean Islands
One-way flight from Sarasota Bradenton Intl to Caribbean Islands
Highest demand for flights based on searches. 7% potential increase in price ($36 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Average for round-trip flights in April 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Sarasota to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 11, 2026.
Use the filters below to find and compare flights from Sarasota to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

SarasotaSan Juan

SRQ - SJU

SRQSJU

Sarasota Bradenton Intl

Fri 4/24

12:01 pm-12:29 am

1 stop12h 28m

San Juan Luis Munoz Marin Intl

Sun 4/26

1:59 am-8:02 pm

1 stop18h 03m

$212

SarasotaSaint Thomas Island

SRQ - STT

SRQSTT

Sarasota Bradenton Intl

Fri 4/24

6:00 am-2:48 pm

1 stop8h 48m

Saint Thomas Island Cyril E King

Fri 5/1

3:05 pm-12:33 am

1 stop9h 28m

$390

SarasotaMontego Bay

SRQ - MBJ

SRQMBJ

Sarasota Bradenton Intl

Sun 5/24

6:08 am-11:45 am

1 stop6h 37m

Montego Bay Sangster Intl

Sun 5/31

5:17 pm-8:44 pm

2 stops26h 27m

$397

SarasotaProvidenciales

SRQ - PLS

SRQPLS

Sarasota Bradenton Intl

Tue 4/28

6:00 am-2:10 pm

1 stop8h 10m

Providenciales

Sat 5/2

2:05 pm-12:34 am

1 stop10h 29m

$407

SarasotaSaint Thomas Island

SRQ - STT

SRQSTT

Sarasota Bradenton Intl

Fri 4/24

6:00 am-11:35 am

1 stop5h 35m

Saint Thomas Island Cyril E King

Fri 5/1

12:25 pm-10:30 pm

2 stops10h 05m

$410

SarasotaSaint Thomas Island

SRQ - STT

SRQSTT

Sarasota Bradenton Intl

Fri 4/24

6:00 am-2:48 pm

1 stop8h 48m

Saint Thomas Island Cyril E King

Mon 4/27

3:05 pm-12:34 am

1 stop9h 29m

$410

SarasotaSaint Thomas Island

SRQ - STT

SRQSTT

Sarasota Bradenton Intl

Thu 4/23

4:56 pm-11:35 am

2 stops18h 39m

Saint Thomas Island Cyril E King

Mon 4/27

5:05 pm-11:57 pm

1 stop6h 52m

$410

SarasotaSan Juan

SRQ - SJU

SRQSJU

Sarasota Bradenton Intl

Sun 5/17

6:30 am-5:05 pm

1 stop10h 35m

San Juan Luis Munoz Marin Intl

Wed 5/20

3:45 pm-9:40 pm

1 stop5h 55m

$416

SarasotaSan Juan

SRQ - SJU

SRQSJU

Sarasota Bradenton Intl

Wed 8/5

12:50 pm-10:29 pm

1 stop9h 39m

San Juan Luis Munoz Marin Intl

Sat 8/8

12:56 pm-10:27 pm

1 stop9h 31m

$416

SarasotaSan Juan

SRQ - SJU

SRQSJU

Sarasota Bradenton Intl

Sat 5/9

3:59 pm-10:17 pm

1 stop6h 18m

San Juan Luis Munoz Marin Intl

Mon 5/11

2:48 pm-12:18 am

1 stop9h 30m

$416

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/8

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

Best time to book a flight from Sarasota to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Sarasota with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Sarasota to Caribbean Islands

What is the cheapest month to book a flight from Sarasota to Caribbean Islands?

Currently, August is the cheapest month in which you can book a flight from Sarasota to Caribbean Islands (average of $53). Flying from Sarasota to Caribbean Islands in December is currently the most expensive (average of $155). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated April 11, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andAmerican Airlines from Sarasota to Caribbean Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Sarasota to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Sarasota to Caribbean Islands?

    Sarasota Bradenton Intl (SRQ) is the airport you will fly out of if you book a flight from Sarasota to Caribbean Islands. It is only a 4.3 mi journey to Sarasota Bradenton Intl (SRQ) from Sarasota’s city center.

  • How long is the flight from Sarasota to Caribbean Islands?

    Departing from Sarasota to Caribbean Islands will take you 6h 37m. There are 681 mi between Sarasota and Caribbean Islands. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Sarasota to Caribbean Islands?

  • Can I find deals for flights from Sarasota to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Sarasota to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Sarasota to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Sarasota to Caribbean Islands.

  • Can I find deals for business class flights from Sarasota to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Sarasota to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Sarasota to Caribbean Islands?

    Currently, August is the cheapest month in which you can book a flight from Sarasota to Caribbean Islands (average of $53). Flying from Sarasota to Caribbean Islands in December is currently the most expensive (average of $155). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Sarasota to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Sarasota to Caribbean Islands

Discover the top 3 airlines that operate flights from Sarasota to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$235Average$497FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$325Average$558FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$402Average$612FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.