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$91+ Cheap flights from Sarasota (SRQ) to Caribbean

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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
SRQ — SJU
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
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Cheap flight deals from Sarasota to Caribbean

Cheapest flights from Sarasota to Caribbean
Explore the most affordable flight options available from Sarasota to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 26, 2026.

This Priceline deal was found by Cheapflights users on 1/24. 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 2/238:12 pm
SRQ
-
SJU
1 stop15h 33m
Frontier
Sun 3/12:54 am
SJU
-
SRQ
1 stop17h 23m
Frontier
Deal found 1/24$264
This Frontier deal was found by Cheapflights users on 1/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/129:11 am
SRQ
-
SJU
1 stop10h 51m
Frontier
Thu 3/199:12 pm
SJU
-
SRQ
1 stop11h 04m
Frontier
Deal found 1/25$293
This Frontier deal was found by Cheapflights users on 1/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/131:27 pm
SRQ
-
SJU
1 stop11h 02m
Frontier
Thu 3/199:12 pm
SJU
-
SRQ
1 stop11h 04m
Frontier
Deal found 1/25$310
This Priceline deal was found by Cheapflights users on 1/24. 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 4/249:07 am
SRQ
-
SJU
1 stop11h 00m
Frontier
Sun 4/2610:55 am
SJU
-
SRQ
1 stop21h 17m
Frontier
Deal found 1/24$332
This Southwest deal was found by Cheapflights users on 1/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/95:45 pm
SRQ
-
SJU
1 stop5h 55m
Southwest
Sat 5/165:45 am
SJU
-
SRQ
1 stop5h 10m
Southwest
Deal found 1/24$346
This Southwest deal was found by Cheapflights users on 1/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/811:45 am
SRQ
-
SJU
2 stops12h 10m
Southwest
Tue 5/125:35 am
SJU
-
SRQ
2 stops9h 55m
Southwest
Deal found 1/25$366
This Frontier deal was found by Cheapflights users on 1/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/131:27 pm
SRQ
-
SJU
1 stop11h 02m
Frontier
Sun 3/159:12 pm
SJU
-
SRQ
1 stop11h 04m
Frontier
Deal found 1/25$393
This Frontier deal was found by Cheapflights users on 1/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/19:49 pm
SRQ
-
SJU
1 stop11h 56m
Frontier
Sun 3/89:12 pm
SJU
-
SRQ
1 stop11h 04m
Frontier
Deal found 1/25$396
This Southwest deal was found by Cheapflights users on 1/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/244:10 pm
SRQ
-
SJU
1 stop7h 30m
Southwest
Sun 4/265:00 am
SJU
-
SRQ
2 stops9h 30m
Southwest
Deal found 1/24$401
This American Airlines deal was found by Cheapflights users on 1/25. 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.
Sat 5/97:37 pm
SRQ
-
SJU
1 stop15h 11m
American Airlines
Mon 5/1111:38 am
SJU
-
SRQ
1 stop9h 14m
American Airlines
Deal found 1/25$406
This Southwest deal was found by Cheapflights users on 1/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/167:10 am
SRQ
-
SJU
1 stop6h 15m
Southwest
Wed 2/185:40 am
SJU
-
SRQ
1 stop7h 05m
Southwest
Deal found 1/24$411
This Expedia deal was found by Cheapflights users on 1/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/69:11 am
SRQ
-
SJU
1 stop15h 18m
Multiple Airlines
Mon 3/98:59 pm
SJU
-
SRQ
2 stops18h 44m
Multiple Airlines
Deal found 1/24$419

Find flight deals from Sarasota to Caribbean

Keep the following information in mind while searching for Sarasota to Caribbean flight deals. Data was last updated January 26, 2026.

Round-trip from

$264
(Priceline)

One-way from

$91
(CheapOair)

Popular in

December

Cheapest in

October

Average price

$438
From Sarasota Bradenton Intl to Caribbean
Search Deals
One-way flight from Sarasota Bradenton Intl to Caribbean
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($80 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Sarasota to Caribbean 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 January 26, 2026.
Use the filters below to find and compare flights from Sarasota to Caribbean that are best for you.

Fly from

Sarasota

Fly to

Caribbean

Route

Depart

Return

Price

SarasotaSan Juan

SRQ - SJU

SRQSJU

Sarasota Bradenton Intl

Fri 3/13

1:27 pm-12:29 am

1 stop11h 02m

San Juan Luis Munoz Marin Intl

Thu 3/19

9:12 pm-8:16 am

1 stop11h 04m

$310

SarasotaSan Juan

SRQ - SJU

SRQSJU

Sarasota Bradenton Intl

Mon 2/23

7:00 am-7:20 pm

1 stop11h 20m

San Juan Luis Munoz Marin Intl

Thu 2/26

5:25 pm-10:50 pm

1 stop6h 25m

$346

SarasotaSan Juan

SRQ - SJU

SRQSJU

Sarasota Bradenton Intl

Fri 4/24

4:10 pm-11:40 pm

1 stop7h 30m

San Juan Luis Munoz Marin Intl

Sun 4/26

5:00 am-2:30 pm

2 stops9h 30m

$401

SarasotaSan Juan

SRQ - SJU

SRQSJU

Sarasota Bradenton Intl

Mon 2/16

7:10 am-2:25 pm

1 stop6h 15m

San Juan Luis Munoz Marin Intl

Wed 2/18

5:40 am-11:45 am

1 stop7h 05m

$411

SarasotaSan Juan

SRQ - SJU

SRQSJU

Sarasota Bradenton Intl

Thu 2/26

12:15 pm-1:05 am

1 stop11h 50m

San Juan Luis Munoz Marin Intl

Sun 3/1

5:30 am-11:30 am

1 stop7h 00m

$411

SarasotaSan Juan

SRQ - SJU

SRQSJU

Sarasota Bradenton Intl

Fri 3/6

9:11 am-1:29 am

1 stop15h 18m

San Juan Luis Munoz Marin Intl

Mon 3/9

8:59 pm-3:43 pm

2 stops18h 44m

$419

SarasotaSan Juan

SRQ - SJU

SRQSJU

Sarasota Bradenton Intl

Thu 3/12

9:11 am-12:29 am

1 stop15h 18m

San Juan Luis Munoz Marin Intl

Sun 3/22

9:12 pm-8:16 am

1 stop11h 04m

$423

SarasotaSan Juan

SRQ - SJU

SRQSJU

Sarasota Bradenton Intl

Wed 3/11

4:40 pm-2:54 am

1 stop10h 14m

San Juan Luis Munoz Marin Intl

Wed 3/18

5:01 am-4:13 pm

1 stop11h 12m

$424

SarasotaSan Juan

SRQ - SJU

SRQSJU

Sarasota Bradenton Intl

Mon 2/23

6:01 am-6:11 pm

2 stops11h 10m

San Juan Luis Munoz Marin Intl

Thu 2/26

12:30 pm-8:53 pm

1 stop9h 23m

$426

SarasotaSan Juan

SRQ - SJU

SRQSJU

Sarasota Bradenton Intl

Mon 2/23

7:06 am-5:27 pm

1 stop9h 21m

San Juan Luis Munoz Marin Intl

Thu 2/26

2:12 pm-10:48 pm

1 stop9h 36m

$426

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/24

Showing 1-10 of 60 results
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Best time to book a flight from Sarasota to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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

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

Currently, August is the cheapest month in which you can book a flight from Sarasota to Caribbean (average of $53). Flying from Sarasota to Caribbean 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

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated January 26, 2026.
See what other customers who have flown with Southwest, Delta, and American Airlines from Sarasota to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,268 reviews

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,268 reviews
Southwest
8.0
Very good
4,268 reviews

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,111 reviews
Southwest
8.0
Very good
4,268 reviews

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,189 reviews
Southwest
8.0
Very good
4,268 reviews

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Sarasota to Caribbean. 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?

    Located just 4.3 mi from the city center, Sarasota Bradenton Intl (SRQ) is the airport most travelers will use when flying to Caribbean from Sarasota.

  • How long is the flight from Sarasota to Caribbean?

    Airlines like Frontier, Southwest, and Delta fly from Sarasota to Caribbean in about 8h 25m. The time it takes to get you to your destination can typically vary by up to 2h 55m. Sarasota and Caribbean are separated by a distance of 753 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Most travelers choose Sarasota Bradenton Intl - San Juan Luis Munoz Marin Intl, Sarasota Bradenton Intl - Nassau Intl or Sarasota Bradenton Intl - Simpson Bay Princess Juliana when deciding on the best route from Sarasota to Caribbean.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Sarasota to Caribbean 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?

    Currently, August is the cheapest month in which you can book a flight from Sarasota to Caribbean (average of $53). Flying from Sarasota to Caribbean 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

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Alternative routes for Sarasota to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Sarasota to Caribbean

Discover the top 3 airlines that operate flights from Sarasota to Caribbean. 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 January 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$235Average$469FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$325Average$558FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$352Average$608FlexibilityNo cancel feeOn-time71%

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