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$144+ 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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
SRQ — SJU
nov. 27 — dic. 41
jue. 11/27
jue. 12/4
1 adult, Economy
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Cheap flight deals from Sarasota to Caribbean

Keep the following information in mind while searching for Sarasota to Caribbean flight deals. Data was last updated octubre 28, 2025.

Round-trip from

$313
(Southwest)

One-way from

$144
(CheapOair)

Popular in

December

Cheapest in

June

Average price

$532
From Sarasota Bradenton Intl to Caribbean
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One-way flight from Sarasota Bradenton Intl to Caribbean
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Highest demand for flights based on searches. 18% potential increase in price ($109 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($38 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 octubre 28, 2025.

This Southwest deal was found by Cheapflights users on 10/26. 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.
vie. 12/125:40 pmSRQ - SJU
1 stop5h 55mSouthwest
dom. 12/145:40 amSJU - SRQ
1 stop7h 00mSouthwest
Deal found 10/26$339
This CheapOair deal was found by Cheapflights users on 10/28. 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.
dom. 11/98:53 pmSRQ - SJU
1 stop13h 08mFrontier
sáb. 11/152:11 amSJU - SRQ
1 stop18h 32mFrontier
Deal found 10/28$346
This Southwest deal was found by Cheapflights users on 10/28. 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.
jue. 12/45:30 pmSRQ - SJU
1 stop6h 05mSouthwest
sáb. 12/136:15 amSJU - SRQ
2 stops11h 20mSouthwest
Deal found 10/28$359
This Frontier deal was found by Cheapflights users on 10/26. 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.
lun. 12/83:08 pmSRQ - SJU
1 stop8h 41mFrontier
jue. 12/111:59 amSJU - SRQ
1 stop13h 14mFrontier
Deal found 10/26$372
This Delta deal was found by Cheapflights users on 10/26. 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.
lun. 12/811:31 amSRQ - SJU
1 stop10h 49mDelta
vie. 12/126:38 pmSJU - SRQ
1 stop6h 48mDelta
Deal found 10/26$405
This Expedia deal was found by Cheapflights users on 10/28. 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.
mié. 11/192:34 pmSRQ - SJU
1 stop12h 14mJetBlue
sáb. 11/221:59 amSJU - SRQ
2 stops17h 48mJetBlue
Deal found 10/28$408
This JetBlue deal was found by Cheapflights users on 10/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/63:40 pmSRQ - SJU
1 stop11h 08mJetBlue
lun. 12/156:10 amSJU - SRQ
1 stop12h 21mJetBlue
Deal found 10/27$413
This Southwest deal was found by Cheapflights users on 10/27. 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.
dom. 12/77:20 amSRQ - NAS
1 stop4h 55mSouthwest
jue. 12/111:10 pmNAS - SRQ
1 stop8h 30mSouthwest
Deal found 10/27$417
This JetBlue deal was found by Cheapflights users on 10/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/93:10 pmSRQ - SJU
1 stop11h 38mJetBlue
sáb. 12/135:10 amSJU - SRQ
1 stop10h 04mJetBlue
Deal found 10/26$428
This Expedia deal was found by Cheapflights users on 10/27. 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.
mar. 11/112:34 pmSRQ - SJU
1 stop12h 14mJetBlue
sáb. 11/156:27 amSJU - SRQ
1 stop8h 12mJetBlue
Deal found 10/27$464
This American Airlines deal was found by Cheapflights users on 10/28. 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.
mié. 12/176:00 amSRQ - NAS
1 stop8h 09mAmerican Airlines
vie. 12/1912:02 pmNAS - SRQ
1 stop11h 56mAmerican Airlines
Deal found 10/28$475
This American Airlines deal was found by Cheapflights users on 10/26. 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.
mié. 12/106:00 amSRQ - NAS
1 stop8h 09mAmerican Airlines
mié. 12/176:45 pmNAS - SRQ
1 stop4h 39mAmerican Airlines
Deal found 10/26$490

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 octubre 28, 2025.
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

jue. 1/22

7:15 am-2:55 pm

1 stop6h 40m

San Juan Luis Munoz Marin Intl

dom. 1/25

5:35 am-11:35 am

1 stop7h 00m

$313

SarasotaSan Juan

SRQ - SJU

SRQSJU

Sarasota Bradenton Intl

vie. 1/9

7:05 am-1:42 am

2 stops17h 37m

San Juan Luis Munoz Marin Intl

mié. 1/14

5:27 pm-2:18 pm

1 stop21h 51m

$341

SarasotaSan Juan

SRQ - SJU

SRQSJU

Sarasota Bradenton Intl

sáb. 2/21

6:40 am-6:05 pm

1 stop10h 25m

San Juan Luis Munoz Marin Intl

vie. 2/27

5:30 am-11:30 am

1 stop7h 00m

$359

SarasotaSan Juan

SRQ - SJU

SRQSJU

Sarasota Bradenton Intl

jue. 12/4

5:30 pm-12:35 am

1 stop6h 05m

San Juan Luis Munoz Marin Intl

sáb. 12/13

6:15 am-2:45 pm

1 stop9h 30m

$359

SarasotaSan Juan

SRQ - SJU

SRQSJU

Sarasota Bradenton Intl

sáb. 4/4

11:45 am-7:35 pm

1 stop7h 50m

San Juan Luis Munoz Marin Intl

sáb. 4/11

5:45 am-10:55 am

1 stop5h 10m

$359

SarasotaSan Juan

SRQ - SJU

SRQSJU

Sarasota Bradenton Intl

mié. 4/1

3:10 pm-9:58 pm

1 stop6h 48m

San Juan Luis Munoz Marin Intl

mié. 4/8

6:15 am-2:07 pm

1 stop7h 52m

$365

SarasotaSan Juan

SRQ - SJU

SRQSJU

Sarasota Bradenton Intl

mar. 1/13

6:00 am-1:04 pm

1 stop6h 04m

San Juan Luis Munoz Marin Intl

mar. 1/20

6:27 pm-11:59 pm

1 stop6h 32m

$365

SarasotaSan Juan

SRQ - SJU

SRQSJU

Sarasota Bradenton Intl

vie. 1/9

10:59 am-1:24 am

1 stop13h 25m

San Juan Luis Munoz Marin Intl

dom. 1/11

9:00 pm-10:04 am

1 stop14h 04m

$376

SarasotaSan Juan

SRQ - SJU

SRQSJU

Sarasota Bradenton Intl

mié. 11/19

2:34 pm-3:48 am

1 stop12h 14m

San Juan Luis Munoz Marin Intl

dom. 11/23

5:26 am-6:47 pm

2 stops14h 21m

$408

SarasotaSan Juan

SRQ - SJU

SRQSJU

Sarasota Bradenton Intl

sáb. 12/6

3:40 pm-3:48 am

1 stop11h 08m

San Juan Luis Munoz Marin Intl

lun. 12/15

6:10 am-5:31 pm

1 stop12h 21m

$413

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

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 June is currently the most expensive (average of $128). 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.

What is the cheapest time of day to fly from SRQ to CB?

Find hourly flight availability from Sarasota to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated octubre 28, 2025.

One of the essential ways to save on airfare from Sarasota to Caribbean is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 7% on airfare.

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 octubre 28, 2025.
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
4,240 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,994 reviews
Southwest
8.0
Very good
4,240 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,032 reviews
Southwest
8.0
Very good
4,240 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 Southwest, Delta, and American Airlines fly from Sarasota to Caribbean in about 6h 40m. The time it takes to get you to your destination can typically vary by up to 3h 14m. Sarasota and Caribbean are separated by a distance of 1219 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Sarasota to Caribbean one-way?

    $144 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Southwest and United Airlines, with prices starting from $146 and $224, respectively.

  • 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 - Simpson Bay Princess Juliana or Sarasota Bradenton Intl - George Town Owen Roberts Intl 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 June is currently the most expensive (average of $128). 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

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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 octubre 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$324Average$616FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$335Average$558FlexibilityNo cancel feeOn-time63%
DeltaCheapest$335Average$601FlexibilityNo cancel feeOn-timeN/A

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