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Simpson Bay

$243+ Cheap flights from Sarasota (SRQ) to Simpson Bay (SXM)

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 2/1. Fares are subject to change and may not be available on all flights or dates of travel.
SRQ — SXM
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap flight deals from Sarasota to Simpson Bay

Cheapest flights from Sarasota to Simpson Bay
Explore the most affordable flight options available from Sarasota to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

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 4/106:40 am
SRQ
-
SXM
1 stop7h 00m
Southwest
Thu 4/162:35 pm
SXM
-
SRQ
1 stop7h 05m
Southwest
Deal found 1/24$574
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.
Fri 4/106:00 am
SRQ
-
SXM
1 stop7h 16m
American Airlines
Thu 4/164:35 pm
SXM
-
SRQ
1 stop7h 22m
American Airlines
Deal found 1/25$592
This Orbitz deal was found by Cheapflights users on 1/26. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:10 pm
SRQ
-
SXM
1 stop21h 10m
JetBlue
Sat 5/1612:30 pm
SXM
-
SRQ
1 stop28h 45m
JetBlue
Deal found 1/26$595
This American Airlines deal was found by Cheapflights users on 1/26. 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.
Thu 3/127:44 pm
SRQ
-
SXM
1 stop17h 32m
American Airlines
Thu 3/192:17 pm
SXM
-
SRQ
1 stop9h 42m
American Airlines
Deal found 1/26$601
This Southwest deal was found by Cheapflights users on 1/26. 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.
Fri 5/16:10 pm
SRQ
-
SXM
2 stops18h 15m
Southwest
Sat 5/161:20 pm
SXM
-
SRQ
1 stop8h 20m
Southwest
Deal found 1/26$610
This American Airlines deal was found by Cheapflights users on 1/26. 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.
Fri 5/17:43 pm
SRQ
-
SXM
2 stops19h 52m
American Airlines
Sat 5/162:16 pm
SXM
-
SRQ
2 stops21h 03m
American Airlines
Deal found 1/26$622
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/156:00 am
SRQ
-
SXM
1 stop7h 50m
Delta
Sat 2/215:25 pm
SXM
-
SRQ
1 stop17h 36m
Delta
Deal found 1/25$626
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:00 am
SRQ
-
SXM
1 stop7h 19m
American Airlines
Sat 3/1412:29 pm
SXM
-
SRQ
1 stop11h 30m
American Airlines
Deal found 1/27$635

Find flight deals from Sarasota to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Sarasota (SRQ) to Simpson Bay (SXM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$574
(Southwest)

One-way from

$243
(Kiwi.com)
Provider with most accurate pricing for Sarasota Bradenton Intl-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Sarasota Bradenton Intl-Simpson Bay Princess Juliana flights.
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From Sarasota Bradenton Intl to Simpson Bay Princess Juliana
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One-way flight from Sarasota Bradenton Intl to Simpson Bay Princess Juliana
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Sarasota to Simpson Bay 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 27, 2026.
Use the filters below to find and compare flights from Sarasota to Simpson Bay that are best for you.

Fly from

Sarasota

Fly to

Simpson Bay

Route

Depart

Return

Price

SarasotaSimpson Bay

SRQ - SXM

SRQSXM

Sarasota Bradenton Intl

Fri 4/10

6:40 am-1:40 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Thu 4/16

2:35 pm-9:40 pm

1 stop7h 05m

$574

SarasotaSimpson Bay

SRQ - SXM

SRQSXM

Sarasota Bradenton Intl

Fri 4/10

6:00 am-1:16 pm

1 stop7h 16m

Simpson Bay Princess Juliana

Thu 4/16

4:35 pm-11:57 pm

1 stop7h 22m

$592

SarasotaSimpson Bay

SRQ - SXM

SRQSXM

Sarasota Bradenton Intl

Fri 5/1

6:10 pm-3:20 pm

1 stop21h 10m

Simpson Bay Princess Juliana

Sat 5/16

12:30 pm-5:15 pm

1 stop28h 45m

$595

SarasotaSimpson Bay

SRQ - SXM

SRQSXM

Sarasota Bradenton Intl

Thu 3/12

7:44 pm-1:16 pm

1 stop17h 32m

Simpson Bay Princess Juliana

Thu 3/19

2:17 pm-11:59 pm

1 stop9h 42m

$601

SarasotaSimpson Bay

SRQ - SXM

SRQSXM

Sarasota Bradenton Intl

Fri 5/1

6:10 pm-12:25 pm

2 stops18h 15m

Simpson Bay Princess Juliana

Sat 5/16

1:20 pm-9:40 pm

1 stop8h 20m

$610

SarasotaSimpson Bay

SRQ - SXM

SRQSXM

Sarasota Bradenton Intl

Fri 5/1

7:43 pm-3:35 pm

2 stops19h 52m

Simpson Bay Princess Juliana

Sat 5/16

2:16 pm-11:19 am

2 stops21h 03m

$622

SarasotaSimpson Bay

SRQ - SXM

SRQSXM

Sarasota Bradenton Intl

Sun 2/15

6:00 am-2:50 pm

1 stop7h 50m

Simpson Bay Princess Juliana

Sat 2/21

5:25 pm-10:01 am

1 stop17h 36m

$626

SarasotaSimpson Bay

SRQ - SXM

SRQSXM

Sarasota Bradenton Intl

Fri 2/27

6:00 am-2:19 pm

1 stop7h 19m

Simpson Bay Princess Juliana

Sat 3/14

12:29 pm-11:59 pm

1 stop11h 30m

$635

SarasotaSimpson Bay

SRQ - SXM

SRQSXM

Sarasota Bradenton Intl

Sun 2/1

7:31 am-2:15 pm

2 stops29h 44m

$243

SarasotaSimpson Bay

SRQ - SXM

SRQSXM

Sarasota Bradenton Intl

Sun 2/1

7:06 am-2:55 pm

1 stop6h 49m

$391

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 11 results
1
2
  • Most accurate provider: When it comes to deals on Sarasota-Simpson Bay flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Sarasota-Simpson Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Sarasota-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Sarasota-Simpson Bay flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Sarasota-Simpson Bay flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Sarasota to Simpson Bay

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

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

Currently, April is the cheapest month in which you can book a flight from Sarasota to Simpson Bay (average of $100). Flying from Sarasota to Simpson Bay in May is currently the most expensive (average of $431). 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 Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. 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 Simpson Bay. Reviews last updated January 27, 2026.
Peruse reviews from past customers who have flown with American Airlines from Sarasota to Simpson Bay to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,197 reviews

Food

6.4

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Overall

7.2

Crew

8.0

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.
American Airlines
7.2
Good
11,197 reviews
American Airlines
7.2
Good
11,197 reviews

Food

6.4

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Overall

7.2

Crew

8.0

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.

Related info for your journey

Find useful and relevant information for your journey from Sarasota to Simpson Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Sarasota to Simpson Bay?

    There are many flights that can get you from Sarasota to Simpson Bay in 7h. Fly via Southwest, American Airlines, or JetBlue to get the fastest option. Airlines will cover a distance of 1394 mi. This flight may include one or multiple stops.

  • What is the cheapest airline to fly from Sarasota to Simpson Bay round-trip?

    Flying on American Airlines is currently your cheapest option to Simpson Bay, with prices starting at $542.

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

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

  • How can I find direct flights from Sarasota to Simpson Bay?

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

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

    Yes. Cheapflights offers flight deals from Sarasota to Simpson Bay 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 Simpson Bay?

    Currently, April is the cheapest month in which you can book a flight from Sarasota to Simpson Bay (average of $100). Flying from Sarasota to Simpson Bay in May is currently the most expensive (average of $431). 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

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

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Top airline flying from Sarasota to Simpson Bay

Discover the top airline that operate flights from Sarasota to Simpson Bay. 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 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$542Average$717FlexibilityNo cancel feeOn-time71%

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