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Simpson Bay

$258+ 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
SRQ — SXM
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap flight deals from Sarasota to Simpson Bay

Best flights from Sarasota to Simpson Bay
Discover carefully curated flight deals from Sarasota to Simpson Bay that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 12, 2025.

This Expedia deal was found by Cheapflights users on 12/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/175:38 pmSRQ - SXM
1 stop19h 50mJetBlue
Sat 1/313:43 pmSXM - SRQ
1 stop25h 00mJetBlue
Deal found 12/10$561
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Fri 2/276:00 amSRQ - SXM
1 stop9h 27mAmerican Airlines
Sat 3/144:28 pmSXM - SRQ
1 stop7h 31mAmerican Airlines
Deal found 12/10$589
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Sat 1/175:41 pmSRQ - SXM
2 stops21h 47mAmerican Airlines
Sat 1/313:23 pmSXM - SRQ
2 stops20h 29mAmerican Airlines
Deal found 12/10$603

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 December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$561
(Expedia)

One-way from

$258
(Delta)
Provider with most accurate pricing for Sarasota Bradenton Intl-Simpson Bay Princess Juliana flight deals.
Search Deals
Provider most trusted by Cheapflights users for Sarasota Bradenton Intl-Simpson Bay Princess Juliana flights.
Search Deals
From Sarasota Bradenton Intl to Simpson Bay Princess Juliana
Search Deals
One-way flight from Sarasota Bradenton Intl to Simpson Bay Princess Juliana
Search Deals

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 December 12, 2025.
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

Sat 1/17

5:38 pm-2:28 pm

1 stop19h 50m

Simpson Bay Princess Juliana

Sat 1/31

3:43 pm-3:43 pm

1 stop25h 00m

$561

SarasotaSimpson Bay

SRQ - SXM

SRQSXM

Sarasota Bradenton Intl

Fri 2/27

6:00 am-4:27 pm

1 stop9h 27m

Simpson Bay Princess Juliana

Sat 3/14

4:28 pm-11:59 pm

1 stop7h 31m

$589

SarasotaSimpson Bay

SRQ - SXM

SRQSXM

Sarasota Bradenton Intl

Sat 1/17

5:41 pm-4:28 pm

2 stops21h 47m

Simpson Bay Princess Juliana

Sat 1/31

3:23 pm-10:52 am

2 stops20h 29m

$603

SarasotaSimpson Bay

SRQ - SXM

SRQSXM

Sarasota Bradenton Intl

Sat 1/17

8:00 am-4:03 pm

1 stop7h 03m

$258

SarasotaSimpson Bay

SRQ - SXM

SRQSXM

Sarasota Bradenton Intl

Sat 1/17

12:40 pm-2:40 pm

2 stops25h 00m

$303

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Compare providers for flights from Sarasota to Simpson Bay

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Sarasota to Simpson Bay in December.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Sarasota-Simpson Bay flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Sarasota-Simpson Bay flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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, July is the cheapest month in which you can book a flight from Sarasota to Simpson Bay (average of $146). Flying from Sarasota to Simpson Bay in May is currently the most expensive (average of $492). 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 December 12, 2025.
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
11,050 reviews

Crew

8.0

Food

6.5

Comfort

7.2

Entertainment

6.9

Boarding

7.5

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
American Airlines
7.2
Good
11,050 reviews
American Airlines
7.2
Good
11,050 reviews

Crew

8.0

Food

6.5

Comfort

7.2

Entertainment

6.9

Boarding

7.5

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

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 9h 27m. Fly via JetBlue or American Airlines 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, July is the cheapest month in which you can book a flight from Sarasota to Simpson Bay (average of $146). Flying from Sarasota to Simpson Bay in May is currently the most expensive (average of $492). 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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$542Average$652FlexibilityNo cancel feeOn-time71%

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