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Matthew Faul
Commercial & Residential Real Estate
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August
25

Fall Events

Fall is the perfect time to explore Sarasota County. As the weather becomes milder, this time of year offers a wide variety of festivals and events—indoors and outdoors—in Sarasota, Bradenton, and the surrounding areas. These are some of the festivities our real estate agents are most looking forward to this fall!

Festivals and Events in the Sarasota Area

St. Armands Circle Art Festival - Sarasota, FL

Address: 1 St Armands Cir, Sarasota, FL 34236

The 3rd annual St. Armands Circle Art Festival is set to return on September 13-14. The event marks one of the biggest art events of the year in Sarasota County, including a crafts marketplace and talented local and regional artists. The festival takes place on picturesque St. Armands Key, a luxurious island retreat just minutes from the mainland.

Hispanic Heritage Fiesta - Sarasota, FL

Address: 7051 Wireless Ct, Sarasota, FL 34240

On September 17, the first annual Hispanic Heritage Fiesta takes place at Gold Coast Eagle Distributing in Lakewood Ranch. Tickets include live Mariachi music, a cooking demonstration by Chef Amalia, and plenty of tasty street tacos and beverages. The event is a celebration of Hispanic heritage and a recognition of Sarasota's Sister City, Mérida, Mexico.

Sarasota Opera Food & Wine Festival - Sarasota, FL

Address: 61 N Pineapple Ave, Sarasota, FL 34236

The Sarasota Opera's Food & Wine Festival is a beloved annual tradition that returns to the Sarasota Opera House on September 27, 2025. Featuring wine tastings and food samples from many of Sarasota County's best eateries, the festival raises proceeds to support the acclaimed Sarasota Youth Opera. It's happening just minutes from some beautiful Sarasota homes for sale.

Wellen Park Oktoberfest - Venice, FL

Address: 12275 Mercado Dr, Venice, FL 34293

Wellen Park in the city of Venice hosted its first-ever Oktoberfest celebration last year, and we're excited to announce that the second annual Wellen Park Oktoberfest is scheduled for October 4, 2025. Highlights of the event include:

  • The inaugural keg-tapping of the season
  • Live polka music with the DeLeon Family Oktoberfest Band
  • German dancers
  • A stein-hoisting competition

Wallen Park Oktoberfest will also feature bratwurst and plenty of other traditional eats, as well as ample German beer. 

Fall Arts & Crafts Fest at Cool Today Park - Venice, FL

Address: 18800 W Villages Pkwy, Venice, FL 34293

This year's Fall Arts & Craft Fest at Cool Today Park is not to be missed if you love unique, local handmade art and crafts. This is a great kid-friendly event, starting at 12 pm on October 11. In addition to artisan and craft vendors, the fest will include concessions and free children's activities. The venue, Cool Today Park, is also the Spring Training home of the Atlanta Braves.

Hunsader Farms Pumpkin Festival - Bradenton, FL

Address: 5500 Co Rd 675, Bradenton, FL 34211

Bradenton's Hunsader Farms has been family-owned and operated since 1967, and every year, they host their much-anticipated Pumpkin Festival. Taking place on October 11-12, 18-19, and 25-26, the festival is free to attend and includes:

  • Hayrides
  • Petting zoo
  • Live music
  • Kids' games
  • Playground
  • Face painting
  • Food galore

ROCKtoberfest - Sarasota, FL

Address: 199 Bayfront Dr, Sarasota, FL 34236

Sarasota is preparing to host its annual ROCKtoberfest on October 17-19. One of Sarasota County's biggest food and music festivals, the event takes place along the picturesque bayfront. Admission is free, and ROCKtoberfest promises great food, drink, and craft vendors in addition to live bands on an outdoor stage.

Contact us today to learn more about living your best life in Sarasota County! Our real estate agents are excited to help you find your dream home in Sarasota, Bradenton, and the surrounding areas. 

Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/02/2026. The listing information on this page last changed on 03/02/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Mon 03/02/2026 4:06:06 PM EST) or Stellar MLS (last updated Mon 03/02/2026 3:46:11 PM EST). Real estate listings held by brokerage firms other than Wagner Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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