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This Weekend on Florida's Gulf Coast

Writer: Audrey Pascale Smith REALTOR The Audrey Smith Group
Audrey Pascale Smith REALTOR The Audrey Smith Group
Oct 4
4 min read

October 9 to 11, 2026

Here is what is happening this weekend from Lakewood Ranch to Punta Gorda, grouped by town. Every detail was checked on the organizer's own page unless the line says "per the Chamber of Commerce." This page is refreshed every week.

Event details may change; confirm with the organizer before you go.

Sarasota

  • Sarasota Oktoberfest, featuring the Benderson Chase Regatta — Saturday and Sunday, October 10 and 11, from 10 AM. Nathan Benderson Park, 5851 Nathan Benderson Circle. Free entry; parking $20 per car. Organizer's page

  • Park-toberfest at The Bay — Sunday, October 11, 5 to 7 PM. The Oval at The Bay, 1055 Blvd of the Arts. Free. Organizer's page

  • Special Cinema at The Bay: The Rocky Horror Picture Show — Friday, October 9, 9 to 11 PM. The Oval at The Bay. Free, registration required. Rated R; the park advises viewer discretion. Organizer's page

  • Ride and Paddle at The Bay (guided kayak tour) — Saturday, October 10, 9 to 11 AM. Kayak Launch at The Bay. Free, registration required; recommended for ages 12 and up. Organizer's page

  • Sarasota Farmers Market — Saturday, 7 AM to 1 PM, rain or shine. 1 N Lemon Ave, downtown. Organizer's page

Lakewood Ranch

  • Sights + Sounds: Asolo Rep on Tour, Shakespeare 45 — Friday, October 9, 6 to 7 PM. Waterside Place, 1560 Lakefront Drive. Free. Bring a lawn chair. Organizer's page

  • Movie in the Park: Wicked — Friday, October 9, 6 to 9 PM; the movie starts at sunset. Waterside Park, 7301 Island Cove Terrace. Free. Organizer's page

  • Main Street Market — Saturday, October 10, 10 AM to 2 PM. 8141 Lakewood Main Street. Organizer's page

  • Sarasota Paradise vs. Richmond Kickers, with Pink in Paradise night — Saturday, October 10, 7:30 PM. Premier Sports Campus, 5895 Post Blvd. Tickets required, from $13. Organizer's page

  • Goodtoberfest at the Farmers' Market — Sunday, October 11, 10 AM to 2 PM. Waterside Place, Lakefront Drive. Organizer's page

  • Yoga in the Park — Sunday, 9 to 10 AM. Waterside Park. Registration required. Organizer's page

Venice and Wellen Park

  • The Venice Symphony: A Ghoulish Gathering — Friday, October 9, 7:30 PM and Saturday, October 10, 3:30 PM. Venice Performing Arts Center, 1 Indian Ave. Tickets $44 to $84. Organizer's page

  • Friday Night Concert: Ken Wanovich — Friday, October 9, 7 to 9 PM. Gazebo in Centennial Park, 200 West Venice Avenue. Free. Organizer's page

  • Venice Theatre: Blood Relations — Opens Friday, October 9. Friday and Saturday 7:30 PM, Sunday 2 PM. 140 Tampa Ave. W. Adults $40. Organizer's page

  • Venice Farmers Market — Saturday, 8 AM to 1 PM, rain or shine. 401 W. Venice Avenue. Organizer's page

  • Live music in Downtown Wellen Park — Friday (Friday Night Live, Solis Hall stage) and Saturday, 6 to 9 PM. 19745 Wellen Park Blvd. Organizer's page

  • Fresh Harvest Farmers Market — Sunday, 9 AM to 1 PM. Downtown Wellen Park. Organizer's page

  • Live music at the Tiki Bar, CoolToday Park — Friday 5 PM, Saturday 5 PM, Sunday 1 PM. 18800 S. West Villages Parkway. Organizer's page

Englewood

  • Englewood Beach Waterfest: offshore powerboat championship races — Saturday and Sunday, October 10 and 11. Gates open 9 AM, racing from 10 AM. Englewood Beach. General admission $35 online, $40 at the gate; 17 and under free with a paying adult. Organizer's page

  • Inflatable Invitational Beach Race — Friday, October 9, 10 AM. Englewood Beach. $5 cash; children 10 and under free. Organizer's page

  • Waterfest Block Party — Friday, October 9, 5 to 10 PM, per the Englewood Chamber of Commerce. West Dearborn Street and Pioneer Plaza. Free. Organizer's page

  • Family Conservation Center — Saturday and Sunday, 10 AM to 4 PM, inside Waterfest. Organizer's page

  • Star Newman: Comedy Magic and Mentalism — Saturday, October 10, 3 PM. Lemon Bay Playhouse, 96 W. Dearborn St. $35. Organizer's page

  • Sip and Paint — Sunday, October 11, 3 to 5 PM, per the Englewood Chamber of Commerce. 601 S Indiana Ave. Call 941-474-5511 for cost.

Port Charlotte and Punta Gorda

  • International CultureFest — Saturday, October 10, 12 to 6 PM. Fishermen's Village, 1200 W. Retta Esplanade, Punta Gorda. Free admission and parking, per the Chamber of Commerce. Organizer's page

  • Live music at Fishermen's Village — Friday 5 to 9 PM; Saturday 12 to 4 PM and 5 to 9 PM. Free, per the Punta Gorda Chamber of Commerce.

  • Artisans Market at History Park — Sunday, October 11, 9 AM to 1 PM. 501 Shreve Street, Punta Gorda. Free, per the Punta Gorda Chamber of Commerce.

  • Arts and Crafts Market, Visual Arts Center — Saturday, October 10, 9 AM to 2 PM. 210 Maud St, Punta Gorda. Per the Punta Gorda Chamber of Commerce.

  • Funky Foam Food Truck Party with live music — Sunday, October 11, 4:30 to 9 PM. 4732 Tamiami Trail, Port Charlotte. Free, per the Charlotte County Chamber of Commerce.

  • Tunes for Tots — Saturday, October 10, 10:30 to 11:15 AM. Mid-County Regional Library, Port Charlotte. Ages 0 to 5 with a caregiver. Organizer's page

  • Bark in the Park — Saturday, October 10, 4 PM. Peace River Botanical and Sculpture Gardens, 5827 Riverside Drive, Punta Gorda. Organizer's page

North Port

  • Sweetheart Ball — Friday, October 9, 6:30 to 8:30 PM. Morgan Family Community Center, 6207 W. Price Blvd. $25 per couple; preregistration required. Organizer's page

  • Warm Mineral Springs Park — Open daily 9 AM to 5 PM. 12200 San Servando Ave. Admission charged. Organizer's page

  • North Port Aquatic Center, full facility — Saturday and Sunday, 10 AM to 5 PM. 6205 W. Price Blvd. Admission charged. Organizer's page

Want This Every Week?

Follow The Audrey Smith Group on Facebook or @audrey_smith_florida_realtor on Instagram and comment WEEKEND on any This Weekend post. A new list goes up on this same page each week.

Audrey Smith · Before, During and Forever After Call or text 941-457-9636 · www.AudreySmithFlorida.com · Audrey@AudreySmithFlorida.com

Audrey Pascale Smith, PA · REALTOR® · Lic. SL3208134 · Keller Williams Island Life Real Estate · Each office is independently owned and operated. · Equal Housing Opportunity.

 
 
 

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