Main Content

October In Sarasota

Fresh Fridays

October 6, 2023 to October 6, 2023
1341 Main St
Sarasota, FL 34236


Join us on Main Street, right in the heart of downtown Sarasota. Enjoy the best music, culture, and food as we kick off our third season!

Get ready for the freshest block party around’s homecoming on Friday, October 6, and paint the town fresh with delectable bites from downtown restaurants, casual fun and games, signature giveaways, and live entertainment. Returning to Fresh Fridays after lighting up the night at last season’s Art in the Park, the dynamic Brett Foreman Band will headline the event with an artful flair, supplying the perfect playlist for partygoers to dance the night away.

Public Restrooms

2023 ICF Stand Up Paddling (SUP) World Cup

October 13, 2023 to October 16, 2023
Nathan Benderson Park
5851 Nathan Benderson Cir
Sarasota, FL 34235

Stand Up Paddling World Cup is taking place at Nathan Benderson Park from October 13-15, 2023. Come watch three epic days of racing with sprint, distance and technical races along with a fun recreation race on Saturday. ICF will award $10,000 in prize money that will be evenly distributed between men and women across all three races.

Family Promise of South Sarasota’s 7th Annual Dream Walk

October 14, 2023 to October 14, 2023
Venice Presbyterian Church
825 The Rialto
Venice, FL 34285

Calling all superheroes! Family Promise of South Sarasota County is hosting their annual fundraiser and charity walk, Dream Walk! The event is on Saturday, October 14, 2023. The event will feature a choice of a short or long walking path, engaging activities at each stop along the way, and culminates with a pancake breakfast. Funds raised will directly support our comprehensive programs that help local working families achieve lasting housing stability. Register today!

3rd Annual Fall Festival
October 21, 2023 to October 22, 2023
The Mall at University Town Center
150 University Town Center Dr.
Sarasota, FL 34243

Florida Penguin Productions & The Mall at University Town Center are back again with our Annual Fall Festival!
RSVP here on the event page by clicking Interested/Going and mark your calendar! We will you see you this Fall on October 21st & 22nd from 11am-6pm.
Located in Parking Lot 4 (East Grand Entrance) of The Mall at University Town Center.
Event Address:
150 University Town Center Dr.
Sarasota, FL 34243
The 3rd Annual Fall Festival at University Town Center is presented by Tri County Air Conditioning & Heating!
The Fall Festival Will Feature:
– Carnival Rides (Hours TBA)
– Pumpkin Patch
– TRUNK OR TREAT (October 22nd, 4pm-6pm)
– Pet Costume Contest (TBA)
– Community Performances
– Food Trucks & Beer Truck
– Fall themed Photo Stops
– Fall themed Activities
& more to be announced!
Sponsored by Tri County Air Conditioning & Heating, theCoderSchool of Sarasota, and Florida Blue!
Sponsors, Vendors, Food Trucks & Performers interested in partnering can call 727-674-1464 or email [email protected] to get involved. Businesses can register for the Trunk-or-Treat for Sunday and/or have a marketing booth all weekend.

Public Restrooms


    Skip to content