5 Fall Events You’ll Love Around Sarasota, Lakewood Ranch, and Arcadia

Fall on Florida’s Suncoast brings cooler mornings, fewer crowds, and a packed calendar of events that show off the best of local living. Whether you love live music, family festivals, or classic Florida traditions, here are five events you won’t want to miss this season.

1. Arcadia Fall Rodeo – October 18–20

A Florida tradition since 1928, the Arcadia Fall Rodeo is back with barrel racing, bull riding, and roping events that keep the crowd on its feet. Held at the Arcadia Rodeo Arena, it’s a must-see for families and anyone who loves a true Old Florida experience.

2. Sarasota Pumpkin Festival – October 25–27 (Sarasota County Fairgrounds)

Celebrate autumn with carnival rides, live music, local vendors, and a festive pumpkin patch. This annual event is perfect for kids, families, and couples looking for a fun fall weekend close to home.

3. Lakewood Ranch Music on Main – First Friday of Each Month

This community favorite brings Main Street to life with free live music, food trucks, and plenty of local flair. It’s a great place to unwind, meet neighbors, and enjoy the energy of Lakewood Ranch.

4. Venice Chalk Festival – November 1–3 (Venice Airport Festival Grounds)

Watch international artists transform the pavement into jaw-dropping 3D masterpieces. The Venice Chalk Festival combines art, community, and coastal views — an experience unlike any other.

5. Siesta Key Crystal Classic Sand Sculpting Festival – November 8–11

Every year, world-renowned sculptors turn Siesta Beach into an open-air gallery of intricate sand art. It’s a local favorite and one of the most photographed events in Sarasota County.

Enjoy Fall on the Suncoast

Whether you’re new to the area or have called Sarasota home for decades, these events capture the heart of our community — creativity, connection, and coastal charm.

If you’d like a quick update on how Sarasota and Manatee real estate is trending before the holidays, I’m happy to share a complimentary neighborhood market report anytime.

Andrew Pepper
REALTOR®, Keller Williams On The Water Sarasota
KW Luxury | KW Military | RamseyTrusted
📞 941-400-8227 | 📧 pepper@kw.com
🌐 www.ThePepperTeam.com