Savor the flavors of Sarasota-Manatee at the 23rd Annual Suncoast Food & Wine Fest, returning to the Premier Sports Campus at Lakewood Ranch on Saturday, November 1, 2025. This signature charity festival combines fine dining, premium wines, and live entertainment in one unforgettable afternoon.
Follow the haunted yet beautiful trail at Selby Gardens’ Historic Spanish Point campus. Discover glowing 'ghost orchids,' pumpkins, and other creative light sculptures that celebrate both Halloween spirit and Sarasota’s natural beauty. Two entry times available nightly: 6:30 PM and 7:45 PM (no admittance after 8:30 PM). Enjoy food and drinks for purchase along the trail and experience this limited-run, family-friendly event from October 3 through November 1.
Day two of the Venice Art Fest brings another full lineup of artists to West Venice Avenue. Explore original works in every medium, speak with artists at their booths, and enjoy a relaxed browse under the palm-lined streets of Historic Downtown Venice. Hours are 10:00 AM to 5:00 PM with free admission. Parking is available on and around West Venice Avenue; arrive early for the most convenient spots. Weather-permitting; see the event website for updates.
Experience Sarasota’s signature fall carnival at University Town Center — four days of rides, games, food, and family fun under the lights of autumn.
Start your month with a splash of creativity at Art in the Park, a free community art session held the first Friday of every month from 10 to 11 AM at The Bay’s Ibis Playground Pavilion in downtown Sarasota. Surrounded by the beauty of Sarasota Bay, participants of all ages are invited to unwind, connect, and explore their artistic side under the guidance of Art Center Sarasota teaching artists.
Enjoy the weekly gathering of local food trucks offering a variety of cuisines. Check it out. You may discover your new favorite cuisine.
Unwind midweek with Sunset Yoga on The Green, a free, all-levels class that pairs gentle movement with Sarasota’s golden hour. Each Wednesday from 6:30–7:30 PM, an experienced instructor guides you through a balanced flow—breath work, accessible poses, and feel-good stretches—so beginners feel welcome and seasoned yogis can deepen their practice. The setting is outdoors on The Green at UTC (across from The Vitamin Shoppe), where there’s room to spread out, relax, and let the day go.
Venice’s First Friday returns with downtown entertainment, extended shopping hours, and music.
Join the fun at Music on Main, Lakewood Ranch’s signature monthly street party featuring live music, food vendors, beer and wine booths, and family-friendly activities. Held on the first Friday of every month along Main Street, this lively outdoor event draws locals and visitors alike for an evening of entertainment and community connection. Each month features a different band playing everything from rock and country to funk and pop, plus local businesses and nonprofits hosting booths and activities. Bring a chair, leave the cooler at home, and enjoy the vibrant energy of one of Lakewood Ranch’s most popular recurring events.
Lakewood Ranch’s monthly street party with live music, food, and fun for the whole family.
The Skeletons are coming! Celebrate the 21st year of Festival of the Skeletons, the Village of the Arts’ biggest event of the year. Friday evening opens with a colorful, high-energy art walk honoring Dia de los Muertos. Galleries unveil imaginative shrines and altars that pay tribute to loved ones, while live strolling music brings the streets to life. Discover one-of-a-kind pieces from pop-up vendors and sample bites from local food purveyors. Come dressed in your best Dia de los Muertos-inspired attire—floral crowns, calavera face paint, and bright colors welcome. Please be respectful around altars and remembrance displays. Street parking is available throughout the Village; consider rideshare during peak hours. Weather permitting; check the organizer’s website for updates.
On the first Friday of each month, Downtown Sarasota transforms into a lively outdoor block party for Fresh Fridays. This free community event brings together live music, outdoor dining, and a vibrant Main Street atmosphere under the stars. Each month features a new theme, high-energy entertainment, and the chance to enjoy Sarasota’s best local restaurants and bars with curbside service and plenty of room to mix and mingle.