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  • 37th Annual Venice Art Fest

    Discover one of Florida's favorite open-air art shows as the Venice Art Fest returns to Historic Downtown Venice. Stroll West Venice Avenue and browse original works from more than 150 artists across painting, sculpture, jewelry, photography, mixed media, glass, ceramics, wood, metalwork, and wearable art. Meet the makers, learn about their process, and find a piece to take home. Good to know: Free admission. Outdoor, family-friendly setting from 10:00 AM to 5:00 PM. Arrive early for the best street and lot parking around downtown; consider rideshare during peak hours. Event is weather-permitting—check the organizer website for any updates.

    Free admission
  • Sarasota Medieval Fair

    Sarasota Medieval Fair

    Step back in time and experience the magic of the Middle Ages at the Sarasota Medieval Fair, one of Florida’s most immersive and beloved annual festivals. This outdoor event brings history to life with thrilling jousting tournaments, live armored combat, themed entertainment, and a bustling marketplace filled with artisans, blacksmiths, glass blowers, and unique handmade goods.

  • Downtown Venice Fall Arts & Crafts Festival

    Browse a charming collection of handmade arts and crafts in the heart of downtown Venice. This free festival is perfect for early holiday shopping and discovering local talent.

  • Suncoast Food & Wine Fest 2025

    Premier Sports Campus at Lakewood Ranch 5895 Post Blvd, Lakewood Ranch, FL, United States

    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.

    $100 – $195
  • Lights at Spooky Point

    Historic Spanish Point 401 N Tamiami Trail, Osprey, Florida

    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.

    $4 – $34
  • Farmers Market at Lakewood Ranch

    Farmers Market at Lakewood Ranch
    Waterside Place at Lakewood Ranch 1561 Lakefront Dr, Sarasota, FL

    Discover one of the area's most popular weekly gatherings at The Farmers' Market at Lakewood Ranch! Every Sunday, over 90 curated vendors bring the best of fresh produce, prepared foods, artisanal goods, plants, crafts, and more to Waterside Place. It's a vibrant, family- and pet-friendly event perfect for browsing, brunching, and enjoying the beautiful setting along Kingfisher Lake. From fresh-baked pastries to farm-fresh vegetables, organic products, handmade gifts, and live music, this market is a must-visit for locals and visitors alike.

  • 37th Annual Venice Art Fest

    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.

    Free admission
  • Siesta Key Drum Circle

    Siesta Key Drum Circle

    Experience one of Sarasota’s most iconic and free-spirited traditions at the Siesta Key Drum Circle, held every Sunday evening just before sunset on the soft white sands of Siesta Beach. Drummers, dancers, locals, and visitors gather in a vibrant circle to celebrate rhythm, community, and the beauty of nature. Feel free to bring your own drum, join the dancing, or simply relax and enjoy the colorful scene. Family-friendly and open to all ages. No tickets or registration required — just show up and soak in the good vibes!

  • Art in the Park – The Bay

    Ibis Playground Pavilion at The Bay 1055 Boulevard of the Arts, Sarasota, Florida

    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.

    Free (Registration Requested)
  • Sunset Yoga on The Green (UTC FIT – Weekday Edition)

    The Green At UTC 125 N Cattlemen Rd, Sarasota, FL

    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.

    Free · No registration required
  • Meet Santa at The Mall at UTC (a.k.a. Santa’s Flight Academy)

    The Mall at University Town Center 140 University Town Center Drive, Sarasota, FL

    For the most magical photo op of the season, head inside The Mall at University Town Center to meet Santa in person amid an immersive North Pole-themed experience. Known officially as Santa’s Flight Academy, this elaborate holiday installation fills the Grand Court with Santa’s towering sleigh, glittering Christmas trees, animated displays, and interactive touchpoints for kids. Children are invited to “join Santa’s crew,” receive a virtual flight badge, and help prepare his sleigh for Christmas Eve—all leading up to a personal meet-and-greet and professional photo session with Santa himself. Families can pose for keepsake pictures surrounded by festive décor and snow-covered evergreens, while carols and twinkling lights bring the entire UTC atrium to life. 📅 Dates: Mid-November through December 24, 2025🕓 Hours: Vary daily; extended evening hours in December📍 Location: Grand Court, The Mall at University Town Center, 140 University Town Center Dr., Sarasota, FL🎟️ Reservations: Strongly recommended. Limited walk-ups may be available depending on line length.💻 Details & Booking: Visit utcsarasota.com for photo package options, pricing, and current schedule updates. This cherished Sarasota holiday tradition is free to visit, with professional photos available for purchase. All details are sourced directly from University Town Center Sarasota and may change—please confirm current information on the official event page before your visit.

    FREE