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  • Movie in the Park at Waterside Place

    Movie in the Park at Waterside Place

    Enjoy a family-friendly movie night under the stars. The first 220 attendees will receive a free cookie from Dirty Dough Cookies, courtesy of Grace Community Church. There will also be inflatables for kids and concessions available from We B’ Poppin Popcorn and Kettle Corn. Remember to bring your own blankets or lawn chairs.

  • Lakewood Ranch Winterfest

    Celebrate the holiday season with Winterfest at Waterside Park featuring snow slides, live music, food vendors, holiday characters, and a magical fireworks show over the lake.

  • Holiday Boat Parade of Lights (Sarasota)

    Sarasota Bayfront Park 1 Marina Plaza, Sarasota, FL

    Sarasota’s Holiday Boat Parade of Lights brings music, magic, and illuminated boats to the bay — a festive waterfront tradition that benefits local children.

    Free to attend; arrive early for parking near Bayfront Park & Marina Jack; restaurant seating at Marina Jack requires advance reservation.
  • Annual Siesta Key Santa Stumble

    Put on your festive gear and join the jolly crowd for Siesta Key’s annual holiday-themed bar crawl. Enjoy drink specials and merrymaking across island hotspots.

  • Venice Symphony Holiday Concert

    Enjoy classic and contemporary holiday music performed by the Venice Symphony in a festive concert.

  • Lights in Bloom® at Selby Gardens

    Marie Selby Botanical Gardens 1534 Mound Street, Sarasota, FL

    Lights in Bloom® is Selby Gardens’ signature holiday light display and one of Sarasota’s most beloved seasonal traditions. During this breathtaking evening event, more than two million lights transform the gardens into a whimsical wonderland of glowing pathways, illuminated rainforest scenes, and artistic botanical displays. Stroll through the gardens and enjoy stunning light sculptures, immersive installations, and peaceful waterfront views enhanced by the glow of holiday brilliance.

  • 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
  • Venice Holiday Boat Parade of Lights

    Venice Intracoastal Waterway Venice, Florida

    Celebrate the season with one of Venice’s most magical traditions! The Venice Holiday Boat Parade of Lights features dozens of festively decorated boats gliding through the Intracoastal Waterway, dazzling spectators with holiday lights and cheer. The parade begins at 6:00 PM and is best viewed from areas near the Venice Train Depot and the Venice Avenue Bridge. Bring a chair and arrive early — this event is a local favorite! Venice Holiday Boat Parade of Lights📅 Date: December 20, 2025🕒 Time: 6:00 PM – 8:00 PM📍 Location: Intracoastal Waterway, Downtown Venice, FL

  • Cirque Musica Holiday Wonderland

    Van Wezel Performing Arts Hall 777 N Tamiami Trl, Sarasota, FL, United States

    Cirque Musica Holiday Wonderland is a festive production that combines the thrill of live circus acts with the joy of holiday music. Audiences can expect a 1 hour and 40-minute performance featuring acrobats, aerialists, and other performers set to classic holiday melodies .

  • Venice Christmas Walk & Window Decorating Tour

    Stroll through downtown Venice to enjoy decorated shop windows, music, and holiday cheer. During the event, attendees can enjoy extended shopping hours, live music, festive treats, and beautifully decorated storefronts. The walk is designed to be a self-guided tour through the heart of Venice's historic downtown, allowing visitors to experience the holiday spirit at their own pace.

  • 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