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  • 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
  • New Year’s Eve Pineapple Drop Celebration

    Main Street Downtown Sarasota Sarasota, Florida

    Ring in the new year with live music, food vendors, fireworks, and the iconic Pineapple Drop in downtown Sarasota.

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

    Flow into the evening with a free, all‑levels yoga class on The Green at UTC. Part of the UTC FIT Weekday Edition, this outdoor session meets every Wednesday at 6:30 PM across from The Vitamin Shoppe. Bring a mat, towel, and water—no registration needed.

    Free · No registration required
  • The Orchid Ball 2025: Here Comes the Moon

    Marie Selby Botanical Gardens 1534 Mound Street, Sarasota, FL

    This elegant evening celebrated the 2025 Jean & Alfred Goldstein Exhibition: "George Harrison: A Gardener’s Life," highlighting the former Beatle's passion for gardening. The event also included a special toast honoring Jennifer Rominiecki’s 10-year anniversary as President and CEO of Selby Gardens. Proceeds supported Selby Gardens’ community education programs, international research, conservation efforts, and world-class horticulture displays, enabling thousands of underserved children and their families to connect with the bayfront sanctuaries.

  • Music on Main Lakewood Ranch

    Music on Main Lakewood Ranch

    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.

  • Fresh Fridays: New Year Celebration – Season 5

    Main Street Downtown Sarasota Sarasota, Florida

    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.

    Free
  • Ski-A-Rees Water Ski Show

    Ski-A-Ree Stadium 1602 Ken Thompson Parkway, Sarasota, FL

    Experience one of Sarasota’s most unique and family-friendly traditions with the Ski-A-Rees Water Ski Team’s Sunday afternoon performance at Ski-A-Ree Stadium on City Island. Held behind Mote Marine Laboratory, this free show features skilled performers showcasing water ski pyramids, barefoot skiing, jumps, and choreographed routines on Sarasota Bay. Ideal for families, visitors, and locals alike, the event combines athletic skill with entertaining, high-energy routines in a scenic waterfront setting. The spring season runs weekly from February through early May, making it a great addition to any weekend plans in Sarasota. Bring a chair or blanket and enjoy a relaxed afternoon while watching one of the region’s longest-running performance teams in action.

    Free
  • Fresh Fridays: February Edition – Season 5

    Main Street Downtown Sarasota Sarasota, Florida

    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. Whether you’re a local or just visiting, Fresh Fridays is the perfect way to experience the energy of downtown—great crowds, great weather, and great vibes every month. 📍 Where: Main Street, Downtown Sarasota ⏰ When: First Friday of every month, 7–10 PM 💲 Cost: Free community event

    Free