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Find artisan vendors, food trucks, and holiday treats at this festive outdoor evening market.
35 events found.
Holiday
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 Explore downtown Venice with festive storefronts, extended shopping hours, refreshments, and music. A charming evening to kick off the Christmas season. |
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 Tour stunning homes beautifully decorated for the holidays by local designers. A fundraiser that delights visitors with seasonal style and inspiration.
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 Ring in the holiday season with music, lights, and the ceremonial lighting of the tree in the center of St. Armands Circle. Enjoy live performances and festive fun for all ages. |
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 Join the annual Christmas on Bridge Street celebration in the heart of Bradenton Beach on Anna Maria Island. This festive event transforms Bridge Street into a holiday wonderland adorned with over 20,000 twinkling lights and a towering Christmas tree. Enjoy live music, delicious food and drinks from local restaurants, and a variety of holiday activities for all ages. Children can delight in crafts and games, while the whole family can revel in the cheerful atmosphere. The evening culminates with a special appearance by Santa Claus and a holiday-themed boat parade, making it a memorable night for everyone.
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 Join the City of North Port for a festive celebration of the holiday season at the annual Poinsettia Parade & Festival. This year's theme, “Poinsettias in Paradise,” sets the stage for a day of family-friendly fun, festive cheer, and holiday magic.
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 Gather at Selby Five Points Park for Sarasota’s official Christmas tree lighting, complete with carolers, refreshments, and a special appearance by Santa Claus. |
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 Celebrate the season during this magical evening at The Ringling, where the museum grounds are beautifully illuminated and admission is free with the donation of an unwrapped toy. Enjoy festive holiday music, family-friendly activities, and decorated museum spaces while supporting local families in need. |
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 Enjoy classic and contemporary holiday music performed by the Venice Symphony in a festive concert.
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 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.
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 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. |
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 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. |
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 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 |
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 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 . |
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 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. |
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 Gather on the sand for a peaceful candlelight service celebrating Christmas Eve on Siesta Beach. |
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 Ring in the new year with live music, food vendors, fireworks, and the iconic Pineapple Drop in downtown Sarasota.  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. 
Featured
Featured
Celebrate Independence Day with one of Sarasota’s most dazzling and iconic traditions — the Bayfront Fireworks Over Sarasota Bay! This free public event lights up the night sky with a spectacular fireworks display launched over the bay, offering perfect views from Island Park, Bayfront Park, downtown Sarasota rooftops, or even the Ringling Bridge. Arrive early to grab your favorite spot on the lawn, bring a picnic or purchase food and drinks from nearby vendors and restaurants, and enjoy the festive atmosphere as locals and visitors gather to celebrate America’s birthday. |
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