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  • Logo for Sanibel Luminary Stroll 2025

    Sanibel Luminary Holiday Stroll 2025

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    Periwinkle Way Periwinkle Way, Sanibel, FL, United States

    About Sanibel Luminary Holiday Stroll 2025 Sanibel Luminary Holiday Stroll 2025 is one of the island’s most beloved holiday events. On Friday, December 5, 2025, Periwinkle Way glows with candles, twinkling lights, and festive storefronts from 5:30 to 9:00 p.m. This community-wide holiday stroll brings together residents, visitors, and local businesses for a night of […]

  • Captiva Luminary Stroll 2025 Flyer

    Captiva Luminary Stroll 2025

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    About the Captiva Luminary Stroll The Captiva Luminary Stroll is one of the island’s most beloved holiday traditions. On Saturday, December 6, 2025, Captiva’s main streets glow with hundreds of candlelit bags, festive décor, and twinkling lights. The celebration usually runs through the early evening, with activities centered along Captiva Drive and Andy Rosse Lane. […]

  • Sanibel Time Capsule Installation and Community Celebration Flyer

    Sanibel Time Capsule Installation & Community Celebration

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    Sanibel City Hall 800 Dunlop Road, Sanibel, FL, United States

    About the Sanibel Time Capsule Installation and Community Celebration The Sanibel Time Capsule Installation and Community Celebration honors the city’s 50th anniversary with a meaningful, family-friendly gathering. The Sanibel time capsule will hold memories, messages, and mementos from 2024 and 2025, all saved for future islanders to open in 2049. This special event invites residents […]

  • December Arts and Crafts Fair Sanibel Island at the community house

    December Arts and Crafts Fair Sanibel Island 2025

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    The Community House 2173 Periwinkle Way, Sanibel, FL, United States

    December Arts and Crafts Fair Sanibel Island – About the Event The December Arts and Crafts Fair Sanibel Island is a festive holiday market held at The Community House on Periwinkle Way. This one-day event takes place Sunday, December 14, 2025, from 9:00 a.m. to 2:00 p.m. Eastern. It is free to attend and includes […]

  • Holiday Family Film Night Sanibel - The Polar Express

    Holiday Family Film Night Sanibel – The Polar Express

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    Big Arts 900 Dunlop Road, Sanibel, FL, United States

    About the Holiday Family Film Night Sanibel Holiday Family Film Night Sanibel brings a cozy Christmas classic to the big screen on Sanibel Island. Families and friends gather at BIG ARTS to watch The Polar Express in the Christensen Performance Hall, complete with festive touches that turn movie night into a holiday tradition. This event […]

  • Little Women the Musical Fort Myers

    Little Women: The Musical (Fort Myers)

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    Players Cirve Theater 13211 McGregor Blvd, Fort Myers, FL, United States

    Little Women the Musical Fort Myers is a perfect “night out” add-on to your Sanibel or Captiva vacation. Plus, it’s an easy way to mix beach days with live theater. The production runs January 6–25, 2026 at Players Circle Theater in Fort Myers. About Little Women the Musical Fort Myers Little Women the Musical Fort […]

  • Aretha Franklin tribute Sanibel

    Portrait of Aretha (Starring CeCe Teneal)

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    Big Arts 900 Dunlop Road, Sanibel, FL, United States

    Portrait of Aretha starring CeCe Teneal brings the Queen of Soul’s legacy to BIG ARTS on Sanibel. Turn concert night into an island getaway with Kingfisher.

  • The Players concert Sanibel

    The Players (Former Members of Chicago)

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    Big Arts 900 Dunlop Road, Sanibel, FL, United States

    The Players return to BIG ARTS on Sanibel for one high-energy night of classic rock favorites and powerhouse horns. Make it a getaway with Kingfisher.

  • Yacht Rock concert Sanibel with Jimmy Williamson

    Yacht Rock & Soul with Jimmy Williamson

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    Big Arts 900 Dunlop Road, Sanibel, FL, United States

    Yacht Rock & Soul brings classic R&B, soft rock, and soul to BIG ARTS on Sanibel. Make it a full island night with an easy stay nearby.

  • Wines of the Mediterranean Wine Tasting Sanibel

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    Island Time Wine 2407 Periwinkle Way Suite 4, Sanibel, FL, United States

    Wines of the Mediterranean Wine Tasting Sanibel is a fun, flavorful night on the island. You’ll sip, learn, and “travel” by the glass. Then you can head back to your vacation rental and unwind. Wines of the Mediterranean Wine Tasting Sanibel overview This tasting explores wines from Spain, France, Italy, and Mediterranean coastal regions. It’s […]