Experience the Magic of the Islands at the 39th Annual Luminary Holiday Stroll

Mark your calendar for a holiday tradition unlike any other! On Friday, December 5th, 2025 Sanibel Island, FL will sparkle with festive lights, and on Saturday, December 6th, 2025 Captiva Island, FL will keep the celebration going with its own evening of island cheer.

The Luminary Holiday Stroll transforms both islands into a glowing wonderland filled with music, holiday decorations, and family fun. Stroll along the beautifully lit streets, visit shops and galleries offering treats and specials, and enjoy sights like Santa visits, live music, and even a nativity scene.

Each year, visitors travel from across Florida to experience this beloved event—many even booking their stays months in advance to enjoy the full weekend of festivities. Whether you’re looking for a festive getaway, a family-friendly holiday adventure, or a chance to discover the magic of Sanibel and Captiva, the Luminary Holiday Stroll is the perfect way to kick off your season in paradise.

Thank you to this years sponsors:

Sanibel Captiva Community Bank

Michael Saunders & Company

Ashton Kirchner Group
Doc Fords Rum Bar & Grille
Island Store
RLR Investments LLC
Vero Drapes

Book your Stay