What's Happening in Boca Grande: Winter 2024

What's Happening in Boca Grande: Winter 2024


Winter in Boca Grande brings a warm and inviting holiday spirit filled with community events, festive traditions, and unforgettable moments. Despite the challenges brought by hurricanes Helene and Milton, the resilient spirit of Boca Grande shines brighter than ever. With a plethora of holiday events scheduled, Boca Grande is ready to continue the joy and gather for a winter filled with fun, laughter, and holiday cheer.

This season, Boca Grande has lined up an array of celebrations, each unique to the area’s charm and deep-rooted sense of togetherness. If you’re ready to embrace the holidays island-style, read on for a rundown of what to expect in Boca Grande this winter.

Christmas Walk in Downtown Boca Grande

December 7, 5:00 pm to 8:00 pm

Get ready to kick off the holiday season with the lively and heartwarming Christmas Walk — a Boca Grande tradition that brings the entire community together in festive cheer. Starting at 5:00 pm, the downtown setting comes alive with magical holiday lights, gleeful storefronts, and the hum of holiday music filling the air. The Christmas Walk invites you to explore the town, visit local shops that keep their doors open late, and get a jumpstart on your holiday shopping with unique finds from beloved local businesses.

One of the most anticipated moments of the evening is Santa's grand entrance on a firetruck at 6:00 pm, a delight for kids and adults alike. Wander through the cheerful streets, meet up with your neighbors, and soak in the holiday spirit under the twinkling lights. The Christmas Walk offers a festive mix of music, shopping, and seasonal joy, creating memories for all who attend.

Boca Grande Annual Christmas Tree Lighting

December 8, 5:00 pm

Just a day after the Christmas Walk, the holiday season continues with the Annual Christmas Tree Lighting, a treasured event that sets the tone for a month of festive, memorable celebrations you don’t want to miss. Hosted by the Boca Grande Women’s Club, the lighting ceremony takes place across from Hudson’s Grocery on Park Avenue, where a magnificent tree will shine her lights proudly.

In addition, this year’s event will include island clergy offering messages of hope and joy, as well as cheerful caroling amongst all who attend.  It’s a magical way to enjoy even more holiday spirit with friends and neighbors.

Twelve Days of Christmas at The Gasparilla Inn

The holidays at The Gasparilla Inn are a time-honored tradition that adds a touch of grandeur and festivity to Boca Grande’s amazing holiday season. Beginning in late December, The Inn launches its “Twelve Days of Christmas” celebration, filled with themed events and must-attend activities each day, creating a magical experience that guests and members look forward to every year.

The Inn, known for its charming Old Florida atmosphere and dedication to classic holiday traditions, decorates its grand halls and cozy nooks with festive decor throughout. As part of this celebration, you can expect a delightful array of holiday events that are sure to engage guests of all ages. Don’t miss merry festivities like gingerbread house workshops, visits from Santa at the Inn, holiday scavenger hunts, and the “reindeer vs. elves” kickball match. From cheerful caroling sessions and classic holiday movie nights to Christmas cookie decorating workshops, Christmas carnival games, and holiday bingo, there’s something to spark the joy in everyone. The Twelve Days of Christmas at The Gasparilla Inn is an opportunity to immerse yourself in the season, with each themed day offering a unique way to celebrate.

As you can see, Boca Grande’s winter celebrations bring the holiday season to life, with each event shining a light on the community’s warmth, tradition, and love for gathering together. Whether you’re admiring the newly lit tree, cheering on Santa’s festive arrival, decorating Christmas cookies, or experiencing the holiday charm at The Gasparilla Inn, this season promises endless opportunities to make memories.

If you’re ready to explore life in Boca Grande, FL, or check out the real estate landscape, connect with Angela Steffan and Zeke Sieglaff of The Steffan Sieglaff Team today.



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