The holiday season is here — and at Caddy’s, we’re excited to bring your family more than just dinner and drinks. This year we’re hosting a festive Classic Car Parade, a “give-back” Toy Drive, and Photos with Santa — all wrapped up in good cheer, community spirit, and plenty of holiday magic at our Florida beach locations.
🎁 What’s Happening: Schedule & Events
- Photos with Santa — Saturday, December 13th
- 11:00 AM–12:00 PM: Caddy’s Treasure Island
- 12:30 PM–1:30 PM: Caddy’s Madeira Beach
- 2:00 PM–3:00 PM: Caddy’s Indian Shores
Bring the kids (or grandkids!) by to snap a holiday photo with Santa — a perfect keepsake for the season.
- Toy Drive + Classic Car & Cart Parade – Happening Sunday, December 14th via the Madeira Beach Christmas Classic Car & Cart Toy Drive. We’re encouraging you to bring a new, unwrapped toy to any of our Caddy’s locations during Photo-with-Santa day to support this great cause. For more info and registration — check out their website.
Nothing says festive more than vintage cars gliding into the sunset, happy families, kids’ laughter, and Santa gracing the shore with holiday spirit. We hope to see you — and your family — at Caddy’s this holiday season. Let’s make December 13th & 14th full of smiles, giving, and community spirit.
Happy Holidays from all of us at Caddy’s!

