Caddy's Treasure Island
Caddy's calls this one 'The Original', the beach bar on Sunset Beach that the Madeira Beach and Indian Shores rooms grew from. Helene's surge in September 2024 buried it in sand and debris and Milton tore the roof days later; owner Marcus Winters told Tampa Bay 28 'It was like a warzone.' The building was gutted, lifted and rebuilt to current code while the bar ran out of a big tent under a Treasure Island emergency measure Winters credits with saving the business. It reopened in the rebuilt building with a ribbon cutting about 18 months after the storms, around 1 April 2026, with roughly 135 staff back at work.