1928 pink-mansion Gulf-side classic — Jazz Age playground for Fitzgerald and Capone, then a WWII military hospital, restored to apex hotel status. The bachelor's signature: offshore tarpon and king mackerel charters out of John's Pass (April-May silver-king run, 90+ pound fish on light tackle). Hotel's spa is the day-two recovery; the Maritana Grille is the chef-driven dinner. Day three: Fort De Soto Park's white-sand beach for the closing morning, the Vinoy Resort St. Petersburg downtown for a final cigar lounge afternoon. Tampa (TPA) is 30 minutes north; St. Pete-Clearwater (PIE) is 15 minutes.
Five quick questions, then we build the full itinerary — lodging, daily schedule, dining, bars, the group-chat message — and drop you into a Trip Room you can share with the crew.