Gasparilla Inn & Club
In spite of a lengthy history—the property celebrated its centennial in 2013—this Gulf Coast island gem has never strayed far from its Old Florida roots. Whitewashed Grecian columns, sprawling lawns, and a strict dress code call to mind the inn’s Edwardian past, while cheerful interiors in the 142 guest rooms[LB1] keep things feeling modern and fresh, with sunny yellow walls and pastel furnishings. Activities abound, including stand-up paddleboarding and airboat and seaplane excursions, along with guided tours highlighting the inn’s history, horticulture, and grounds. The Gasparilla also has a redesigned Pete Dye golf course on Charlotte Harbor, a tennis club, and three restaurants—classic fine dining in the Gasparilla Dining Room, poolside cocktails and lunch at the private Beach Club, and the more laid-back Pink Elephant for steak and seafood.