Located on Gasparilla Island off the Gulf Coast, northwest of Fort Myers, Boca Grande is an affluent residential community recognized for excellent fishing. Among its many charms is the Gasparilla Inn & Club, a hidden gem. Built in 1911 but maintained through renovations and updates, this luxurious resort preserves its old Florida charm. Also, from Boca Grande, if you have your own boat or can befriend someone who does, you're within a short hop of Cayo Costa, a relaxed barrier island destination that moves at its own pace. With great fishing, oak-palm hammocks, mangrove swamps and miles of beautiful beaches, Cayo Costa retains its natural wilderness and sense of remoteness because – yes – you can get there only by boat.