Pine Island


Drive across a bridge with a grand name — the “World’s Most Fishingest” — into Matlacha, a colorful art-gallery community that leads to Pine Island. A few miles more and you’re at the island’s only four-way stop, where mangroves, charming cottages, fruit-tree nurseries and the occasional eatery like Red’s Fresh Seafood House & Tavern dot the streets. Stay at the Bokeelia Tarpon Innfor a knockout view of Charlotte Harbor and a 300-foot-long fishing pier just steps away.