The Isles of Capri sit at the end of a two-lane road south of Naples, and most people drive right past them. That’s exactly what makes Island Gypsy Cafe & Marina Bar so good. Anchored on the Capri Marina on Tarpon Bay, this waterfront spot is the definition of Old Florida — weathered dock vibes, fresh Gulf seafood, an oversized bar, and a stern of the actual Island Gypsy boat built into the décor. Chef Sam Phillips keeps the menu tight and local: coconut shrimp, mahi mahi, mussels, and fresh-catch specials. The legendary carrot cake alone is worth the drive. Come by land or pull up by boat — either way, you’ll stay longer than you planned.
