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Flowers on beach at sunset

Neighborhood Spotlight

Back to Nature in Boca Grande & on the Outer Islands

Our most secluded islands are accessible once again, and these resilient communities have brought back the experiences that make this area so special. Revel in the relaxation of Boca Grande and the Outer Islands where sun and surf meet culture and cuisine. You can stay in one place to soak up the local flavor or go island hopping for a full breadth of experiences.

Man Fish Tarpon Catch Boat

Tucked on the southern half of Gasparilla Island, Boca Grande has a long history as a fishing haven — especially known for the mighty and elusive tarpon. A historical railroad line played an important role in putting Boca Grande on the map, quickly growing into a playground for affluent vacationers. Today, it continues to exude the charm of an Old Florida beach retreat.

Gasparilla Inn Club Golf Cart Children Palm Trees Street

Gasparilla Inn & Club offers the ultimate in barefoot elegance — celebrating unmatched waterfront views and fresh modern cuisine along with stylish beach accommodations. Ride a bicycle or drive a golf cart to reach Boca Grande’s uncrowded beaches, while the surrounding waters are perfect for kayaking or gliding aboard a charter cruise.

Shell Water Beach
North Captiva North Captiva

Scattered offshore are more than 100 barrier islands, several of which create a welcoming respite that feels a world away from the mainland. North Captiva Island, Cabbage Key and Useppa Island have reopened many signature attractions.

North Captiva Island may only be separated from Captiva Island by a narrow channel, but it offers a completely different experience. North Captiva is only about 4 miles long and half a mile wide, sparsely populated and rich in natural beauty. Come for a day of cycling, paddling and seashell collecting, or choose a beachy vacation rental for a longer stay.

Legendary Cabbage Key is just a water taxi ride away from various points in Southwest Florida. Be sure to grab a meal at Cabbage Key Inn, set within 100 acres of tropical vegetation and built on an old Calusa shell mound.

Nearby Useppa Island is only accessible by ferry or seaplane and is home to a private island club. While the island residences are exclusive, anyone is invited to stroll among tropical flowers on the botanic garden trail or grab a drink at the Tarpon Bar.

Family at Hudson Grocery
Hudson Grocery Hudson Grocery

When you travel to Boca Grande and the Outer Islands, you’ll immediately be welcomed by locals who are happy to share their stories, traditions and favorite spots.