Captiva Island, at the far end of Sanibel, is one of the most exclusive islands in North America, yet retains a casual ambiance. So narrow in spots you can see both Gulf and Bay, tiny Captiva retains its small-town feel, even amidst enormous wealth and a few world-famous residents. As you enter Captiva Drive, tall pines create a magical canopy over the road; to the left and right are well-hidden bay-front and Gulf-front estates. Further up-island, Captiva reveals its other charms. Historic ‘Tween Waters Inn occupies the narrowest part of the island, just below the “village” area, stretching from Bay to Gulf. Captiva’s village is a quaint mix of restaurants, shops, homes and condos. The heart of Captiva, the village is lively, the place to see and be seen. Staying here, you wouldn’t necessarily need a car. Services are limited, and shops are small, but the basics are available in an upgraded format: groceries, liquor, film processing, rental bikes, cars and boats, plus galleries and boutiques. It’s never more than a five-minute walk to the bay, the beach, or a great meal. Captiva is also the gateway to nearby out-islands. Captiva Island beaches all face west and offer incredible sunset views. Visitors and locals alike congregate for the nightly event. Like Sanibel, watersports are almost limitless. While nighttime entertainment can mean driving to Sanibel for live theater or special concerts, there’s lots of live music at the island's restaurants, bistros and lounges. Captiva is located on Florida's southwest coast, just one hour from Southwest Florida International Airport (RSW) in Ft. Myers. The island is a 3 hour drive from Tampa International and Ft. Lauderdale. Miami and Orlando are 4 hours away.