Best 768 things to do in Summerland Key, FL

Sail Key West waters privately with an onboard kitchen and full bathroom

Sail Key West waters on a private catamaran timed for sunrise or sunset

Sail the ocean on a private catamaran with a full bathroom and kitchen

Shallow-draft sandbar hopping with dolphin and turtle watching

Spend the day sailing Key West waters aboard a private catamaran

Private sailing, ocean scenery, and a setting built around your comfort

Cruise shallow waters with sandbar stops and onboard comforts

Choose a sandbar or reef outing, weather permitting

Private catamaran sailing for sunrise or sunset ocean views

Private sailing with an onboard bathroom and kitchen

Private catamaran sailing with ocean serenity

Bring your own drinks for a shared ocean charter to a weather-dependent sandbar or reef

Enjoy a private catamaran outing in a clothing-optional setting at your comfort level

Private catamaran sailing with a full bathroom and kitchen

Private charter with local captains and flexible sandbar stops

Sail privately in a clothing-optional setting shaped around your comfort

Spend a private day on a clothing-optional sailing catamaran

Charter a private sailing catamaran or power yacht for 8 hours of snorkeling and island stops

Charter a private yacht for 4 hours with snorkeling or sailing options

Private fast-boat access to shallow waters, sandbars, and a clothing-optional escape

Build a private Key West day around sandbars, snorkeling, dolphins, and more

Explore protected Lower Keys waters with a captain-led conservation focus

A private evening on the water for toasts, music and horizon views

Private reef time aboard a 30-foot Jeanneau yacht