Sailing in Stock Island, FL

Learn at your own pace with private instruction on the water

Learn sailing fundamentals aboard Hobie Wave catamarans

Evening catamaran cruise with craft drinks and island music

Sail Key West waters with drinks, onboard gear, and a freshwater rinse

Toast the sunset with champagne aboard a private 47-foot sloop

Customize a private day on the water with snorkeling and onboard lunch

Private catamaran sailing with champagne, wines and a gourmet cheese buffet

Private Key West sailing with snorkeling, sandbars, and dolphin searches

Private sunset sailing with bubbly, wines and a gourmet cheese buffet

Private Key West sunset sail with your music and a flexible start time

Sail Key West waters on a private 4-hour charter for up to six guests

Spend a full day sailing from Key West with up to 6 guests

Sail, snorkel, and explore Key West waters on your private catamaran

Sail, kayak, and snorkel Key West's shallow waters on a private cruise

Sail Key West’s reefs, barrier islands, and mangroves

A clothing-optional all-male sailing trip with snorkeling, sandbar, or kayaking

Adults-only Key West sunset sail with champagne and gourmet cheese

Sip and sail into the Key West sunset with live music and an open well bar

Private sail to a shallow-water anchorage with time to lounge on a Lilypad float

Private 2-hour Key West sunset sail with captain and mate

Private Key West harbor sail with time at the helm

Settle into a classic schooner for an intimate Key West sunset

Sail a Key West schooner at sunset with drinks, appetizers, and cocktails included

Sail into Key West’s sunset with complimentary drinks on board