Best results for Key West Florida

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

Tailor a private Caribbean sailing charter for your celebration or getaway

Shape a private yacht charter around your celebration or vacation

Plan a beach wedding ceremony with décor, florals, and an officiant included

Dolphin watch, snorkel, and visit a sandbar on a small-group Key West tour

Charter COWFISH for a Key West sandbar stop and guided snorkel, with snacks and water included

Private 4-hour kayak, snorkel, and sail trip for up to 6 in Key West

Charter the 54-foot Schooner Valora for a private sail in Key West

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

Explore mangrove islands by schooner, kayak and snorkel

Settle into a classic schooner for an intimate Key West sunset

Sail Key West and snorkel the backcountry on your own private boat

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

Sail, snorkel and watch the Key West sunset from your private boat

Bareboat yacht charter for groups over 6, with snorkel and float gear included

Charter a private motor yacht in Key West with flexible 1.5–8 hour options

Private Key West harbor sail with time at the helm

Set the scene for your proposal aboard a private sunset sail