Sailing in Key West, FL

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

Private sailing with a full bathroom and kitchen

Private catamaran sailing with ocean serenity

Private catamaran sailing with a full bathroom and kitchen

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

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

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

Spend a private day on a clothing-optional sailing catamaran

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

Spend the day sailing Key West waters aboard a private catamaran

Sail Key West’s waters aboard a 105-foot schooner with Christmas brunch and drinks

Sunday sailing with brunch bites and bottomless mimosas

Sail Key West’s historic waterfront aboard a hand-built 86-foot schooner

Private catamaran celebration with bubbly, wines, and party platters

Sail a 1930 schooner into the Key West sunset

Set sail with the option to snorkel

Sail into Christmas morning with brunch, mimosas, and Key West views

Hoist sails and take the wheel aboard a 2-masted schooner

Sail Key West on Schooner America 2.0 with complimentary soft drinks

Sail Key West aboard a 1939 wooden schooner with captain and crew

Set sail with snorkeling included

Sail a restored 1925 schooner at sunset with drinks and charcuterie

Sail into the Key West sunset with drinks and hors d'oeuvres included

Sail Key West's night waters beneath the full moon aboard a 105-foot schooner