Sailing in Sugarloaf Key, FL

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

Private catamaran sailing with ocean serenity

Private catamaran sailing with a full bathroom and kitchen

Sail Key West’s Atlantic coast at sunset aboard a historic schooner

Private 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

Brunch, drinks, and a swim stop aboard a Key West sail

Take your Fantasy Fest day to the water with a sandbar stop and floating gear

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

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

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

Take the helm or relax beneath the sails on a private classic schooner

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