Best results for Sailing

Sail Charleston Harbor on a private afternoon charter for up to 6 guests

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 sunset sail with your music and a flexible start time

Private NYC sailboat cruise from Chelsea Piers, with skyline and landmark views

Sail Charleston Harbor on a private 2.5-hour charter for up to 6 guests

Sail Charleston Harbor on a private 36 ft Beneteau—up to 6 guests

Private sunset sail from Chelsea Piers with skyline and Statue of Liberty views

Private 2-hour sail with snacks, soft drinks, and a $50 Felix's Restaurant gift certificate

Sail, swim, and brunch with bottomless mimosas on SV Argo Navis

Private 2-hour Honolulu sunset sail with voyaging dinner and cultural activities

Private 2-hour sunset sail with bay views and dolphin spotting

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

Private daytime sail with dinghy access for island exploring

90-minute Waikiki sunset sail with complimentary drinks

Waikiki 90-minute sunset sail with complimentary drinks

Private Key West harbor sail with time at the helm

Private 3-hour Key West sunset sail with time to snorkel

Book a 3-hour private group sail for 7–12 people

Catered 2.5-hour sunset sail for up to 6 guests

Relax on a 2-hour private morning sail with snacks and drinks included

Sail into golden-hour views on a 2-hour sunset cruise

Bring your own drinks on a 2.5-hour Charleston sunset sail for up to 6 guests

Sail the Chesapeake on a 1935 ketch with the option to join the crew