Best results for Sailing

Sail a luxury catamaran at sunset with tapas, drinks, and dolphin watching

Sail Key West at sunset with complimentary champagne and drinks

Sail calm morning waters on the Intracoastal Waterway

Sail at sunset off Wrightsville Beach and Masonboro Islands

Race-boat sailing with a certified captain near Wrightsville Beach

Relax on Bella with cocktails and a sunset sail for up to 6 guests

Customize a private 44' catamaran sail to islands and local stops

Learn sailing basics with classroom and dockside instruction

Learn sailing basics in a small group of 2–4 people

Build sailing confidence with a beginner-friendly 2-hour coaching sail

Sail St. Augustine and swap book club notes over tea

Build coastal navigation skills with a self-paced ASA 105 online course

Train as crew on Sunday sails with a USCG captain or ASA sailing instructor

Learn to skipper a keelboat in a two-day ASA 102 course

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

Sail Key Largo on a private 40-foot catamaran for up to 6 guests

Sail Key Largo at sunset on a private 40-foot catamaran for up to 6 guests

Sip Maui coffee on a Kaʻanapali sunrise catamaran sail

Sail a captained Hobie Cat to a local sandbar with complimentary beverages

Cruise to Power Island on a 5-hour private sail for up to 6 people

Private 2-hour sunset sail on Grand Traverse West Bay for up to 6 people

Sail Grand Traverse Bay at sunset and help raise Manitou’s sails

Sail Traverse City and enjoy two scoops of Moomers ice cream

Private 2-hour sail on Grand Traverse Bay with hands-on sailing options