AHOY THERE!
Welcome to San Juan Classic Day Sailing, where we offer Skippered Day Sails and Multiday Island Cruises throughout the beautiful San Juan Islands. Family owned and operated, our fleet of beautifully restored classic wooden sailboats is less than 100 feet from the Washington State Ferry Terminal in Friday Harbor, WA. From this ideal position at the heart of the islands, we are poised to sail through some of the best waters for sailing on the West Coast to many delightful and exciting local destinations! Guests are welcomed to participate in the sailing of the vessel as much as desired but no prior sailing experience is required. With great places for lunch and picnic stops, and always the chance to be surrounded by wildlife including the Orca whales, a day out on the water with us promises to be a truly memorable experience for you and your family and friends.
We are pleased to announce the newest addition to our fleet: our new flagship Dirigo II. The Dirigo is a beautiful 72' Alden schooner and is available for chartering. Please check her out on our "Boats" page and call us today to book your trip aboard this spectacular piece of history!
We offer private and shared charters for half, full and multi-day overnight cruises.
All of our charters/sailings are skippered by U.S. Coast Guard licensed local sailors.