


Sail the San Juan Islands on a private wooden sloop
3 Hours
Up to 6 people
Private sail, Instruction
Explore the waters around Orcas Island on a private day sail aboard “Aura,” a 1948 wooden sloop. Take the helm with optional instruction, or sit back and enjoy the island views.
No dogs allowed. “Aura” is not wheelchair accessible. Trips longer than 3 hours may be available for an additional hourly charge—clarify the amount with Greetwell before booking.
50% refund if canceled less than 48 hours before departure.
Plan to arrive 5 minutes before departure.
Dress according to the weather. Bring sunscreen, water, and food. You can bring whatever you want to eat and drink onboard.
No. Dogs are not allowed on board.
Orcas Island
Captain Ward has clearly found his calling sailing the San Juan Islands. Reviewers consistently praise his relaxed, friendly demeanor and the way he treats guests like curious friends rather than just passengers. What really sets this experience apart is the hands-on approach - Ward actively encourages everyone to take the tiller, adjust sails, and genuinely learn about sailing, which feels refreshing compared to typical boat tours where you're told not to touch anything. Multiple families mention how much they appreciated this interactive element, with one parent noting their seven-year-old learned more in three hours than he would at a week of sailing camp. The trips offer beautiful scenery around the islands with frequent seal sightings and occasional harbor porpoises. Ward's local knowledge shines through, as he shares regional history and has a knack for finding wind even on calmer days. The 4:30 departure time gets special mentions for spectacular sunsets, and guests appreciate being able to bring wine and snacks aboard. Groups of 4-6 seem ideal for comfort on the boat. Expect a genuinely educational yet relaxing three hours on the water with someone who truly loves what he does.
Captain Ward made for a fantastic day on the water. He was knowledgeable, informative, and a pleasure to sail with. He quickly realized we enjoyed sailing ourselves and struck the perfect balance between offering guidance and letting us take the helm. Along the way, he shared interesting insights about Orcas Island, the surrounding waters, and local history that made the experience even more enjoyable. It was a perfect afternoon of sailing, and we would highly recommend Captain Ward to anyone looking for an authentic and memorable experience.
Peter Nalen
July 1, 2026
Captain Ward made for a fantastic day on the water. He was knowledgeable, informative, and a pleasure to sail with. He quickly realized we enjoyed sailing ourselves and struck the perfect balance between offering guidance and letting us take the helm. Along the way, he shared interesting insights about Orcas Island, the surrounding waters, and local history that made the experience even more enjoyable. It was a perfect afternoon of sailing, and we would highly recommend Captain Ward to anyone looking for an authentic and memorable experience.
Peter Nalen
July 1, 2026