The Best Sailboat Rentals Near Orcas Island

William Garden 39ft Ketch Sailboat Bar Hop Seattle Experience

Shiva was an incredible captain! Super knowledgeable about sailing, and he made the entire experience super special for my wife and I. He’ll tailor the experience to your preferences — whether you want to stay on the water to dock to drink some wine and explore! Don’t hesitate to book with him and his beautiful sailboat.

Safe & solid sailing catamaran - Green power! Stunning beauty & great location!

Amazing trip around the bay with Captain Jan for my daughters birthday. I was very happy with the communication pre trip which allowed me to plan properly for what we should bring and how to get to the boat, bringing me peace of mind. I also appreciated how captain Jan was flexible during the trip, including allowing us to swim in a nice cove by Angel Island. we also were lucky enough to see whales, pelicans, sea lions and porpoises. Cherry on top Jan and his partner gifted my daughters with a very cute handmade gift (I won't spill the surprise). overall great afternoon on captain Jan's boat. highly recommend for a party of 6 or less.

Luxury Italian Sailing Yacht on the Puget Sound — Seattle

We had an incredible experience on this sailboat. The boat itself was absolutely immaculate and beautifully maintained, truly the perfect setting. Matt and the captain were both so friendly, welcoming, and made the whole experience even better with their fun banter and great energy throughout. The views were amazing, and everything came together perfectly for our engagement shoot. It honestly could not have been a better experience for my fiancée and me. Highly recommend.

Safe & solid sailing catamaran - Green power! Stunning beauty & great location!

Jan worked with us to make this trip, exceptional. The boat is fantastic. He and his crew are fantastic. I would highly recommend booking with him. I’m a sailor and my girlfriend and I did most of the driving. Also, his boat is equipped with great electronics, which add to the experience.

Sailing Trips out of La Conner, Washington

Great day sailing! TK is very experienced & knowledgeable. He is a great communicator. The boat is kept in clean condition. Our family enjoyed the trip.

Puget Sound Sailing Adventure on 32' Hunter Sailboat

Russ was outstanding from start to finish. Such an incredible human and captain. Our family spent 3 beautiful hours filled with incredible beauty and wonderful conversation with Russ. It exceeded all of our expectations and was a perfect way to escape the chaos and enjoy the tranquil vibes of the ocean. Top notch from start to finish. We highly recommend Russ and Dylan.