Day Sails, Whale & Nature Sails, Sunset Sails, Private Charters and Schooner Adventures on the Salish Sea and beyond!


Beautiful – Thrilling – Rejuvenating



Escape the crowds and connect with nature; Your journey beckons!

Step aboard and cast off with us from one of our three locations in the Puget Sound. Feel the breeze as we set the sails and the boat comes alive under your feet. Venture out into the pristine waters and awe inspiring environment of the Salish Sea, one of the most beautiful places on Earth.

All of our sailing trips are limited to a maximum of 6 guests, for a truly intimate experience.


2014 Sailing Season
This is an exciting year for San Juan Classic Day Sailing! Our Classics will be sailing from three of the most outstanding and unique ports of call in the Salish Sea. The Tempest and Isabella will sail from our home port in Friday Harbor. The Iris will be be based across the Straits in Port Townsend, wooden boat “central” for the North West, and the Schooner Dirigo II  will be sailing from historic Roche Harbor. Each has its own unique qualities and they are all 4777img_7160beautiful and special ports of call.  And they are all on the shores of the our Salish Sea. You can even join the “crew” of Dirigo and sail with us to all of them, and, with a little luck, see the whales en route.  It’s going to be a good Summer for sailing, relaxing, adventuring, and just “messing about in boats”.

 Schooner Dirigo II – Roche Harbor!


Cutter Iris – Port Townsend!


4359imgp7820Come sail with us on an exciting Afternoon Daysail, a romantic Sunset Sail or reserve your own Private Charter for your family vacation or small group event. Take your “moment away” and answer the call of the sea. Our friendly, capable, and experienced crew await aboard “your yacht in the Islands”.

An afternoon or a weekend, the choice is yours. Welcome aboard.

blue-nautical-starA time to rejuvenate and appreciate the moment. Experiences to savor and remember.

We love our boats, we love sailing, we love our Salish Sea between the mountains and we would love to share it all with you. Come join us.


blue-nautical-starFor questions, information or reservations, contact us at (360)378-6700 or email.