San Juan Island Sailing Charters, Sail the San Juan Islands departing from Friday Harbor. Book Your San Juan Sailing Cruise and Sailing Adventure

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From 1/2 day sailing charters
to multi-day
sailing adventures, let us
custom tailor your
perfect sailing trip.

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San Juan Islands Sailing Charters, Sailing out of Friday Harbor. Sail into history and adventure in the San Juan Islands

Spike Africa is a traditional working topsail schooner, sail on the Spike Africa from Friday Harbor.

Enjoy a sail charter from Friday Harbor aboard Spike Africa, a traditional working Topsail Schooner. Sailing charters in the San Juan Islands on classic, windjammer, wooden sailing ships.

San Juan Island Sail Charters. Sail the San Juan Islands in a classic wooden schooner.

Sail the stunning channels, bays and inlets of the world renowned San Juan Islands aboard beautiful, traditional wooden windjammer. Help sail the ship or relax and enjoy the experience. Book Your Sail Charter Now.

The San Juan Islands are a sightseeing wonderland, birding, orcas, whales and bald eagles are just some of the wilflife.

Share the waters of the San Juan Islands with orcas, otters, seals and dolphins. Learn about the fascinating local wildlife from our onboard naturalists.san juan islands sail charters sailing the san juan islands

Experience the rich history of the San Juan Islands on a sail charter from Friday Harbor.

Sail in the San Juans and learn the fascinating story of its original native inhabitants, the islands discovery by European explorers and their ancient maritime roots. Then of course the the infamous Pig War of 1859.


Featured voyages and Sailing Charters in Puget sound and San Juan

A Festival To Remember
September 2010

Join us for the festivities at the Wooden boat festival in Port Townsend. The boats will be your home for 3 days and nights. Thrill to being aboard one of the fastest Schooners in the fleet for the Schooner races.

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Four Unforgettable Days
September 2010

Be on board for 4 days of cruising with the Northwest Schooner fleet. Port Townsend thru the San Juans.

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san juan islands sail charters sailing the san juan islands

From unforgettable one-day sail charters in the San Juan Islands, sail through bays and inlets and the Straights of Juan de Fuca... to a summer long adventure in the Pacific Northwest and Alaska. Our crews and classic sailing vessels are yours to create your dream.

Imagine the days of discovery and the evenings anchored in the world's most welcoming bays.

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san juan islands sail charters sailing the san juan islands
Our mission is to ensure your sailing voyage is perfect

san juan islands sail charters sailing the san juan islands

It's not about our experience, it's about yours. Our crew is dedicated to making your experience indelibly unforgettable. If you plan to sail the San Juan Islands, we’re here to serve.

Spike Africa seen from the deck and views of the galley