San Juan & Gulf Islands, Pacific Northwest, USA hosted by San Juan Sailing
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Contact Us

Danelle Carnahan
  • This flotilla is always very popular and is already 50% booked so sign up today!

The San Juan Islands of northwest Washington and the adjacent Gulf Islands of British Columbia are a cruising paradise. This string of unspoiled islands boasts sheltered waters, magnificent marine parks, quiet villages and an abundance of welcoming marinas. Wildlife abounds on the land and in the sea, with deer, bald eagles, seals, sea lions and orca whales commonplace. Our sailing route will include overnights at anchor or moorings often in marine parks, as well as docked in marinas at small villages or resorts.

Discover more below or call 1-800-677-7245 to reserve a boat. Crew looking to join a boat, or skippers looking for crew, email Capt. Roger.

Your Flotilla Leader

Capt. Roger Philips is your flotilla leader. He is a US Coast Guard licensed captain and ASA certified sailing instructor. He was twice named Sailing Instructor of the Year by ASA. As a former BoatUS/Vessel Assist rescue boat captain based on San Juan Island and Anacortes, he is highly familiar with the waters we will be sailing. He has led ASA flotillas in these islands for the past ten years.


Join fellow sailors in cruising the beautiful Gulf Island and San Juan Islands. This cruise offers a variety of excellent cruising destinations to discover, including elegant resorts, small island towns and idyllic anchorages. Planned stops include peaceful Montague Harbor Marine Park, beautiful Poet’s Cove Resort, picturesque Maple Bay, elegant Roche Harbor Resort, and Inati Bay (the perfect spot to enjoy a final-evening raft-up and pot luck). Weather is generally mild in June, with little rain. Come sail with us!