Island Sailing was founded in 1979 in Portland, Oregon. Over the years, Island Sailing has grown to over 35 vessels and three locations: Portland, Olympia and Kirkland. Island Sailing's staff of industry professionals build upon the company's 31 years of experience teaching students, operating a sailing club and providing a comprehensive range of services for sailing enthusiasts.

Capt. Steve Martin

The sailing bug bit Steve several years ago while commuting in typical heavy afternoon rush hour traffic across the I-90 bridge one hot summer day. While stopped in traffic, he looked out on beautiful Lake Washington, and saw all the sails up and became determined from that time on to learn to sail and "join the fleet"!

After taking several ASA classes, he took the Advanced Coastal Cruising (105) course in the British Virgin Islands and decided shortly thereafter that he wanted to sail there every winter and also become an ASA instructor. In 2004, Steve became certified to teach Basic Keelboat and is now certified to teach Basic Coastal Cruising and Bareboat Chartering. He is a USCG licensed captain and teaches at ISC's Kirkland and Olympia facilities. He also sails the BVIs most every winter. Aargh, matey!

Capt. Paul Sammons

I grew up around Puget Sound and started sailing on a Lightning in the early 60’s. I fell in love with the sport immediately! I had to wait, however, until I attended the University of Washington to really know what I was doing. A mixture of day sailing, cruising, and racing on boats ranging from Lasers to a custom 45’ ketch constituted my sea time on Puget Sound & Lake Washington. Elsewhere, I’ve sailed catamarans & dinghies in Mexico, Hawaii and Florida. My chartering experiences include all of the Puget Sound, as well as the British Virgin Islands.

I got my first ASA Instructor Rating in 1984 from Rob McLeod – one of the original developers of the American Sailing Association – and received my first USCG License in 1987. I recently upgraded my USCG License to a Master, 50-Ton with Sailing & Towing Endorsements. My current ASA Instructor Ratings include Basic Keelboat, Basic Coastal Cruising, Bareboat Chartering, and Docking Endorsement. I’ve taught for sailing clubs, yacht leasing companies, college recreation courses, city parks programs, and summer camps between Portland and the San Juan Islands.

I especially enjoy showing students skills & techniques that can expand their sailing environment, and learn “how to manage the boat . . . rather than being managed by the boat”. Often, conditions that students initially find stressful & uncomfortable can become the conditions they actually look forward to! I’ve always felt so fortunate to be a sailing instructor, because it’s a bit like Santa Claus – “gifting” knowledge, confidence & joy to your students. These gifts can endure and grow throughout a lifetime of delight on the water. Let’s go sailing!

Capt. Alan Somervell

Alan Somervell grew up with a "water family" in Virginia on the Chesapeake Bay, his Dad was a Snipe and Lighting Champion sailor, and his Grandfather and Uncles where Watermen (commercial fishermen). He placed second in his first sailboat race at the age of 8. He has sailed extensively back East on the Bay as well as the Sounds of North Carolina.

In 1995, after a career as a 5 star chef, Alan started teaching full time for ISC and became Portland's Fleet Manager, he worked in ISC's boats part-time for a couple of years prior to the birth of one of his two children. He has held a 25 ton Captain's License and is an ASA Certified Instructor (through Bareboat Chartering), First Aid First Response Trained, Boy Scouts of America Lifeguard and Certified Councilor for Rowing, Sailing, Orienteering, Camping and several others. He is also as a Trained Assistant Scout Master.

Capt. Harold Crawford

coming soon...

Josh Shenkman

Josh is Island Sailing Club's Program Director. When he is not directing programs, he resides in Montevideo, Uruguay.


Schmoopy keeps diligent watch over the Portland fleet while super-servicing all members and students with much love and attention...

Capt. Paul Carlson

coming soon...

Larry Brandt

ASA Advanced Coastal Cruising Instructor with special strength as navigator; experienced offshore Washington, Strait of Juan de Fuca, Columbia Bar, Puget Sound waters, Canadian waters. American Sailing Association-certified Advanced Coastal Cruising instructor, Navigation Instructor, Radar Instructor. Certified by both Oregon and Washington to teach their boater education courses. Although no longer flying, holds Airline Transport Pilot License (multi-engine), Commercial Pilot License (single-engine, helicopter and seaplane), with no accidents and no violations. Non-smoker; drug free.