Tyler Cobbett | Modern Sailing

Tyler Cobbett

Instructor

Captain Tyler loves time on the water on any kind of craft from sail to power, canoes to kayaks. A member of Modern Sailing since 2009, Tyler has chartered most of the yachts in the Gold and Platinum fleets in Sausalito. Favorite cruises include Greece’s Ionian Islands, Canada’s North Channel, a delivery from Newport, Rhode Island to Toronto via the Erie and Oswego canals, and trips to Santa Cruz, Monterey, and Carmel.

In 2024 he sailed as First Mate on an Oyster 655 from Bermuda to Newport, RI. The crew of four made the 660 nautical mile passage in 81 hours, reaching a distance of over 300 nautical miles from land.

Tyler raced Hobie 20s, 18s, and 16s throughout California and the Great Lakes for 20 years before concentrating on keelboats.

In March 2023, his sailing naturally evolved to teaching for Modern Sailing in both Sausalito and Berkeley. He finds students benefit from learning boathandling and rigging on sportboats, then transitioning to cruising yachts. With his background on multihulls, Tyler especially loves teaching cruising catamaran courses.

When he's not on the water, Tyler is an avid hiker, skier, and musician.

Read about Tyler's Bermuda to Newport Yacht Delivery: May 2024

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Trip Roles: 
Global Trip Leader

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  • Mike, Santa Rosa, California

    All of the courses and my instructors (JT and Stan) were extremely professional and full of knowledge and experience. I found I was able to learn from their experiences beyond the scope of the courses, and look forward to future opportunities to do so. I would highly recommend Modern Sailing to anyone.

  • Angel Emilio Miranda

    The best sailing school in the Bay Area!

  • Salesforce (Ashley H.)

    Our team at Salesforce did the Corporate Regatta Team Buidling activity (August 2026). What a blast!! HIghly recommend for your next team activity. It's fun to be out on the water, but the skippers also did a great job of teaching us all the sailing basics. The race is set up well so that we all had a chance to try out different roles. We did it with 11 people across two boats but having more boats is also doable and would lead to even more competition.

  • Warren Leiden, Member

    I try to get out on the water every week: out the Gate, around Angel, up Raccoon - I love it all. After 18 years as a member of OCSC in Berkeley, I learned to sail the bigger boats at Modern by taking ASA 103 and 104. My ASA 104 instructor Dave Russell was terrific. Also, Captain Bill Moreland has been very generous in giving informal advice whenever I’ve asked him. Thanks to Bill, I no longer have any anxiety about docking!

  • Jessica Zittere, Member

    The Full Moon Sail with Skipper Bob Gutsgell was Ah-Mayzing!! The group dynamic was lovely and the views spectacular. I can't say enough good things about the experience. Thanks so much for the wonderful Club Sails, they are really great.

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