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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  • John Kipping

    The meeting room was quite adequate and the location most convenient, but the course outline and instruction were outstanding. Modern Sailing is fortunate to have such a well organized instructor in Mr. Stan Lander who teaches very well from a rich professional background. Mr. Lander was generous with his time and patiently in helping students who needed more attention or time in understanding various aspects of the curriculum.

  • Salesforce (Ashley H.)

    Our team at Salesforce did the Corporate Regatta Team Building 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.

  • Trudy Flores

    Captain Jeff Cathers is really cool. I had such a great time on the Farallones Day Trip. It was actually my very best day of 2020. Thank you so much for coordinating the trip.

  • Danny Collins

    The office staff was very accommodating in meeting my availability.

  • Andrew Goble, San Francisco

    It has been wonderful sailing with MSC over the years. Please extend my thanks to the owners, management, and staff for unrequited professionalism and high standards in a charter fleet. I have sailed with several in my years and none nearly hold a candle to the quality of business and staff at Modern Sailing.

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