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

Additional Images: 
Trip Roles: 
Global Trip Leader

Share This Page

  • Esther C

    I took ASA 101 with them recently. They have the best customer service I've ever seen! I mistyped my address when I signed up online so didn't receive the textbook. I called and the lady immediately sent me another copy! Everyone at the club is super friendly.

  • John Boynton

    The class was terrific. I know you must get many compliments about your sailing instructors...But I must tell you that Robert is outstanding. Having taught SCUBA, I really appreciate the way he is so sensitive to all on board, dealing with each so well, knowing quickly their strengths and weaknesses making each feel special and cared for.

  • Steve Hood, Basic Coastal Cruising

    I would definitely recommend Modern Sailing to anyone who is interested in learning to sail the right way.

  • 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.

  • 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.

Follow us
on Social Media