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

  • Danny Collins

    The office staff was very accommodating in meeting my availability.

  • 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.

  • 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.

  • David Dolenc, Member

    I love sailing in the San Francisco Bay and greatly appreciate everything that MSC has to offer, the classes, clinics, club sails, racing and charters. I enjoy our supportive sailing community and use every opportunity to spend time on the water. After obtaining the certifications from MSC I did my first charter in Croatia in 2022 with my family. It was amazing and we’re looking forward to returning soon!

Follow us
on Social Media