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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Global Trip Leader

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  • 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!

  • John Kratochvil, Oregon

    I would like to compliment Stan Lander for his coaching, counseling and teaching Heavy Weather Offshore Sailing. Stan was very accommodating to all of the student's interests and shared his many years of insight on handling the boat in heavy seas. I would certainly recommend Stan and this course to sheltered waters sailors. My confidence in handling a boat of this size was certainly enhanced by the experience.

  • 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.

  • John Clark

    Every aspect of Modern Sailing - training, syllabus, course materials, quality of the boats, quality of the instructors, and the very friendly and helpful staff - exceeded my expectations. Modern Sailing has a first class sailing program in an environment with challenging winds and currents. I look forward to coming back to charter a boat and certainly plan to continue my sailing training.

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