Cliff Fitzgerald | Modern Sailing

Cliff Fitzgerald

Instructor

Cliff grew up in a family that sailed on Long Island Sound. At the age of eight he got his start at skippering and racing in a summer youth sailing program. Dinghies led to small centerboard sloops, which led to keelboats of all types ranging from twenty-two to fifty feet. By the time he was in college, Cliff was crewing on coastal passages from New York to Nova Scotia and also teaching in the same summer program he had come up in. His family continued sailing throughout, including bareboat chartering in the British Virgin Islands.

Cliff joined the OCSC instructor team in 2015, and except for the time of COVID restrictions, has been teaching ever since. He is delighted to be back in Berkeley working with the rest of the Modern Sailing team to continue growing the school's legacy of excellence in sailing instruction. 

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  • 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.

  • Lisa Butzer Wilde

    Thumbs up to (Club Skipper) Geoff (Love) and his wife Laura. I went on my first Club Sail on Sunday, January 18, 2026. They were terrific!

  • 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.

  • Ray Arceneaux

    The vessel was clean and in fine condition - very nice boat for training, well-equipped.

  • 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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