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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  • 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.

  • Emma & George Stubbs, Sausalito

    We just took our ASA 106 at a school in Rhode Island as we prepare for 6 months of cruising in the Caribbean. The class was great, but more than anything it made us really appreciate the quality of teaching and rigor at Modern Sailing. Even though we were the newest to sailing, the group seemed to think that we had the best fundamentals. We felt very well prepared and we see why Modern Sailing has the reputation it does.

  • 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.

  • 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.

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