DAVE HILL - INSTRUCTOR & YACHT BROKER

My ultimate passion is sailing and has been for over 40 years. I enjoy various aspects of the sport including racing, cruising, chartering in foreign countries and completing long distance yacht deliveries. Teaching allows me to share my knowledge and experience while watching students develop the abilities to sail the world. I do my best to ensure that each student learns in a stress-free and fun environment. I feel so strongly about having fun when learning to sail that I named my company FunSail!

Accredited Sail Canada instructor on monohulls and catamarans including Basic Cruising, Intermediate Cruising, and Catamarans Certified American Sailing Association instructor for 101, 103, 104, 105, 106 &114

• Level V Captain Rank Chief Sailing Instructor / Assessor
• American National Standards Instructor/Assessor
• SLC Instructor/Assessor – Sail
• 10,000+ nautical miles of offshore sailing 
• Sailing for over 40 years & Instructor over 20 years
• Raced in 2025 – 2026 Clipper Round the World Race 

 My love of sailing started in 1997 when I took dinghy sailing lessons and crewed on sailboats in club races. Over the years, summer sailing trips around Lake Ontario on my own boat would lead to chartering monohulls and catamarans in Georgian Bay, the BVI’s and the Grenadines. In 2013, I left a corporate finance career and sailed away on a three-year sabbatical to cruise our sailboat from Lake Ontario to the Eastern Caribbean and back. We spent hurricane seasons in Grenada and sailed the windward and leeward islands each year. I returned to the corporate world for a few years before deciding that I wanted to make a career sharing my skills, knowledge and passion for sailing and cruising. I’m a certified Sail Canada instructor on monohulls and catamarans including Basic Cruising, Intermediate Cruising, Advanced Cruising, and Catamaran endorsement and certified American Sailing Association instructor for 101, 103, 104, 105, 106 and 114.

It is truly satisfying and a joy to teach someone to sail. My students will tell you that I am a calm and patient instructor.