About Us

FamilyCockpit400x300Our Mission

Our goal is to provide superior training and sailing experiences for couples, families and solo sailors. We understand that we must ensure safety, learning and fun as the core of our operations to promote improvement of sailing skills and the desire to excel.

In St. Petersburg, Florida we offer year-round courses and charter. We standardized on Hunter 295 sailboats to provide stable, easy-to-sail platforms without sacrificing comfort or speed. We also typically include other items not found in this class of sailboats to provide additional comfort and safety.

We are also a Florida Licensed Yacht Brokerage to help you acquire and even deliver your new to you sailboat.



Our Staff

Gary Wall is SmarterSail's owner/chief instructor and was recognized as one of ASA's Outstanding Instructors for 2014. Gary was previously a professional pilot and flight instructor. He brings many of the teaching methods that work in that demanding environment to sailing. He teaches ASA courses from Basic Keelboat Sailing to Advanced Coastal Cruising (ASA 101-106). He has sailed extensively in the Caribbean, coastal Atlantic and Gulf as well as captained sailboat deliveries ranging from the Caribbean, New York Harbor to the limits of the Atlantic and Gulf Intracoastal Waterways. He always states that, "if you need one, you have to have two".



H235_Dock300x225Our Location

We are based in the Gulfport Municipal Marina. This location provides a protected area in Boca Ciega Bay with easy access to Tampa Bay, the Gulf of Mexico. Downtown Gulfport is a walk or short Uber ride away with it's quaint restaurants and facilities.