Annapolis Boat Shows | 598 followers on LinkedIn. Ann Annapolis Tradition! | The Annapolis Boat Shows have a rich history of exhibiting the latest boats and yachts of all sizes, alongside boating products and accessories to enhance the nautical lifestyle. It all began in 1970 with the debut of the United States Sailboat Show in Annapolis – the first in-water sailboat show in the country. Today, all four of our shows give boaters the unique opportunity to board and inspect virtually every new model on the market, make side-by-side comparisons, and talk to industry representatives about all aspects of buying and owning a boat.