A history of the racing yacht "Chessie Racing", the first ever entry from the Chesapeake Bay in the famous Whitbread Round the World Race. There are chapters on the race, boat construction, crew selection, and the Living Classrooms Foundation Whitbread Education Project.

Classes competed in a virtual race against each other in the multifaceted programme for a chance to visit Chessie and meet her crew when she reached Baltimore. This book contains chapters on the race, boat construction, crew selection, and the Living Classrooms Foundation Whitbread Education Project. Personal experiences and memories of the crew bring the sailing adventure to life and reveal the educational purpose of the boat. Sidebars feature useful charts and information, special observations, and a few human-interest e-mail exchanges between individuals and the crew. A large Mercator-projection map marks the race course and individual legs. Numerous photos document racing action as well as the hoopla on shore.