October is right around the corner, and with it comes one of the most iconic nautical events in the world: The United States Sailboat and Powerboat Shows. Celebrate 55 years of the Annapolis Boat Shows with Chesapeake Classic Yacht Charters VIP Charter Experience!

Signature Spring Special Event Charters!

Are you familiar with the iconic Annapolitan maritime tradition of saying goodbye to winter and welcoming the arrival of spring?

“The Hinckley Way”: Nearly 100 Years of Elegance and Excellence

"Big wheel keep on turnin'
Proud Mary keep on burnin'
Rollin', rollin', rollin' on the river…”