A Chesapeake Passage A Chesapeake Passage Follow some modern day adventurists as they retrace the trail of Captain John Smith who charted these waters more than 400 years ago. Charm in the Middle Smith Island is the perfect getaway for peace, quiet, and genuine Chesapeake charm! Return to the Classics Ralph Cattaneo takes classic wooden boats, once condemned to decay, and lovingly restores their elegant splendor.