When Luie Boone heard Chesapeake Bay, he thought his hoomans said Cheesecake Bay. Unfortunately, Annapolis, Maryland is not nestled along Cheesecake Bay, but rather Chesapeake Bay. Regardless, he'll be getting a cheesecake or two on his vacation to Annapolis. It is historic waterfront city, which offers the perfect mix of walkable charm, maritime character, and open-hearted hospitality for both people and their pups.