An aerial view of downtown Annapolis

Annapolis: One of the Most Beautiful Towns in America

It’s no surprise that Annapolis has been rated as one of the most beautiful towns in America by Conde Nast Traveler.  See the article here.

Cruise Annapolis is proud to call Annapolis – America’s Sailing Capital – home. Our fleet of new, expertly maintained Fountaine Pajot catamarans and Jeanneau monohulls are docked in the heart of Eastport. Contact us today to find out how we can help you spend time on the water on a skippered or bareboat sailing excursion.

Chesapeake Destinations

The Chesapeake Bay is one of the most beautiful cruising destinations in the world. Cruise Annapolis is based in the heart of Chesapeake sailing country, with the best of the bay just a few hours sail from our docks.