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Sailboat charter chesapeake bay. Our daily charters include crew snacks beverages paddle boards and non-stop entertainment. About Us We offer romantic sunset cruises half or full day sailing on the Chesapeake Bay or for the more adventurous extended cruising. Discover the magic of Chesapeake Bay sailing with family friends on a bareboat or crewed yacht charter.

Book Today Save. We Provide You With A Seamless Solution To Yacht Chartering. The states big city is Baltimore while the capital is historic Annapolis your likely starting point on a Chesapeake Bay sailing vacation.

Ad Compare Top Chesapeake Bay Vacation Rentals Up To 75 Off. Located in Edgewater Maryland 5 miles south of Annapolis the Sailing Capital of. Book Today Save.

Talk with us about charters or buying your yacht. OwnerOperators are USCG licensed captains with over 30 years of combined sailing experience. Come experience the splendor of the Chesapeake Bay on board a 40 foot sailboat.

Visit our fleet of bareboat sailing charters and find the boat thats right for you. Yacht Charter Chesapeake Bay Annapolis Maryland Sailing boat - Sun Odyssey 50DS - Built in. We offer private and memorable boat cruises on the Chesapeake Bay.

Click on any boat listed below to see specifications photographs floorplan and full charter prices. Sailing yacht Sun Odyssey 50DS for rent in Annapolis. Sailboat chartering on the Chesapeake Bay can make for a memorable summer vacation a relaxing weekend getaway or a one-day escape from the daily grind.