We are currently seeking clean, quality boats, both sail & power for our 2010 charter fleet. Please contact us if you are interested in hearing about the benefits & opportunities available by placing your boat in charter with us!
Choptank Charters, a division of Tred Avon Yacht Sales, Inc., is located on the beautiful Tred Avon and Choptank Rivers in historic Oxford, Maryland on the Eastern Shore of the Chesapeake Bay. Ideally located for weekend sailing charters to Annapolis or Solomon's Island, or as the beginning for an extensive Chesapeake Bay charter cruise, Choptank Charters offers privately owned sail and power charter yachts which are meticulously maintained for the discriminating charterer.
Bareboat Charters
They can run from two days to more then two weeks, so you are assured enough time to explore the 11,684 miles of shoreline which the Chesapeake Bay has to offer. In addition, we have several U.S. Coast Guard licensed captains available for any duration of your sailing vacation, to ensure you a relaxed and memorable charter. Advance reservations are required for all captained or bareboat charter yachts.
Captained Day Charters
In addition to our bareboat charter service, we offer captained day sails aboard any sailing or motor charter yacht of your choice. Advance reservations are required for all captained or bareboat yachts. Why Charter from Oxford? Oxford, Maryland, located on the Eastern Shore of the Chesapeake Bay, has always been a favorite destination of yacht charterers from all parts of Delmarva and its surrounding territories. However, more and more charterers are learning that Oxford is an even better place to embark on a charter, to explore the vast tributaries of the Chesapeake Bay. With its' quaint clapboard homes and white picket fences, historic Oxford has maintained its nostalgic charm and continues to give the feeling of stepping back in time. Once a thriving eighteenth century port of entry prior to the American Revolution and then a watermen's town until the early twentieth century, Oxford has become a sleepy getaway from the hustle of today's fast-paced living. Located in Talbot County with nearly 700 miles of shoreline alone on the Eastern Shore of the Chesapeake Bay, one can experience some of the best 'gunkholing' on the Chesapeake Bay within a few miles from town. This allows you enjoy your charter, and not have to rush to make a distant harbor.
Where to Sail
Your cruising destinations can be leisurely sails or motor cruises along the Tred Avon or Choptank Rivers and their many creeks with pristine farms and abundant waterfowl or day-long sails to Annapolis, St. Michaels, Solomon's Island or one of the many ports on both shores of the Chesapeake Bay. Safe and secluded anchorages are too numerous to mention throughout the Chesapeake Bay and its many rivers. Many of the friendly ports-of-call have water taxis available, bicycles or rental cars, as well as fine dining, gift shops and museums. Oxford offers several fine restaurants and inns, as well as stores for provisioning of last minute needs. Additional shopping can be done in Easton, Maryland, selected as one of the top "small towns" in America. Why Charter with Choptank Charters? So if you are considering a charter on the Chesapeake Bay, please think of Choptank Charters, in historic Oxford, Maryland as your charter destination. Owners Barry and Mimi Starke, avid sailors and extensive cruisers for many years, as well as their courteous staff, will be happy to help you with your cruising itinerary or any of your personal needs concerning your charter. Our goal at Choptank Charters is to provide you, the charterer, with a most relaxed and memorable yachting vacation experience available on the Chesapeake Bay.
Download a Choptank Charter Brochure
Download Local Business and Service Hours of Operation

Tred Avon Yacht Sales, Inc.
102 S. Morris Street, PO Box 41
Oxford, MD 21654
Phone: 410-226-5000 Fax: 410-226-5656
