Welcome to South River Boat Rentals, your Chesapeake Bay charter company. Our charter base is a short sail to the Chesapeake Bay. The Chesapeake Bay is the largest estuary in the nation, with its 12,000 miles of shoreline. As you start your sailing charter on the Chesapeake Bay, your options of where to captain your sail boat to are endless. Some of the greatest sailing destinations are a day sail away from our charter location on the South River.

Sailing to St. Michaels, Maryland is a popular destination with a nice mix of history, gift shops, restaurants, lodging and small town charm. Another great town to sail to is Oxford. With its quaint Main Street shops and cafes, you will feel a million miles away from everything. Whether your sailing charter on the Chesapeake Bay leads you to St. Michaels, Oxford, Rock Hall, Annapolis, Baltimore or a  quiet secluded anchorage on the Bays many tributaries, your body and mind cant help but relax and take in the sites and sounds.

South River Boat Rentals was founded with the idea of a relaxed, laid back environment where our customers can get out and enjoy an Annapolis boat charter on clean, well equipped and inspected sailboats. Our number one priority is customer service. We own all of our power boats and sailboats and take pride in keeping every vessel in great shape. For more information on Annapolis boat rentals and charters, or mooring and dockage options of the Bays many ports of call, please contact us or call us at 410-956-9729. To see our sailboat selection for rental and charter click on fleet and rates.

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