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Private Day Charters


Experience the best in Chesapeake Bay sailing aboard the the Pintita, one of the most comfortable, economic sailing vessels for charter in the region. Whether you're looking for romantic things to do in the Chesapeake Bay area or you're a family looking for a unique way to have fun and learn on the Bay, sailing on The Pintita is an experience you'll never forget.


SV 'PINTITA' is the only sailboat of this size in Annapolis or Baltimore that holds a current USCG Certificate of Inspection for private charters, meaning that she is inspected in her construction, equipment, and maintenance to rigorous USCG federal standards.


For time periods between 2 and 4 hours. As we are based in Annapolis, Maryland, delivery charges may apply for Baltimore based events.


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Catering available from

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The above prices do not include taxes, crew gratuity, or dockage fees.  These will be added to the charter base price.  Delivery fees and catering, if applicable will also be added.  Rates do change so please call to get a more detailed price. 

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