Annapolis Bay Charters Inc.
Boat Rental Service
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Add ReviewAnnapolis Bay Charters is the original Chesapeake Bay area sailboat charter. The area's waterways are famous for protected sailing grounds, ample anchorages, forgiving bottom, along with stunning natural vistas, and charming and unique townships. Sailing out of Annapolis is an excellent choice for sailors, both novice and expert. Historic Annapolis is the crown jewel of the Mid-Atlantic and hands-down the best sailing on the East Coast.
Our agents help you explore the Chesapeake Bay and your charter boat options that fit your vacation needs. Our impressive fleet of well-maintained monohulls and catamarans including motoryacht models as well as our customer-focused staff with more than 30 years' experience will equip you to discover some of Chesapeake Bay's hidden gems. We offer many extras, such as itinerary planning, Annapolis sailing instruction with our NauticEd Sailing School, provisioning, captain, and crew services.