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Unforgettable Private Yacht Charters & Rentals in Annapolis, Baltimore, and on the Eastern Shore

Taking full advantage of the unique beauty of the Chesapeake Bay, Yacht Charters on the BaySM by Watermark® offers picturesque private yacht rentals in the Annapolis, Baltimore, and the Eastern Shore areas. If you’re interested in chartering one of our deluxe, five-star yachts for your next corporate or private event, please feel free to contact us for a quote. Be sure to ask about all the wonderful things we can do to make your event unique and memorable.

Harbor Queen

Harbor Queen: Reminiscent of Riverboats Past

Reminiscent of riverboats past, Harbor Queen is the premier party boat offered by Yacht Charters on the BaySM by Watermark®. With ample space for your guests to dine and dance under the magnificent backdrop of a starry night sky, Harbor Queen features open floor plans on both her first and second decks. With a length spanning 65’, Harbor Queen is a true Annapolis icon!

Harbor Queen is a popular waterfront venue choice for fundraisers, reunion groups, and themed parties of all sizes. She has a covered lower deck with a bar, an open forward deck, and an open top deck. She’s available for charter outside of her public tour schedule. Are you interested in learning more about the Harbor Queen’s tour schedule? Visit to view our public Annapolis cruises.

Annapolitan II

Annapolitan II: Casual and Fun

Annapolitan II is a touring vessel with diner-style seating, making her a match for any informal occasion. Her top deck is open to catch all the sights and sounds of the Chesapeake Bay, while her main deck is climate-controlled with the built-in diner booth-style seating. Her second deck offers one of the best views in town while you unwind and enjoy. Her upper deck is open with bench-style seating, making her a popular spot for viewing the Baltimore Inner Harbor and surrounding waterways. Her length spans 65’, and she proudly calls Baltimore her home port.

Create an Unforgettable Event on the Chesapeake Bay