Maryland Avenue Shopping

Seas the Bay, Private Sailing Charters

The wind is blowing out of the south east, the motor is off and the sails are full as you head toward the Chesapeake Bay Bridge. Just when you think things can't get much better, First Mate, Susan Rosepepe pours you a little more champagne and brings out her homemade Anitpasto platter. A gal…

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The Schooner, Liberté

The Schooner, Liberté The Liberté is a three-masted schooner built exclusively for Captain Chris Tietje for his sailing and chartering business. Liberté is French for 'freedom of thought and belief' and that is exactly how you feel when sailing on this schooner. With the wind in your hair…

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The Wilma Lee Skipjack Sets Sail

The Wilma Lee sails into City Dock in Annapolis. Photo courtesy of Visit Annapolis. Built in 1940 and restored in 2019, the Wilma Lee was unveiled this past summer as the latest boat to set sail on the shores of the Chesapeake. This historic boat resides at the Annapolis Maritime Museum and…

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Watermark offers Micro Charters

Watermark Tours, Charters and Cruises Watermark Tours, Charters and Cruises has been sailing the Chesapeake Bay in and around Annapolis for close to 50 years! So, it's no surprise when Covid-19 presented some challenges, Watermark answered the call. With helpful Captains and a knowledgeable staff…

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Climb Aboard the Harbor Queen by Watermark

Here in Annapolis, we claim the Chesapeake Bay, the nation's largest estuary, as our very own playground. With countless rivers, streams, and coves spanning over five hundred miles of the shoreline - there are plenty of ways to play on the water. Spend the afternoon paddle boarding through the areas…

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