Maryland Avenue Shopping

New Chesapeake Bay Adventures

Breakwater Adventures Jet Ski Rentals is located in Butler's Marina. Image courtesy of Breakwater Adventures. “Water water everywhere” could arguably be the motto for the Chesapeake Bay area here in Maryland. From beautiful natural lakes boasting vast and serene landscapes to energetic…

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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 Woodwinds, Sailing into Spring

Bears aren't the only ones who hibernate throughout the winter. As soon as the birds begin to chirp and the flowers begin to blossom, the boats around Annapolis begin to find their way out of their plastic shrink wrap and into the cold waters of the Chesapeake Bay. When Annapolis Discovered…

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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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A Quick History: Annapolis Sailing School

View of the Rainbow Dinghy Dock looking out onto the Chesapeake Bay. Photo courtesy of the author. Back in 1959, Annapolis resident and sailor, Jerry Wood was in the toy business. But, he realized there were no facilities available in the area for the rental of boats, he opened Annapolis Boat…

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Get to Know Captain Jennifer of Schooner Woodwind

You can’t miss the beautiful, 74-foot schooner docked outside of Pusser’s, taking locals and visitors out on the Bay from Tax Day through Halloween. As they get ready to put in for a new season, kicking off their 16 th season on April 13, here’s a little more about Captain Jennifer Kaye, one of the…

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Boat Maryland Week Preview

The boating season in Annapolis arrives with the spring equinox, and by April the town is absolutely bursting with pent up energy. Sailors, powerboaters, paddlers, one and all, have looked longingly out at the water all winter. At long last the sun is shining, the Bay is thawing, and the warm days…

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Aboard the Woodwind Celebrating 25 Years!

What better way to celebrate the warm weather in Annapolis than hoping aboard one of two, beautiful 74-foot schooners – Schooner Woodwind and Woodwind II – for a fun sailing experience in Annapolis! I had the pleasure of joining Captain Jennifer Kaye of Annapolis Sailing Cruises for their Wednesday…

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