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The sunset over the Annapolis skyline is breathtaking. The golden glow reflecting off the sails as the sun descends near the horizon is an unforgettable sight. Cruise through Annapolis’ historic harbor, by the United States Naval Academy, and under the twin spans of the famous Chesapeake Bay Bridge.
Wednesday Night Races
Step aboard our cozy launch for an intimate cruise up Spa Creek into the residential area of Old Annapolis, Eastport, and the banks of the U.S. A guided tour exploring the history of the Chesapeake area, and the sights you see while on a sail. Each week we will focus on a specific interesting topic with a guest speaker aboard. Welcome Aboard our two beautiful, wooden 74-foot schooners, Woodwind and Woodwind II, for a true sailing experience in Annapolis, Maryland.
Annapolis Sunset Cruise
Whether it’s a narrated sightseeing cruise or a day trip to St. Michaels, get out on the water with Watermark for an unforgettable journey. Our boats have a full bar service with light snacks available for purchase and restrooms on board. Most of our vessels are handicapped accessible and climate controlled. There is no specific entertainment on these days of the week. There is so much to see as we sail by the United States Naval Academy and into the Chesapeake Bay. Let the crew serve you that favorite beverage as you relax watching the sunset over the city skyline.
Annapolis Sailing School
Let our captain and crew make your trip an enjoyable and memorable experience. Our bar is stocked with wine, beer and bubbly, including a nice selection of local, independent craft beers available for purchase. Join the crew and race Woodwind vs. Woodwind II every Wednesday night from late April through late August. There can be up to 100 other sailboats racing in the Wednesday Night Regatta sponsored by the Annapolis Yacht Club. Wednesday is the night to “Party Like A Sailor”. Sunset is a favorite time for a sail on the Woodwinds.
Amazing Summer Day Trips to the Eastern Shore and Annapolis - Washingtonian
Amazing Summer Day Trips to the Eastern Shore and Annapolis.
Posted: Fri, 15 Jul 2022 07:00:00 GMT [source]
Enjoy live music and beautiful scenery as you relax with a cool drink on this 90-minute sunset cruise in Annapolis. Beverages and snacks are available for purchase from our full bar. From live music cruises to New Year’s Eve, Watermark offers a variety of special and seasonl cruises throughout the year. From live music cruises to New Year’s Eve, Watermark offers a variety of special and seasonal cruises throughout the year. Our Annapolis Sunset Cruise takes you out on the water to watch the sunset and see the lights of the Annapolis Harbor. Enjoy a fun music playlist and beautiful scenery as you relax with a cool drink.
American Sailing Tours
Each month we feature a different brewery from the Chesapeake area. A representative from the brewery comes aboard and teaches you about beer. You will taste 3 samples of beer and then you can purchase full beers from the brews that you enjoyed the most. Early May through September.
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