Tag: Sailing

Singles on Sailboats Brunch
Singles on Sailboats is holding our final brunch of the winter with speaker Kristen Berry of Gale Force Sailing. His topic is Sailing with Purpose. Kristen is a full-time sailing educator and racing coach and will discuss how all sailors can continue to expand their knowledge and improve their sailing by setting mini-challenges for each […]

Singles on Sailboats Sailing Skills Seminars
Save the Date! Saturday, February 9, 2020, Singles on Sailboats (SOS) will hold a SASSY event OPEN TO ALL: Non-Members, novice to expert sailors. A day of Seminars, Awards, Skills, Sailing, and an eventful 2019 sailing Year in pictures. Join us at Double Tree hotel on Riva Road in Annapolis for two morning seminar sessions […]

Women’s Sailing Club of Annapolis
Please join us June 27th at 6:30 PM for a fun event to go over all the parts of the boat before you would set sail. (You have to sign up on Eventbrite and purchase a ticket to attend) This class should give you enough information about the electronics and naviagation, and general working down […]

Women’s Sailing Club of Annapolis
Suddenly SIngle Handed. This vital workshop will teach you how to cope with an emergency situation, determining what needs to be done and the order to do it. Here you will evaluate your skills and decide if you can cope or will need outside assistance, learn how to use the radio, learn about handling the […]

Women’s Sailing Club of Annapolis
Please join us March 7th at 7pm for a Woman’s Sailing Workshop. All skill levels Welcome. Suddenly SIngle Handed. This vital workshop will teach you how to cope with an emergency situation, determining what needs to be done and the order to do it. Here you will evaluate your skills and decide if you can […]

Lighthouses of the Chesapeake Bay Sailing Cruise aboard the 74-foot Schooner WoodwindLighthouses of the Chesapeake Bay Sailing Cruise aboard the 74-foot Schooner Woodwind
Sail by as many as 3 different lighthouses while learning about their history, importance, and present day condition from a guest lecturer from the Chesapeake Chapter of the US Lighthouse Society. The cruise includes a box lunch, soft drinks and snacks. Beer and wine are available for purchase. Due to the Power Boat Show ~ […]

The Annual Great Chesapeake Bay Schooner Race Start Watch aboard the Schooner Woodwind II
: The Annual Great Chesapeake Bay Schooner Race Start Watch aboard the Schooner Woodwind II: Join in the excitement and watch the start of the race. Tickets* are $89 per adult and $50 per child and include bagged lunch bottled water, soft drinks, and snacks. Beer and wine are available for purchase. *$10 of each […]

Brews in the Breeze Lunch Cruise aboard the 74-foot Schooner Woodwind
Join the Woodwind crew for an afternoon of beer tasting along with a delicious lunch. After we raise all our sails, we will start the tasting with the lightest of the four beers Tickets are $86 per adult and include lunch, four 6 oz. beers, and unlimited soda and water. Additional beer will be available […]

Weems & Plath Tent Sale
Enjoy deep discounts on discontinued, overstock & sample nautical and weather instruments at our 27th Annual Tent Sale. A portion of sales from Saturday, Oct. 6th will be donated to Chesapeake Region Accessible Boating/CRAB. Shop local, then ride our free shuttle to/from the Boat Show. Hours vary by day.

Sailing Cruise with live music aboard the 74-foot Schooner Woodwind
Enjoy music performed by Stefan Heuer. Stefan Heuer is a singer songwriter residing in Annapolis, Maryland. His original music as a solo performer has reached ears all over the world. Stefan performs at venues in Annapolis and around the DMV area. Stefan mirrors elements of folk, but his original music holds a strong foundation of […]

Sailing Cruise with live music aboard the 74-foot Schooner Woodwind
Enjoy music performed by Stefan Heuer. Stefan Heuer is a singer songwriter residing in Annapolis, Maryland. His original music as a solo performer has reached ears all over the world. Stefan performs at venues in Annapolis and around the DMV area. Stefan mirrors elements of folk, but his original music holds a strong foundation of […]

Sailing Cruise with live music aboard the 74-foot Schooner Woodwind
Enjoy music performed by Stefan Heuer. Stefan Heuer is a singer songwriter residing in Annapolis, Maryland. His original music as a solo performer has reached ears all over the world. Stefan performs at venues in Annapolis and around the DMV area. Stefan mirrors elements of folk, but his original music holds a strong foundation of […]

“Sail Away” while learning the history of the Chesapeake Bay aboard the 74-foot Schooner Woodwind
The Maritime Republic of Eastport…Still Revolting After All These Years with Kevin Brooks Join Eastport Oyster Boy and Local Revolutionary Kevin “Brother Shucker” Brooks for an entertaining look at the upstart “Maritime Republic of Eastport”‘s interesting and down right fun history through the past four centuries. Historic forts, world class boat building centers, proud diversity, […]

September Wine in the Wind
New Zealand to California. Join us for a two hour sail around the Chesapeake Bay while sampling wonderful wines from the Goldschmidt Winery, Alexander Valley & Beyond. The representative from the winery will introduce you to four special wines while we are under sail. The cruise will be a relaxing sail including 3-oz samples of […]

Classic Wooden Boat Regatta
Participate in the National Sailing Hall of Fame Classic Wooden Boat Regatta. They have invited the Woodwinds’ to participate in the race in the “Spirit of Tradition Class”. The course is approximately 5.4 NM and takes place in the Severn River. It is a 3 lap race with pursuit style race. Each boat has a […]

Sailing Cruise with live music aboard the 74-foot Schooner Woodwind
Enjoy music performed by Jason Ager during a two hour sunset cruise aboard the 74-foot Schooner Woodwind. Jason Ager is a dedicated father, a passionate college professor, and a hyper-literate original songwriter. Balancing a PhD in German Literature with a few days a week as a stay-at-home dad, Jason still plays more than 100 shows […]

“Sail Away” while learning the history of the Chesapeake Bay aboard the 74-foot Schooner Woodwind
History Cruise: Steamboats and Ferries of the Bay, by Mechelle Kerns Steamboats and Ferries were once common on the Severn River. They transported people, agricultural produce, and the seafood bounty that made the Chesapeake famous. They also were part of the leisure travel industry that has brought tourist to our beautiful capital city on the […]

Sail Away” while learning the history of the Chesapeake Bay aboard the 74-foot Schooner Woodwind
History Cruise: Environmental History of the Bay by Alice Christman How is the Bay? It’s a popular question to ask when you are cruising. But how has the Bay changed is also a good question. We’ll talk about the environmental history of the Bay, starting with what John Smith saw leading up to today. Hosted […]

Black Ankle Winery Dinner Cruise
Captain Jen fell in love with this winery’s location, wine and people that work at Black Ankle Winery. Black Ankle Vineyards is the culmination of a long-time dream of founders Ed Boyce and Sarah O’Herron (that’s us). They believe that the central Maryland Piedmont, sitting at the foothills of the Appalachian Mountains, has the right […]

Sailing Cruise with live music aboard the 74-foot Schooner Woodwind
Enjoy music performed by The Eastport Oyster Boys during a two hour sunset cruise aboard the 74-foot Schooner Woodwind. Recognized as the City of Annapolis and the Chesapeake Bay’s Musical Goodwill Ambassadors The Eastport Oyster Boys love to share their musical celebration of life on the shores of the Chesapeake and its scenic rivers with […]

Beer Tasting Sailing Cruise aboard the 74-foot Schooner Woodwind
Sample beer from DC Brau Brewery while enjoying the beautiful sunset under full sail. A brewery representative will be aboard and ticket price includes 3 samples of beer. When co-founders Brandon Skall and Jeff Hancock opened the doors to their brewery in 2011 on Bladensburg Road in NE Washington, DC Brau Brewing Company became the […]

Sail Away” while learning the history of the Chesapeake Bay aboard the 74-foot Schooner Woodwind
History Cruise: Tale of 2 Cities: by Janet Williman Since 1845, America’s sailing capital and our Navy intertwined to engage with interesting characters from all of over the world. Delight in nautical skyline views; while discovering amazing, amusing and sometimes surprising stories. For example, a connection with the movie, King Kong is revealed during our […]