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September 2016

Old Westminster Winery Dinner Cruise

September 11 @ 5:30pm
Annapolis Waterfront Hotel,
80 Compromise Street, Annapolis, MD 21401 United States
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Captain Jen fell in love with this winery’s location, wine and people that work at Old Westminster Winery at their grand opening in 2013. The proprietors, the Baker family, are raising a reputation for crafting wines of intrigue. The property is situated on a rocky plot of ground just south of historic Westminster, MD, where patrons enjoy the ambiance of the vineyard and a hands-on winery producing exceptional wines. The Baker family believes this winery represents the American Dream: strong…

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Sunset Sail with Mike & Kelly Lange

September 15 @ 5:30pm
Annapolis Waterfront Hotel,
80 Compromise Street, Annapolis, MD 21401 United States
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Mike and Kelly Lange are a husband and wife ukulele duo.  Lifelong boaters, Mike & Kelly sing original and classic material, some with a maritime theme and some with a broader reach. Mike has played thousands of gigs in the mid-Atlantic and a handful overseas during the past several decades. Over the years he has performed with many popular bands in the Baltimore/Washington area both as a bandleader, member, and freelance musician. His original music has been featured on numerous…

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October 2016

Brews in the Breeze Lunch Cruise

October 9 @ 12:30pm
Annapolis City Marina,
410 Severn Ave, Annapolis, MD 21403 United States
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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. Lunch will consist of all your Chesapeake favorites, including crab cakes, served buffet style while sailing on the beautiful Bay! Tickets are $78 per adult and include lunch, four 6 oz. beers, and unlimited soda and water. Additional beer will be available for purchase.  Departs  Annapolis at 12:30pm…

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Schooner Race Watch Cruise

October 13 @ 12:00pm
Annapolis City Marina,
410 Severn Ave, Annapolis, MD 21403 United States
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  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 $83 per adult and $45 per child and include bagged lunch bottled water, soft drinks, and snacks. Beer and wine are available for purchase. *$10 of each ticket purchased will be donated to the Great Chesapeake Bay Schooner Race, a non-profit organization that races to save the Bay in conjunction with the…

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October Lighthouse Cruise

October 15 @ 10:30am
Annapolis City Marina,
410 Severn Ave, Annapolis, MD 21403 United States
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Sail to as many as three different lighthouses on the Chesapeake Bay and learn about their history, importance, and present day condition by a guest lecturer from the Chesapeake Chapter of the U.S. Lighthouse Society. Depart Annapolis at 10:30am, return at 2:30pm, includes bagged lunch, soft drinks and snacks, $93 per adult, $56 per child with child’s lunch. Maximum of 35 guests Cruise Departs from Annapolis City Marina (Boat Shows are in town)     Gourmet Bagged Lunch includes: Gourmet…

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$900.00 + tax

Annual Great Chesapeake Bay Schooner Race

October 12 @ 8:00am
Watergate Village,
Annapolis, MD United States

Be part of the crew aboard the 74-foot Schooner Woodwind on the race down the Chesapeake Bay from Annapolis to Portsmouth, Virginia! Over 45 schooners participate each year. This is a once in a lifetime experience! $900 plus tax per person includes everything. Space for four guest crew members is available.

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$1800.00 + tax

The 5-Day Sailing Adventure Cruise

October 17 @ 8:00am
Portsmouth, VA,
Portsmouth, VA United States

Spend 5 days aboard the Schooner Woodwind sailing from Portsmouth, VA to Annapolis. $1800 plus 10% tax per cabin (double occupancy). Includes accommodations aboard, gourmet meals (4 breakfasts, 5 lunches, and 3 dinners, one dinner is ashore), sail training (if wanted), and absolutely fantastic scenery! Four cabins available. Tickets are not available for purchase online.  Call 410-263-1981 to reserve your spot!

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