Calendar of Events › Specialty Cruises

October 16, 2013 – October 20, 2013

Annual Great Chesapeake Bay Schooner Race

Blasting along at 10+ knots

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.

Start: October 16, 2013 8:00 am
End: October 20, 2013 5:00 pm
Venue: Watergate Village
Address:
Annapolis, MD, United States
Adults: $900.00 + tax
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October 13, 2013

Brews in the Breeze Lunch Cruise

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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 served buffet style while sailing on the beautiful Bay! Tickets are $74 per adult …
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Start: October 13, 2013 12:30 pm
End: October 13, 2013 3:00 pm
Venue: Annapolis City Marina
Address:
410 Severn Ave, Annapolis, MD, 21403, United States
Adults: $74.00
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October 6, 2013

Champagne Brunch

Schooner Woodwind Champagne Brunch Sailing Cruise

Join the Woodwind crew for the most festive brunch on the Bay! Enjoy a very “bubbly” beverage selection, including sparkling wine, and two other champagne cocktails accompanied by delicious food and always entertaining company! Menu: Individual Savory Tarts filled w/ Wilted Spinach and Tomatoes   Smoked Salmon w/ minced red onions, capers served with Wild …
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Start: October 6, 2013 11:30 am
End: October 6, 2013 2:30 pm
Venue: Annapolis City Marina
Address:
410 Severn Ave, Annapolis, MD, 21403, United States
Adults: $99.00
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October 5, 2013

October Lighthouse Cruise

Schooner Woodwind Chesapeake Bay Lighthouse Sailing Tours in Annapolis, Maryland

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, $89 per adult, $56 per child …
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Start: October 5, 2013 10:30 am
End: October 5, 2013 2:30 pm
Venue: Annapolis City Marina
Address:
410 Severn Ave, Annapolis, MD, 21403, United States
Adults: $89.00
Children: $56.00
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September 24, 2013

Maryland’s Brewer’s Cup Race

Heavy Seas vs Flying Dog Sailing Race

Join Heavy Seas and Flying Dog Breweries aboard the Third Annual “Maryland’s Brewer’s Cup”. Buy a ticket aboard your favorite brewery’s boat! During the race, passengers (guest crew) will be able to participate in helping to sail the boat, where appropriate, of course. This will be a “match race” so the competition will be keen …
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Start: September 24, 2013 5:30 pm
End: September 24, 2013 7:30 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $42.00
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September 22, 2013

September Wine in the Wind – Discovering Tempranillo

Schooner Woodwind Wine in the Wind Featuring Spain

Join us for a three hour sail around the Bay sampling wonderful wine from Spain. A representative from the wineries will introduce you to these special wines. This will be a relaxing sail including afternoon hors d’oeuvres, soft drinks and four samples of wine. Depart Annapolis at 1:30pm, return at 4:30pm. Price: $99 per person. …
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Start: September 22, 2013 1:30 pm
End: September 22, 2013 4:30 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $99.00
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September 11, 2013

Virginia is for Lovers….of Craft Beer (and Cider)

Craft Beer Week

Join us for our first, All Virginia Beer and Cider Tasting on a sunset sail on the 74-foot Schooner Woodwind. Raise the sails, steer the boat or just sit back and relax with four, 4 oz., samples of beer and cider. We will have a representative from the brewery aboard to tell you more about …
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Start: September 11, 2013 5:30 pm
End: September 11, 2013 7:30 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $42.00
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September 8, 2013

Old Westminster Winery Dinner Cruise

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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 two months ago. 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, …
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Start: September 8, 2013 5:30 pm
End: September 8, 2013 8:00 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $99.00
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August 25, 2013

August Wine in the Wind – Stranded on an Island

Wine in the Wind, Woodwind in a glass!

Join us for a three hour sail around the Bay sampling wonderful wine the great wine producing islands, Australia, New Zealand & Sardinia. A representative from the wineries will introduce you to these special wines. This will be a relaxing sail including afternoon hors d’oeuvres, soft drinks and four samples of wine. Depart Annapolis at …
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Start: August 25, 2013 2:00 pm
End: August 25, 2013 5:00 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $99.00
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August 22, 2013

Photography Workshop

Photo by Roger Miller

PHOTO WORKSHOP aboard the 74-foot, classic wooden sailing schooner, Woodwind The Sail: If you are looking for a great evening of sailing and photography think about our new Photo Workshop on the Woodwind. The “Woodwind” is a two-masted, 74- foot schooner that sails out of Annapolis. Just sailing on this wooden schooner is a great …
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Start: August 22, 2013 5:45 pm
End: August 22, 2013 8:30 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $72.00
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