Calendar of Events › Specialty Cruises

September 16, 2014

Sailabration Cruise

Taken from 2012 Parade of Sail. Photo Contest Entry from Sue Miller.

SAIL to Sailabration in Baltimore for an all day adventure!: We will set sail from Annapolis at 8:00 am, sail towards Baltimore and rendezvous with the Tall Ship fleet by 11:30 near Fort McHenry. We will return to Annapolis no later than 5:00 pm. Included is: breakfast, lunch, afternoon happy hour hors d’oeuvres and a glass …
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Start: September 16, 2014 8:00 am
End: September 16, 2014 5:00 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $199.00
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September 7, 2014

Brunch Sail with Ernie Halter

Ernie Halter performs aboard the Schooner Woodwind

An Intimate, All Ages Acoustic Show with ERNIE HALTER aboard the Schooner Woodwind for a concert on a beautiful sailing boat, including a light delicious brunch. Halter has released 5 albums, toured 50 states, and seen his popularity swell to more than 510,000 Twitter followers, 12,000 YouTube subscribers, and nearly 10,000 Facebook ‘Likes’. Ernie Halter …
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Start: September 7, 2014 11:30 am
End: September 7, 2014 2:30 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $89.00
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August 24, 2014

August Wine in the Wind (Chile)

Wine in the Wind, Woodwind in a glass!

Join us for a three hour sail around the Bay sampling wonderful wine from Chile. 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 2:00pm, return at 5:00pm. Price: $99 per person. …
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Start: August 24, 2014 2:00 pm
End: August 24, 2014 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 10, 2014

August 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 11:30am, return at 3:30pm, includes bagged lunch, soft drinks and snacks, $89 per adult, $56 per child …
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Start: August 10, 2014 11:30 am
End: August 10, 2014 3:30 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $89.00
Children: $56.00
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July 29, 2014

Maryland’s Brewer’s Cup Race

Heavy Seas vs. Flying Dog Breweries

Join Heavy Seas and Flying Dog Breweries aboard the Fourth 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: July 29, 2014 6:30 pm
End: July 29, 2014 8:30 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $42.00
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Buy Special Sailing Events Tickets

July 27, 2014

Everything Local Dinner Cruise

Local Everything Dinner Cruise aboard Schooner Woodwind

Enjoy our “Everything Local” themed dinner and drinks while under full sail on the Chesapeake Bay. This cruise will focus on food that you can purchase locally or grow yourself. Tickets are $99 per adult and include three course dinner, 3 drink vouchers, and unlimited soda & water. Maximum 35 guests. Beverages are Local too!  …
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Start: July 27, 2014 6:30 pm
End: July 27, 2014 9:00 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $99.00
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July 13, 2014

July Wine in the Wind

Wine in the Wind France

Celebrate Bastille Day one day early! Join us for a three hour sail around the Bay sampling wonderful wines from France.  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 2:00pm, return …
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Start: July 13, 2014 2:00 pm
End: July 13, 2014 5:00 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $99.00
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July 4, 2014

Fireworks Cruise

Celebrate the 4th of July in Annapolis enjoying a sunset sail complete with fireworks from the water

Join us for a festive cruise celebrating the 4th of July. We will depart from the Annapolis Waterfront Marriott dock at 6:30pm for a sunset sail with live entertainment by “Ship’s Company”. We will then anchor close to the fireworks barge for the 9:15pm fireworks display and return to the dock after the show. Tickets …
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Start: July 4, 2014 6:30 pm
End: July 4, 2014 10:00 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $82.00
Children: $57.00
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June 29, 2014

Brews in the Breeze Lunch Cruise

Schooner Woodwind Koozie

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 …
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Start: June 29, 2014 12:30 pm
End: June 29, 2014 3:00 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $74.00
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June 22, 2014

Acoustic Brunch Sail with Gareth Asher

Gareth Asher

An Intimate, Acoustic Show with GARETH ASHER aboard the Schooner Woodwind for a concert on a beautiful sailing boat, including a light delicious brunch. As a touring artist, Asher has shared the stage with Shawn Mullins, Glen Phillips(o/ Toad the Wet Sprocket), Emerson Hart, Angie Aparo, Corey Smith, Sister Hazel, Collective Soul, 3 Doors Down, Steve …
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Start: June 22, 2014 10:30 am
End: June 22, 2014 1:00 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $69.00
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