Upcoming Events › Specialty Cruises

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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July 13, 2014

July Wine in the Wind

Wine in the Wind, Woodwind in a glass!

Join us for a three hour sail around the Bay sampling wonderful wines.  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. Maximum 35 …
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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 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. The cruise will depart from the Annapolis Marriott Waterfront Hotel at 6:30pm and return to the dock at 9:00pm on the 74-foot, Schooner Woodwind. Tickets …
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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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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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August 24, 2014

August Wine in the Wind

Wine in the Wind, Woodwind in a glass!

Join us for a three hour sail around the Bay sampling wonderful wine. 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. Maximum 35 …
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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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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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October 12, 2014

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 12, 2014 12:30 pm
End: October 12, 2014 3:00 pm
Venue: Annapolis City Marina
Address:
410 Severn Ave, Annapolis, MD, 21403, United States
Adults: $74.00
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October 16, 2014

Schooner Race Watch Cruise

Great Chesapeake Bay Schooner Race Start

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 $79 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 …
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Start: October 16, 2014 12:00 pm
End: October 16, 2014 3:00 pm
Venue: Annapolis City Marina
Address:
410 Severn Ave, Annapolis, MD, 21403, United States
Adults: $79.00
Children: $45.00
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October 18, 2014

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 18, 2014 10:30 am
End: October 18, 2014 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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October 19, 2014

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: Will be posted soon   Cruise departs from the Annapolis City Marina in Eastport at 11:30 and returns at 2:30pm.

Start: October 19, 2014 11:30 am
End: October 19, 2014 2:30 pm
Venue: Annapolis City Marina
Address:
410 Severn Ave, Annapolis, MD, 21403, United States
Adults: $99.00
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