Calendar of Events › Specialty Cruises

May 20, 2014

Blue Angels Practice Cruise

Blue Angels

Watch the Blue Angels practice their aero-acrobatics during this special cruise. Depart from Annapolis at 11:00am and return at 3:30pm. Advanced ticket purchase required, includes box lunch, soda, and snacks; $89 per person, $56 per child w/child’s lunch. Maximum 40 guests.       Gourmet Bagged Lunch includes: Gourmet Sandwich (choose one) Grilled fajita spiced …
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Start: May 20, 2014 11:00 am
End: May 20, 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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May 11, 2014

Mother’s Day Brunch

Bring Mom aboard the Schooner Woodwind for a memorable Mother's Day Brunch Sail

Our Mother’s Day Brunch Sail departs Annapolis for a three-hour Brunch cruise at 10:00am and returns at 1:00pm. Sailing cruise includes one free Bloody Mary or Mimosa and delicious food: homemade scones, quiche lorraine squares, baked citrus salmon with hearty bread, grilled flank steak, fresh fruit salad, orange juice and homemade biscotti. $86 per person, …
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Start: May 11, 2014 10:00 am
End: May 11, 2014 1:00 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $86.00
Children: $48.00
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May 4, 2014

May 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 person, $56 per child …
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Start: May 4, 2014 10:30 am
End: May 4, 2014 2:30 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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April 26, 2014

Saturday Night Sailor’s Delight Cocktail Cruise

Sunset from Schooner Woodwind II of Schooner Woodwind in lovely Annapolis

Sail away on one of our first sunset sails of the season. Enjoy great appetizers, cocktails, wine and beer as you enjoy the scenery of the Chesapeake Bay. Cruise includes appetizers, three drink vouchers and a sunset sail.  Depart Annapolis at 5:30pm, return at 7:30pm.  Tickets are $59 per adult with a maximum of 35 …
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Start: April 26, 2014 5:30 pm
End: April 26, 2014 7:30 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $59.00
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April 25, 2014

Friday Night Sailor’s Delight Cocktail Cruise

Sunset from Schooner Woodwind II of Schooner Woodwind in lovely Annapolis

Sail away on one of our first sunset sails of the season. Enjoy great appetizers, cocktails, wine and beer as you enjoy the scenery of the Chesapeake Bay. Cruise includes appetizers, three drink vouchers and a sunset sail.  Depart Annapolis at 5:30pm, return at 7:30pm.  Tickets are $59 per adult with a maximum of 35 …
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Start: April 25, 2014 5:30 pm
End: April 25, 2014 7:30 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $59.00
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October 21, 2013 – October 25, 2013

The 5-Day Sailing Adventure Cruise

Join the Schooner Woodwind for a 5 Day Adventure Sail on the Chesapeake Bay October 15-19, 2012

Spend 5 days aboard the Schooner Woodwind sailing from Portsmouth, VA to Annapolis. $1600 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.  …
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Start: October 21, 2013 8:00 am
End: October 25, 2013 5:00 pm
Venue: Portsmouth, VA
Address:
Portsmouth, VA, United States
Adults: $1600.00 + tax
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October 17, 2013

Schooner Race Watch Cruise

Great Chesapeake Bay Schooner Race Start

Tickets available for sale without lunch included 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 $69 per adult and $40 per child and include bottled water, soft drinks, and snacks. Beer and wine are available for …
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Start: October 17, 2013 12:00 pm
End: October 17, 2013 3:00 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $69.00
Children: $40.00
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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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