Upcoming Events

April 24, 2015

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 $61 per adult with a maximum of 35 …
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Start: April 24, 2015 5:30 pm
End: April 24, 2015 7:30 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $61.00
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April 25, 2015

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 $61 per adult with a maximum of 35 …
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Start: April 25, 2015 5:30 pm
End: April 25, 2015 7:30 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $61.00
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April 26, 2015

Acoustic Evening Sail with Tyrone Wells

TWells_Close shot for Thumbnails

Schooner Woodwind is pleased to announce the return of TYRONE WELLS to perform aboard the boat for an Intimate, Acoustic Show.   This will be Tyrone’s third time singing and sailing on the Woodwind. It all started in 2007 when Captain Jen fell in love with his music and asked if they wanted to go sailing …
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Start: April 26, 2015 4:00 pm
End: April 26, 2015 7:00 pm
Venue: Annapolis City Marina
Address:
410 Severn Ave, Annapolis, MD, 21403, United States
Adults: $99.00
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May 3, 2015

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, $93 per person, $56 per child …
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Start: May 3, 2015 10:30 am
End: May 3, 2015 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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May 10, 2015

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. $88 per person, …
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Start: May 10, 2015 10:00 am
End: May 10, 2015 1:00 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $88.00
Children: $48.00
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May 19, 2015

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; $93 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 19, 2015 11:00 am
End: May 19, 2015 3:30 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $93.00
Children: $56.00
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May 20, 2015

Blue Angels Performance Cruise

Blue Angels

Watch the Blue Angels perform their aero-acrobatics during this special cruise. Depart from Annapolis at 11:30am and return at 3:30pm. Advanced ticket purchase required, includes box lunch, soda, and snacks; $93 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, 2015 11:30 am
End: May 20, 2015 3:30 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $93.00
Children: $56.00
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June 7, 2015

June 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: $109 per person. Maximum 35 …
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Start: June 7, 2015 2:00 pm
End: June 7, 2015 5:00 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $109.00
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June 21, 2015

Father’s Day Brunch

Fathers Day Sailing Cruises Annapolis MD

Our Father’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. $88 per person, …
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Start: June 21, 2015 10:00 am
End: June 21, 2015 1:00 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $88.00
Children: $48.00
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June 28, 2015

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 28, 2015 12:30 pm
End: June 28, 2015 3:00 pm
Venue: Annapolis Marriott Waterfront Hotel
Address:
80 Compromise Street, Annapolis, MD, 21401, United States
Adults: $78.00
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