No dry-rot on the hull of the Schooner Woodwinds! If you are looking to get out on the water but lack a boat, consider a sail on the Annapolis icon and star of the movie Wedding Crashers. With daily sails plus many special sails, there is something for everyone!
All sails can be booked online (and it is encouraged since many do sell out) or by phone: www.schoonerwoodwind.com 410-263-7837.
September 1: “Sail Away” while learning the history of the Chesapeake Bay aboard the 74-foot Schooner Woodwind: Enjoy a historically guided 2 hour sunset sailing cruise. Cruises depart from the Annapolis Marriott Waterfront Hotel at 6:30pm and return at 8:30pm. Tickets are $42/adult, $27/child under 12 yrs. and include a soft drink and snack. Beer and wine are available for purchase. Check our website for this week’s historical topic.
September 2: Beer Tasting Sailing Cruise aboard the 74-foot Schooner Woodwind: Sample beer from a local brewery while enjoying the beautiful sunset under full sail. A brewery representative will be aboard and ticket price includes 3 samples of beer. 6:30pm-8:30pm. Cruises depart from the Annapolis Marriott Waterfront Hotel. Tickets are $42/adult, $27/child under 12 yrs. and include a soft drink and snack.
September 3: Wednesday Night Sailboat Racing Cruise aboard the 74-foot Schooners Woodwind & Woodwind II: Be part of the action every Wednesday night as the two wooden schooners, Woodwind & Woodwind II, compete in Annapolis’ summer racing series. Help the crew or sit back and watch 130 racing sailboats! Cruises depart from the Annapolis Marriott Waterfront Hotel. 6:25pm-8:30pm. Tickets are $42/adult, $27/child under 12 yrs. and include a soft drink and snack. Beer and wine are available for purchase.
September 4: Sailing Cruise with live music aboard the 74-foot Schooner Woodwind: Enjoy music performed by Eastport Oyster Boys during a two hour sunset cruise under full sail. 6:30pm-8:30pm. Cruises depart from the Annapolis Marriott Waterfront Hotel. Tickets are $42/adult, $27/child under 12 yrs. and include a soft drink and snack. Beer and wine are available for purchase.
September 7: Brunch Sail with Ernie Halter: Come sail with us for an intimate, acoustic cruise with Ernie Halter. The show will take place while we are anchored in a secluded cove while you enjoy a delicious, light brunch. Tickets are $89/adult and include bottled water, soft drinks, and a light brunch. Beer and wine as well as Mimosas and Bloody Marys will be available for purchase. Maximum 35 guests.
September 8: “Sail Away” while learning the history of the Chesapeake Bay aboard the 74-foot Schooner Woodwind: Enjoy a historically guided 2 hour sunset sailing cruise. Cruises depart from the Annapolis Marriott Waterfront Hotel at 6:30pm and return at 8:30pm. Tickets are $42/adult, $27/child under 12 yrs. and include a soft drink and snack. Beer and wine are available for purchase. Check our website for this week’s historical topic.
September 9: Beer Tasting Sailing Cruise aboard the 74-foot Schooner Woodwind: Sample beer from a local brewery while enjoying the beautiful sunset under full sail. A brewery representative will be aboard and ticket price includes 3 samples of beer. 6:30pm-8:30pm. Cruises depart from the Annapolis Marriott Waterfront Hotel. Tickets are $42/adult, $27/child under 12 yrs. and include a soft drink and snack.
September 10: Wednesday Night Sailboat Racing Cruise aboard the 74-foot Schooners Woodwind & Woodwind II: Be part of the action every Wednesday night as the two wooden schooners, Woodwind & Woodwind II, compete in Annapolis’ summer racing series. Help the crew or sit back and watch 130 racing sailboats! Cruises depart from the Annapolis Marriott Waterfront Hotel. 6:25pm-8:30pm. Tickets are $42/adult, $27/child under 12 yrs. and include a soft drink and snack. Beer and wine are available for purchase.
September 11: Sailing Cruise with live music aboard the 74-foot Schooner Woodwind: Enjoy music performed by The Stick Mob during a two hour sunset cruise under full sail. 6:30pm-8:30pm. Cruises depart from the Annapolis Marriott Waterfront Hotel. Tickets are $42/adult, $27/child under 12 yrs. and include a soft drink and snack. Beer and wine are available for purchase.
September 15: “Sail Away” while learning the history of the Chesapeake Bay aboard the 74-foot Schooner Woodwind: Enjoy a historically guided 2 hour sunset sailing cruise. Cruises depart from the Annapolis Marriott Waterfront Hotel at 6:30pm and return at 8:30pm. Tickets are $42/adult, $27/child under 12 yrs. and include a soft drink and snack. Beer and wine are available for purchase. Check our website for this week’s historical topic.
September 16: Beer Tasting Sailing Cruise aboard the 74-foot Schooner Woodwind: Sample beer from a local brewery while enjoying the beautiful sunset under full sail. A brewery representative will be aboard and ticket price includes 3 samples of beer. 6:30pm-8:30pm. Cruises depart from the Annapolis Marriott Waterfront Hotel. Tickets are $42/adult, $27/child under 12 yrs. and include a soft drink and snack.
September 16: SAILABRATION! aboard the 74-foot Schooner Woodwind: Sail to Sailabration in Baltimore for an all day adventure! We will depart Annapolis at 8am, set sail for Baltimore and rendezvous with the Tall Ship fleet by 11:30 near Fort McHenry. We will return to Annapolis no later than 5pm. Included is: breakfast, lunch, afternoon happy hour hors d’oeuvres and a glass of wine or beer. Because this is a 9-hour adventure on the boat (with no stops ashore) this may not be appropriate for children under 12. Tickets are $199/adult, maximum 35 guests. Please visit our website for menus.
September 17: Wednesday Night Sailboat Racing Cruise aboard the 74-foot Schooners Woodwind & Woodwind II: Be part of the action every Wednesday night as the two wooden schooners, Woodwind & Woodwind II, compete in Annapolis’ summer racing series. Help the crew or sit back and watch 130 racing sailboats! Cruises depart from the Annapolis Marriott Waterfront Hotel. 6:25pm-8:30pm. Tickets are $42/adult, $27/child under 12 yrs. and include a soft drink and snack. Beer and wine are available for purchase.
September 18: Sailing Cruise with live music aboard the 74-foot Schooner Woodwind: Enjoy music performed by Kwesi during a two hour sunset cruise under full sail. Check our website for music line up. 6:30pm-8:30pm. Cruises depart from the Annapolis Marriott Waterfront Hotel. Tickets are $42/adult, $27/child under 12 yrs. and include a soft drink and snack. Beer and wine are available for purchase.
September 21: Classic Wooden Boat Regatta: This is a brand new event for Woodwind! We are participating in the National Sailing hall of Fame Classic Wooden Boat Regatta. The Woodwinds will be racing in the ‘Spirit of Traditions’ Class and there will be over 20 boats participating in the event. The cruise will depart from the Annapolis Marriott Waterfront Hotel at 11:00am and return to the dock at 2:30pm. Tickets are $79/adult and $49/child and includes Gourmet Bagged lunches, soda, and water. Maximum 48 guests per boat. Check our website for the menu.
September 21: Old Westminster Winery Dinner Cruise: Enjoy a dinner cruise of delicious paired foods and wines while under full sail on the Chesapeake Bay. This cruise will focus on food that pairs with wine from the Old Westminster Winery. The cruise will depart from the Annapolis Marriott Waterfront Hotel at 5:30pm and return to the dock at 8:00pm. Tickets are $99/adult and include dinner, 3 drink vouchers, soda, and water. Maximum 35 guests. Check our website for the menu.
September 22: “Sail Away” while learning the history of the Chesapeake Bay aboard the 74-foot Schooner Woodwind: Enjoy a historically guided 2 hour sunset sailing cruise. Cruises depart from the Annapolis Marriott Waterfront Hotel at 6:30pm and return at 8:30pm. Tickets are $42/adult, $27/child under 12 yrs. and include a soft drink and snack. Beer and wine are available for purchase. Check our website for this week’s historical topic.
September 23: Beer Tasting Sailing Cruise aboard the 74-foot Schooner Woodwind: Sample beer from a local brewery while enjoying the beautiful sunset under full sail. A brewery representative will be aboard and ticket price includes 3 samples of beer. 6:30pm-8:30pm. Cruises depart from the Annapolis Marriott Waterfront Hotel. Tickets are $42/adult, $27/child under 12 yrs. and include a soft drink and snack.
September 24: Wednesday Night Sailboat Racing Cruise aboard the 74-foot Schooners Woodwind & Woodwind II: Be part of the action every Wednesday night as the two wooden schooners, Woodwind & Woodwind II, compete in Annapolis’ summer racing series. This will be the last race of the season! Help the crew or sit back and watch 130 racing sailboats! Cruises depart from the Annapolis Marriott Waterfront Hotel. 6:25pm-8:30pm. Tickets are $42/adult, $27/child under 12 yrs. and include a soft drink and snack. Beer and wine are available for purchase.
September 25: Sailing Cruise with live music aboard the 74-foot Schooner Woodwind: Enjoy music performed by Ship’s Company during a two hour sunset cruise under full sail. 6:30pm-8:30pm. Cruises depart from the Annapolis Marriott Waterfront Hotel. Tickets are $42/adult, $27/child under 12 yrs. and include a soft drink and snack. Beer and wine are available for purchase.
September 29: “Sail Away” while learning the history of the Chesapeake Bay aboard the 74-foot Schooner Woodwind: Enjoy a historically guided 2 hour sunset sailing cruise. Cruises depart from the Annapolis Marriott Waterfront Hotel at 6:30pm and return at 8:30pm. Tickets are $42/adult, $27/child under 12 yrs. and include a soft drink and snack. Beer and wine are available for purchase. Check our website for this week’s historical topic.
September 30: Beer Tasting Sailing Cruise aboard the 74-foot Schooner Woodwind: Sample beer from a local brewerywhile enjoying the beautiful sunset under full sail. A brewery representative will be aboard and ticket price includes 3 samples of beer. 6:30pm-8:30pm. Cruises depart from the Annapolis Marriott Waterfront Hotel. Tickets are $42/adult, $27/child under 12 yrs. and include a soft drink and snack.
www.schoonerwoodwind.com 410-263-7837
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