March 28, 2024
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Schooner Woodwind has full calendar of events for May

Woodwind 07-03-09 (17)Annapolis’ favorite sailboats are back in the water with a full schedule of special events for May. The Schooners Woodwind..or is it Schooner Woodwinds(?) has put together a series of special sails which are perfect for tourists, visitors, and locals alike. There is no better way to see Annapolis than by the water; and when you add in the luffing of the sails and the Chesapeake wind, the experience cannot be beat!

May 3:  Lighthouses of the Chesapeake Bay Sailing Cruise aboard the 74-foot Schooner Woodwind:  Sail by as many as 3 different lighthouses while learning about their history, importance, and present day condition from a guest lecturer from the Chesapeake Chapter of the US Lighthouse Society. Cruise departs from the Annapolis Marriott Waterfront Hotel at 10:30am, returning at 2:30pm and includes a box lunch, soft drinks and snacks. Beer and wine are available for purchase. Tickets are $89/adult and $56/child under 12 yrs. with a children’s lunch, maximum 35 guests. 

www.schoonerwoodwind.com    410-263-7837

May 5:  Beer Tasting Sailing Cruise aboard the 74-foot Schooner Woodwind:  Sample beer from Port City Brewery while enjoying the beautiful sunset under full sail. A brewery representative will be aboard and ticket price includes 3 samples of beer. 5:30pm-7:30pm. Cruises depart from

the Annapolis Marriott Waterfront Hotel. Tickets are $44/adult, $27/child under

12 yrs. and include a soft drink and snack.

www.schoonerwoodwind.com    410-263-7837

May 6:  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.  5:30pm-7:30pm. Tickets are $44/adult, $27/child under 12 yrs. and include a soft drink and snack. Beer and wine are available for purchase. 

www.schoonerwoodwind.com   410-263-7837

May 7:  Sailing Cruise with live music aboard the 74-foot Schooner Woodwind:  Enjoy music performed by local musicians, Ships’ Company, during a two hour sunset cruise under full sail. Cruise departs from the Annapolis Marriott Waterfront Hotel at 5:30pm and returns at 7:30pm. Tickets are $44/adult, $27/child under 12 yrs. and include a soft drink and snack. Beer and wine are available for purchase.  www.schoonerwoodwind.com   410-263-7837

May 9:  Schooner Woodwind starts sailing 4 times a dayHelp raise the sails, steer the boat or just sit back and relax aboard the 74-foot Schooner Woodwind. Sail times through Labor Day weekend are 11:00-1:00, 1:30-3:30, 4:00-6:00 and a sunset sail from 6:30-8:30. Cruises depart from the Annapolis Marriott Waterfront Hotel. Tickets are $44/adult, $27/child under 12 yrs. and include a soft drink and snack. Beer and wine are available for purchase.

www.schoonerwoodwind.com   410-263-7837  

May 10:  Mother’s Day Brunch Sailing Cruise aboard the 74-foot, Schooner WoodwindThis wonderful three-hour brunch 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. Cruise departs from the Annapolis Marriott Waterfront Hotel at 10am, returning at 1pm. Tickets are $88/adult and $48/child under 12 yrs., maximum 40 guests.  www.schoonerwoodwind.com   410-263-7837

May 11:  “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 $44/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.

www.schoonerwoodwind.com   410-263-7837

May 12:  Beer Tasting Sailing Cruise aboard the 74-foot Schooner Woodwind:  Sample beer from Port City 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 $44/adult, $27/child under

12 yrs. and include a soft drink and snack.

www.schoonerwoodwind.com    410-263-7837

May 13:  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 $44/adult, $27/child under 12 yrs. and include a soft drink and snack. Beer and wine are available for purchase. 

www.schoonerwoodwind.com   410-263-7837

May 14:  Sailing Cruise with live music aboard the 74-foot Schooner Woodwind: Enjoy music performed by local musician, Brandon Hardesty, during a two hour sunset cruise under full sail. Check our website for music line up. Cruises depart from the Annapolis Marriott Waterfront Hotel at 6:30pm and return at 8:30pm. Tickets are $44/adult, $27/child under 12 yrs. and include a soft drink and snack. Beer and wine are available for purchase.   www.schoonerwoodwind.com   410-263-7837  

May 18:  “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 $44/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.

www.schoonerwoodwind.com   410-263-7837

May 19: Blue Angels Practice Cruise: 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.  www.schoonerwoodwind.com   410-263-7837

May 19:  Beer Tasting Sailing Cruise aboard the 74-foot Schooner Woodwind:  Sample beer from Port City 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 $44/adult, $27/child under 12 yrs. and include a soft drink and snack.

www.schoonerwoodwind.com    410-263-7837

May 20:  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 $44/adult, $27/child under 12 yrs. and include a soft drink and snack. Beer and wine are available for purchase. 

www.schoonerwoodwind.com   410-263-7837

May 21:  Sailing Cruise with live music aboard the 74-foot Schooner Woodwind: Enjoy music performed by local musicians, Eastport Oyster Boys, during a two hour sunset cruise aboard the 74-foot Schooner Woodwind. Cruises depart from the Annapolis Marriott Waterfront Hotel at 6:30pm and return at 8:30pm. Tickets are $44/adult, $27/child under 12 yrs. and include a soft drink and snack. Beer and wine are available for purchase.   www.schoonerwoodwind.com   410-263-7837  

May 25:  Acoustic Brunch Sail with Gareth Asher:  Come sail with us for an intimate, acoustic cruise with Gareth Asher. The show will take place while we are anchored in a secluded cove while you enjoy a delicious, light brunch. Tickets are $79/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 40 guests. www.schoonerwoodwind.com    410-263-7837

May 25:  “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 $44/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.

www.schoonerwoodwind.com   410-263-7837

May 26:  Beer Tasting Sailing Cruise aboard the 74-foot Schooner Woodwind:  Sample beer from Port City 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 $44 adults, $27 children under 12 yrs.   www.schoonerwoodwind.com    410-263-7837

May 27:  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 $44 adults, $27 children under 12 yrs. and include a soft drink and snack. Beer and wine are available for purchase. 

www.schoonerwoodwind.com   410-263-7837

May 28:  Sailing Cruise with live music aboard the 74-foot Schooner Woodwind: Enjoy music performed by local musicians during a two hour sunset cruise aboard the 74-foot Schooner Woodwind. Cruises depart from the Annapolis Marriott Waterfront Hotel at 6:30pm and return at 8:30pm. Tickets are $44 adults, $27 children under 12 yrs. and include a soft drink and snack. Beer and wine are available for purchase.  

www.schoonerwoodwind.com    410-263-7837

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