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- There are no upcoming events.
Latest Past Events
July Wine in the Wind – Masciarelli Family Estate
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, AnnapolisJoin us for a two hour sail around the Chesapeake Bay while sampling wonderful wines from the Masciarelli Family Estate of Abruzzo Italy. The representative from the winery will introduce you to four special wines while we are under sail. The cruise will be a relaxing sail including 3-oz samples of each of the four wines featured. Along with each wine is ... Read more
Fireworks Cruise
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, AnnapolisJoin us for a festive cruise celebrating the 4th of July. We will depart from the Annapolis Waterfront Hotel dock at 6:30 pm for a sunset sail with live entertainment by "Ship's Company". We will then anchor close to the fireworks barge for the 9:15 pm fireworks display and return to the dock after the ... Read more
Father’s Day Brews in the Breeze Lunch Cruise
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, AnnapolisSail on a lunchtime cruise on the Chesapeake Bay. Lunch will consist of all your Chesapeake favorites, including crab cakes, served buffet style while sailing on the beautiful Bay! Tickets are $86 per adult and include lunch, two beers, and unlimited soda and water. Additional beer will be available for purchase. Children under 12 are $49 ... Read more