Sunset Sail with Eastport Oyster Boys
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDRecognized as the City of Annapolis and the Chesapeake Bay’s Musical Goodwill Ambassadors The Eastport Oyster Boys love to share their musical celebration of life on the shores of the Chesapeake and its scenic rivers with audiences of all ages. For two decades they have educated, amused and delighted thousands with their wit, wisdom and ... Read more
Father’s Day Brunch
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDOur 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, ... Read more
Acoustic Sunset Sail with Paul Pfau
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDAn Intimate, All Ages Acoustic Show with PAUL PFAU aboard the Schooner Woodwind for a concert on a beautiful sailing boat. Paul Pfau (rhymes with "wow") is an award-winning singer-songwriter living in Nashville, TN. After graduating from college with an economics degree in 2010 he decided to forgo the 9 to 5 for a career as ... Read more
Sunset Sail with Dirk Schwenk
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDDirk Schwenk is an award winning singer-songwriter from the great state of Maryland. His formal training includes years of clarinet and symphonic band, but he found rock and roll as a late-addition bass player in the High School talent show, and never went back. He has been singing, playing guitar and songwriting ever since, and ... Read more
Brews in the Breeze Lunch Cruise
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDJoin 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 ... Read more
Sunset Sail with Calico Jenny
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDFrom pirates to Point Lookout, the music of Janie Meneely largely celebrates the maritime history, characters and traditions of the Chesapeake Bay. Her songs ramble between the raucous ruminations of ne’er-do-well sea captains to more thoughtful ballads about the people who make a living “working” the water. www.janiemeneely.com
Fireworks Cruise
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDJoin us for a festive cruise celebrating the 4th of July. We will depart from the Annapolis Waterfront Hotel dock at 6:30pm for a sunset sail with live entertainment by "Ship's Company". We will then anchor close to the fireworks barge for the 9:15pm fireworks display and return to the dock after the show. Tickets ... Read more
Sunset Sail with Brandon Hardesty
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDBumpin Uglies are a polished three piece hailing from Annapolis, MD. Known for their focused approach to not taking life too seriously, Bumpin Uglies have earned a reputation as one of the hardest working bands in the land, constantly touring and perfecting their distinct sound. They also have a knack for poking fun where fun ... Read more
Brunch Sail with Tony Lucca
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDAn Intimate, Acoustic Show with TONY LUCCA aboard the Schooner Woodwind for a concert on a beautiful sailing boat, including a light delicious brunch. Tony Lucca captured America’s hearts in 2012 as the Team Adam finalist on NBC’s hit TV show “The Voice.” The fans of the Schooner Woodwind knew he would do well since ... Read more
July Wine in the Wind: Summer Wines Great for Dining
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDJoin us for a three hour sail around the Bay sampling wonderful wines. A special guest from one of the wineries will introduce you to these special wines. Nigel Sowman, Dog Point Vineyard's Viticulturist from New Zealand will be sailing with us for this wonderful event. This will be a relaxing sail including 3-oz samples of each ... Read more