Maryland’s Brewer’s Cup Race
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDJoin Heavy Seas and Flying Dog Breweries aboard the Third Annual “Maryland’s Brewer’s Cup”. Buy a ticket aboard your favorite brewery’s boat! During the race, passengers (guest crew) will be able to participate in helping to sail the boat, where appropriate, of course. This will be a “match race” so the competition will be keen ... Read more
October Lighthouse Cruise
Schooner Woodwind at the Annapolis City Marina Dock 410 Severn Ave, Annapolis, MDSail 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, $89 per adult, $56 per child ... Read more
Champagne Brunch
Schooner Woodwind at the Annapolis City Marina Dock 410 Severn Ave, Annapolis, MDJoin the Woodwind crew for the most festive brunch on the Bay! Enjoy a very “bubbly” beverage selection, including sparkling wine, and two other champagne cocktails accompanied by delicious food and always entertaining company! Menu: Individual Savory Tarts filled w/ Wilted Spinach and Tomatoes Smoked Salmon w/ minced red onions, capers served with Wild ... Read more
Brews in the Breeze Lunch Cruise
Schooner Woodwind at the Annapolis City Marina Dock 410 Severn Ave, 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 served buffet style while sailing on the beautiful Bay! Tickets are $74 per adult ... Read more
Schooner Race Watch Cruise
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDTickets available for sale without lunch included The Annual Great Chesapeake Bay Schooner Race Start Watch aboard the Schooner Woodwind II: Join in the excitement and watch the start of the race. Tickets* are $69 per adult and $40 per child and include bottled water, soft drinks, and snacks. Beer and wine are available for ... Read more
Sailabration Cruise
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDSAIL to Sailabration in Baltimore for an all day adventure!: We will set sail from Annapolis at 8:00 am, sail towards Baltimore and rendezvous with the Tall Ship fleet by 11:30 near Fort McHenry. We will return to Annapolis no later than 5:00 pm. Included is: breakfast, lunch, afternoon happy hour hors d'oeuvres and a glass ... Read more
Brews in the Breeze Lunch Cruise
Schooner Woodwind at the Annapolis City Marina Dock 410 Severn Ave, 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 served buffet style while sailing on the beautiful Bay! Tickets are $74 per adult ... Read more
Acoustic Evening Sail with Tyrone Wells
Schooner Woodwind at the Annapolis City Marina Dock 410 Severn Ave, Annapolis, MDSchooner 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 ... Read more
Wedding Crashers 10th Anniversary Brunch Sail
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDCan you believe its been 10 years? Enjoy a movie themed brunch and 2 adult beverages. Join Captain Jen as she tells tales about the filming of the movie and share your favorite memories of this cult classic. Food includes crab cakes (of course), meatloaf & egg sliders, scallops wrapped in bacon and other fun themed items. ... Read more
Champagne Brunch
Schooner Woodwind at the Annapolis City Marina Dock 410 Severn Ave, Annapolis, MDJoin the Woodwind crew for the most festive brunch on the Bay! Enjoy a very “bubbly” beverage selection, including sparkling wine, and two other champagne cocktails accompanied by delicious food and always entertaining company! (Includes 3 Drink Vouchers for Bubbly, Beer or Cocktails.) Food Menu: Sweet Pepper, Mushroom and Parsley Egg Frittata w/ green ... Read more