Sunset Sail with Jason Ager
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDJason Ager is a dedicated father, a passionate college professor, and a hyper-literate original songwriter. Balancing a PhD in German Literature with a few days a week as a stay-at-home dad, Jason still plays more than 100 shows a year in the Mid-Atlantic region and beyond. On his third album, Porchlight, Ager’s talent as a ... Read more
Sunset Sail with Deanna Dove
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDGrowing up on Broomes Island, Maryland, Deanna Dove (a.k.a., Island Girl) is best known for her compositional writing style about her lifelong experiences on the Chesapeake Bay. Dove’s songs include elements of rock, pop, alt-country, blues and gospel, melding together with her vocal overtones to form a distinctively engaging roots rock style. Dove is a ... Read more
Everything Local Dinner Cruise
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDEnjoy our “Everything Local” themed dinner and drinks while under full sail on the Chesapeake Bay. This cruise will focus on food that you can purchase locally or grow yourself. Tickets are $109 per adult and include three course dinner, 3 drink vouchers, and unlimited soda & water. Maximum 35 guests. Black Ankle Vineyards will ... Read more
Sunset Sail with Mike & Kelly Lange
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDMike and Kelly Lange are a husband and wife ukulele duo. Lifelong boaters, Mike & Kelly sing original and classic material, some with a maritime theme and some with a broader reach. Mike has played thousands of gigs in the mid-Atlantic and a handful overseas during the past several decades. Over the years he has ... Read more
Maryland’s Brewer’s Cup Race
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDJoin Heavy Seas and Union Craft Breweries aboard the Sixth Annual “Maryland’s Brewer’s Cup”. Buy a ticket aboard your favorite brewery’s boat! Union Craft vs. Heavy Seas! Battle of the Baltimore Brews. During the race, passengers (guest crew) will be able to participate in helping to sail the boat, where appropriate, of course. This will be ... Read more
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
Sunset Sail with “The Roadside”
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDThe Roadside is a blue's influenced, roots-rock acoustic band that features music from the turn of the century to modern day hits. Bringing over 40-years of musical experience together, The Roadside Show is the latest musical venture for Robert Nolan and Randy Lusk. Both are transplants to Maryland, having lived and jammed in Alaska, New ... 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
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
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