2024 Sailing Season is coming! See you April 13, 2024!

Sunset Sail with Stefan Heuer Music

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MD

Facebook LIVE stream of this Event Stefan Heuer is a signature Breedlove artist residing in Annapolis, MD. Heuer blends elements of Motown, Soul, and RnB in his original and cover music. His debut EP entitled "Jungle Dreams" is a sonic portrayal of his journey through losing a loved one. Stefan frequently performs all over the ... Read more

Eastport Oyster Boys

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MD

Facebook LIVE stream of this Event Appointed the Musical Goodwill Ambassadors by the City of Annapolis and the Maritime Republic of Eastport, the Eastport Oyster Boys love to share their musical celebration and stories of life on the Chesapeake Bay. For over two decades they have educated, amused and delighted thousands with their wit, wisdom ... Read more

Sunset Sail with Don Shappelle

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MD

Facebook LIVE stream of this Event Singer-songwriter and guitarist Don Shappelle has a positive energy and vibe that gets an audience singing along with their upbeat songs.  From traditional folk to songs about the Chesapeake Bay Don has a repertoire of music that everyone will enjoy while sailing aboard the magnificent Woodwind, and virtually. www.donshappellemusic.com ... Read more

Sunset Sail with Jason Ager

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MD

Jason 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. Ager’s recent EP, Bad Guy - EP, features witty, ... Read more

Sunset Sail with “R’n’R”

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MD

Formed out of the local Annapolis band Burlwood and Deep Fried Ribs. The R’n’R Treatment is a stripped down acoustic duo featuring Russell Jacobsen and Ron Mcmorrow. They’ll make you smile and tap your toes with renditions of classic rock, blues and outlaw country covers.

Sunset Sail with Ken Wenzel

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MD

Nominated for no less than FOUR Washington Area Music Awards at the 2016 30th Annual WAMMIES – for Best Roots-Rock Vocalist, Best Roots-Rock Instrumentalist, Best Roots-Rock Group (Ken Wenzel & Cross Kentucky) and Best Roots-Rock Record (...Beneath Potomac Skies) – singer/songwriter/saxophonist Ken Francis Wenzel has come into his own as one of the DC/MD/VA region’s ... Read more

Sunset Sail with Jason Ager

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MD

Jason 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. Ager’s recent EP, Bad Guy - EP, features witty, ... Read more

Sunset Sail with Eastport Oyster Boys

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MD

Appointed the Musical Goodwill Ambassadors by the City of Annapolis and the Maritime Republic of Eastport, the Eastport Oyster Boys love to share their musical celebration and stories of life on the Chesapeake Bay. For over two decades they have educated, amused and delighted thousands with their wit, wisdom and special message of stewardship and ... Read more

Sunset Sail with Ship’s Company

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MD

This jolly band of merrymakers has been seen and heard all up and down the east coast of the United States. Our chanteymen perform at living history events, music festivals, private parties and many other settings. www.shipscompany.org https://www.facebook.com/pages/Ships-Company-Chanteymen/69814067368

Sunset Sail with Don Shappelle and Don Sennett

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MD

Singer-songwriter and guitarist Don Shappelle along with bassist-singer Don Sennett are a dynamic duo with a positive energy and vibe that gets an audience singing along with their upbeat songs.  Tight two part harmonies and creative interplay between guitar and bass form their unique sound.  From traditional folk to songs about the Chesapeake Bay Don ... Read more

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