Wedding Crashers 10th Anniversary Brunch Sail

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

Can 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

CANCELLED – Sunset Sail with Dirk Schwenk

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

Dirk 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

Sunset Sail with Victoria Vox

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

Victoria Vox has taken the artful sound of the ukulele into eclectic new directions. Her music ranges from upbeat and clever to honest and moving, while incorporating her signature “mouth trumpet” and occasionally singing in French. Her whimsical songwriting uses a unique palette of sounds and beats that delight audiences of all ages. Her songs ... Read more

Sunset Sail with Ken Wenzel

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

With the brand -new release of  “…Beneath Potomac Skies”  -  a 12-song, full-band collection of moments and memories culled from time spent in Washington DC, and many other locales – singer/songwriter/saxophonist Ken Francis Wenzel is eager to introduce his own roots-rock, country jazz-tinged take on love, learning, and life in contemporary America. Featuring several guest ... Read more

Sunset Sail with Eastport Oyster Boys

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

Recognized 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 Ship’s Company

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

Ship's Company is a living history organization dedicated to the preservation of the American maritime heritage. They interpret many aspects of maritime life between 1775 and 1865.   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 ... Read more

Sunset Sail with Ship’s Company

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

Ship's Company is a living history organization dedicated to the preservation of the American maritime heritage. They interpret many aspects of maritime life between 1775 and 1865.   This jolly band of merrymakers has been seen and heard all up and down the east coast of the United States. These chanteymen perform at living history ... Read more

Sailabration Cruise

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

SAIL 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

$199.00

Sunset Sail with Eastport Oyster Boys

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

Recognized as 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 over two decades they have educated, amused and delighted thousands with their wit, wisdom and special message of stewardship and appreciation ... Read more

Sunset Sail with Anj Granieri- CANCELLED

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

Throughout her still young career, ANJ has made her mark on many facets of the music industry, yet songwriting remains her first love. In January 2014, she released her third studio album, “The Giant Unquiet”, which was funded by her fans who donated $15,000 on Kickstarter.com. ANJ calls the record (which was co-produced by Grammy Award-Winning Producer Otto ... Read more