Brunch Sail with Ernie Halter
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDAn Intimate, All Ages Acoustic Show with ERNIE HALTER aboard the Schooner Woodwind for a concert on a beautiful sailing boat, including a light delicious brunch. Ernie Halter will play acoustically while at anchor in a secluded cove. He will play for over an hour and after the performance we will set sail on the 74-foot, ... Read more
Cocktail Cruising
Schooner Woodwind at the Annapolis City Marina Dock 410 Severn Ave, Annapolis, MDSail away with great appetizers, cocktails, wine and beer as you enjoy the scenery of the Chesapeake Bay. Cruise includes appetizers, two drink vouchers and a sunset sail. Depart Annapolis at 4:30pm, return at 6:30pm. Tickets are $78 per adult with a maximum of 35 guests. Cocktail Cruise Menu: Black Bean Hummus Poblano Pimento Cheese Served with ... Read more
October Lighthouse Cruise
Schooner Woodwind at the Annapolis City Marina Dock 410 Severn Ave, Annapolis, MDReduced Ticket Price - not including Bagged Lunch (the order has already been placed with our caterer). Be sure to bring your own lunch to enjoy aboard. Lunch must be self contained (boxed or bagged) - no buffets or displays will be allowed aboard. Sail to as many as three different lighthouses on the Chesapeake ... 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. We will cruise to a secluded cove for the performance and then enjoy a sunset sail back to the dock. This will be Tyrone's fourth time singing and sailing on the Woodwind. It all ... Read more
Brews in the Breeze Lunch Cruise
Schooner Woodwind at the Annapolis City Marina Dock 410 Severn Ave, Annapolis, MDReduced Ticket Price - not including Lunch (the order has already been placed with our caterer). Be sure to bring your own lunch to enjoy aboard. Lunch must be self contained (boxed or bagged) - no buffets or displays will be allowed aboard. Sail on a lunchtime cruise on the Chesapeake Bay. Tickets are $69 ... Read more
Schooner Race Watch Cruise
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDThe Annual Great Chesapeake Bay Schooner Race Start Watch aboard the Schooner Woodwind II: Join in the excitement and watch the start of the race. There will be up to 25 plus schooners at the starting line. Seven of them are at least near 100+ feet. This is going to be incredible. Join the fun! ... Read more
Sunrise Schooner Race Watch Cruise
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDA rare sunrise sailing opportunity! Departs Annapolis Waterfront Hotel at 6:30am and returns at 9:30am 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. There will be up to 25 plus schooners at the starting line. Seven of them ... Read more
Sunset Sail with Stefan Heuer Music
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDFacebook 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, MDFacebook 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, MDFacebook 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