Cocktail Cruise
Don’t miss this Cocktail Cruise! Sail away on a sunset sail. Enjoy a light snack, great cocktails (some featuring Cruzan Rum), wine, and beer as you enjoy the scenery of …
Boats & Brews
Don’t miss Boats & Brews! Ahoy, craft beer lovers! Embark on this two-hour entertaining and educational craft beer experience on the water in Baltimore. Watermark welcomes aboard the knowledgeable and …
Legends & Sights of Baltimore
Discover what makes Baltimore Charm City on this 2½-hour cruise! Your live narrator will share captivating stories about the harbor, port, and its history, including tales of Edgar Allan Poe, …
Chesapeake Bay Bridge Cruise
Cruise under the twin spans of the Bay Bridge, one of the longest over-water structures in the world, while enjoying sights of the Chesapeake Bay. Register here! The departure location …
Spa Creek Cruise
Step aboard our cozy launch, Miss Anne, for an intimate cruise up Spa Creek into the residential area of old Annapolis and Eastport. Cruise close to the homes and yachts …
Cruise to the WineFest at St. Michaels
Climb aboard in Annapolis and cruise roundtrip to the WineFest at St. Michaels on Maryland’s Eastern Shore. Enjoy wine tasting throughout town as well as the fresh seafood, boutique shopping, …
Annapolis Harbor & USNA Cruise
Step aboard the classic Harbor Queen for a narrated cruise of the Annapolis Harbor and the banks of the U.S. Naval Academy. Hear the history of the Naval Academy, Annapolis’ …
Lights Parade Dinner Cruise
Don’t miss this Lights Parade Dinner Cruise! Join Watermark and Ken’s Creative Kitchen aboard Catherine Marie for an intimate holiday dinner. Live jazz and holiday classics with Fred Hughes and …
Jolly Express Cruise
Join in on the Jolly Express Cruise! Annapolis’ favorite holiday activity makes its return for the 2024 holiday season. Miss Anne will be adorned with reindeer spirit for an intimate …
Annapolis Harbor & USNA Cruise
Join Watermark for the Annapolis Harbor & USNA Cruise! Step aboard the classic Harbor Queen for a narrated cruise of the Annapolis Harbor and the banks of the U.S. Naval …