Spooky Season Events in Annapolis

Our summer season may be coming to an end; however, Watermark® is ready for spooky season! This fall, we have a variety of cruises and walking tours in Annapolis for you to enjoy.

Special Historic Hauntings

Firstly, we have a walking tour only available in October! Our spirited guide will lead you through the dark alleys, spooky side streets, and lesser-known haunted sites of Annapolis. Your tour of this old and creaky town transports you back to a time of superstition and legend. For example, hear of real diary entries and newspaper articles of what frightened early 18th century folks. Learn how they utilized the moon and candles. Listen to tales of spirits that linger in the mist, and explore one of Annapolis’ best-known cemeteries. Most importantly, after a trip inside Hogshead, your own spooky story may be added to the history of Annapolis!

Thurs-Sat in October 8:00pm-9:45pm (Plus Halloween night!) | $25/Adult $14/Child | Departs from Market House Park.

Book Now

harbor queen

Harbor Queen Halloween with Honest Lee Soul

Secondly, we have our Halloween celebration aboard Harbor Queen. Honest Lee Soul will be back by popular demand for a live music performance. Try our speciality cocktail, The Poison Apple, to add extra spirit to your night. Costumes are encouraged, so go all our for this fun spooky season event.

Poison Apple ($7): vodka, sour apple liqueur, & sour apple mixer. Alcoholic beverages, non-alcoholic beverages, and snacks will be available for purchase from our River Run Bar.

Saturday, October 30th 7:00pm-9:00pm | $53/Adult (21+ only) | Departs from Annapolis City Dock.

Book Now

Fall Foliage Cruise

Fall Foliage Bay Lighthouse Cruise

Finally, this beautiful cruise includes three Chesapeake Bay lighthouses in addition to a spectacular view of the lovely fall foliage along the Annapolis waterfront. Our historically attired lighthouse keeper provides live interpretation for a thoroughly enjoyable cruise. This is a favorite event and sells out every year!

October 29th & 30th 11:15am-2:15pm | $53/Adult $28/Child (11 and under) | Departs from Annapolis City Dock.

Book Now

Whether it is with a haunted walking tour or a festive cruise, we hope you will join us this fall to enjoy spooky season in Annapolis.

PS Our holiday offerings are available now!