The 10 Best Nightlife in Annapolis, Maryland (MD)

Annapolis boat tours from Big Ting make the perfect getaway for friends, family, or coworkers, and can be personalized to suit your needs and expectations. Captain Stewart has lived in the Annapolis/Chesapeake Bay for more than 30 years, meaning he is as local as they get.

Rams Head On Stage is Annapolis, MD's top entertainment venue! Located at 33 West Street, Rams Head hosts a variety of artists and performers -- from comedy shows to national musicians' concerts.

Take a nighttime ghost walk through the historic downtown district on a spine-tingling journey into Annapolis’ dark and troubled history! Meet some of our more spirited residents and visit our most horrific haunted sites! For the more daring, take a raucous romp through three of our most haunted pubs on our Haunted Pub Crawl. Filled with stories of resident ghosts, haunted taverns, and restless spirits; our tours will have you sleeping with one eye open! For the history buff who likes the nitty gritty and not the boring textbook stuff, check out the Twisted History Tavern Tour! Murder, mayhem, sex and scandal! And Annapolis has seen more than its fair share! Come out drinking and touring with our learned Twisted Historian and find out where, who, how and why! And, which pub was once the most popular brothel in town and which tavern of our founding fathers was chased drunkenly out of! For more than three centuries, travelers and locals alike have been quenching their thirst in Annapolis' many historic pubs and taverns. From our founding fathers to pirate rogues, anyone in need of food, drink or entertainment found their way into our many historic bars...and you can too!

Let’s Roam is an adventure and tour company committed to helping curious explorers discover new things and connect with others. Through digitally-guided scavenger hunt tours, scavenger hunts, virtual games, team building activities, and custom events, Let’s Roam guarantees memory-making experiences at your fingertips.