Top 4 water & beach things to do in Annapolis

1. Outdoor watercolor painting class in Annapolis

Two hours of outdoor painting instruction — learn watercolor techniques while capturing iconic sailboats in the historic district of Annapolis, led by an award-winning local artist.

2. Private cultural walking tour of historic Annapolis

Two hours of flat walking — explore historic Annapolis waterfront with a focus on culture and storytelling from local history.

3. Historic Annapolis walking tour with a small group

Two hours, 2 miles of walking through Annapolis — guided small group setting at a relaxed pace, rain or shine, with frequent stops.

“As a resident, I'm familiar with much of what was shared, yet I still discover new aspects of my hometown on tours like this. My friend visiting from out of town, who had never experienced Annapolis before, also found the tour enjoyable. Our guide, Rebecca, mentioned she was a local, but both she and her partner frequently mispronounced Roger Taney's name; Marylanders pronounce it as "tawney." It wasn't a major issue, but it did make me curious.”— fiedhp

4. Annapolis self-guided audio walking tour

Explore Annapolis on a self-guided walking tour with audio commentary, focusing on its Revolutionary history and key figures.

“I couldn't activate my account at all. The website was overly complicated, and it definitely needs an overhaul. I find it completely unusable.”— StevenLee_S