Historic Annapolis Walking Tour – Small Group Guided Tour
Explore Annapolis on a 1.5-2 hour small group walking tour featuring historic sites, scenic views, and insider stories—ideal for curious travelers.
Annapolis
Urban Sketching and Painting Activity in Old Town Annapolis
Discover Annapolis through art with a 1.5-hour outdoor watercolor sketching tour, led by a local artist. Perfect for all skill levels, 12+.
Annapolis: Paint a Historic Ship Art Experience
Experience Annapolis creatively with a watercolor painting of the historic Chesapeake Bay ship, guided by a local artist in a peaceful waterfront setting.
Annapolis: Outdoor Painting Activity at MD State House
Join a 1.5-hour outdoor watercolor class in Annapolis, led by a local artist, and create your own waterfront masterpiece amidst historic charm.
Annapolis Sunset Cruise
Experience stunning sunset views over Annapolis Harbor with a one-hour cruise featuring lively music, a full bar, and scenic sights of Naval Academy and historic waterfront.
Ashes and Apparitions of Annapolis Ghost Tour
Discover Annapolis' haunted past with this 1-hour ghost tour, featuring tales of sailors, bootleggers, and colonial spirits in historic Maryland.
Annapolis: Outdoor Urban Sketching & Painting Class
Experience Annapolis through art with a 1.5-hour outdoor watercolor class, led by a local artist. Create your own waterfront-inspired masterpiece.
The 3 Best Walking Tours In Annapolis
Discover Annapolis with the best walking tours, from historic landmarks to ghost stories and interactive adventures. Find your perfect fit here.
Our Picks For The 4 Best Historical Tours In Annapolis
Discover the best ways to explore Annapolis's history, from walking tours to pub crawls. Find the perfect tour for your interests and schedule.
16 Best Tours In Annapolis (With Reviews & Prices)
Discover the top tours in Annapolis, from harbor cruises to historic walks and spooky ghost tours. Find the perfect experience for your trip.
The Top 4 Drinking Tours In Annapolis
Discover the best drinking tours in Annapolis, from haunted pub crawls to historic tavern adventures, perfect for history lovers and spirits enthusiasts alike.
The 3 Most Popular Boat Tours & Cruises In Annapolis
Discover the best boat tours in Annapolis, from harbor cruises to sailing trips and electric boat rentals. Find your perfect water adventure here.
Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl
Discover Annapolis' haunted past on this Boos & Booze Pub Crawl, blending ghost stories, historic pubs, and a lively two-hour adventure for curious travelers.
The Original Haunted Pub Crawl by Annapolis Ghost Tours
Discover Annapolis' haunted history on this 2-hour pub crawl, visiting three historic bars with ghost stories, guided by local experts.
Historic Annapolis Food Tour
Discover Annapolis with a 3.5-hour food and history tour. Taste local dishes, visit landmarks, and hear stories that bring the town’s past alive.
Haunted Annapolis: Ghosts of the Harbor & Old Town Tour
Discover the haunted side of Annapolis with this engaging 1-hour ghost tour, blending spooky stories, historic sites, and local legend for an authentic experience.
Annapolis Historic Walking Tour at Harbor and Naval Academy
Discover Annapolis’s history and charm on this 2-hour private walking tour visiting the Naval Academy, State House, and waterfront with an expert guide.
Hidden History Pub Crawl of Historic Annapolis
Discover Annapolis' hidden stories on this 2-hour pub crawl, visiting historic taverns with local guides, drink specials, and lesser-known tales.
Amazing Annapolis Scavenger Hunt
Discover Annapolis through a fun, interactive scavenger hunt that takes you to hidden gems, local spots, and landmarks—perfect for groups and curious explorers.
Outdoor Painting Activity with a Local Artist in Annapolis
Enjoy a hands-on outdoor watercolor painting session in Annapolis, led by a local artist. Create a unique souvenir while learning a new skill.
The Original Walking Ghost Tour by Annapolis Ghost Tours
Discover Annapolis' haunted side on a 1.5-hour walking ghost tour. Learn about spooky stories and historic sites with knowledgeable guides.
Self-Guided Scavenger Hunt: Annapolis Red Bricks & Blue Views
Explore Annapolis with this self-guided scavenger hunt, discovering historic landmarks, waterfront views, and fun challenges at your own pace.
Baltimore & Annapolis Private Day Tour
Discover Baltimore and Annapolis on this private day tour, exploring historic sites, iconic landmarks, and savoring Maryland seafood—all in 8 hours.
Annapolis Scavenger Hunt Interactive Walking Tour
Discover Annapolis through a fun and interactive scavenger hunt, blending history, puzzles, and scenic sights in a self-guided walking adventure.