Private Tour
Available languages
Mobile ticket
Set on the Chesapeake Bay at the mouth of the Severn River, the picturesque town of Annapolis features some 17 miles of shoreline. This makes it the perfect home of the United States Naval Academy—and thousands of other boating enthusiasts.
But there’s much more to this place than just sailing. On this tour, we’ll examine the Revolutionary roots of Annapolis and meet some of the founding fathers who lived and visited here. We’ll explore the town’s role in America’s dark history of slavery and the Civil War, while also highlighting the miraculous accomplishments of free Black Marylanders in the eighteenth and nineteenth centuries.
NOTE: This is a self-guided outdoor walking tour. Your purchase does not include entrance to any attractions highlighted on the tour.
Wheelchair accessible
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Transportation options are wheelchair accessible
All areas and surfaces are wheelchair accessible
Suitable for all physical fitness levels
All sales are final. No refund is available for cancellations.
Ego Alley
Some say Annapolis is a town with a “sailing problem.” But it’s an addiction that no one apologizes for, because it’s made this city the “sailing capital of America.” Set on the biggest estuary in the nation, the Chesapeake Bay, Annapolis boasts 17 miles of shoreline. Thousands of locals dock their boats at the piers and marinas along this waterfront. And thousands more visit here by boat every year to cruise, race, fish, and stand-up-paddleboard.
The Kunta Kinte - Alex Haley Memorial
On the end of the steps near the water’s edge, you’ll see lifelike bronze sculptures of a man reading a book to children. This is Alex Haley, author of the bestselling novel Roots: The Saga of an American Family. You might have seen one of the TV series based on the book. The final episode of the first series, which aired in 1977, was the third highest telecast of all time.
Self-guided, GPS-triggered mobile audio tour
2 reviews
Total reviews and rating from Viator & Tripadvisor
shawnam143,May 10, 2026
- Review from Tripadvisor
Trip advisor was great with their customer support but it was a nightmare trying to connect with the walking tour app itself, which is outside of trip advisor
StevenLee S,Apr 9, 2026
- Review from Viator
I was never able to activate Viator. The web site was unduly complicated. You need to overhaul your system. I consider it unusable.
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