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Annapolis Historic Walking Tour: Harbor and Colonial Downtown

TourTruth score 8.7 out of 10

Very goodTop 9% in Annapolis

51 reviews · Rated on 1 provider · How we score

  • Annapolis
  • 1 hr 45 min
  • Updated November 2, 2026

Explore Annapolis’s colonial streets, harbor, and landmarks on a 105-minute guided walk filled with history, personal stories, and bay views.

About this tour

Walk through Annapolis’s historic heart, where colonial streets meet the harbor and the Chesapeake Bay opens toward the wider world. This 105-minute Annapolis Historic Walking Tour brings the city’s architecture and pivotal moments to life with a live guide.

See Georgian mansions, the Maryland State House, the city dock, and the picturesque harbor. Along the way, hear about the Treaty of Paris, which concluded the Revolutionary War, and the place where George Washington resigned his commission. Explore the campuses of two institutions that helped shape American culture, while your guide adds personal and family stories and welcomes questions and special interests. The route also offers scenic spots for group photos, and no tickets are required for the stops.

Meet outside the Market House at 25 Market Space, beneath the trees on the west side of the building. If your route passes through the Naval Academy security checkpoint, leave backpacks and large bags behind; purses are permitted. Discover the stories and waterfront views that make an Annapolis Historic Walking Tour a memorable way to experience the city.

Highlights

  • Stroll Annapolis’s picturesque harbor and colonial downtown
  • Admire Georgian mansions and the iconic Maryland State House
  • Hear stories of the Treaty of Paris and Washington’s resignation
  • Explore two campuses that shaped American culture
  • Take in views of the Chesapeake Bay

What's included

Included

  • Tour guide
  • Group photos at scenic locations, on request
  • No tickets required for tour stops

Not included

  • Food, drinks, and desserts

Ratings on each provider

The ratings and review counts each booking site shows for this tour.

Important information

  • Meet outside the Market House at 25 Market Space, under the trees on the west side, near the globe carving and black metal benches
  • Do not bring backpacks or large bags through the Naval Academy security checkpoint; purses are OK
  • The tour is wheelchair accessible
  • Infants and small children can ride in a stroller
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  • Service animals are allowed
  • Public transportation is available nearby
  • Suitable for all fitness levels

How this score is calculated

This score is based on one provider. Viator rates it 5.00 from 51 reviews. We place that rating among all Viator ratings and weight it by its review count. If the tour is found on another provider later, both ratings are combined.

How the score works and rating distribution in Annapolis
  • Each provider rating is turned into a percentile: the share of that provider's ratings it beats, weighted by review counts.
  • Listings on different providers are combined in proportion to their review counts.
  • Tours with few reviews are pulled toward the average until more reviews come in, so a handful of perfect reviews can't top the list.
  • The result is shown from 0 to 10: this tour scores 8.7. Top 9% in Annapolis means it ranks in the top 9% of tours in Annapolis by this score.

Provider rating distribution in Annapolis

How many tours in Annapolis have a provider rating at or below each value. The dashed line is this tour.

  • GetYourGuide
  • Viator

from $235

on Viator

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