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Annapolis Haunted Walking Tour and Boat Cruise

TourTruth score 7.3 out of 10

AverageTop 20% in Annapolis

9 reviews · Rated on 2 providers · How we score

  • Annapolis
  • 1 hr 15 min
  • Updated November 2, 2026

Follow ghostly tales through Annapolis’s historic streets, then cruise the waterways for pirate legends and eerie nautical stories.

About this tour

As dusk settles over Annapolis, cobblestone streets and shadowy alleys set the scene for stories of witches, pirates, and restless spirits. On the Annapolis Haunted Walking Tour and Boat Cruise, a colonial-attired guide leads you through the Historic District, sharing eerie tales rooted in the city’s past.

Pass the remains of the colonial jail and gallows, hear about Blackbeard’s plunder of Chesapeake Bay, and discover the legend of Annapolis’s own Truxton witch. The walk also winds through historic St. Mary’s Cemetery, where some of the city’s founders lie. Then head to the docks for a 40-minute cruise along the waterways, with nautical myths and pirate stories continuing aboard. Snacks and beverages are available to purchase during the cruise.

The Annapolis Haunted Walking Tour and Boat Cruise pairs local history with atmospheric storytelling on land and water. Arrive 15 minutes early at 188 Main Street, wear comfortable shoes, and get ready to see the city after dark through a different lens.

Highlights

  • Trace spooky stories through cobblestone streets and shadowy alleys
  • Cruise Annapolis waterways while hearing nautical myths and pirate tales
  • Learn about Blackbeard’s Chesapeake Bay plunder and the Truxton witch
  • Pass the remains of the colonial jail and gallows
  • Walk through historic St. Mary’s Cemetery and see founders’ tombs

What's included

Included

  • 60-minute guided walking tour through historic Annapolis
  • 40-minute cruise of the local waterways

Not included

  • Snacks and beverages, available for purchase during the cruise
  • Gratuity

Ratings on each provider

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

What reviewers mention

Themes that come up most in this tour's reviews.

Important information

  • Arrive 15 minutes before departure for check-in; the tour leaves promptly
  • Wear comfortable shoes
  • Infants and small children can ride in a pram or stroller
  • Service animals are allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels

Frequently asked questions

Where does the tour meet?

Meet your colonial-attired guide at the tour office at 188 Main Street in downtown Annapolis.

How long is the tour?

The experience includes a 60-minute walking tour and a 40-minute cruise.

What is included?

A guided walk through historic Annapolis followed by a cruise on the local waterways.

Can I buy food or drinks?

Snacks and beverages are available for purchase during the cruise.

Are children and service animals allowed?

Infants and small children can ride in a pram or stroller, and service animals are allowed.

How this score is calculated

This tour scores 4.83 on Viator and 5.00 on GetYourGuide. Ratings on these sites cluster near the top of the 5-star scale, so we compare each one with all other ratings on the same site before combining them.

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 7.3. Top 20% in Annapolis means it ranks in the top 20% 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

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