Top activities
Top landmarks
Trip ideas
Nearby places
Port schedule
You booked this experience
Make your trip unforgettable

Weird, Wacky, and Unusual History of Annapolis Tour

1 Review 5.00 out of 5 stars Based on 1 traveler reviews collected by Cool Shore Excursions and TripAdvisor | Recommended by 100% of reviewers | Annapolis, USA
Don't miss out!
On average, this is booked 31 (0) days in advance.

1 hour 15 minutes (approx.)
Mobile ticket
Offered in: English
Instant confirmation

Overview

Discover the quirky tales and unusual stories of Annapolis on this engaging walking tour. Led by a colonial-attired guide, explore fascinating anecdotes including the Russian sailor's grave in the Annapolis National Cemetery and the Confederate captain who never conceded defeat. Perfect for those curious about the unconventional side of history, this tour reveals the city's hidden gems and eccentric past. Ideal for adults and middle school-aged children, the tour takes place at 188 Main Street, Annapolis, MD.

- Duration: 1 hour and 15 minutes
- Suitable for adults and children aged 12 and older
- Tours run on the second Saturday of each month
- Learn about unique historical figures and events in Annapolis

What's Included

  • Guided walking tour
  • Gratuity is never expected but always appreciated.
See 1 more

Meeting Location

Meeting point

188 Main Street
Annapolis, MD 21401, USA

Show on Google Maps

Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

This activity ends back at the meeting point.

What To Expect

Book Online

Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
Read more

Safe & secure Easy breezy Hassle‑free

Annapolis Historic District (pass by)

Join your colonial-attired guide to learn the weird, wacky, and unusual history of Annapolis. Hear tales about the Russian sailor buried in the Annapolis National Cemetery, the historic “mobile homes” of Annapolis, the Confederate captain who kept fighting the Civil War long after the South surrendered and then built a home in Annapolis, the missing State House cornerstone … and so much more!
Read more

Additional Info

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller

Frequently Asked Questions (8)

Q: What is the cancellation policy for the Weird, Wacky, and Unusual History of Annapolis Tour?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (EST). Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

We're here to help.
Activity code: C-5563163P6

Traveler Photos

Reviews

5.00
1 reviews

Average 5.00 out of 5 stars based on 1 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor

5 stars
1
4 stars
0
3 stars
0
2 stars
0
1 star
0
Don't miss out!
On average, this is booked 31 (0) days in advance.

Similar Tours & Activities

Annapolis Harbor and U.S. Naval Academy Cruise

Cruise through history on the Annapolis Harbor & USNA Cruise. This narrated cruise offers insights into the U.S. Naval Academy and Annapolis' rich maritime heritage …More

Cruise through history on the Annapolis Harbor & USNA Cruise. This narrated cruise offers insights into the U.S. Naval Academy and Annapolis' rich maritime heritage...

40 minutes Free Cancellation
4.9 (16)
from
$34

Annapolis Chesapeake Bay Bridge Cruise

Step aboard a classic vessel for a scenic Chesapeake Bay Bridge cruise. As you depart the dock in downtown Annapolis, you will pass along the …More

Step aboard a classic vessel for a scenic Chesapeake Bay Bridge cruise. As you depart the dock in downtown Annapolis, you will pass along the...

1 hour 30 minutes Free Cancellation
5.0 (3)
from
$46

Day on the Bay Cruise from Annapolis to St Michaels

Set sail across the scenic Chesapeake Bay to the charming village of St. Michaels, where travelers can immerse themselves in local culture, fresh seafood dining, …More

Set sail across the scenic Chesapeake Bay to the charming village of St. Michaels, where travelers can immerse themselves in local culture, fresh seafood dining,...

8 hours Free Cancellation
5.0 (3)
from
$157

Annapolis Colonial and Maritime History Walking Tour

Step back in time on this 2-hour guided walking tour through the beautifully preserved Historic District of Annapolis, Maryland. Visit the Maryland State House, once …More

Step back in time on this 2-hour guided walking tour through the beautifully preserved Historic District of Annapolis, Maryland. Visit the Maryland State House, once...

2 hours Free Cancellation
4.7 (12)
from
$49

Travelers Who Bought This Tour Also Bought

Ashes and Apparitions of Annapolis Ghost Tour

Embark on this Annapolis ghost tour and step back in time as you stroll through the historic district. Your guide will share chilling tales of …More

Embark on this Annapolis ghost tour and step back in time as you stroll through the historic district. Your guide will share chilling tales of...

1 hour Free Cancellation
4.5 (96)
from
$26

The Original Walking Ghost Tour by Annapolis Ghost Tours

The original 90-min Annapolis Ghost Tours are the only tours created by our owner, noted local Maryland historian, and author of "Haunted Annapolis". Don't be …More

The original 90-min Annapolis Ghost Tours are the only tours created by our owner, noted local Maryland historian, and author of "Haunted Annapolis". Don't be...

1 hour 30 minutes Free Cancellation
4.5 (48)
from
$26

Annapolis Harbor and U.S. Naval Academy Cruise

Cruise through history on the Annapolis Harbor & USNA Cruise. This narrated cruise offers insights into the U.S. Naval Academy and Annapolis' rich maritime heritage …More

Cruise through history on the Annapolis Harbor & USNA Cruise. This narrated cruise offers insights into the U.S. Naval Academy and Annapolis' rich maritime heritage...

40 minutes Free Cancellation
4.9 (16)
from
$34

The Original Haunted Pub Crawl by Annapolis Ghost Tours

The only Haunted Pub Crawls permitted inside the oldest and most haunted pubs in Historic Downtown Annapolis. Enjoy a 2-hour guided adventure on our haunted …More

The only Haunted Pub Crawls permitted inside the oldest and most haunted pubs in Historic Downtown Annapolis. Enjoy a 2-hour guided adventure on our haunted...

2 hours Free Cancellation
4.5 (24)
from
$31

What's Included

Activity name

  • Guided walking tour
  • Gratuity is never expected but always appreciated.

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • Service animals allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • This tour/activity will have a maximum of 20 travelers

Report Product Issue

Activity name