Historical Walking Tours

Victorian era Halfpenny Dreadfuls come to life with stories of history, mystery, scandals & vandals…adventure and spectres abound!

Join your amiable hosts as they take you on an insightful stroll back in time. Like any good Penny Dreadful, these walking tours are filled with salacious (but true) stories that may keep you up at night – you’ll never look at history the same again! Tours also include historical references, unique architectural features and information on our vanishing past. While we regale you with information, we welcome & encourage questions – as we also hope to spark your interest in doing your own research & discovery!

Tours are seasonal and weather permitting. Advance reservations required (while we do accept cash, credit cards at the walk start, we cannot guarantee a space, or even a walk without pre-booking) A minimum of 4 people (or 2 Adults, 2 Kids) must be booked to hold a walk (if there are insufficient bookings at any time, you will be notified via email 2hrs before the walk start and offered any alternate date or a refund). Maximum 20 persons per tour. Most Tours last approximately 90 minutes and are generally considered ‘accessible’ (due to the age of these areas, some may be less than level). Families are welcome, though children 6 to 16 & MUST be accompanied by an Adult 18+ (not recommended for children less than 6 years). Special group, private tours, educational lectures and the like are available and may be booked at alternate times to regular tours, please contact us to make arrangements.


  • Adults – $10
  • Children – $5 (ages 6 to 16 & MUST be accompanied by an Adult 18+) Tours are not recommended for children under 6 years of age.
  • Private tours are available for groups of 10 or more,  please contact us with details.

Please note: cost does not include transportation or parking. Though most of these walks cover paved ground, some areas may be less than ideal for persons with limited mobility.


We accept major credit cards, PayPal & cash (Groups Tours may also use INTERAC eTransfer – please contact us first). Tours require pre-payment to assure your space. We do not issue physical tickets; please keep your receipt as proof of payment (electronic copies are fine). No refunds less than 72 hours before a tour. No cash refunds. Tours marked as cancelled will be credited toward a subsequent tour at our discretion.

To keep informed of all Walks, News & Events, click here & join the VIP list!
Check the Reservations Page for available dates.

Tour Locations Map


Hamilton & Dundas

The heart of Downtown Hamilton, centre of business – and the scene of many an incident that would make Alfred Hitchcock applaud! From cannons to crime families, birds driving folks batty, even the world’s worst case of hiccups, Vaudeville, Oscar Wilde & the largest Mafia funeral in Canadian history – this walk will intrigue, amaze and possibly, shock you. Rocco-Perri-Besha-Bessie-Starkman

Alternate Thursdays at 7:30 pm
Start from: Sir John A. MacDonald statue (King St. E. & John St. N.)

Now one of Hamilton’s trendiest streets, explore it’s humble beginnings as a market & meeting place, the home of our famous Regiments, the Cathedral that lost it’s steeple…and discover bodies hidden in plain sight! JohnWeirFooteVCArmouries

Alternate Thursdays at 7:30 pm
Start from: John Weir Foote, VC Armouries (James St. N. at Mulberry)

The Scots may have financed it, but the Irish built this city! Stockyards, a community courthouse, a pub, bananas & tarantulas all come alive…and the origin of Hamilton’s infamous spectre, “The Dark Lady”! corktown-tavern
Alternate Fridays at 7:30 pm
Starts from: Corktown Park (corner of Ferguson & Forest Streets – parking on Forest)

Did a famous Horror Film star bring the ghosts with him – or were they already here? Stories of actual spirit encounters, history, unique architecture…and a disaster or two. Dundas-Steam-Train
Second Saturday of the month at 7:30 pm
Starts from: In front of “The Kitchen Witch” (116 King St. W., Dundas – at Murray St.)

This monthly tour takes you beyond the gates of this most unusual cemetery to a mysterious realm where stories of more than 15,000 persons are carved in stone. grove-cemetery-gate
First Sunday of the month, 2:00 pm
Starts from: Main Gate, 129½ York Road, Dundas (at East St. N.)

Pyrate Tours

The greatest mishap of the War of 1812 – that you’ve never heard about. Shipyards, shanty towns, industry, a deadly train wreck, a body or two…and blocks of ice delivered to exotic lands! Hosted by Capt. John Swallow & QM Seika Hellbound of The Pyrates Image: Real Pyrates ~ Real History™! Schooner-StuartHDunn-Hamilton
Saturdays, 10:30 am
Starts from: In front of Williams Fresh Café (47 Discovery Dr., Hamilton)

A quaint fishing town on the shores of the most infamous lake in Ontario. More shipwrecks than the other Great Lakes combined, rum-runners, moon-cussers, sea monsters…and the ‘Angel of Long Point’. Tour ends at the wonderful Port Dover Harbour Museum! Hosted by Capt. John Swallow & QM Seika Hellbound of The Pyrates Image: Real Pyrates ~ Real History™!Dover-Flags-Brigantine
**Please note: the Port Dover walk is now by request only – must be pre-booked with a minimum 5 Adults CONTACT US
Starts from: Fisherman Memorial on the Wharf

Skulduggery abounds in this seemingly quiet little town. Stories of war, kidnapping, shipwrecks,  murder, Masons and Pyrates! Hosted by Capt. John Swallow & QM Seika Hellbound of The Pyrates Image: Real Pyrates ~ Real History™! Broadside-PrideOfBaltimore-II-bw
Group Tours Only (min. 10 persons), please enquire directly to book.
Starts from: Front Steps of Old Court House (26 Queen St.)

For further information or group bookings, please contact us.