Curly Jack’s Underbelly: A Night Walk Through Dunedin’s Devils Triangle

DUNEDIN GHOST TOUR FIELD GUIDE

Curly Jack’s Underbelly: A Night Walk Through Dunedin’s Devils Triangle

A focused, 90-minute guided walk with Mr. Smiff that traces Dunedin’s darkest deeds and ends with a spine-tingling after-dark visit to the Old Gaol — this guide explains what to expect.

Curly Jack’s Underbelly: A Night Walk Through Dunedin’s Devils Triangle.

Duration
Contact operator
Location
Dunedin
Operator
Hair Raiser Tours
Category
Ghost Tour
Robert Eric Crews
Founder & Editor, The Adventure Collective
Published Verified

Join Mr. Smiff on a gritty, 90-minute stroll through Dunedin’s notorious 'Devils Triangle,' a compact urban route that lays bare the city’s history of crime and punishment and culminates in an after-dark visit to the Old Gaol where the Victorian gaoler awaits.

Highlights

Outing Highlights

THE FINAL ACT

Old Gaol After Dark

The tour culminates in a spine-tingling visit inside Dunedin’s Old Gaol after dark, featuring the story of the Victorian gaoler who is central to the finale.

THE NEIGHBOURHOOD

Dunedin’s ‘Devils Triangle’

The walk threads through the area known locally as the 'Devils Triangle,' unpacking the city’s seedy past and notable episodes of crime and punishment.

THE GUIDE

Mr. Smiff and Hair Raiser Tours

Led by Mr. Smiff and operated by Hair Raiser Tours, the experience is presented as an explosive, narrative-driven evening stroll into Dunedin’s underbelly.

What the day feels like

What the walk feels like

This is an intense, storytelling-led 90-minute walking tour: a gritty stroll through streets framed as Dunedin’s 'Devils Triangle,' ending with a dramatic, after-dark entry to the Old Gaol and an encounter with the Victorian gaoler.

Suitability

Who it's for

Who this tour suits — and who might hesitate.

1
Nighttime thrill-seekersWell-suited: the experience is built for those drawn to ghostly, after-dark storytelling and urban crime history.
2
History buffsWell-suited: the tour focuses on the history of crime and punishment in Dunedin and the Old Gaol’s Victorian-era stories.
3
Casual walkersMixed fit: the activity is a 90-minute walking tour through urban streets and finishes inside the Old Gaol after dark.
4
Families with young childrenCaution advised: the content and after-dark setting center on crime, punishment and ghostly themes that may not suit very young children.

Practical planner

Details to review before reserving

Duration & Timing

The tour runs for approximately 90 minutes and includes an after-dark visit to the Old Gaol.

Operator & Guide

Operated by Hair Raiser Tours and led by Mr. Smiff.

Route & Setting

A walking route through Dunedin’s 'Devils Triangle' that concludes at the Old Gaol.

Booking Notice

Review cancellation policies before reserving.

Frequently asked questions

Planning Your Outing

How long is THE DUNEDIN CRIME TOUR?

The tour lasts approximately 90 minutes.

Who leads the tour?

The walk is led by Mr. Smiff and operated by Hair Raiser Tours.

What area does the tour cover?

The walk goes through Dunedin’s 'Devils Triangle' and covers the city’s history of crime and punishment.

Does the tour include access to the Old Gaol?

Yes — the experience culminates in a visit to the Old Gaol after dark.

What is the theme or focus of the tour?

The tour is a ghost/crime-themed walk exploring Dunedin’s darkest deeds and the Victorian-era stories tied to the Old Gaol.