Jalan Besar Walking Tour: Vice, Vibes & Vanishing Stories

Kitchener Road, POPStation@City Square Mall, Singapore

Not Rated from 0 reviews
0/5
0% of guests recommend

Tour Guide Rating
No Rating Yet!
Be the first to review this guide.

Duration

2 Hours 30 Minutes

Tour Type

Walking Tour

Group Size

15 persons

Location

Singapore

Overview

Duration: 2.5 hours | Start Point: City Square Mall (Farrer Park MRT) | End Point: French Road

Unearth the forgotten stories of Jalan Besar — where the glamorous, the gritty, and the ghostly collide.

From boxing matches and “taxi girls” to legal red-light zones, secret society gambling, and quiet redemption, this tour pulls back the curtain on one of Singapore’s most complex districts. Walk through back alleys and heritage streets as we uncover the real Singapore — raw, layered, and deeply human.

Tour Highlights

  • Trace the ghost of New World Amusement Park behind a modern mall
  • Stroll through Singapore’s legal red-light zone in daylight
  • Play a recreated Sic Bo dice game once run by secret societies
  • See where rich men once kept their mistresses and hear their forgotten stories
  • Snack at Old Rochor Beancurd, a 1960s icon still standing strong
  • Visit a humble Buddhist temple anchoring spiritual life in a fading neighbourhood
  • Discover the Jalan Besar Stadium, a place of glory and match-fixing whispers
  • End among social housing blocks, hearing stories of redemption and resilience

Why Join This Tour?

  • See what others miss: This isn’t your average heritage tour — it’s a raw look at vice, survival, and forgotten lives.
  • Explore real stories: Hear about Singapore’s hidden sex industry, gambling past, migrant hustle, and quiet faith — all still visible if you know where to look.
  • Experience interactive moments: Try a mock gambling game, taste 60-year-old beancurd, and debate gentrification at Insta-famous shophouses.
  • Support second chances: Learn how former offenders and low-income residents are quietly rebuilding their lives in the shadows of change.
  • Perfect for the bold & curious: Great for locals, expats, and travelers seeking depth, edge, and authenticity beyond tourist traps.

Included/Excluded

Guided walking tour by a local storyteller
Interactive mock gambling session (no money involved)
Insightful stories on vice, prison life, and social issues
Group photo stop at a heritage shophouse street
Visit to heritage sites, temples, and back alleys
Food and drinks at the snack stop (optional, own expense)
Hotel pickup or drop-off
Travel insurance
Personal expenses

Travel Styles

Activities

Tour Duration

Short Duration (1-3.5 hrs)

Period of a Day

Noon (after 12pm)

Tour Type

Group

FAQs

Is the walk physically demanding?
The walk is moderate with several breaks and flat paths. Comfortable footwear is recommended.
Is food included?
A local snack stop is part of the experience (own expense), giving you a taste of Jalan Besar’s street resilience.
Is photography allowed?
Yes, though we advise discretion when near residential or sensitive areas. There’s also a designated photo stop for your IG moment.
Will this tour discuss sensitive or mature topics?
Yes — we touch on themes like sex work, crime, addiction, and prison life. All stories are presented respectfully and are part of Singapore’s complex social fabric. There is no graphic content.

Tour Location

Kitchener Road, POPStation@City Square Mall, Singapore

Reviews

0/5
Not Rated
Based on 0 review
Excellent
0
Very Good
0
Average
0
Poor
0
Terrible
0
No Review
You must log in to write review
from S$60.00
Disclaimer

Chrysalis reserves the right to cancel the tour up to 2 days before the tour commences. In such cases, you will be notified via WhatsApp and email, and any payments made will be fully refunded promptly.

Extra prices:

({{type.price_type}})
{{type.price_html}}
({{type.price_type}})
{{ type.price }}%
{{ formatMoney(type.price) }}
  • {{total_price_html}}
  • {{pay_now_price_html}}
from
S$60.00
0 Review