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Uncover Singapore's Gritty Past with an Ex-Gangster
Hear a raw story of redemption—and help give ex-offenders a fresh start.
4.8
|44 Reviews
Group size
Up to 24 guests
DURATION
2 hours
Booking type
Join-in trip
MEET UP
At location
Group size
Up to 24 guests
- Experience highlights
- Itinerary
- Inclusions
- Availability
- More Info
- Host
- Reviews
Uncover Singapore's gritty past with ex-gangsters
Instead of hearing a polished version of Singapore's history, this takes you to experience the real, raw stories.Singapore is known for being safe and orderly, but in the past, gangs controlled entire neighbourhoods. On this tour, a former gang member shares real-life stories of secret societies, crime, and how he turned his life around. It’s raw, eye-opening, and gives you a deeper understanding of how Singapore became the country it is today. Buckle up as they spill the tea on opium dens, secret societies, and the city's transformation from vice haven to global powerhouse.Here's what you're in for:2-hour deep dive into Chinatown's hidden history: Explore secret societies, hear tales of notorious gangsters, and witness the transformation of this vibrant district.Untold stories from the source: Your ex-gangster guide spills the tea on opium dens, gang wars, and the city's incredible journey to becoming the safe haven it is today.Beyond the textbooks: Experience history come alive as you stand in the very streets where it unfolded. No boring lectures, just fascinating stories delivered with raw honesty.Support a good cause: Your participation empowers ex-offenders and at-risk youths through a social enterprise making a real difference.Important tips:Gather your squad: This tour requires a minimum of 4 explorers. Round up your fellow history buffs and get ready for an unforgettable adventure.All ages welcome: Curiosity has no age limit! Bring the whole family for a unique learning experience (parental guidance recommended for younger kids).Go off-calendar: Got a bigger group? We can personalize your tour even if it's not listed. Just ask!Ready to trade tourist fluff for the real Singapore? Strap on your walking shoes and join me on this eye-opening experience. You won't regret it.
Experience highlights
What You’ll be Doing
Discover the city’s underworld of drugs, gambling dens & secret society!
Show Details
What’s Included
Guided walk around Chinatown
Next Available Dates
Prices shown in USD
Select Time for 11 Sep 2026
Additional Information
Where we'll meet
Start Point
Meet-up at Telok Ayer MRT Control Station (DT18)(Cross Street, Cross Street, Singapore)
- 15 mins before selected timeslot
- Notes: Meet at Telok Ayer MRT station-gantry (DT18) /Tour guide would be in front of CHEERS Convenience Store /Do not take the escalator up to the street
End Point
- End at China Street (China Street, China Street, Singapore)
Start & Ends
- Every 4 weeks on Saturday03:30PM - 05:30PM
Suitability / Accessibility
- Pet-Friendly
- Child Friendly (No Minimum Age)
Cancellation & other policies
Cancellation
To secure your spot, your host will turn away other guests. Because of this, cancellations aren't allowed.Minimum Participants
If there are fewer than 4 participants, the host may reschedule or refund your booking.
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What to Pack
- An umbrella and wear comfortable walking shoes.
From
$56.93 SGD
/person4.8(44)
Show Prices
Meet your host
Triad Trails is the first-ever walking tour led by former members of actual secret societies in Singapore. Guided by former gang members, join this walk to discover the city’s seedy underworld of drugs, gambling dens & secret society. Hear from an ex-offender, who will share his personal story. Get the chance to ask them any questions you'll like, even controversial ones!
Experience: 4 years
Speaks: Fluent English, Chinese
Acceptance rate: 96%
Top Rated Host
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