Most Chinatown tours last two hours. I’m asking you for three. Why? Because Chinatown deserves more than just a quick stroll and a tidy summary.
Join me, Uncle Chris, as we dive deep into the gritty, glorious, and often surprising past of one of Singapore’s most storied neighbourhoods. This isn’t just a history lesson – it’s a journey through time, told with honesty, colour, and heart.
We’ll begin with the arrival of the early Chinese immigrants – their dreams, their despair, and the chaos they brought with them. The streets were filled with noise, struggle and confusion, until a man named William Pickering arrived to help restore order. (Yes, that’s why we have Pickering Street and Upper Pickering Street today.)
We’ll talk secret societies – not just myth, but real organisations that many relied on for survival. Even the prostitutes needed protection in those rough early days. Chinatown had its dark corners, but also its golden lights.
Life began to change by the early 20th century. The Peranakans added vibrancy and celebration to daily life. Cabarets, opium dens, and glamorous hostesses in figure-hugging cheongsams brought a sultry sparkle to Chinatown nights.
Want to know where all that action happened? We’ll point you to the Great Southern Hotel (just take the lift to the 4th floor) and the hidden staircase at Lai Chuen Yuen – if you dare.
Today, Chinatown looks polished. But look closer – the old stories still linger in its walls, alleys, and markets. On this walk, we’ll uncover the true stories – the laughter and the tears – that shaped the heart of Singapore.
Meeting Point: Chinatown MRT Station, Exit A
Take the escalator up and meet me between the UOB and POSB ATMs (next to the restrooms)
Date: Sunday, 24 August 2025
Time: 9.00am sharp – tour ends at 12.00pm
Bring comfortable walking shoes, a bottle of water, and an open mind. With your ole Uncle Chris, you’re in for a walk down memory lane – complete with the highs, the lows, and everything in between.
For reservations, contact:
UNCLE CHRIS WALKING TOURS
Chris WK Ng
T: 65 91814298
E: [email protected]
W: www.unclechrisdrivingholidays.com
Note:
• We do the worldwide practice of tipping at the end of the tour.
• We also reserve the right to accept or reject habitual late cancellations and No Shows.
• Do not sign up for this tour if you are not sure of your schedule. Sign up only when you are sure of your schedule.