The Stories and Histories Across the Singapore River
About the Tour
Singapore's colonial buildings hide unexpected pasts, from convents that became dining halls to police stations with haunted reputations. On this walking tour, you'll see how repurposed institutions reveal Singapore's layered heritage. You'll also hear about the raunchy nightlife and paranormal lore tucked beneath its polished surface.
The tour starts at the fountain courtyard between McDonald's and Starbucks in Bugis, once home to bloodthirsty pirates who gave the Boogey Man
his name. You'll pass Bugis Street, infamous in the 1950s for its transvestite shows and gambling dens, then wind past the National Library and St Joseph's Church toward Raffles Hotel, birthplace of the Singapore Sling. The tour ends at the Singapore River near Clarke Quay, today's nightlife district.
Along the way, you'll learn how CHIJMES went from convent and orphanage to a hub for drinks and dining, and how the Old Hill Street Police Station's rainbow-colored windows supposedly counter the bad energy left by its wartime use as a Japanese interrogation center. You'll also climb Fort Canning Hill, once a forbidden royal burial ground, where a British surrender to Japan changed the course of World War II.
On this 90-minute tour, you'll have a chance to:
- Explore the Singapore Art Museum, once a boys' school founded by the same priest behind CHIJMES
- Visit the Cathedral of the Good Shepherd, Singapore's oldest Catholic church, established in 1832
- Wander through the National Museum of Singapore, a rare building still standing in its original form
- Walk through the Gothic Gate at Fort Canning Green, guarding a cemetery dating back to 1846
- See the archaeological dig exhibition revealing artefacts from Singapore's 14th century royal past
- Pass Singapore Management University's lawns, where students unwind before hitting Clarke Quay's nightlife
By the time you reach the Singapore River, you'll understand exactly why this compact island-city layers its past so tightly beneath its present.
Tour Producer
Min Yi
A serial walker who's lived in Istanbul, Boston, and Sydney and who's walked all over from Iceland to Vietnam, Bosnia to Canada. Born in late April of 1993, to be curious about humans in the surroundings we make for ourselves - and to share these observations with you.
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Preview Location
Location 41
Old Hill Street Police Station
This building may look new with its shiny glass ceiling and polished floors, but it’s history is long and supposedly haunted. Its official address is 140 Old Hill St...
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Major Landmarks
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Bugis Street
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Church of St Joseph's (Victoria Street)
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Raffles Hotel
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CHIJMES
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Cathedral of the Good Shepherd
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SAM at Bras Basah (SJI)
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National Museum of Singapore
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Fort Canning Park
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Ministry of Digital Development and Information (MDDI)
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Clarke Quay
Getting There
Route Overview
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Start location151-152 Rochor Rd, Singapore 188426 -
Total distance3km -
Final location36 Carpenter St, #01-01, Singapore 059915 -
Distance back to start location1km
Directions to Starting Point
At Bugis MRT Station (East-West Line, station 12/Downtown Line, station 14), use Exit C to enter Bugis Junction Mall. Once inside the mall, walk to the other end of the floor and take the escalator up. You’ll see a McDonald’s straightaway. The fountain on the left side of McDonald’s is where we begin.
Tips
Places to stop along the way
Bugis Street, St. Joseph's Church, Raffles Hotel, CHIJMES, Cathedral of the Good Shepard, Singapore Art Museum, National Museum of Singapore, Fort Canning Park, Gothic Gates, Spice Garden, Old Hill Street Police Station, Clarke Quay
Best time of day
Note that one of our destinations, the National Museum of Singapore, opens its doors from 10am - 5.30pm daily.
Precautions
An umbrella and a bottle of water will serve you very well on our 3km walk together.
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