Singapore Boy: The Civic District with Hossan Leong
About the Tour
Singapore's Civic District holds the country's grandest colonial buildings, but comedian Hossan Leong turns its formal history into personal, laugh-out-loud stories. On this walking tour, you'll follow the self-proclaimed “Singapore Boy” through the theatres, museums, and civic landmarks where his own career took shape, hearing backstage confessions, Singlish banter, and personal history alongside the civic kind.
You'll start beside the Singapore River, once lined with makeshift lunch stalls Hossan remembers from childhood, before crossing into the Civic District. You'll pass the Asian Civilisations Museum's Empress Place Building and the Dalhousie Obelisk, raised for a colonial governor-general, then reach Victoria Theatre and Concert Hall, where Hossan performed his first sold-out one-man show and forgot his own opening line.
Beyond the Arts House, Singapore's oldest public building and former parliament, you'll cross the Padang, where a schoolboy rivalry once erupted into a riot, and pass the National Gallery, formed from the merged Supreme Court and City Hall. You'll walk beside the spiky Esplanade Theatre and over the DNA-patterned Helix Bridge as Marina Bay's skyline unfolds. The tour ends at Marina Bay Sands, where Hossan reflects on his hometown's transformation.
On this 60-minute tour, you'll have a chance to:
- Learn how the National Day Parade grew from a modest 1966 march into today's fireworks spectacle
- Hear how Hossan calmed thousands at The Float as Shirley Ng became the first female Red Lion parachutist to jump
- Discover the story behind the Merlion, Singapore's fish-lion hybrid symbol of creative contradiction
- Picture the vanished Satay Club, a beloved outdoor hawker market whose skewered specialty traces back to Indian and Indonesian traders
- Meet the future Hollywood star and two outspoken bloggers who were Hossan's classmates during his rebellious school days
- Hear how Hossan's all-male Asian cast surprised Australian audiences by reclaiming Oscar Wilde's The Importance of Being Earnest
Equal parts civic history lesson and stand-up set, this walk lets Singapore's funniest son show you his hometown exactly as he sees it – no filter, no complaints, just heart.
Tour Producer
Hossan Leong
Hossan Leong's impressive career spans across various entertainment fields, showcasing his talents as a versatile performer, director, and cultural ambassador. His achievements and contributions to the arts have earned him recognition both locally and internationally.
As a multi-talented entertainer, Hossan Leong has excelled in directing, singing, dancing,
acting, piano playing, and stand-up comedy. His notable appearances in major stage
productions and television sitcoms have solidified his status as one of Singapore's most
beloved entertainers. His comedic prowess and hosting skills have endeared him to
audiences, particularly through shows like "We Are Singaporeans."
Beyond his local success, Hossan Leong's fluency in French has opened doors to
international opportunities, allowing him to showcase his talents on a global stage. His work on shows like "A Singaporean in Paris" and "No Regrets: A Tribute to Edith Piaf" has helped foster cultural relations between Singapore and France.
In recognition of his efforts in promoting artistic cross-cultural ties between France and
Singapore, Hossan Leong was honored with the prestigious title of Chevalier de l’Ordre des Arts et des Lettres by the French Ministry of Culture and Communication in 2011.
Hossan Leong's impact extends beyond the entertainment industry, as he also provides
creative direction for corporate and government projects. His directorial credits include a diverse range of productions, from musicals like "Beauty & the Beast" to interactive digital experiences like "The Curious Case of the Missing Peranakan Treasure."
With a global reach that includes performances in various countries and collaborations with international clients, Hossan Leong continues to strengthen ties between Singapore and other nations through his corporate and entertainment ventures. His passion for the arts, coupled with his dedication to promoting cultural exchange, underscores his role as a respected figure in the entertainment industry
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Preview Location
Location 6
The Dalhousie Obelisk
Maybe it's enough to say that it was, well, erected for the same reason as so many...
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Major Landmarks
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National Gallery Singapore
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Asian Civilisations Museum
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Dalhousie Obelisk
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Victoria Concert Hall
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The Arts House at the Old Parliament
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Padang, Singapore
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Esplanade
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The Helix Bridge
Getting There
Route Overview
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Start location1 Raffles Pl, L61-62, Singapore 048616 -
Total distance3km -
Final location10 Bayfront Ave, Singapore 018956 -
Distance back to start location1km
Directions to Starting Point
26-27 Boat Quay, Bonham St, 049782
The starting point is on the riverbank between The Penny Black pub and the Raffles Place towerblock.
To get there, head to the end of North Canal Road, and then towards the river.
Tips
Places to stop along the way
Asian Civilisations Museum, The Dalhousie Obelisk, Victoria Theatre and Concert Hall, Timbre, National Gallery, Padang, Esplanade, The Float @Marina Bay Grandstand, Helix Bridge
Best time of day
Any time is fine, but we recommend doing the walk after drinks at Boat Quay or before a show at one of the many performing arts venues in the Civic District.
Precautions
Make sure you always double-confirm when crossing roads. If you're doing the walk during the day, bring some water along.
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