Available languages
3 hours 30 minutes
Mobile ticket
On this walking tour, we cast our minds back more than 200 years to a time when Sir Thomas Stamford Bingley Raffles of the British East India Company arrived in Singapore, started a British trading post in 1819, became part of the Straits Settlements in 1826, and eventually a separate colony of the British crown in 1867.
We’ll visit well-preserved structures from the Georgian, Victorian and Edwardian eras, and stately neo-classical style buildings, which have all been restored to showcase the splendour of Colonial Singapore.
We pay tribute to our former colonial masters who left behind their legacy of careful town planning, sound legal system, good education system, solid infrastructure, impressive architecture, etc, which have certainly played a significant part in the development of modern Singapore.
At about midday, we’ll kick back and enjoy lunch by the Singapore River at Boat Quay, before we resume our tour of the Civic District and Old European Town.
Infants and small children can ride in a pram or stroller
Public transportation options are available nearby
Suitable for all physical fitness levels
For a full refund, cancel at least 24 hours before the scheduled departure time.
St Andrew's Cathedral
Our story begins with how the British started their trading post in Singapore in 1819, where the early European settlers built their homes, and how the first Anglican church came to be constructed in 1836.
National Gallery Singapore
We explore the 2 colonial buildings which now make up the National Gallery Singapore, namely the Former Municipal Building (later renamed City Hall Building) and the Former Supreme Court Building. Step into the chamber where Lord Louis Mountbatten accepted the surrender of the Japanese on 12 September 1945, the holding cells of the former Supreme Court, etc.
Licensed tourist guide and disposable poncho in the event of rain.
3-course lunch by the river, with vegetarian and non-vegetarian options.
Gratuities.
59 reviews
Total reviews and rating from Viator & Tripadvisor
Sibsyhunter,,Dec 12, 2025
- Review from Tripadvisor
Ping was an amazingly knowledgeable guide. We wanted to learn some history but also understand how Singapore runs now. Ping had the answers to all of our questions. The organisation of the tour was so slick and the timing perfect. I cannot recommend this tour enough. Ping’s company is called On a Roll Tours and she has other tours that she does. I would definitely do some more with her. If you come to Singapore then this is a must do tour. It’s very gentle walking and you get to sit down plenty for anyone worrying about that.
johncC7239QC,,Dec 9, 2025
- Review from Tripadvisor
Ping our guide was very knowledgeable, very informative and the tour was excellent and good value as it included lunch.
icrosmada,,Dec 9, 2025
- Review from Tripadvisor
Our tour of Singapore was absolutely amazing! Our tour guide, Ping, was a friendly, knowledgeable, and all around great person to educate us on the history, culture, and everything in between. We highly recommend taking this tour whether it’s tor first time in Singapore or if you’ve visited multiple times. You will learn a lot and be thoroughly entertained!

Bernard D,,Dec 6, 2025
- Review from Viator
Our tour guide, Ping, was excellent. She was very professional, spoke excellent English, was very knowledgeable of Singapore history and locations, and looked after the group's safety.
Brian M,,Dec 5, 2025
- Review from Viator
Thoroughly recommend this walking tour to anyone interested in learning more about Singapore. Our guide Ping was exceptional, a very skilled communicator who delivered a well paced, informative and interesting tour to a group from different countries with varied interests. A must do tour while visiting Singapore.
DianaP589,,Nov 25, 2025
- Review from Tripadvisor
Highly recommended tour for everyone. It provides a very interesting introduction to Singapore’s history, government, economy and culture whilst visiting important landmarks and buildings. Our guide, Ping, was one of the most personable, organized, knowledgeable persons we have met whose service and narratives reflect her passion for history and her work.
658raechellb,,Nov 21, 2025
- Review from Tripadvisor
This walking tour was absolutely amazing.. it was led by Ping and truly gave the best experience of history through the colonial side of Singapore . Lunch was excellent value included as well .
W8426GGjeffreyk,,Nov 15, 2025
- Review from Tripadvisor
Great tour for anybody interested in history of Singapore and the British Empire. Our guide, Ms. Ping, was knowledgeable, responded eagerly to questions, and was helpful with directions after the tour was over. She also took pictures of the group at several locations which she shared via email. A good lunch (basically Indian) was provided. Be aware that it requires a fair amount of walking, though our group was mostly seniors and we kept up well enough.
SBR7319,,Nov 11, 2025
- Review from Tripadvisor
Ping, our guide was very knowledgeable and enthusiastic about the history of Singapore. We walked to many beautiful buildings from Singapore's past and present which we never would have found ourselves. Ping gave us opportunities to get out of the sweltering heat and when outside she made sure to find shady spots. Lunch along the water was a nice break.
michaellI8660IA,,Nov 4, 2025
- Review from Tripadvisor
My Wife and I wanted to know a little about Singapore so we booked a tour with on a roll tours through Get Your Guide. we met our guide, Ping who is the owner and founder of the business at 10:00 am. We were taken not only to so many interesting sites but her knowledge and historical facts was outstanding. We took a break for lunch we she organised at Boat Quay and then continued on until about 3:00 pm. The tour was outstanding.
Operated by On-A-Roll-Tours