Category History & Wartime Trails

Singapore · HISTORY & WARTIME TRAILS

The 15 Best History & Wartime Trails in Singapore

35 reviewed

The island wears its history quietly, and the right guide brings it back. These are the best history and wartime tours, from colonial-era walks to the Fall of Singapore trail, with what ground each covers, how long it takes, and which suit a serious history buff versus a first-timer.

Historical Singapore Bike Tour on Full-Sized Bicycles

Historical Singapore Bike Tour on Full-Sized Bicycles - Full-Sized Bikes, Helmets, and the Reality of Singapore Crosswalks

Nightout at Colonial Charms of the City

Nightout at Colonial Charms of the City - The Night Drive: St Andrew’s Cathedral, Chijmes, and Capitol in Lights

2.Nightout at Colonial Charms of the City

★★★★★★★★★★3.5 · 733 reviews · from $135

A 4-hour night tour of Singapore’s colonial sights, ending with an included Singapore Sling at Raffles Hotel’s Long Bar.

“The pick up was punctual and basically the tour drove around the city for us to enjoy the evening sights. We stopped for an hour at a bazaar which was entirely too long. The dinner was the worst I have ever encountered on a Viator tour. All the food was prepared and put on serving platters at least an hour before we arrived. The restaurant was filthy and we were the only patrons. Some of the choices were less than desirable as well. We have used Viator for many of our trips and were totally baffled with the choice of restaurants especially that we, later in the trip had the…”

Check availability →Read our full review

Singapore: Historical Half-Day Bike Tour

Singapore: Historical Half-Day Bike Tour - Getting started at 462 Crawford Lane and choosing your bike

3.Historical Half-Day Bike Tour

★★★★★★★★★★4.8 · 399 reviews · 4 hours · from $63

A 16 km Singapore bike ride with a licensed guide, river and WWII stories, Chinatown snack and drink, plus Marina Bay and F1 sights.

“Jackie was a very knowledgeable guide. He was patient and understanding with the group which had varying experience of cycling. Great sense of humour too. Took safety seriously and was clear with his advice and instructions. Most importantly the tour was fabulous and we got to see and learn so much.”

Check availability →Read our full review

Singapore Private Food, Culture and Heritage Tour with 9 tastings

Singapore Private Food, Culture and Heritage Tour with 9 tastings - Starting at Chinatown: Kreta Ayer Square and the City’s Diversity Theme

4.Singapore Private Food, Culture and Heritage Tour with 9 tastings

★★★★★★★★★★5.0 · 394 reviews · from $185

Private Singapore walking food tour with 9 tastings across Chinatown, Little India, and Kampong Glam, plus a river cruise ticket.

“Excellent tour with Marcus! He was very knowledgeable and we had many interesting conversations about Singapore with him. The food was delicious, just the right amount. Perfect combination of food and history of Singapore. Would definitely recommend.”

Check availability →Read our full review

Singapore Group History & Culture Walking Tour

Singapore Group History & Culture Walking Tour - Walking Reality Check: 9 km Is the Real Schedule

5.Singapore Group History & Culture Walking Tour

★★★★★★★★★★5.0 · 160 reviews · from $126

Evening small-group walk in downtown Singapore with bumboat cruise, chicken rice hawker dinner, and a tea tasting with take-home souvenir.

“Pam did a fabulous job explaining the history of Singapore and show us the sights and sounds of the area. The food was great, the boat ride fun and the tea ceremony were very interesting. Wear comfortable shoes as there is a lot of walking.”

Check availability →Read our full review

Singapore: Chinatown Historic Walking Tour with Lunch

Singapore: Chinatown Historic Walking Tour with Lunch - Yueh Hai Ching and Fuk Tak Chi: the start of Chinatown’s spiritual map

6.Chinatown Historic Walking Tour with Lunch

★★★★★★★★★★5.0 · 134 reviews · 3h 30m · from $54

A 3.5-hour Chinatown walk with temples, tea, and soy sauce chicken lunch, led by Ping. Rain-ready poncho included.

“Our guide Ping was kind and knowledgeable guiding us through Chinatown. We loved the history and the comparison to the modern day. Lunch was in an old town eatery keeping with the family tradition. Highly recommend taking the tour”

Check availability →Read our full review

Disappearing Trades

Disappearing Trades - Stop 1 in Chinatown: sachima and fermented biscuits

7.Disappearing Trades

★★★★★★★★★★4.5 · 126 reviews · from $112

Private Singapore morning tour of fading crafts: Chinatown snacks, Bedok kopi roasting, Ang Mo Kio paper offerings, and classic bread.

“We loved this tour!! Stefan was incredibly knowledgeable and could answer any question thrown at him. The transportation was a small air conditioned bus which was very comfortable. Every location was so interesting especially tRead more”

Check availability →Read our full review

Of Graves, Guns & Battles™: A Tour of Fort Canning Hill

Of Graves, Guns & Battles™: A Tour of Fort Canning Hill - Meeting at Fort Canning Centre and the 2.5-hour flow

8.Of Graves, Guns & Battles™: A Tour of Fort Canning Hill

★★★★★★★★★★5.0 · 106 reviews · from $79

Fort Canning Hill graves and battles tour in Singapore. Small-group 2.5 hours with an English guide. Mobile ticket.

“This was a fantastic tour. Our guide Sui Sui was great and we certainly leant a lot about Singapore's history, not just Fort Canning. This tour doesn't get into the Battlebox but we booked this direct (it's free) for a 12-1pm slot so we could go straight in after the tour finished.”

Check availability →Read our full review

Splendour of Colonial Singapore Walking Tour with Lunch

Splendour of Colonial Singapore Walking Tour with Lunch - City Hall to St. Andrew’s Cathedral: the civic story starts

Singapore: Battlefield Tour

Singapore: Battlefield Tour - Changi Beach: time for reflection, not just photos

10.Battlefield Tour

★★★★★★★★★★4.5 · 76 reviews · from $71

Singapore WWII battlefield half-day tour with hotel pickup, air-conditioned van, Kranji War Memorial, Changi Prison sites, and Changi Beach.

“Our present is based upon what so many endured and did in the past. These, so young, so few, uphold a benchmark for us to aspire. Walking through the Kranji War Memorial is a moving experience upon which we should all reflect. A great tour guide provides a broad historical commentary honing it back into the local context. He will even assist you locate your family ancestor if they are known to rest here. Young people from many countries @ faiths from across the world rest here. The tour continues across the northern part of Singapore Island visiting WW2 historical locations providing photo opportunities. Mini-bus pick-up and return to hotel…”

Check availability →Read our full review

Private History & Culture tour (Walking tour)

Private History & Culture tour (Walking tour) - Hello Singapore and the St Andrew’s Cathedral stop that sets the tone

Chinatown Heritage Centre (Admission Ticket)

Chinatown Heritage Centre (Admission Ticket) - What you’ll see inside: shop-house spaces and early Chinatown life

12.Chinatown Heritage Centre (Admission Ticket)

★★★★★★★★★★5.0 · 65 reviews · from $20Best value

Explore Singapore’s Chinatown through shop-house galleries, QR-code stories, and self-paced exhibits. Timed entry, one visit slot, great value.

“I took a weekend off to visit the Chinatown Heritage Centre. I was able to see the older looks of the shop houses and the exhibition in CHC. I truly enjoy my time here.”

Check availability →Read our full review

Splendour of Colonial Singapore Walking Tour with Lunch

Splendour of Colonial Singapore Walking Tour with Lunch - City Hall to St. Andrew’s Cathedral: the civic story starts

Singapore 2.5-Hour Walking Tour: Graves, Guns & Battles

Singapore 2.5-Hour Walking Tour: Graves, Guns & Battles - Where you meet and how to start strong at Fort Canning Centre

Singapore’s Historic Chinatown Walking Tour with Lunch

Singapore's Historic Chinatown Walking Tour with Lunch - Thian Hock Keng Temple: architecture you can’t unsee