WWII: Journey through the Battle for Singapore

4 days / 3 nights
Price Per Person
Extension: Optional add-on to your itinerary.

Singapore was once called the “Gibraltar of the East” by the British, then renamed “Syonan-to” by the Empire of Japan after its surrender on 15 February 1942. An important Southeast Asian stronghold of the British Colony during WWII, the seemingly impenetrable city’s fall was dubbed the “worst disaster” in British military history by Winston Churchill. Relics of the fall and consequent occupation still stand amongst today’s skyscraper landscape, an indelible imprint left by 3.5 years of Japanese Occupation. See where it happened, learn what the British did wrong, and what the aftermath and consequences were of the Battle of Singapore.


  • Stand in the Battlebox and re-imagine the British surrender
  • View photographs and personal items belonging to POWs at the somber Changi Museum
  • Pay respects at the Kranji War Cemetery and see the 24,000 names on the Memorial’s walls


Day 1 Singapore

Arrive at Changi Airport and meet your guide for your private transfer to your hotel. Relax and unwind from your flight for the rest of the day.

Day 2 Singapore

Stroll through Fort Canning Park, a respite of quiet greenery in the city, and come upon the Battlebox, where it all began. This bunker was the largest underground military operations complex in Singapore and the very place where British decided to surrender on that fateful day in 1942. Virtually forgotten for decades after the war and left derelict, today it is a museum that educates visitors on the true causes of the “worst disaster and largest capitulation in British history.” Throughout its history, the Former Ford Factory assembled motorcars for the Singapore public, fighter planes for the Royal Air Force, and finally military vehicles for the Japanese war efforts. Tour this historic site, now a museum housing photos, archival records and exhibitions presenting the events and memories surrounding the British surrender, the occupation, and the legacies of the war. See the Hong Lim Complex where a memorial stands to commemorate the taken lives of thousands of Chinese men who reported to the site during occupation. Head to Sentosa island to see Fort Siloso, a restored coastal gun battery which was part of the ‘Fortress Singapore.’ Squeeze into a preserved pillbox, inspect the remains of gum emplacements, and view displays of the British surrender at the Surrender Chamber.    

Day 3 Singapore

Today visit the moving Changi Museum which is devoted to Singapore’s history during WWII, particularly the interment of the POWs and civilians at the infamous Changi Prison during the occupation.  See a replica of the chapel built by Allied POWs, a display of daily life in Changi prison, and artwork created by prison inmates. In the surrounding area are other historical sites such as old Changi Jail and Selarang Barracks. Visit Reflections at Bukit Chandu, a colonial bungalow honoring the fallen soldiers of a heroic last stand against the Japanese army, reminding its visitors the price of peace and sacrifice of patriots. The Kranji War Memorial and Cemetery is a serene and poignant hideaway in northern Singapore, located at the site that was a POW camp and hospital. The memorial has 24,000 names of fallen service men and women inscribed on the 13 walls. Singapore also honored its fallen civilians by erecting the Civilian War Memorial, declared a national monument, where a memorial service is held annually on February 15th.

Day 4 Departure

Depart for your flight onward and take with you the story of Singapore’s fall and its many lessons.


Price is based on double or twin hotel room occupancy and includes accommodation, transfers, car/driver, English-speaking guide, activities and entrance fees, breakfasts and some casual lunches while touring. Flights and optional special activities will be quoted separately. Most personal expenses, including dinners, alcoholic beverages, spa treatments and gratuities can be paid on the spot while traveling. Prices may vary depending on season, choice of accommodation and other factors.

Why Remote Lands?

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With Remote Lands you'll travel with people who have made Asia the solitary focus of their own lifelong adventure. As our guest, you'll discover Asia on a journey that is completely, authentically your own, adapted from our own remarkable experiences and adventures over the years.

With Remote Lands you'll travel with people who have made Asia the solitary focus of their own lifelong adventure. As our guest, in the continent that our north American founders Catherine and Jay have adored and explored for decades, you'll discover Asia on a journey that is completely, authentically your own, adapted from our own remarkable experiences and adventures over the years.

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