For Solo Travelers & Couples
Explore Singapore with a Local Buddy & Pro Photographer.
Skip the stiff, crowded tourist traps. Join Jeremy for an ultra-intimate, 2.5-hour private walking tour blending deep urban storytelling, authentic local food, and an optional professional photography add-on.
Not Your Average Walking Tour
Designed exclusively for young travellers who want to explore the inner workings of Singapore with maximum impact, intellectual depth, and zero exhaustion.
Ultra-Intimate (Max 1-2 Pax)
No megaphones, no trailing behind 30 people. This is a private walk. It feels like catching up with a knowledgeable friend.
Optional Pro Photography
Just want the tour? No problem. Want to document your trip perfectly? Add on our photography package for candid, high-quality portraits
The Hidden Blueprint
Skip the surface-level sightseeing. Gain exclusive, insider knowledge about the brilliant urban planning, hidden infrastructure, and local secrets that make this futuristic island tick.
Choose Your Vibe
Three distinct, carefully curated 2.5-hour routes. Which side of Singapore do you want to see? For a truly personalised experience, Private Tours Singapore offer you the chance to discover the city’s unique highlights. To make your experience unique, consider booking private tours throughout Singapore.
The Green Skyline
Sustainability • Urban Oasis • Panoramic
Unpack Singapore’s “City in Nature” vision. We’ll explore the invisible infrastructure of MBS, the climate control of the Cloud Forest exterior, and the solar Supertrees, ending with a panoramic finale at the Marina Barrage.
MBS ➔ Gardens by the Bay ➔ Barrage
Photos: Architectural, Futuristic, Skyline hero shots
Break: Satay by the Bay
The Cultural Blueprint
History • Contrasts • Cinematic
Trace the 19th-century coastline and early immigrant life. From the nail-less Thian Hock Keng temple to the contrasting “Old vs. New” framing on Ann Siang Hill, plunging straight into the raw energy of Chinatown.
Telok Ayer ➔ Ann Siang ➔ Chinatown
Photos: Moody temples, Old vs New architecture, Heritage murals.
Break: LESHAN CAFE (Inside temple)
The Vertical City
Public Housing • Local • Town Planning
Discover how an island houses millions. We’ll start 50 stories high at Pinnacle@Duxton to analyze city zoning, then hit ground level to explore the retro, quiet charm and murals of the Everton Park heartlands.
Pinnacle@Duxton ➔ Everton Park ➔ Tanjong Pagar
Photos: High-altitude cityscapes, retro street-style, geometric HDB lines.
Break: Everton Park Kueh Shop
Choose Your Experience
Private Walking Tour
*Strictly limited to 1 booking per day
Most Popular
Signature Photo Tour
*Strictly limited to 1 booking per day
Lifestyle Photoshoot
*Strictly limited to 1 booking per day
Frequently Asked Questions
Is this tour suitable for solo travelers or just couples?
RoamingSimply is explicitly designed for solo travelers and couples. Unlike crowded group tours, our private Singapore walking tours are strictly capped at 1-2 people. This guarantees a personalized pace, deep conversations with your local guide, and a zero-pressure environment.
Where will we take photos? Can I choose the locations?
Absolutely! If there are specific iconic spots you want to capture, just let us know. Otherwise, simply tell us the “vibe” you are looking for—whether that’s the futuristic skyline, moody heritage streets, or lush urban nature. Jeremy can easily suggest a route that matches your style and has great lighting.
What happens if it rains during our Singapore tour?
Sudden tropical downpours are part of the Singapore experience! We are always prepared and stay completely fluid on the day.
For Walking Tours, we simply pivot to covered heritage arcades or find a local kopitiam (coffee shop) to sit down over a warm drink and dive deep into cultural storytelling. Experiencing Singapore through exclusive private tours gives you more flexibility and insight.
For Photoshoots, we don’t let the rain stop us—we seamlessly pivot to stunning covered architectural locations or embrace the dramatic weather for incredibly cinematic, moody portraits. Meanwhile, those interested in private Singapore tours will find bespoke photoshoots an ideal way to capture priceless moments.
How do booking and payment work?
A 50% deposit is required to secure your chosen date and block our calendar. The remaining balance is simply due on the day of your experience.
How quickly will I receive my edited photos?
You will receive your curated gallery of high-res edited images within 3 to 5 days. We know you want to share your premium Singapore travel memories while you are still enjoying your vacation, so we always prioritize getting them to you as quickly as possible!
What should I wear or bring?
Dress comfortably for tropical weather. We highly recommend comfortable walking shoes, a small umbrella, sunscreen, and a bottle of water. If you booked a photoshoot, feel free to wear an outfit that makes you feel confident and stylish! You can always reach out to us beforehand to discuss the specific look or vibe you’d like to achieve.