The ‘One Landmark at a Time’ Walking Challenge
Explore a city like never before—one iconic stop at a time.

Travelers often rush from one attraction to another, trying to check off as many landmarks as possible in a single day. But what if you slowed down and made each landmark the focus of a journey instead? The ‘One Landmark at a Time’ Walking Challenge turns sightseeing into an immersive experience, where the walk between destinations becomes just as memorable as the landmark itself. Instead of hopping in a taxi or squeezing onto a crowded bus, you explore a city on foot, discovering hidden gems, local culture, and unexpected moments along the way.
Why Walking Changes the Experience
Walking forces you to notice details you’d otherwise miss. A historic statue in a quiet square, a street performer playing an old melody, the scent of fresh bread coming from a corner bakery—these moments aren’t in travel guides, but they shape the way you experience a city. Unlike rushing between sites, walking lets you absorb the atmosphere, giving you time to appreciate the city as a living, breathing museum.
How the Challenge Works
The idea is simple: instead of planning a packed itinerary, choose just one landmark as your main goal for the day. Then, make your way there entirely on foot, exploring everything in between. If you see something interesting—a market, a side street, a café—stop and enjoy it. The goal isn’t just to reach the landmark, but to make the journey as rewarding as the destination.
Discovering Local Life Along the Way
Many of a city’s best experiences happen between tourist spots. A local deli might have the best sandwich you’ve ever had. A bookshop could be filled with rare finds. A side street could lead to a hidden park with an incredible view. Walking to a landmark instead of taking transport makes it easy to stumble upon these unexpected treasures. You’ll interact with locals, observe daily life, and find places most tourists never do.
Understanding a City’s Layout
When you rely on taxis or public transport, cities feel disconnected. Walking between landmarks helps you understand how neighborhoods connect, making the city feel smaller and more navigable. You’ll see how a city evolves from old quarters to modern business districts, from lively markets to quiet residential streets. Over time, you develop a real sense of direction and familiarity with the city.
Perfect for Slow Travelers and Solo Explorers
The ‘One Landmark at a Time’ challenge is ideal for slow travelers who prefer quality over quantity. Instead of rushing through a checklist, you fully engage with one iconic site and the path leading to it. Solo travelers, in particular, benefit from this approach—it encourages deeper exploration, spontaneous interactions, and a sense of freedom that structured tours often lack.
Adapting the Challenge to Different Cities
This challenge works in any city, from historic capitals to modern metropolises. In Rome, you might walk from your hotel to the Colosseum, passing ancient ruins, street art, and cafés along the way. In New York, a walk to the Empire State Building could lead you through vibrant neighborhoods filled with local shops and hidden parks. In Kyoto, a stroll to Fushimi Inari Shrine could take you past traditional tea houses and quiet temple gardens.
How to Make the Most of It
To maximize your experience, start your walk early, when streets are quieter and the city is just waking up. Choose paths that take you through diverse areas rather than the busiest tourist streets. Be open to detours and discoveries—if something looks interesting, follow it. Bring a notebook or camera to capture what you find along the way. And most importantly, take your time. The challenge isn’t about speed—it’s about seeing a city through the lens of curiosity and exploration.
A New Way to See the World
The ‘One Landmark at a Time’ Walking Challenge turns every journey into an adventure. Instead of treating travel like a checklist, it encourages you to slow down, observe, and appreciate the details that make each city unique. It’s not just about reaching a landmark—it’s about the stories, moments, and places you encounter along the way.
So, where will your next walk take you?