
When Guides Are Not Enough (and Why I Had to Return to the Dolomites)
There is a particular kind of frustration you only recognize when you travel with the ambition of truly understanding a place: arriving at a long-dreamed destination, confident after years of experience, and realizing that your system no longer works.
After entire summers of trekking in Patagonia, I had developed a solid, reliable method. Map studied, refuge selected, parking spots or buses identified, return time agreed upon, packed lunch and snacks ready. Without ever planning it, I had become a trekker. When I finally had the chance to experience the Dolomites, I knew it wouldn’t be so easy to apply the same framework. And yet, the iconic jagged peaks made one thing immediately clear: every mountain range has its own language — and I didn’t speak this one yet.
So how did I try to plan the trip? First, I turned to friends who were already regulars in the region. They advised me on where, among the countless villages, it made sense to base myself, and which mountain huts were worth visiting.
Then I bought a digital guide — which soon became two — both promising to give me everything I needed. I found beautiful photographs, hotel suggestions (I chose mine from there, an excellent recommendation), lists of villages, and a suggested seven-day circuit through the area. Despite actively searching for information, I left without really knowing what I would be walking — but with confidence.
When I finally arrived in Castelrotto, I was surprised. I expected to choose a trail, walk all day, and return exhausted. Instead, I encountered an entirely different system:
- Villages at every altitude
- Accommodation within the plateaus
- Mountain huts accessible by car or cable car
- Trattoria-style food in the middle of the mountains — a very welcome discovery
What no one had explained to me was this: the Dolomites are not a mountain chain in the classical sense, nor do they resemble the rest of the Alps. They are a constellation of isolated massifs, made of dolomitic rock, surrounded by an intricate network of valleys — many of them crossed by roads and connected through mountain passes.
In practice, the plateaus are vast green high-altitude valleys, traced by mostly flat paths, dotted with beautiful hotels and meadows inhabited by cows, sheep, and horses. A concrete example: Compatsch (1,844 m), the gateway to Alpe di Siusi. You arrive by car or cable car. From there, you can start walking… or take a carriage ride, or cycle. A nearly democratic form of access to altitude, offering extraordinary views without extreme physical effort — sometimes even from your hotel pool.
The trip was unforgettable. And yet, something didn’t quite add up. Autumn fog concealed the sharp peaks, and I still didn’t fully understand the system. The green, reflective lakes were a pleasure, but something was missing.
Of course, I went back. This time during Christmas week, a classic Italian settimana bianca. I decided to focus on a smaller yet central area: Val Gardena. At a cable car station, I stopped in front of a topographic map mounted on the wall. I mentally traced each peak: Sassolungo, Sella, Langkofel. Then I stepped outside and searched for those same silhouettes from the viewpoint. Could I see them from here? Where did the trail go? In which direction was Bolzano? Perhaps a bit obsessive for my companion — but I made sure the information settled.
This process — observing, returning, building a system — is exactly what I do professionally. In Italy, Argentina, Patagonia, Mexico. I don’t assemble lists of must-see places and arrange them into days. I design a mental map to read a territory the way I read it myself. So that when you’re standing in Compatsch, looking at Sassolungo, you understand why that plateau exists, how it connects to the surrounding area, and what it reveals about Dolomitic geology.
There is something deeply counterintuitive about this. We live in a world where Google Maps tells us exactly how to get anywhere. Digital guides promise “everything you need.” YouTube offers step-by-step experiences so you can “live it” before you arrive. In that context, returning to a place simply to understand it better seems inefficient. But efficiency alone does not build understanding.
“Top ten” lists overwhelm us, hidden gems hide nothing anymore, and every corner of the planet has its guide. We are saturated with information, yet thirsty for comprehension.
Geographic logic, cultural rhythms, why one village sits higher than another — these details reveal themselves only with time, patience, and the humility to admit that the first time, you didn’t understand much at all. Knowing where to go is not the same as understanding what you are seeing.
The Dolomites reminded me of this once again: every place has its own geographic, cultural, and linguistic system. Understanding its differences — and the reasons behind them — is part of my obsession.
Not every trip requires this level of depth. But the ones that matter do. If you are planning your honeymoon, that once-in-a-lifetime fortieth birthday, or the single month of the year when you truly disconnect — this is that kind of journey.
—
Sole
PS: If you’d like to explore the area further, this carousel highlights the most iconic peaks, valleys, and villages of Val Gardena, one of the Ladin valleys of the Dolomites. And if you’re planning a trip, you can book a 30-minute conversation here. We’ll talk about your destination, your dates, and whether it makes sense to design it together.

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