The First Time We Missed Pienza
- Deep Shah
- Feb 11
- 2 min read
Pienza came up in our conversations the way certain places always do.
Saloni had been there once before, back in 2016, when she was an exchange student finding her feet in a foreign country near Siena. Ever since, it had stayed with her. Rolling hills. That Tuscan light. A sunset people talk about like it’s a shared secret.
So, we went.
We were staying outside Florence and driving, which felt like the sensible choice. Italian city traffic is not something you casually negotiate. The plan was simple. Drive down, watch the sunset, drive back.
We drove three hours to catch it.

The roads were mostly empty. Long stretches of countryside where the light kept changing and neither of us felt the need to fill the silence. The kind of drive where you’re present without trying to be.
Except at roundabouts.
Saloni played co-pilot, calling exits with confidence. I did what most drivers do. Ignored her completely. Took the wrong one anyway.
By the time we reached Pienza, the sun had already signed out for the day.
All that was left was a faint red glow behind the hills.
No disappointment. No frustration. Just the quiet acceptance that sometimes timing doesn’t care how far you’ve come.
We walked through the town anyway.
That first evening, Pienza felt almost empty.
A few lights on. A couple of open places.
We shared a quiet pizza and wandered streets that felt like they were holding their breath.
Peaceful.
A little unfinished.
We told ourselves we’d come back the next time we visited Italy.
It felt like a reasonable promise. The kind you make knowing life will probably get in the way.
We came back in two days.
Completely unplanned.
No big discussion. No dramatic decision. Just a thought that kept returning.
What if we went back?

This time, Pienza was ready.
Christmas had arrived in the meantime.
The same streets felt warmer now. Louder. Alive.
Lights in windows. People lingering. Conversations spilling out into the cold.
Soft orange and pink stretched across the sky, layered gently over the hills. Not loud. Not overwhelming. Just steady and sure.
We didn’t rush for photos.
We didn’t talk much.
We just stood there.
Together.
Watching something end slowly.
Travel has a way of doing that. It reminds you that not everything needs to be timed perfectly or captured immediately. Some moments ask for patience. Some ask you to return. Some just ask you to be present when they finally arrive.
That sunset in Pienza wasn’t better because we missed it the first time.
It was better because we had learned how to wait.
And in that moment, we didn’t need anything else.



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