Kicking the Bucket List Habit ~ Five Ways to Surrender to Italy


I keep seeing these bucket lists.
Italy bucket lists. Five things, ten things, twenty things you must do before
you die. And they’re all the same: the Amalfi Coast, a Tuscan villa with an
infinity pool, dinner at some Michelin-starred place in Rome where you need a
reservation six months out and a credit card that doesn’t flinch.

Nothing wrong with any of that, I suppose. But that’s
not the Italy that’s stayed with me for fifty-some years. The Italy that
changed me wasn’t the one I planned. It was the one I stumbled into when I got
lost, when I let go, when I trusted a stranger’s gesture instead of a
guidebook.

Italy reveals itself differently. Not when you grasp
at it, but when you open your hands.

Are you ready for Italy? Or are you only ready for the
Italy you’ve already decided on?

So here are five experiences for your surrender list.
Understand this: these aren’t things to collect. They’re ways to fail by
tourist standards—and succeed by Italy’s.

1.
WANDERING: Surrender Your Need for Destination

Get deliberately lost in a southern hill town. Inland
Calabria. Inner Sicily. The hinterlands of Basilicata. Places where tourists
don’t go because there’s “nothing to see.”

Turn off your GPS. Don’t make a restaurant
reservation. Walk.

Follow the smell of wild herbs floating down from the
hills. Trust a sound, a stranger’s direction, the way light falls on a
particular alley. The confusion is the experience, the lostness is the point.

You won’t find this at the Spanish Steps. You have to
go where the road ends and trust that something will lead you somewhere worth
being. 

2.
DISCOVERING: Surrender Your Fear of Missing Out

Find your morning coffee bar in Venice or Rome. Not
the best one. Not the one with reviews. YOUR bar. Go back every morning until
the barista knows your order.

Step 100 meters away from San Marco and you’ll find
the quiet, almost deserted village that makes Venice bearable. The locals
tolerate tourists in their typical Venetian manner—which is to say, they live
here, we don’t. We will leave, they will stay. It will always be their Venice,
not ours. As it should be.

I learned this returning to Italy in 2023 after a
four-year absence. I found a quirky little wine bar near my hotel, Ozio,
specializing in natural wine. I sipped a Sicilian white—Catarratto-Zibibbo, a
skin-contact orange—instead of the ubiquitous Spritz. Simple, dry,
legitimate—everything the Spritz isn’t.

Walk down the road, take a right, then a left. Find
something no one knows about except the locals. You won’t starve. And you might
run into something better than all those pages of recommendations. Use your
gut, listen to your heart.

The real Italy exists behind the heavily touristed
façade. But you have to be willing to miss the “must-see” to find it. 

3.
PILGRIMAGING: Surrender Your Hunger for Spectacle

Choose Ercolano over Pompeii. An Umbrian hermitage
over Assisi’s basilica. A Renaissance-era olive orchard on a Calabrian
escarpment where a Scandinavian importer once asked to be left alone for hours,
just to sit among trees that have never seen Florence or Venice or the Vatican.

I lived in a trailer outside Assisi in 1977 for three
weeks, five dollars a day. A short walk led to what was once a stall where they
cooked food—local, healthy, humble. No crowds, no queues, just the simple
Italian table. Until the New York Times “discovered” it decades
later.

Sacred geography reveals itself in solitude, not in
lines. You won’t get the photo (or the “selfie”) everyone else has.
You might not even understand what you experienced until years later. But
that’s pilgrimage—walking toward something you can’t quite name, letting it
change you without fanfare.

St. Peter’s used to be a place where you could park
your car, have a picnic lunch on the steps, take your time. Now it’s all
restricting and queuing up. “Move on, hurry up, no pictures, people are
waiting.”

Go where the waiting isn’t necessary. Go where silence
still exists. Walk up the hill to Parioli and find a Rome for Romans and other
wanderers. 

4.
WORKING: Surrender Your Role as Consumer

Get your hands dirty. Harvest olives. Pick grapes.
Help prep a village sagra. Work a fishing boat for a morning.

I arrived in a hilltop town called Bucita in Calabria
in 1977, following the smell of wild herbs and figs baked in their leaves
floating down from the hills. A storm threatened. The family needed hands in
the fields for harvest. Like goats we swarmed the vineyards, competing with the
bees for the nectar. The elements dominated everything—sun, rain, lightning,
thunder—earth, alive and moving.

Years later, I spent days picking olives in
Tuscany—900 pounds over several days, thinking about Italian work songs,
dodging wasps. Tedious, physical, real.

Or maybe you end up sitting in someone’s home at
night, drinking their wine. Below you in the basement, thousands of crushed
grapes fermenting. Above, a bare bulb lighting the room. The elders talking
into the early hours of the morning. That’s where I learned wine—not in books
or at fancy tastings, but in rooms like that, with people who made it.

You understand terroir through your body, not your
palate. You earn your place at the table differently when you’ve worked for it.
Your muscles ache. Your hands smell like earth or oil or fish. And the meal
that follows tastes like nothing you’ve ever paid for. 

5.
FOOD AND WINE: Surrender Your Expectations

Find a no-menu trattoria. Or better yet, end up at
someone’s table where you eat what you’re given.

I had one of these experiences in the hilltop town of
Cirò in Calabria. L’Aquila d’oro—four tables for maybe eighteen people, a
“truck stop” most would drive right by. The wife cooks. The husband
and son serve. What followed was three hours, eighteen courses of throw-away
food becoming revelation.

Baby goat intestines on oregano branches. Fava bean
skins—tough, stringy things normally discarded for the prize inside. Ricotta
that was milk in the creature yesterday morning. Not Saveur-magazine perfect.
Not pretty. But memorable in ways no Michelin meal has ever been.

“This is the poorest of cuisines,” my friend
Paolo reminded me. “Made from things nobody in the city hungers for. Wild
onions, herbs, parts of animals that get discarded, skins of plants no one
would think were edible.”

Throw away food. Or throw it down food, which is what
we did.

If I served this meal to some friends back home, they
might ask, “When are we going to start getting the Italian food?” But
others would get it. They would understand they were in the kitchen of a woman
from Calabria, tasting something out of this world that comforts and nourishes
and is so delicious.

The same goes for wine. Skip the trophy bottles. Order
the vino della casa. That house wine in many Italian trattorie is better than
most wines you can buy in American supermarkets. Simple, fresh, for the moment.
Go straight for it. You’ll seldom be disappointed. 

Before You Go

These experiences share one requirement: you have to
be ready to fail by bucket-list standards.

You might not get the photo. The directions you
followed might lead nowhere.The winemaker might be out in the fields. You might
sit on that bench for an hour and feel like you wasted time.

But if you’re ready for Italy—truly ready—that won’t
matter.

Italy isn’t a checklist. It’s not a conquest. It’s a
country made up of people with feelings and emotions, with a culture that
doesn’t perform for tourists. Step off the trail everyone else is on.

Get lost. Sit still. Work. Eat what appears. Trust
the locals over the algorithm.

Let Italy be Italy. And let it change you in ways you
didn’t plan.

Going to Italythat’s a good fortune most people never
have. Don’t waste it on checklists. This is one of the most intimate, beautiful
places humans have created. Slow down enough, and it will let you in. That gift
is worth more than any bucket list could promise. 


 

 Other reading: Italy is ready for you – Are you ready for Italy?

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