The sun sets behind Puglia’s endless olive groves, their silvery leaves glowing against the red earth and a sky so blue it hardly seems real.
You raise a glass of local wine with the people you love, the table set under the open air. Tomorrow you’ll wander through whitewashed hill towns. But tonight, it’s all about stories, music, and connection.
That’s what a private tour of Italy is all about. Not rushing from one sight to another, but slowing down, discovering and savoring. Celebrating life, milestones, and the people who matter most.
Imagine a birthday cake brought out to a long, beautifully set table in the heart of a Tuscan vineyard, after hours of food and conversation. Or learning to make pizza with Sarah and Sal in Umbria, while fireflies flicker softly in the fields outside.
Or raising a glass in Piedmont, surrounded by rolling hills and the women whose families have been making wine there for generations. These are the kinds of memories you’ll carry long after the journey is over.
Here’s why a private tour of Italy might be exactly what you’ve been dreaming about.
1. Travel with your favorite people
Untold Italy small-group tours are wonderful, and you’ll meet interesting and like-minded travelers. But a private trip is yours alone. Just you, your family, your dearest friends.
Our client Nick took a private tour of Emilia-Romagna with his wife and three children. Together they rolled silky pasta and learned to fold tortellini.
The kids met cows that help make Parmigiano Reggiano and discovered what Traditional Balsamic Vinegar of Modena tastes like.
Nick and his wife loved watching their children’s joy, knowing these were the moments they’d always remember.
2. Enjoy Italy without the crowds
On an Untold Italy private tour, you get the same thoughtful itineraries and private transfers as our small-group journeys. The only difference? Every laugh, story, and toast belongs to your circle alone.
Anne Marie brought four couples from her family to Puglia. Their days unfolded in the slow rhythm of southern Italy – wandering among the fairytale trulli houses of Alberobello, exploring the cave dwellings of Matera, and driving past endless olive groves that stretched to the horizon.
Evenings meant gathering around long tables in rustic masserie, platters of handmade orecchiette and seafood fresh from the Adriatic set before them.
The magic wasn’t just in the towns and landscapes, but in the way family stories were shared, old bonds renewed, and new memories created together.
3. Let us handle the details
Planning an Italian trip can feel overwhelming. A private tour takes that weight off your shoulders. Transfers, accommodations, meals, and activities – it’s all taken care of. You simply arrive and enjoy.
When our founder Katy gathered her extended family and closest friends in Italy for a milestone birthday, she felt this freedom deeply.
The joy was in the small, perfect moments: tasting creamy buffalo mozzarella straight from the source at a family-run farm, cruising along the Cilento Coast with the sea sparkling around them, and sharing platters of Campania’s legendary dishes at tables that stretched into the evening.
With the logistics handled, she was able to be fully present – soaking up the laughter, the food, and the company she cherished most.
4. Meet locals who feel like friends
Italy comes alive in its kitchens, vineyards, and workshops. Private experiences make these moments feel like they’re just for you.
In Umbria, Sarah and Sal welcome you to their countryside home for a pizza-making night filled with music and fireflies. In Piedmont, Raffaella shows you how to fold delicate agnolotti while her mischievous pet pig scampers underfoot.
And in Barolo, you’ll sit down with winemakers whose families have tended the vines for generations, tasting their wines as they share stories of tradition, passion, and the land that sustains them.
5. Celebrate life’s big (and small) moments
Italy is made for celebration. Here, every meal is a toast.
Maybe it’s a candlelit dinner by the Adriatic Sea. A birthday cake in Tuscany surrounded by vineyards. Or laughter with friends as you cruise past Cinque Terre’s colorful villages.
Even an “ordinary” day in Italy feels extraordinary when shared with the people you love.
6. Stay somewhere unforgettable
Your accommodations are part of the story.
Imagine sleeping in a whitewashed masseria surrounded by ancient olive trees. Waking up in the shadow of Assisi’s Basilica of St. Francis. Or staying in a Lake Garda palazzo where every corner whispers romance.
These places aren’t just where you sleep. They’re part of the memories you’ll take home.
Why book a private tour of Italy?
Because life deserves to be celebrated beautifully.
With a private tour, Italy becomes the backdrop for your family’s story. We handle the planning so you can focus on connection, discovery, and joy.
Whether you’re raising a glass to a milestone birthday or simply savoring time together, let Italy be where it all unfolds.
All you need to do is arrive. We’ll take care of the rest.
