Today is a special day for us.

Ciao Andiamo turns 15 years old — and we’re feeling incredibly grateful and just a little nostalgic.

When we started this journey, we had a simple idea: our guests should experience Italy the way locals do — through real connections, authentic places, food, wine, language, culture, and everyday moments.

Fifteen years later, that idea has grown into something far bigger than we ever imagined. We’ve welcomed travelers from around the world, built lasting relationships with local partners across Italy, and helped create thousands of unforgettable experiences along the way.

In honor of this milestone, we thought we’d share 15 things we’ve learned in 15 years of sharing Italy with our guests.

1. Italy Is Not Just a Destination — It’s a Feeling

Italy has a way of staying with you long after your trip ends.

It might be the sound of church bells echoing through a hilltop village, the smell of fresh espresso in the morning, or the warmth of a long dinner with new friends.

Once you’ve experienced it, Italy has a habit of calling you back.

“When we started Ciao Andiamo, what we really wanted to share wasn’t just Italy’s famous places — it was the feeling of being welcomed into everyday Italian life. Seeing our travelers experience that for the first time is still one of the most rewarding parts of what we do.”
— Cristiana Chiacchierini, Ciao Andiamo Co-Owner

2. The Best Experiences Aren’t Always Planned

Some of the most memorable moments happen unexpectedly.

A small-town festival you stumble upon.
A conversation with a shopkeeper.
An impromptu stop at a countryside vineyard.

Italy rewards curiosity — and sometimes the best moments are the ones you didn’t plan.

3. Food Is the Heart of Everything

In Italy, meals are never just about food. They’re about connection, laughter, and taking the time to savor life. Some of the most meaningful travel moments happen around a table.

Over the years we’ve watched travelers bond over plates of handmade pasta, local wine, and recipes passed down for generations.

4. Local Stories Make Places Come Alive

You can admire a beautiful town — but hearing its stories from someone who grew up there changes everything.

Our local guides, artisans, winemakers, and hosts are the people who bring Italy to life.

Their passion and pride are what transform the experiences we curate.

5. Small Villages Often Leave the Biggest Impression

Italy’s famous cities are incomparable, but many travelers’ favorite memories come from the quieter places.

A hidden hilltop village.
A family-run trattoria.
A vineyard surrounded by rolling countryside.

Sometimes the smallest places leave the biggest mark on your heart.

“One of the greatest joys of these past fifteen years has been introducing travelers to places they might never have discovered on their own — the small villages, the family-run wineries, the hidden corners of Italy that feel timeless. Those are often the places people remember most.”
— Max Brunelli, Ciao Andiamo Co-Owner

6. Travel Slows You Down in the Best Way

Italy invites you to take your time – to linger over lunch, wander without a destination, sit in a piazza and simply watch the world go by.

It’s a reminder that slowing down can be one of the greatest luxuries of travel.

7. Wine Tastes Better Where It’s Made

There’s something special about sipping a glass of wine while looking out over the vineyard where it was produced.

Maybe it’s the view.
Maybe it’s the story behind the bottle.
Or maybe it’s simply the joy of being exactly where you’re meant to be.

8. Travelers Become Famiglia

One of the greatest gifts of the past fifteen years has been the relationships we’ve built.

Many of our guests return again and again — exploring a new region each time or revisiting a place they fell in love with.

Over time, those connections turn into friendships and famiglia.

9. Every Traveler Experiences Italy Differently

Some travelers fall in love with the art and history.
Others with the food and wine.
Some seek quiet countryside escapes, while others thrive in the energy of vibrant cities.

The beauty of Italy is that there’s always another way to experience it.

10. Passion Is Everywhere

Across Italy, locals take enormous pride in what they do.

Cheesemakers perfecting their craft.
Winemakers continuing family traditions.
Artisans preserving techniques that have been passed down for generations.

That passion is contagious.

“When we look back at the past fifteen years, what stands out most are the people — our guests, our partners across Italy, and the incredible team that makes every journey possible. Ciao Andiamo exists because of this community.”
— Jon Pollock, Ciao Andiamo Founder and Co-Owner

11. Generosity Is a Way of Life

We’ve witnessed extraordinary warmth and generosity everywhere in Italy.

Hosts who welcome guests like old friends.
Families who open their homes and tables.
Partners who go out of their way to create unforgettable experiences.

It’s a spirit of hospitality that inspires us every day.

12. It’s the Little Details That Stay with You

Some of the most lasting memories aren’t the big highlights — they’re the small, unexpected details.

The perfectly made cappuccino at a neighborhood bar.
The scent of lemons along the Amalfi Coast.
Fresh laundry hanging between stone buildings.
A quiet moment in a sunlit piazza.

These are the things travelers remember years later — the subtle, beautiful details that make Italy feel so alive.

13. There’s Always Something New to Discover in Italy

Even after fifteen years, Italy continues to surprise us.

There are always new villages to explore, new traditions to experience, and new stories to share.

That sense of discovery is part of what keeps us inspired.

14. Community Is Everything

Ciao Andiamo would not exist without the people who make it possible.

Our travelers.
Our guides.
Our drivers.
Our partners throughout Italy.
And our dedicated team behind the scenes.

Every journey is a collaboration — and we are endlessly grateful to everyone who is part of this community.

15. The Best Is Still to Come

Fifteen years feels like a big milestone, but it also feels like just the beginning.

There are countless Italian adventures waiting to unfold, new corners to explore, new connections to make, and new memories, experiences, and emotions to create.

So today we’re celebrating:

15 years showcasing the real Italy through local eyes
15 years creating unforgettable Italian adventures
15 years welcoming travelers who became famiglia

To our guests, our team, and our collaborators across Italy: grazie mille for being part of this journey.

And if Italy is calling you again — or for the very first time — we would be honored to help you plan your next adventure.

Cin cin to the next chapter.

-Jon, Max, and Cris

Ciao Andiamo Co-Owners

Tanti auguri to us! 🇮🇹🧡🥂

It is with great pride and emotion that, today, we officially mark Ciao Andiamo’s 10-year anniversary. Ten years curating insider Italian experiences for our travelers, from lifelong memories and shared moments to honeymoons, weddings, anniversaries and celebrations. Ten years working alongside our wonderful collection of local experts and collaborators who so passionately share their slice of Italy with our guests and make them feel like family. Ten years organizing tours and special events for best-in-class travel advisors and partners. And ten years being part of an incredible team — spanning Italy and the U.S. — without whom, none of this would be possible.

As we celebrate this milestone, our three co-owners reflect on all we’ve achieved, the road ahead, and why we love what we do.

Grazie to all of you who have been part of this journey.

– Jon, Max & Cristiana

Max, Cristiana, and Jon – Ciao Andiamo Co-owners – in Sardinia, Italy

I am lucky enough to do a job that I love and that allows me to travel, not just throughout Italy and the world, but also with my mind. Since my husband Max and I first met and partnered with Jon to help build Ciao Andiamo, my enthusiasm and passion has only grown.

We have given our all to Ciao Andiamo throughout the years, working to make the dream of visiting Italy come true in ways more special than ever imagined for our guests. We are never done searching for unique, authentic experiences that are never cookie cutter, always personalized and truly about our travelers. For us, this matters more than anything: to help people discover the real Italy–an Italy of small producers, winemakers, and hidden villages– and return home with a small treasure in their hearts. And those who travel with us start out as customers and leave as family.

This past year has been very difficult for all of us and for Ciao Andiamo. Suddenly, like so many other businesses, we had to stop everything due to the pandemic. I was afraid for our future. But we immediately responded — I began making videos from my kitchen to share with our friends and clients and stay connected. We learned to do things differently, launching our virtual classroom and teaching about Italian wine and cooking in a hands-on, intimate way even while thousands of miles away. This was a great resilience test on the part of the whole team, all of whom showed an incredible desire to move forward, and I am so proud. We could have disappeared like so many travel agencies and tour operators, but we are here, standing strong and eager to welcome our travelers to Italy once again, with open arms and a smile. This is Ciao Andiamo for me. A big, united family that looks to the future with positivity.

Here’s to our many years together and many more to come!

– Cristiana Chiacchierini, Chief Italy Officer

We don’t sell tours. We share emotions. This idea has always been a lighthouse for me personally in my years of experience as a tour operator. Working with Jon, Cristiana, our team, and our great collaborators over the last 10 years has been the most fascinating journey of my entire life. For sure the past 14 months of the pandemic has represented a tough time, but I like to think that a stone will never stop my journey, and we are more ready than ever to restart our adventures around Italy. Andiamo (let’s go)!

– Max Brunelli, Chief Italy Officer

Ciao Andiamo began in March 2011 as a passion project. It was sparked by a deep-seated love for all things Italian, and a desire to help others experience the real Italy, not simply as tourists, but as locals.

When I reflect on our roots, and the early days of Ciao Andiamo, I am overwhelmed by how far we have ventured along this journey. In Ciao Andiamo’s very first year, we organized a total of 8 trips to Italy, while hosting a few food & wine events and teaching some conversational Italian language classes in New York City. Today, we have curated over 1,000 Italy trips and events for our wonderful guests, and are as eager as ever to build on this number once global travel to Italy resumes.

But it’s not the scale of our small business that makes me most proud. It’s the way in which we have grown, always staying true to our roots and core mission of helping travelers experience Italy through the eyes of locals, helping them fall in love with this special country and culture. It hasn’t always been easy–and this last year has certainly been challenging unlike any other–but with our guiding north star, and an incredibly passionate and committed team who, even in the toughest of times, has shown remarkable integrity and the deepest of care for our clients, collaborators, and one another, I have no doubt that the best is still yet to come.

Thank you to all who have helped build, sustain and transform this passion project into the leading Italy travel company that it is today. Thank you to those who believed in and supported Ciao Andiamo along the way. You are a special part of our Ciao famiglia, and I am beyond grateful.

– Jon Pollock, Founder & CEO

Ciao travelers through the years

It goes without saying that 2020 has been a year unlike any other. We have all experienced some version of challenge and change, both personal and professional, big and small. Many of us have endured significant hardship and loss. The difficult moments may not yet be behind us, but there is reason for optimism, and I know I am not alone in my eagerness to turn the page and look ahead.

I remember the moment when news first broke that a COVID-19 case had been detected in Italy. It was February 21st, a Friday evening. I had just returned from the office, ready to settle into the weekend and certainly not ready for the alert that abruptly popped up on my phone. Whatever trepidation I felt at that moment – and I did not take that initial announcement lightly – I could not fathom the magnitude of what lay ahead for our business and for the world, how our travel industry would be turned completely upside down, just as we were preparing for the season to kick into gear.

At that time in late February, it was not yet an American problem. Sure, there was cause for concern in the States, but it still felt like something foreign to most, and the messages of worry that I began to receive were all about whether all the people on the Ciao Andiamo team and across our network in Italy were OK, and what this was going to mean for upcoming travel and for our business. 

Of course, we all know too well how the story evolved in the weeks ahead, and how COVID-19 has come to impact individuals, households, and businesses across the world, too often with devastating consequences.

For all of you who have faced these difficulties, who have struggled and suffered, we at Ciao Andiamo send you our love and heartfelt wishes for a better tomorrow. 

And with an earnest respect and understanding of what many of you may be going through personally, my feeling today is not one of pessimism but of hope. I am hopeful as we look ahead, as we set our sights forward and begin to glimpse the light that is finally peeking its way through at the end of what once seemed an interminable tunnel. 

I am ready to leave in my rear view mirror the uncertainty and worry that enveloped our small business, as our team worked tirelessly to sustain a boutique travel company through a global pandemic. But I also appreciate that, amidst the adversity, there was perspective gained, invaluable lessons learned, and a tremendous solidarity and higher sense of purpose across our team.

I am in awe of the courage, passion, flexibility, and trust of the individuals who are part of this incredible Ciao Andiamo team. It is because of each of them, along with our partners, clients and supporters – our “Ciao famiglia” – that I write this letter not as a business that has been forced to close its doors, but as one that has withstood its greatest of tests, and has positioned itself to come out stronger and more adept than before, ready for the moment that international travel to Italy resumes.

It hasn’t been easy, but we have survived, and we will soon again thrive. And we’ll do so, as always, with a meticulous focus on our guests, and a promise of carefully curated, immersive experiences that transform and elevate travel, with the highest level of personal attention and care. More than ever we will have an eye towards collective safety, individual comfort, and the greatest degree of flexibility we can offer our travelers.

So as we close the year, and look ahead to the next – during which we will celebrate ten years in business – what I feel in this moment is profound gratitude. Gratitude for my amazing business partners and co-owners Max and Cristiana, for our remarkable team members in New York and Italy, who have stood by us and trusted us through every twist and turn, and to you who have supported us in myriad ways during this difficult moment in our company’s journey, from personal notes and heartfelt wishes, to participation as we launched our virtual classroom, to expectantly planning distant Italian adventures, all along the way believing in us.

On behalf of everyone at Ciao Andiamo, I wish you a happy holiday season. May the new year bring peace, health, prosperity, and hope, for you and all those you hold dear.

Buone feste e felice anno nuovo,
– Jon Pollock, Founder