
Umbria
Oct 16 - 22, 2023
7 days, 6 nights
Exclusive Small Group (7 passengers max)
From $6,938 per person based on 2 people
Travel to Italy’s “Green Heart” and make your way through historic towns, rolling hills, and picturesque valleys. A vibrant nature lover’s paradise, Umbria is the only landlocked region in the country. Explore its enchanting villages, embark on a truffle hunt, and sample some of the best food and wine on this side of Italia.
Why You'll Love It
- Explore medieval towns from Norcia and Spoleto, to Assisi, Perugia and beyond
- Experience cheese tasting in the Castelluccio and dine at a Michelin-starred restaurant
- Learn how to make chocolate and prepare classic local recipes in a hands-on cooking class
- Venture into the Umbrian countryside on a truffle hunt with a local hunter and their truffle-seeking dog in search of delicious tartufo
Meet your tour leader
Max: The Ultimate Insider
As one of Ciao Andiamo’s co-owners and Chief Italy Officer, Max is a true insider who knows the hidden gems, local secrets, and authentic flavors that make this country so extraordinary. With decades of experience in the Italian travel industry, he’s befriended countless food and wine producers, restaurateurs, artisans, and guides across the country.
Max doesn’t just show you the sights—he introduces you to Italy in a way that’s personal and unforgettable. That’s what you get on a small group Insider Journey.
Join Max and discover Puglia from the inside out, the way the locals live it.
Getting around
Dedicated Private Driver
Throughout your tour, travel seamlessly in the comfort of dedicated car service, as you journey on daily excursions spanning small towns and off-the-beaten path adventures.
Where you'll stay
Home Away From Home
Where you call home when you are away from home can make all the difference. That’s why we’ve handpicked accommodations across all our small group tours that blend a mix of Italian hospitality, comfort and local character (you want to feel like you’re in Italy, not Idaho).
Our Guides
We partner with local guides, drivers, chefs and artisans of the highest caliber across all 20 regions of Italy. Every Ciao Andiamo expert is hand-selected by our team and passionate about sharing the best of Italy with our travelers.
Getting Around
In Italy, getting around isn’t always easy, which is why we design each trip to flow as seamlessly as possible. From private transfers to expert guidance and assistance with public transportation, we’ll make sure you get from point A to point B without the stress.
Dedicated Private Driver
Throughout your tour, travel seamlessly in the comfort of dedicated car service, as you journey on daily excursions spanning small towns and off-the-beaten path adventures.
Where You'll Stay
Where you call home when you are away from home can make all the difference. That’s why we’ve handpicked accommodations across all our small group tours that blend a mix of Italian hospitality, comfort and local character (you want to feel like you’re in Italy, not Idaho).
What's Included
Six nights accommodations with daily breakfast (2 in Norcia, 4 in Montefalco)
Seven meals (lunch or dinner) featuring regional specialties and local wines, including one dinner at a Michelin-starred restaurant
Private guided tours of Assisi, Perugia, and Narni Underground
Various food experiences including a hands-on cooking class, a chocolate-making class, a cheese tasting, and a visit to a truffle museum
Truffle hunt with a local hunter
Visit to a cashmere factory
Dedicated English-speaking tour leader with daily excursions and ground transportation
Pick-up and drop-off in center of Rome
What's Not Included
Single supplement, airfare, travel insurance, personal expendi- tures, meals and transfers not specified, guide gratuity (optional)
The Ciao Difference
Every Ciao Andiamo Trip Includes
Hand-Selected Hotels
Expert Local Guides
Private Tours
Insider Access
One-On-One Expert Planning
Personal Concierge in Italy
Receive Your Full Itinerary
Discover Ciao Stories
Other Small Group Tours
Book Club With a View
Oct 12 - 18, 2026
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7 days, 6 nights
Social travelers, book lovers, and culture seekers
Join us for a journey with author Michelle Damiani through the heart of Italy, where great stories, unforgettable meals, and beautiful landscapes intertwine. Explore cultural treasures and off-the-beaten path neighborhoods in Florence. Immerse yourself in the green hills of Umbria, with vineyard lunches, village strolls, and hands-on culinary experiences. This exclusive small group tour comes with a unique twist: a lively travel book club! Over relaxed breakfasts and evening aperitivi, gather for fun, informal discussions about books inspired by the places you’ll visit—sharing ideas, laughs, and travel reflections along the way. Guests will also have the option to join a casual travel journaling workshop to help make this and future travel adventures unforgettable.
Wondering why you’d travel all the way to Italy to read? Don’t worry – this is vacation, not school! The set up is just like a regular book club. First you’ll read the books on your own at home, and then you’ll get to visit the places you’ve read about with a group of fellow book lovers.
Ciao’s Grand Tour of Italy
Oct 11 - 22, 2026
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Oct 18 - 29, 2027
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Perfect for: First-time travelers to Italy
Experience the best that Italy has to offer, from the major cities of Rome, Florence, Verona, and Venice to the medieval villages of Umbria and Tuscany. Uncover the history and culture of each city, enjoy wine tasting in the famous Chianti area, learn how Balsamic vinegar has been made for centuries, and discover the iconic local cuisine every region has to offer.
