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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.

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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
Day 1

Head to Norcia

Buongiorno Italia! Meet your group and tour leader in Rome. Travel towards Norcia with a stop en route in the small medieval town of Scheggino, where you will explore the town on foot, visit the truffle museum, and enjoy a light lunch with truffles. If time allows, stop and see the Marmore Waterfall, the tallest in all of Europe. In the afternoon, arrive at your accommodations in Norcia and settle in before enjoying a group dinner.

Day 2

Discover Castelluccio

Following breakfast at your hotel, make your way to a cooking class with a starred chef in town where you’ll learn how to prepare classic local recipes, then feast on the fruits of your labor for lunch. Then enjoy the afternoon with your tour leader exploring the south-eastern part of Umbria. You will visit Castelluccio, where Umbria borders Le Marche, and experience a cheese tasting in the countryside and a relaxed hike through the Umbrian hills. Return to Norcia in the evening and dine in a Michelin-starred restaurant for dinner.

Day 3

Wine Immersion

After breakfast, check out from the hotel and head towards Montefalco with a stop in a winery near Spoleto for an extended tour and a wine tasting with a light lunch. After lunch, arrive in Montefalco and check in to your hotel and enjoy the evening on your own.

Day 4

A Day in Assisi

In the morning, head to the town of Assisi for a guided tour of the magnificent Basilica di San Francesco, Eremo delle Carceri, and Santa Maria degli Angeli with time to explore the village on your own. Meet up with your tour leader again and drive to Spello for lunch in one of our favorite enotecas and time on your own for a bit of shopping. Enjoy dinner with your group at a local pizzeria.

Day 5

Sweet in Perugia

After breakfast, head to Perugia for a walking tour and chocolate-making class where you can taste world-renowned chocolate. Then spend time strolling the city and having lunch before returning to Montefalco to enjoy dinner on your own.

Day 6

Truffles & Cashmere

After breakfast, experience a truffle hunt in the nearby wooded area, then enjoy a light lunch before heading to the small village of Bevagna, followed by a stop at a local cashmere producer. Enjoy the evening on your own before heading back to Montefalco for a group dinner centered around the jewel of the region: truffle.

Day 7

Arrivederci

Depart your Montefalco hotel and journey to Rome with a stop en route in Orvieto or Narni for a guided tour and lunch. Once in Rome, we bid arrivederci until our next adventure together!

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.

Max

I take personal pleasure seeing my guests fall in love with our country, immersing themselves in the local culture and discovering the foods, wines and traditions unique to each region of Italy.

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

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

We had an amazing experience visiting Italy with Ciao Andiamo. We just returned from a 7-day Food, Wine, and Rolling Hills Insider Journey Tour with Max. This was our 1st time visiting Italy and we loved it!!

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We were fortunate to have Cristiana and Max as our tour guides in Umbria and Tuscany. They made sure everyone had a personalized experience. And went out of their way to do so.

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Max showed us the countryside of Umbria and Tuscany as only a local could have done. Dining in castles and mountaintop homes, local pizza shops, wineries and local towns, Max had us under his wing and I'm certain we saw sights and experienced culture that most visitors seldom do.

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Max and Cristiana exemplify the warm and welcoming nature of the Italian people. They were so attentive and responsive, checking in with me a lot which I appreciated greatly as a solo traveler.

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