Woman enjoying a glass of wine and the view in Montalcino, Italy

Italian Indulgence: A Food & Wine Tour of Tuscany, Umbria, & Lazio

Ratings of Zicasso's Service
Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist

Countries Visited

Italy

Places Visited

Rome, Siena, San Gimignano, Greve in Chianti...

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Suggested Duration

9 Days

Rome will make your mouth water with the ineffable flavors of cuisine emboldened with history and tested with time. Sip the bittersweet flavor of an espresso in view of detailed baroque fountains. Sample the crumbly herbaceous Pecorino cheese directly from the makers' shelf. Wander along vast vineyards blanketing the hillsides leading to medieval walls. Your custom tailored tour immerses you in the culinary delights of Italy, letting you bask in the flavors of fresh pasta and a culture known for...

Customizable Itinerary

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Trip Highlights

  • Sample the celebrated wines Montepulciano on a wine tasting tour of Tuscany
  • Indulge in a fabulous excursion to hunt truffles before tasting the bold flavor shaved over a traditional pasta dish of Umbria
  • Visit a Tuscan dairy to learn the methods of creating regional Pecorino cheese before sampling the artisan flavor
  • Enjoy an olive oil tasting in a small village to discover the differences in Virgin versus Extra Virgin Olive Oil
  • Relish the delicate balance of aromas and tastes during a sampling of the wines produced in the celebrated town of Montefalco
  • Delight in a flavorful lunch in a traditional village of Lazio with a view of the hills overlooking Rome
  • Witness the opulent artworks and staggering history of Rome embodied in the architecture and displayed in the museum galleries
  • Relish the creamy texture and large variety of flavors during a gelato tour of Rome 

Detailed Description

The best of Italy can be found inside the homes of Italians, when the table fills with regional dishes and the wine flows freely. Your 9-day culinary tour leads you through the true culture of Tuscany, Umbria, and Lazio, revealing the celebrated flavors shaped by tradition, passed down through generations, and treasured by visitors and locals alike. Your gastronomical excursion begins with your arrival at Fiumicino Airport in Rome. Your private transfer meets you at baggage claim and leads you north to Tuscany at the town of Siena.

Your guide leads you on a tour of the medieval city before embarking on an introductory wine tour of a local vineyard. The next day, you venture into the Tuscan countryside to visit the towns of San Gimignano, Greve in Chianti, and Radda in Chianti. Stroll along the cobblestone streets of the historic towns before sampling the wines of the districts, each producing stunning varietals based upon the soil and microclimates. Travel to the towns of Montalcino, Pienza, and Montepulciano to discover the unique blend of medieval and baroque architecture rising above the hillside.

Visit the vibrant market of Pienza before touring a local dairy for an in-depth lesson on the methods of making the delicious Pecorino cheese. Then, you venture south to the region of Umbria at the town of Torgiano. The serene medieval streets lead you along the historic walls overlooking the lush plains and hills. Follow your guide on a truffle hunt before relishing the bold flavors of a regional lunch. Enjoy an olive oil tasting to learn the difference between the creamy varieties of oils. 

Next, you uncover the treasures of Umbria with a tour of Montefalco and Bevagna. The former produces the sensational wines in vineyards overtaking the hills beneath the medieval towers. The latter town highlights the blend of Roman antiquity with medieval life. You sample the flavors of Umbrian gnocchi in the captivating town of Orvieto en route to Rome. Once in the Eternal City, you have the day at your leisure to stroll along the ancient lanes revealing the intricate balance of sweet and savory gelato. The following day takes you into the towns outside of Rome collectively known as the Castelli Romani.

Relish the flavor of a succulent lunch cooked over an open fire. Meander through elaborate gardens and palaces containing divine terraces in Frascati, Genzano, and Ariccia. Then, your guide escorts you through the city in search of the artistic tastes of history, from the ancient architecture to the Vatican Museums. In the evening, you indulge in the traditional cuisine of Lazio in a celebrated restaurant known for its regional specialties. Your private transfer meets you in the hotel lobby on your final day and leads you to the Fiumicino Airport for your flight home. 

Starting Price

$4,100 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

What's Included

  • Accommodations
  • In-country transportation
  • Some or all activities and tours
  • Expert trip planning
  • 24x7 support during your trip

Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.

Reviews of Zicasso's Referral Service

4.9 stars based on 5884 reviews.

Italy Trip Review: Rome, Amalfi, Positano, 12 Days

The trip Zicasso's travel specialist arranged for us exceeded all our expectations. It was absolutely wonderful; not a single detail was overlooked. The hotels were excellent, the tours were great, and the drivers were always on time. I totally recommend Zicasso and the agency, and will undoubtedly use them for future travel plans.

Reviewed By Philip S.

Italy Travel Review: Lake Como, Ostuni, Private Boat Tour,...

Zicasso's travel designer did a terrific job. We had the initial phone consult, after which she delivered a first draft of the itinerary. From there, she helped guide us through a few revisions until we got the details smoothed out. We are experienced travelers and can appreciate a well-constructed trip, and that's what our experience with our agent reflected.

One crucial thing is that all the drivers who are engaged to move you around are prompt. Every one of them was right on time and friendly and helpful to boot. It was much appreciated.

To sum up our experience, I would do it all again with Zicasso and the agency and our agent. Our trip to Italy in the late summer of 2025 was something we will not soon forget!

Reviewed By tony B.

Italy Tour Review: Calabria, 11 Nights

Zicasso's travel partner is very thorough and makes sure the trip is tailored to your vision. They are flexible and very responsive. We would recommend them to anyone traveling.

Reviewed By Evan C.

Italy Tour Review: Vatican, Colosseum, Roman Forum, Pompeii,...

Zicasso's travel agency far exceeded our expectations. We had our five-year-old and 11-year-old children with us, so the tour guides and walking needed to be kid-friendly.

Our hotel in Rome was wonderful, the location was perfect, and they had good A/C and a breakfast buffet. There were plenty of great restaurants within easy walking distance, as well as the Vatican.

Our tour guide for the Colosseum and Roman Forum was great. Pompeii was amazing. Our tour guide was basically a celebrity down there and knew exactly how to take us around the ruins without ever waiting.

Tuscany was our favorite by far. We did a cheese-making experience and lunch that was super-cool. The kids got to play with the farm animals and the owners were so attentive and interesting. We did a cooking class with a chef that was the kids' favorite thing on the entire trip. I would make a point to book this experience; the kids still talk about it and wear the aprons around the house. The resort in Tuscany was nice. We had our own private pool, plus the resort pool, and could easily walk to a small local town with some great food.

Venice was good, but probably our least favorite on the trip. You have to walk a ton, which was difficult for the kids, but it's still worth experiencing.

We travel a bunch and I would highly recommend using Zicasso's travel partner.

Reviewed By Kevin S.

Italy Vacation Review: E-bike Tour, Kayaking, 10-Night Trip...

This was the best trip ever!!! I am so grateful Zicasso introduced us to our tour operator. This team was amazing! They set up a call to learn more about us and jumped into action. Within a short time, they came back to us with a presentation on ideas, with recommendations. There is no chance our trip would have been half as good without them. They even had a text group on standby while we were here in case we needed anything.

Reviewed By Linda C.

Italy Vacation Review: Venice, Lake Como, Dolomites, Siena,...

Zicasso's travel partner organized a fabulous trip for us to Italy. Everything from the minute we arrived in Venice to when we departed from Rome was perfectly arranged and seamless. Our hotels were superb! We so enjoyed all of the excursions/day trips.

We had been referred to Zicasso by a friend and we have passed the word on to other friends.

Reviewed By Janiece P.

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