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 5898 reviews.

Italy Trip Review: Guides, 9 Nights

Zicasso's travel agent created an itinerary and experience that was simply perfect. Every hotel experience, guide, and driver was excellent. She was kind, patient, knowledgeable, and made the perfect suggestions. I loved working with her! Thank you to our agent, the tour operator, and Zicasso for a wonderful trip!

Reviewed By Anita L.

Italy Tour Review: Pompeii, Capri, 10-Day Trip

The trip was wonderful. Zicasso's travel agent and her staff planned the perfect 10-day trip. The accommodations, the drivers, the guides, and the restaurant recommendations were perfect. The communication was excellent and timely. They went above and beyond to make sure we were comfortable and happy. The staff were very attentive and flexible, even when we wanted some small changes, such as pick-up times for the drivers. They adapted and made it all work. This travel agent is absolutely terrific.

Reviewed By Marci M.

Italy Vacation Review: Tuscany, Siena, Rome, Amalfi, Capri,...

Our Italy trip with Zicasso’s travel partner was nothing short of spectacular! Referred by a friend who had an amazing experience, we decided to give it a try and were not disappointed. Our agent was fantastic, always ready with answers to our questions and providing excellent support throughout our journey.

In Tuscany, we visited beautiful wineries and enjoyed a delightful lunch with the vintners, who were incredibly warm and welcoming. Her attention to detail was evident when she adjusted our plans due to weather changes and even checked in on us when we were slightly delayed for a tour.

Siena was breathtaking and our hotel in Rome was perfectly located, allowing us to walk to all the major sites. One of the highlights was a small boat tour around Capri from Amalfi—perfect weather and stunning waters made it unforgettable. The cooking class on the Amalfi Coast, set on the side of a cliff, was exceptional and having personal tours just for the two of us was an unexpected and delightful bonus.

We can't express enough how much we enjoyed our Italy trip. The travel partner exceeded our expectations and we highly recommend them for a truly memorable experience!

Reviewed By Kent S.

Italy Anniversary Travel Review: Tuscany, Local Cuisine,...

Zicasso’s trip coordinator and her team did a fantastic job, not only in planning the trip to meet our needs and wants, but also in personalizing it as needed. They were also available as we needed them to adjust things, such as pickups, and even made some dinner reservations for us. With our budget, they set us up in excellent hotels that fit our desire for the trip to be a wonderful anniversary getaway. Her staff were also very helpful. We would strongly recommend them for a trip to Italy!

Reviewed By Rajesh J.

Italy Family Trip Review: Lake Como, Amalfi Coast, 2 Weeks...

Zicasso's travel planner and her staff did a perfect job for our family of six. She made our trip seamless!

Everything she planned was perfect and no detail was left out. I would use them again and again for my travels to Italy.

Reviewed By Sally F.

Switzerland, Italy Solo Vacation Review: Zurich, Lucerne,...

My first solo trip was something I had dreamed about for years. I wanted it to be more than sightseeing. I wanted adventure, comfort, safety, and freedom without the stress of planning it all alone. Through Zicasso, I was connected to two specialists and Zicasso's travel consultant stood out immediately. She delivered an itinerary that gave me everything I asked for and more: maximum cities, maximum fun, and maximum value, all without compromise.

Before deciding, I researched and compared tours, packages, and individual prices online. The travel consultant’s proposal came out on top for value and content. While the other agent offered fewer cities and activities at a higher price, her plan was ambitious without being overwhelming. She booked my trains, arranged private transfers where needed, and selected boutique-style hotels that exceeded expectations. I was honestly surprised at how good they were. I stayed at hotels in Interlaken, Florence, and Sorrento. Each was clean, comfortable, and perfectly located for exploring. I had prepared myself for budget trade-offs, but instead, I found thoughtfully chosen hotels that balanced affordability with real quality.

Every document, train ticket, and activity confirmation was uploaded into the app. It became my lifeline throughout the trip, with every detail at my fingertips. The structure gave me confidence, while still leaving me free to explore.

Switzerland came first: Zurich, Lucerne, Interlaken, and Zermatt. Each city felt like stepping into a postcard. Interlaken gave me the adrenaline rush of skydiving, while Zermatt charmed me with its close-knit magic and alpine beauty. Italy unfolded with equal ease: Lake Como, Venice, Florence, Sorrento, Amalfi, and Rome. Every destination felt curated, yet natural, from gondola rides in Venice to boat tours on the Amalfi Coast.

What I loved most was the balance between structure and freedom. Pre-booked activities and restaurant reservations gave me a strong framework, but I could just as easily decide to spend an afternoon wandering Florence, eating gelato, or sitting in a piazza. The rhythm of the trip was perfect, structured enough to tick off bucket-list highlights, yet relaxed enough to feel like a real vacation.

Food was freestyle, but memorable. Highlights included a Japanese-Peruvian restaurant in Zurich with its elegant Japanese-Peruvian flavors, a different Japanese restaurant, a restaurant in Como with its modern fusion menu, an Indian restaurant for comforting classics, and international favorites like those in one of the restaurants in Rome. Between those meals and plenty of gelato and crepes, every stop added its own flavor to the journey.

As a solo traveler, safety mattered. I felt comfortable walking around in the evenings and was usually back in my hotel by 1am to stay rested for the next day. What really gave me peace of mind was the travel consultant’s constant support. Communication was fast and responsive. I never had to wait long for answers, whether through the app or email. There was a moment when I made a mistake with the trains and missed an activity. She immediately stepped in and worked to reschedule it or secure a refund that same day.

Earlier in the planning process, I also had a card issue due to an address error. Even though policy would not normally allow it, she and her team patiently waited until I received the refund before finalizing the booking, just weeks before my trip. That flexibility and care spoke volumes.

The difference was clear. She used my budget to its fullest potential, giving me more destinations, more experiences, and better hotels than the alternative option. She managed to combine the efficiency of a fully organized tour with the freedom of independent travel. Everything was planned, yet everything was still mine to shape.

This trip was everything I wanted: good food, beautiful views, safety, and absolute reliability. It was an organized journey with freestyle flexibility, which is exactly what solo travelers dream of. The travel consultant’s planning let me chase adventure while always knowing I had a safety net. Switzerland and Italy gave me memories I will never forget, but it was the behind-the-scenes planning that made it possible. If you want a trip that is your way, your budget, your pace, but without the endless hassle of managing it yourself, the travel consultant at this agency is the person who can make it happen. My first solo trip became my dream trip and that is the highest praise I can give.

Reviewed By tasmia S.

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