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

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

What to expect on this itinerary

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 its cooking. Traverse the countryside of Tuscany, Umbria, and Lazio to find perfection in the kitchen.

Countries Visited

Italy

Places Visited

Rome, Siena, San Gimignano, Greve in Chianti, Radda in Chianti, Montalcino, Pienza, Montepulciano, Torgiano, Montefalco, Bevagna, orvieto, Roma, Frascati, Genzano, Ariccia

Suggested Duration

9 Days

Customizable Itinerary

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Day 1

Siena – Introduction to Medieval Tuscany

The Tuscan hills roll along the landscape punctuated with cypress trees. The historic walls of Siena have protected the city for centuries, surrounding the towers and marble façade of the cathedral. Your private transfer meets you at Rome’s Fiumicino Airport and escorts you north into the famous Tuscan countryside. The height of the city’s power began in the 12th century. By the 14th century, the lavish artwork and architecture rivaled the beauty of Florence. Red clay bricks crafted from the earth outside the city shaped the rosy hues of the palazzo in the main square of Piazza del Campo.

The Torre del Mangia rises to a height of nearly 335 feet above the brick square. Two brothers erected the tower in the mid 14th century, which provides an elaborate panorama of Siena’s red-tiled rooftops with the emerald hills of Tuscany in the background. The black and white stripes along the Cathedral’s Gothic marble façade add a unique flair to the piazza, standing out from the surrounding red buildings. The large rose window provides beaming light to fill the nave. The interior contains mosaic panels along the floor with 56 different depictions of Biblical history.

After exploring the splendor of the historic city center, your guide meets you at the hotel and escorts you to a charming vineyard in the countryside for your welcoming taste of Siena. Your tasting menu fills the table with traditional succulent dishes of Tuscany, from roast boar to pici noodles. You have a sensational view of the landscape outside the window as the dining room fills with the mouthwatering aromas of dinner. Each dish is balanced with a perfectly paired wine produced on the vineyard. When you taste the roast boar and sip your wine, the flavors marry, combining the savory taste of the meat with the mineral rich quality of the wine.

What's Included:

Tour
Transfer
Accommodation
Dinner
Day 2

Siena – Indelible Hills of Tuscany

Day 3

Siena – True Tuscan Wheels

Day 4

Torgiano – Finding the Right Truffle

Day 5

Torgiano – Wine Discovery in Umbria

Day 6

Rome – On the Road to Rome

Day 7

Rome – The Lazio Country

Day 8

Rome – The Diverse Flavors of Rome

Day 9

Rome – A Flavorful Farewell

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.

4.9

Verified Traveler Reviews

Based on 1661 reviews

Luxury Italy Group Tour Review: Rome, Tuscany, Chianti, Montepulciano, Montalcino, Siena, Florence, Pisa, Lucca, San Gimignano

THE BEST VACATION EVER!!!!

I must admit that I was somewhat uncomfortable arranging a group tour to Italy with someone I communicated with only via the Internet and telephone.  However, after my first communication with our agent -- I knew that she “had it.”  She understood exactly what we wanted to do.  She was right-on in both concept and execution.

Our ten-day adventure in Italy began with a private transfer with an English speaking local driver from the Rome airport to our fantastic 3 star boutique hotel located right in the historical center of Rome.  During our three days in Rome, we had fantastic private tours of Ancient Rome, the Coliseum, and the Vatican Museums.  Extremely knowledgeable, English-speaking guides led all of our tours.  Sense of Italy had arranged for VIP, skip the line, priority entrance for all tours -- saving us from long waits in long lines.

After our busy 3 days in Rome, we departed via private van transfer from our hotel in Rome to the Chianti Region of Tuscany.  The transfer included stops on the Val D’ Orcia to visit the amazing Villages of Montalcino and Montepulciano.  The “light lunch” and wine tasting we enjoyed in Montalcino was one of the highlights of our trip.  In Tuscany we stayed 7 Nights in a beautiful, historic villa located on one of the best wine estates of Chianti (Villa Le Corti near San Casciano) where we were met with a fantastic welcome dinner. During our time in Tuscany we were transported by private van from our villa to private tours of Siena, San Gimignano, Florence, Pisa and Lucca.  On each of our stops we were met by knowledgeable English speaking guides that clearly were proud of the history of their country, and were anxious to share it.  Interspersed in all of this activity were numerous exceptional meals with opportunities to taste (and drink) very fine Italian wines.

When we finally were forced to leave Italy, our agent arranged for private transport accommodating our varying departure times from the Florence airport and train station.

Thanks to this travel company and our agent for designing the perfect vacation for our group.  The only complaint that I heard was that we ate too much — wow was all the food delicious.  I really don’t know how she did it.  All of the tours were great — the van drivers friendly and helpful, the guides knowledgeable, and the sites spectacular.  Our stay in the villa was a great experience.  We were treated royally everywhere.  We all marveled at our agent's ability to get us, the vans, the guides, the food and wine, etc. all at the right place at the right time.  She is a genius!!!!

Jeff E

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Italy Trip Review: Rome, Florence, Tuscany, Chianti, San Gimignano, Montepulciano, Montalcino, Lake Como, Cooking Class

My husband and I just returned from a two-week vacation in Italy. With the help of Zicasso and our travel company, we were able to fit every wish into this short time.

We started out in Rome, then went on to Florence for some amazing history. We then traveled to the Tuscany and Chianti countryside for private cooking and wine experiences. We loved the small villages we explored and the little family-owned wineries and olive farms.

A highlight was staying in a bed and breakfast in Ponzano that overlooked the beautiful olive gardens and countryside. We explored the small villages of San Gimignano, Montepulciano, and Montalcino, and felt like we had discovered authentic local life.

The tail of our trip was spent in the beautiful Lake Como area, with a day trip to Lugano, Switzerland.

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Review: Luxury Italy Vacation, Rome, Tuscany, Florence, Chianti, Siena, San Gimignano, Greve, Vatican, Trastevere Food Tour

Wonderful 10 day trip to central Italy planned by this Italy travel company.   We spent the first part of the trip at Castello di Casole in the Tuscan countryside, then Florence and the final part of the trip in Rome.    While in Tuscany, we took day trips to Montalcino, Siena, Montepulciano, Pienza, San Gimignano and Greve.   We had walking tours in Florence and Rome. our agent at this travel company planned all the details, transfer drivers, tour guides and hotel arrangements.   Everything went according to plan and was of outstanding quality.   The agency gave us a very detailed package of information with all the relevant details for each day.   

Great Vacation

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Travel Review: Italy Vacation, Tuscany, Florence, Venice, Chianti, San Gimiagnano, Siena, Cortona, Volterra, Assisi

~~OUR STORYBOOK VACATION CREATED BY ZICASSO

The most beautiful vacation was created for my husband and me by this agent, partner of Zicasso. At our initial contact with Zicasso, we advised them of our dream vacation which we wanted in the Tuscany and Umbria regions of Italy.  Very soon thereafter we received an e-mail from our agent wanting to know what we wanted to see and do on this vacation.  We provided a short list of our desires and she got to work.She contacted us by phone from Florence, Italy where she is located and spent 45 minutes getting to know us and detailing the itinerary with us.  That was only the beginning!Within a few days, she set up the itinerary which was perfect for us.  We began our journey by flying to Venice (a gondola ride was scheduled, of course).  A couple of days later, took a train to Florence (beautiful experience, because our reservations and tickets were already in hand).  A private driver met us at the platform and took us to our hotel).  A few more days and we were off by rented car (already paid for and ready to go thanks to our agent) and drove off to other parts of Tuscany (Radda in Chianti, Montalcino, Bevagna and the small villages along the way of Volterra, San Gimignano, Siena, Val d’Orcia area with the beautiful Abbey of Sant’ Antimo and listening to the spiritual and beautiful Gregorian chants during Mass, followed by our next stop in the Umbria region - Cortona, and staying in Bevagna.  Of course, we cannot forget our inspirational visit to Assisi with a private guide.  Everything was perfectly orchestrated by our agent.  The train, the car, the hotels, the private tour guides, the tickets, were all taken care of. She also provided her emergency number should there have been any problem at all.We are so happy we chose this wonderful travel agency and, we must say, most dedicated and pleasant agent, to handle this dream vacation for us.  One which we will remember forever!!Thank you – BRAVO!!!

Sincerely,

Veronica and Leonard B

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Travel Review: Italy Birthday Vacation, Florence Cinque Terre, Siena, Tuscany, San Gimignano, Lucca, Sailing Pesto Making Class

The 2 weeks in Italy our travel agent planned for us  was fantastic. We has a fantastic schedule with experienced and excellent guides. This was my first time in Italy, a 60th birthday trip with my sisters, we have varied interests and she hit the mark on them all! The hotel location in Sestri Levante was the perfect location. The weather was beautiful for late Sept., we enjoyed the beach and calm Mediterranean waters when we were relaxing back at the hotel.  The guide on our hike in Cinque Terra was very good. We did not know what to expect. His knowledge on the history of the area kept us more than expected. The guide knew the area and was able to rearrange our schedule due to rough winds that cancelled the ferry.

I would have never taken a pesto making class, but it was a highlight!

The sailing day was absolutely perfect. The weather was beautiful, and the skipper was a true sailor!

On our way to Florence we stopped in Lucca and a winery that were fantastic. The driver was prompt and informative. Our hotel in Florence had the perfect location! Close to both sides of the river to explore by foot every day. The 2 days with our guide were fantastic! She was excellent in every way, she knew the history, art and even helped with restaurant suggestions and reservations. Having a guide was the perfect way to not only see the sights but understand the time period and history. The day trips out of Florence to Chianti, Siena and San Gimignano, were perfect with wine-tasting interspersed with visiting the smaller towns in the Tuscany region. The weather was beautiful both a weeks we were in Italy. 

The trip exceeded our expectations in every-way and we will all be repeat customers!! 

Thanks for making my 60th birthday trip, the trip of a lifetime!

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Travel Review: Anniversary Trip to Italy, Rome, Florence, Pisa, San Gimignano, Positano, Truffle Hunt, Cooking Class, Food Tour

Locations Visited: Venice, Verona, Florence, San Gimignano, Siena, Pienze, Rome, Pompeii, Positano

My husband and I planned this trip for our 10-year anniversary. I’m a person with high expectation and this travel agency exceeded all my expectations. The entire trip was dream.

We opted for personalized tours and transport for 95% of our trip. All of our drivers were wonderful. They arrived on time and made sure we made it to all of our destinations without issue. They had the contact information for the tour guides we were meeting. Upon arrival to our first hotel, a local cell phone and gift were given to us. Having the iPhone during our trip made any needed communication with our agent and his team a breeze. In addition, we used the phone apps for navigation throughout the cities we visited. We made a last-minute request for an additional private transport, and our agent was able to make it happen. We greatly appreciated their customer service.

We participated in a several unique experiences while in Italy. We went truffle hunting in Pienza, which was amazing. After, we were served a meal that highlighted truffles and the cheeses made locally. In addition, we did a cooking day in Rome. This was a private cooking class where we made pasta, several sauces, and appetizers. The one disappointment is that we never received the recipes from the chef (we were told by the chef that they would be emailed to us). However, this is a knock on the chef and not our travel agent. Once the class was done, we were served a meal in a private garden area. Lastly, we did a food walking tour in Rome. This was an amazing way to find local cuisine that we wouldn’t have known about otherwise. A wonderful experience.

All of our tour guides were excellent. They were knowledgeable, friendly, and familiar with the cities. We had one guide that really went into the details and reasons for expressions in the art. We didn’t care for that, but we didn’t specify that ahead of time or to the guide. It was wonderful seeing her excitement and passion for all of the amazing working works of art and sculpture that we saw.

Overall, I would highly recommend this travel agent and his team if you are traveling to Italy!! You will not be disappointed. We gave him our wish list of activities, accommodation preferences, etc. ahead of time and he made sure we got them all! Thank you for such a wonderful and memorable trip. If we are able to return to Italy, you will be hearing from us.

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Customizable Itinerary

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

28,000+ Verified Traveler Reviews