A Foodie's Slow Tour of Tuscany

What to expect on this itinerary
Cuisine runs deep in Italy, connecting families and reflecting the soul of the chef, whether cooking rustic pasta at home or preparing gourmet dishes in a restaurant. The scent of celebrated confections emanates from display windows along the main avenues. Luscious cheeses maintain complex flavors, offering insight into the care taken during their production. Ruby-tinted wines glow against the verdant hills and cypress trees. Your 8-day foodie tour of Tuscany takes you deep into local tradition by highlighting cuisines and methods of creation, from the farm and vineyard to the table, showcasing the labors of love with every sumptuous bite you take.
Customizable Itinerary
Developing Italian Sensibilities
Italy is known as much for its delicious cuisine as its inspiring architecture spanning millennia. When you arrive in Rome, you find more than just the Colosseum standing proud, watching over the whitewashed stones of the Roman Forum. St. Peter’s Basilica rises above the city, adding to the elegant skyline of the surrounding cupolas of the city. The aroma of freshly made pasta fades with the sweet and enticing scents of creamy gelato emanating from the countless gelaterias. Your private transfer meets you at Fiumicino Airport and escorts you to a luxurious hotel situated in the heart of the historic city center. The allure of Italy radiates around you, from the gentle splashing of the Trevi Fountain to the blossoming gardens of Villa Medici.
A true introduction to the city is saved for dinner when you enter a restaurant producing authentic dishes of Rome with innovative twists near the vast public square of Campo De’ Fiori. The menu changes with the seasons, utilizing ingredients from local farms. The outdoor patio looks out onto Piazza della Cancelleria. Locals stroll past without a care in the world, intoxicated for a moment by the aromas drifting from the restaurant doors. When the cacio e pepe hits the table, pasta in a cheese and pepper pan sauce, you find how stunning and complex a simple dish can taste.
What's Included:
Introduction to Tuscan Tastes
Road to Chianti
Renaissance of Flavor in Florence
Florence Gourmet
Journey to the Middle Ages
Winning Wines of Tuscany
Sensory Memories
Trip Highlights
- Savor the texture and complex flavors of the King of Wines with a sampling of Brunello in a traditional enoteca (wine repository) in Montalcino
- Indulge in the crumbly texture and rich tastes of goat cheese on a family-run Tuscan dairy farm
- Learn how to make unique and captivating gelato from a celebrated gelateria (Italian ice cream shop) in Florence
- Enjoy a private tasting of Pecorino cheese after viewing the cheese-making process
- Witness the ancient techniques of drying and harvesting herbs around the Chianti region
- Taste the difference of olive oil productions with a sampling at a family-run organic olive oil farmhouse
- Discover the unforgettable ambiance of Renaissance and medieval towns around the Tuscan region, adding to the indelible atmosphere
Detailed Description
The pleasures of food bring community and family together. Your custom-tailored tour of Tuscany takes you into the slow food movement, allowing you to bask in the flavors of food and wine, savor the culture and heritage, and delight in the majestic surroundings. Your food discovery begins with your arrival in Rome. Your private transfer meets you at the airport and escorts you into the Eternal City. Your first dinner in Rome provides a perfect introduction to Italian cuisine and the slow food ideals, where you don’t just have dinner but experience it.
The following day, your guide takes you into Tuscany, where the celebrated hills of the province roll along the horizon. In the city of Montepulciano, you embrace the medieval town and sample the wines of the region at a historic enoteca located inside a former historic city jail. Following lunch, you delight in a tour of a farm famous for its Pecorino cheese near the Renaissance city of Pienza. Along the hills of Chianti, you stop at Castellina in Chianti for insight into the herbs of the area and the ancient techniques employed to harvest and dry.
Continue to the historic town center of Greve in Chianti and a nearby goat farm that produces fresh and zesty goat cheeses. In the remarkable city of Florence, your guide leads you on a tour along the cobbled streets, from the church of Santa Croce to the marble Duomo. In a flavorful gelateria, your guide leads you through the process of making gelato, tasting the unique and fabulous flavors along the way. The next day, you continue your exploration of Florence, taking the time to explore the museums and elegance of the city, with dinner at a restaurant providing a combination of decadence and tradition.
Outside of Florence, your tour guides you through the medieval towns of Siena and San Gimignano. Discover the history of Siena’s famous horse races and the sensational towers of San Gimignano, sampling exquisite olive oils at a family-owned farm along the way. Once in Montalcino, the vines, which produce the King of Wines, Brunello, decorate the countryside outside of town. Visit a local enoteca inside the historic fortress and tour cellars lining the medieval streets. On your final morning in Italy, your private transfer escorts you to the train station in Rome where you continue onward to Fiumicino Airport for your flight home.
Starting Price
$3,600 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.
Verified Traveler Reviews
Based on 1146 reviews
We loved everything about our trip to Tuscany. We had great, comfortable hotels as bases to explore the beautiful countryside and towns. Our hotels had kind, welcoming staff. Zicasso's travel company provided helpful suggestions and reserved non-touristy restaurants and enjoyable, interesting activities: eating in Florence, wine tasting in Montalcino, and cheese making in Pienza.
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When we started planning our trip to Italy, I knew I wanted to work with a travel agent—specifically, someone who specialized in Italy and was based there. After reaching out to several agencies and reviewing their responses, we chose Zicasso and, more specifically, our travel agent. She is based in Milan and from my very first interaction with her, I knew we had made the right choice.
Our trip could not have been more perfect. Our agent put a lot of thought into every location and planned activity. At the outset, we had a few discussions with her about what we wanted from the trip and, after that, we were happy to leave most of the details in her capable hands. Our goal was to explore mid-to-northern Italy and everything—from the hotels and tours to the free time and transportation—was beautifully organized.
Our 11-night trip started in Milan and ended in Florence, with overnight stays in Milan (one night), Lake Como (three nights), Venice (three nights), and Florence (four nights). Initially, I was hesitant about staying at Lake Como for three nights, but our agent encouraged me to do a little research. I’m so glad she did, as it turned out to be incredible. We had more self-guided time at Lake Como, which was perfect as we adjusted to the time change. In Venice, our itinerary became more structured, but we still had plenty of time for our own explorations. By the time we reached Florence, we had activities and tours planned for every day, which was just what we wanted.
A highlight for my family was a full-day trip into Tuscany, where we visited San Gimignano, an organic vineyard in Chianti, and finished with a tour of Siena. Our day trip to Rome allowed us to see the main attractions and we concluded the journey with a tour of Florence and the Accademia Gallery. Every tour our agent arranged was spot on.
Throughout our trip, she was wonderfully communicative—always available when we had questions, but never intrusive. She even helped us with a couple of last-minute requests: booking a hotel in Milan for one night and arranging train tickets to Verona for an impromptu visit to Juliet’s balcony. Whenever we needed something, she was there.
When we return to explore the mid-to-southern part of Italy, there’s no question that we’ll be asking her to plan our trip again. I highly recommend her to anyone looking for a seamless, thoughtfully curated Italian adventure.
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We had a fantastic experience for a first-time trip to Italy. I wasn't sure how this would be, considering I learned about Zicasso while trying to plan the trip myself. Zicasso put me in touch with a travel specialist and the whole team was incredibly responsive to my many, many questions. If they were ever annoyed, it didn’t show.
I really wanted a smooth experience for my family of five, including three teens, one of whom has Celiac. Our agent was great in helping plan out the experience we wanted. As you may know, it is challenging to find rooms for five in Europe, but the travel company found apartments (usually two bedrooms with a pull-out couch) in the heart of town. You can really customize what you do, but we elected to plan our own meals and handle some of our own transport. We did have one issue where the van driver taking us to the train failed to show. I got one with Uber and the travel company quickly (I mean before we got home quickly!) refunded that amount.
Our contact in Italy was amazing and patient. I can’t give her enough credit. Any time I was unsure of something, she was there. The tours were great, especially Florence and Rome. You may be able to find the companies online, but ours seems to have the connections to get the best guides.
As for meals, we didn’t have any issues. We used an app and got a few recommendations from the travel company and local guides. Even our wine-tasting tour out in Tuscany was accommodating.
I would use our travel company and Zicasso again. I think the only downside is we tried to cram a lot in and it was hot. I probably should have asked for one to two fewer or shorter walking tours, especially on days we switched cities. Otherwise, it was excellent.
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The trip Zicasso's travel consultant designed for us was absolutely perfect in every way! The hotel in Florence was a beautiful place to stay. The rooms were very clean and comfortable, and the breakfast was outstanding. I loved seeing art everywhere in the hotel and the staff were helpful and accommodating.
All of our drivers were friendly and helpful. As two women traveling in a country where we didn't speak the language, our drivers made us feel safe and well taken care of.
Our guide for the Uffizi, Accademia, Bargello, and the Duomo was incredible! She enriched our experience with her extensive knowledge base and delightful personality. We formed a fast friendship and were sad when our time with her came to an end. She was one of the highlights of our trip. I can't say enough wonderful things about her!
The wine tours were fabulous! We learned so much about the Chianti region. Each tour was well done, but Montalcino was the stand-out experience. It was so elegant and wonderful. Needless to say, we brought home several bottles...
I can't thank the travel consultant enough. From start to finish, she was absolutely lovely to work with. She understood exactly what we wanted and curated a trip of a lifetime for us! I fell in love with the art, architecture, people, food, and wine of the region, and hope to return someday.
I must also acknowledge our US contact. He was incredibly helpful any time he was called on to assist. So cheerful and positive.
I have already recommended Zicasso to many of my friends. I will certainly look forward to my next trip curated by your company.
Thank you for an incredible experience!
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Our trip to Venice, Florence, Tuscany, Lake Como, and Milan was exceptionally well planned and executed by Zicasso's tour operator.
The transportation from one location to another was efficient, even when challenged by the high tides in Venice. Overall, the hotels selected were very good. The one in Montalcino was exceptional. Every guide was knowledgeable and professional. We appreciated their willingness to be flexible. Our driver for the ride to Como and back to Milan was personable and exceptional as well.
We really enjoyed the truffle hunting experience, the first wine tasting in Montepulciano, where we met the entire charming family, the cooking class in Bellagio with a chef who treated us like family, and the boat rides on Lake Como and to the islands in the lagoon of Venice. All of the dinner reservations were spot-on and when there was a slight misunderstanding regarding our wine tasting in Bellagio, where the staff at the hotel in Bellagio had no idea what had been arranged by our agency, this was quickly resolved by our guide through texts and emails with the agency.
The only aspect of the trip that could have been improved was day eight, when our activities, travel time, and late dinner reservation resulted in a late-night drive back to the villa. The hotel in Milan was difficult to find at first due to its location not being visible from the street. Once we found it and settled in, it was in an excellent location for our sightseeing. The gifts of sparkling wine at two of our stops was thoughtful and appreciated.
We thank our agent and the staff at the agency for a wonderful trip and would not hesitate to recommend the firm to our friends and family.
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The travel assistance from Zicasso's company was very helpful. All tour guides were wonderful, as well as the tours, with the exception of the all-day tour into Tuscany, ending in Siena.
As an elderly woman, I found it to be too long. Also, after the lovely lunch and wine tasting, it was difficult to go on a 3.5-hour walking tour, as well as walk a mile into Siena and a mile out of Siena. Also, the bus did not have great air conditioning and did not have a working bathroom.
The other issue I had was with the seven and nine flights of stairs in Venice and Florence in our hotels. With bad hips and knees, I was confined to going up and down the flights only once during the day. I suggest this be a question for guests in the future.
The travel company was very generous in paying for a wonderful dinner for me and my grandson due to my struggles.
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