Finest Wines of Tuscany & Central Italy Tour

What to expect on this itinerary
On this 10-day tour of Tuscany and Central Italy, immerse yourself in the encompassing culture of Italy and enjoy the sumptuous luxuries that the country has to offer. Taste wine from boutique wineries that have mastered the craft over centuries. The authentic Tuscan culture, the appetizing food, and the delectable wine are all within arms reach in this luxury Tuscany vacation.
Customizable Itinerary
Rome - The Cradle of the West
Arrive in Rome and be transferred to your fabulous hotel. Settle into the lifestyle with a strong caffe, letting the smooth, earthy coffee revitalize you. Take advantage of your time in Rome. From the Etruscans to the people, the Vatican to Mussolini, Fellini to Berlusconi, you will be able to feel the pulse of the city’s history and beauty from the moment the plane touches down.
Ease into the Italian lifestyle, the pace of life and the food, and the opulent history displayed on almost every corner. If you choose to walk around the city, the smells of fresh pasta and zesty oranges are hard to miss. The city is boisterous with the conversations of the locals as they spend their afternoons in the sun with a glass of white wine and a plate of pasta.
Wander down the Spanish Steps, where the locals spend their nights playing guitar and drinking wine. Located between Piazza Trinità dei Monti at the top and Piazza di Spagna at the bottom, the Spanish Steps are a nice space to sit, relax, and watch the lovers stroll by. If you are in a mood to stroll, the neighborhood at the base of the Spanish Steps has often been referred to as the “Beverly Hills of Rome, ” boasting luxurious shops and restaurants; look through the lavish window displays of the stores before going inside.
What's Included:
Rome - Open Up to Rome
Lucca - Open Up to Italy
Lucca - Settling In
Siena - Reach Out
Siena - Grab Hold
Maremma - Pull Italy in Close
Umbria - Opening Up to Umbria
Umbria - Hold onto Umbria
Rome - Open Up and Let Go
Trip Highlights
- Taste the luscious wines of different communes, like the “Super Tuscans”
- Experience medieval and ancient architecture in its historical splendor
- Wander through the quintessential Ancient Rome
- Get acquainted with the Cathedrals of Assisi and Siena
- Refine your culinary skills by partaking in a traditional Tuscan cooking class
- Lean into the Tower of Pisa, and see the famous lean of four-degrees
Detailed Description
Begin your tour in Rome, where the modern roots of Italy and Western Civilization’s wine is entrenched in history. The sights and tastes of the city will urge you through a historical tour of iconic sights such as the Colosseum, the Forum, and the Trevi Fountain. Rome is an open city, inviting everyone and anyone to relish in its history and its modernity. Whether on walking tours or bus tours, your journey through Rome will encompass the food and wine that still make people embrace the city.
Traveling through Tuscany gives you the opportunity to experience the celebrated lush countryside on your way to Lucca, known for its medieval walls and its vicinity to the Vespa museum. Stroll by the Tower of Pisa, notable for its famous tilt. A taste of Bolgheri offers plenty of flavor for your first wine tasting; you will begin to understand the popularity of Italian wines, if you hadn’t already. Moving to Siena gives you more time in the Tuscan hills, the unimaginable experience of seeing Siena’s Duomo and its mosaic floor, as well as the lofty towers of San Gimignano. A day of traveling through Montalcino and Montepulciano shows you medieval architecture and wines that haven’t changed much since the Middle Ages.
Moving to Torgiano in Umbria offers a different view, one of golden Umbrian plains and lush wines, which are just as delicious as the ones you left behind in Tuscany. Touring through Torgiano and Montefalco offers substantial architecture that astounds you with every glance, along with wine that will cause you to pause to enjoy fully its immaculate flavor. Assisi is perched on top of a hill, with inhabitants proud of their history, boasting a connection to Saint Francis. The town of Spello asserts its quaintness in its compact and modest look; the cordial atmosphere welcomes you as you tour the ancient streets. Each city offers a variety of pleasantries, from food to wine and from exuberant storeowners to gaudy cathedrals. If you open your arms to Italy, each moment of this tour will last a luxurious lifetime.
Starting Price
$4,500 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 650 reviews
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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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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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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Zicasso’s travel company and every single guide and driver were stellar. All four hotels were good or excellent. There was one error on the schedule for the day outside of Florence when we had a driver to take us to the Siena region. The schedule stated three hours, so we paid for tickets to the Pitti Palace/garden, which turned out to be wasted money as the driving tour was actually nine hours. It was a beautiful day, though.
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Zicasso’s travel agent was accommodating and helpful for our trip to Tuscany. Since there were so many of us, people had different needs. She was able to accommodate our differences and work out plans the best she could. We enjoyed all of the selections that she gave us, especially the dinner in the Chianti vineyard. Everyone loved that. We definitely recommend this travel company!
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