Spirit of Tuscany Tour: Highlights of Florence and Siena

What to expect on this itinerary
Indulge in this immersive Italy tour that highlights the splendors of Tuscany. Authentic comforts and traditions emerge through delicious wine-tasting tours, a private cooking class, and the exceptional artwork that has been etched into the churches and displayed in museums. Whether basking in the magnificent design of Michelangelo’s David or indulging in tranquil views from the top of antique walls, you can find authentic beauty in the best of Tuscany.
Customizable Itinerary
Florence – Arrive in Tuscany’s Capital
Florence is a masterpiece of medieval and Renaissance architecture. Wide cobblestone avenues lead to narrow lanes that are nestled between elegant palaces. Your private transfer will greet you at Florence Peretola Airport upon your arrival and escort you to your lavish accommodation in the heart of the city. Visitors and locals stroll down Via de’ Tornabuoni, which is a fantastic shopping street of designer shops. Your guide will introduce you to the remarkable city on a walking tour, beginning with Ponte Vecchio.
What's Included:
Florence – The History and Grandeur of Florence
Florence – The Drama and Heritage of Florence
Florence – Enjoy a Gelato Tour
Florence – The Marvels of Borgo a Mozzano
Florence – Prato and the Town of Mugello
Siena – Chianti Wine Tour
Siena – Traditional Cooking Class
Siena – Wine Tour of the Val d’Orcia Region
Siena – Departure
Trip Highlights
- Witness the magnificent artwork on display in the Uffizi Gallery, including artwork by master artists
- Revel in the intricate detail and stunning focus of Michelangelo’s David when on a private tour of the Galleria dell’Accademia
- Sample the delicious flavors of wines from the Val d’Orcia on a private tour that allows you can taste the layers of celebrated Bruno di Montalcino
- Delight in the elegant and rustic flavors of authentic Tuscan cuisine during a private cooking class taught by an experienced local cook
- Witness the fantastic list of the infamous Leaning Tower of Pisa when wandering the city
- Discover the fascinating artistry and evolution of textiles in Tuscany with a private tour of the Prato and the textile museum
- Revel in the diverse flavors of artisanal gelato throughout Florence on a guided tour that features the best tastes, variety, and originality in the city
- View the tremendous design of the Ponte della Maddalena in the town of Borgo a Mozzano outside of Lucca
Detailed Description
You will discover the picturesque scenery and captivating history of Italy with this 10-day highlights tour of Tuscany. You will have private tours of the magnificent wine regions and specialist guides with insider knowledge of art, architecture, history, and local traditions. Your private transfers, stunning accommodations, and view of Tuscany’s countryside towns will offer you the ultimate luxurious experience.
Your highlights tour of Tuscany will begin with your arrival at the Florence Peretola Airport, where you will meet your private transfer. You will have six nights in Florence with plenty of time to enjoy the fantastic history and artistry on display. Your specialist guides will introduce you to the city, leading you from the Duomo to the Ponte Vecchio and into the galleries of the Uffizi. You will explore the Galleria dell’Accademia to view Michelangelo’s marvelous David and discover the tremendous works of master artists, such as Donatello on a private tour of the Bargello Museum. Afterward, you will meet with local artisans who preserve the traditional handcrafts of Florence, from woodwork to sophisticated furniture.
Your day trips outside of Florence will take you to the likes of Pisa for a magnificent discovery of the former naval powerhouse. Upon returning to Florence, you will explore the diverse and tasty flavors of authentic artisan gelato with a knowledgeable guide. In Lucca, you will wander the elegant streets within the dramatic walls and traverse the arching bridge of Ponte della Maddalena in Borgo a Mozzano. In the city of Prato, you will enjoy a revelation of graceful tranquility among the lush landscape of Mugello.
You will then have a private transfer to Siena for three nights in the medieval city, beginning with a captivating tour that will reveal the historic, eclectic, and intricate architecture of the city. In the Chianti countryside, you will enjoy the distinctive flavors of the local wines with private tastings and tours. Wandering beneath the towers and among the frescoes of San Gimignano will offer you a new perspective of the medieval town and countryside. You will then indulge in a delicious cooking class that will teach you the art of crafting authentic Tuscan pasta. A wine tour of the Val d’Orcia will introduce you to the charming Renaissance town of Pienza and the elegant medieval town of Montalcino. Here, you can sample the famous flavors of Brunello di Montalcino.
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
The starting price is based on travel during the low season for a minimum of two travelers staying in shared 3-star accommodations. Please inquire for a custom trip quote based on your travel preferences and travel dates.
Verified Traveler Reviews
Based on 940 reviews
See more
"Our guide and driver were very professional and pleasant. They were very concerned about all aspects of the responsibility of providing the very best service possible."
See more
"It only took one reply back from this agent for me to know that we would have a more personable experience with this travel agency."
See more
See more
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.
See more
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.
See more





