Historical Immersion Tour of Tuscany: Siena and Florence

What to expect on this itinerary
The alluring heritage of Italy immerses you in its captivating art, intricate architecture, and delicious during this historically-based 7-day Tuscany tour. Bask in the picturesque views of iconic Tuscan landscapes that feature sprawling vineyards, towering cypress trees, and rolling hills, and medieval villages. Whether sipping celebrated wines or viewing priceless Renaissance art, your Tuscany tour will reveal in the region’s illustrious past.
Customizable Itinerary
Siena – Introductory Tour of the City
Siena acts as a preserved masterpiece that represents Tuscany, Italy, and the power of individual city-states. Your private transfer will greet you at Florence Peretola International Airport and escort you to your accommodations in the heart of Siena. After settling in to the comforts of your accommodation, your guide will introduce you to the marvels of the city. Your tour will begin at Piazza del Camp and will include the Duomo. After your tour, you will have the remainder of the day to spend at your leisure.
What's Included:
Siena – Antique Towns and Wine
Siena – The Val d’Orcia Wine Region
Florence – Power, Prestige, and Preservation
Florence – Renaissance and Medieval History
Florence – Discovery of Florence’s Past
Florence – Departure
Trip Highlights
- Discover the secret history of San Lorenzo Church in Florence by finding hidden sketches from Michelangelo
- Embrace the charms of Montalcino during a private tour of the Val d’Orcia with a wine tasting inside an antique wine cellar
- Witness the treasured sinopie of Pisa’s Sacred Fields that reflect the original sketches of master artists
- Delight in the enchanting ambiance and welcoming locals of Greve in Chianti during a private tour
- Wander the winding cobbled lanes of Lucca to explore the exceptionally preserved antique walls and Guinigi Tower
- Enjoy the point at which history and artistic mastery converge in the Uffizi Gallery
- Revel in the grandeur and romantic atmosphere of the Renaissance town of Pienza, which is the former home of Pope Pius II
- Bask in the majesty of Florence’s Duomo during a private tour
Detailed Description
Your 7-day Tuscany tour will combine the marvels of the region’s natural scenery with its splendor of preserved towns and cities. This tour will include private transfers, specialized guides, and unique discoveries. Whether you prefer to linger in the medieval charms of Siena or to explore the often-overlooked museums of Florence, you will have an immersive and authentic experience.
Your historically-based tour of Tuscany will begin with your arrival at the Florence airport, where your private transfer will greet and transfer you to your accommodation in Siena. Here, you can enjoy the medieval ambiance with an introductory tour. A specialist guide will lead you through the Chianti Region and the Val d’Orcia for introductions to the landscapes. You will visit enchanting towns, such as Pienza and Montalcino, to witness the preserved lifestyle of Tuscany’s tranquil villages and to sample remarkable wines, such as Chianti Classico.
You will then transfer to Florence for three nights. Your time here will begin with a fascinating exploration of Pisa and Lucca with a specialist guide. The distinctive cities will reveal their former power dynamics and artwork, from Pisa’s famous Leaning Tower to the dramatic walls that surround the city center of Lucca. Once you have settled into the beauty of Florence, you will have two full days to uncover the artistic treasures of the city, from the Uffizi Gallery to the San Lorenzo Church. Lastly, your private transfer will meet you at your hotel in Florence and escort you to the airport for your flight home.
Starting Price
$3,200 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 6006 reviews
We had a wonderful honeymoon in Italy! It was easy to coordinate with Zicasso’s travel specialist; she heard what we were interested in doing and seeing, and she planned a seamless vacation. The travel from point to point was easy, we had knowledgeable drivers and guides as we visited new places, and the hotel and restaurant recommendations all led us to perfect spots we wouldn't have found on our own. We had a great time in Rome and Florence, and in the countryside in Tuscany, and would absolutely consider Zicasso again for future trips.
See more
The trip was excellent. Zicasso’s tour operator handled our special request and situation very well. They were very responsive and helpful.
See more
Zicasso's was a great company to work with for our trip to Italy. Everyone replied promptly to questions or concerns. We liked the suggested tours. Most of the guides were very engaging and easy to understand.
See more
The tour company did everything we agreed upon.
See more
Zicasso’s tour operator was superb! Their communication, understanding of our requests, and planning were excellent. They made our first trip to Italy unforgettable.
See more
Zicasso’s travel specialist did a wonderful job at listening to what we were looking for in our trip and the experiences we would like to incorporate. Her recommendations were spot-on! All of the tours, guides, cooking classes, and drivers were excellent. All details were taken care of and we had nothing to worry about but enjoying our vacation.
See more





