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 5883 reviews
Thank you, Zicasso's travel designer, for planning our honeymoon. We just had the best and most romantic time. The hotels were beautiful and our tour guides were lovely. We also greatly appreciated your dinner recommendations.
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Zicasso's tour operator elevated this trip far beyond what we could have managed ourselves. It was a five-star, worry-free experience, and every single day felt tailored to us. If you’re looking for true white-glove service for a European getaway, look no further than the tour operator. They’re not just travel planners, they’re travel artists.
We’re already looking forward to booking our next adventure with them!
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This was a fantastic travel company and I cannot recommend them highly enough! The events/tours they planned were a great fit, and they were very responsive and helpful during the trip. Definitely go with this Zicasso company!
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We enjoyed our trip to Italy. All the small details were handled very well by Zicasso's travel company, from limo pick-ups to our train tickets being texted to us!
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We did a lot of research on tour groups and travel companies, and are so pleased we chose Zicasso and their specialized Italy team. They organized every detail of transportation, first-class hotels, and cut-the-line attraction visits with extremely knowledgeable local guides.
We ran into some minor interruptions due to protests and our team quickly navigated around them with their in-country specialists. We felt we saw the best of each location, with additional free time to explore other local things like food, shopping, etc. These folks know their stuff and we will look to use them in the future.
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I want to take a moment to express my sincere thanks to Zicasso's travel company and each and every tour guide they provided. I had the most amazing time of my life. My group received the best care and attention to detail; we never had to worry or wonder what to do or how we would get there. I cannot express my gratitude to all. There is no other way to travel. This tour was worth every penny I spent. Thanks to our guides and drivers for their knowledge and enthusiasm, and to all those who made this a remarkable journey. I'll never forget this trip as long as I live.
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