Historical Immersion Tour of Tuscany: Siena and Florence

Lucca , Market Square, Piazza dell'Anfiteatro in Italy

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.

Countries Visited

Italy

Places Visited

Florence, Siena

Suggested Duration

7 Days

Customizable Itinerary

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Day 1

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:

Accommodation
Transfer
Day 2

Siena – Antique Towns and Wine

Day 3

Siena – The Val d’Orcia Wine Region

Day 4

Florence – Power, Prestige, and Preservation

Day 5

Florence – Renaissance and Medieval History

Day 6

Florence – Discovery of Florence’s Past

Day 7

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.

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Tracy S.
Italy Trip Review: Bike Tour, 5 Nights

It was a great experience! Every activity was fun and interesting. The guides and drivers were wonderful. You made our trip so easy.

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Judy B.
Italy Trip Review: Rome, Milan, Venice, Lake Como, 1 Week

Everything went perfectly. We had such a good time. All our tour guides were expert historians. All the car pick-ups and trains went smoothly. We added a last-minute tour in another city and Zicasso's travel specialists were so accommodating. I highly recommend them.

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Michael W.
Italy Vacation Review: Florence, Tuscany, Umbria, Local Cuisine, Museums, 14-Day Trip

My wife and I recently returned from our first trip to Italy and want to highly recommend Zicasso's travel specialist and her company for creating the perfect vacation for us. It was a two-month process of back and forth, but no matter what we asked of her, she delivered several options.

We had a perfect mix of historical Florence and its museums, and wonderful restaurants, and the Tuscany and Umbria countryside experience. And on our first day, when our flight into Florence got diverted to Milan, we had the peace of mind that our travel specialist was there to help with her much appreciated support.

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Jess G.
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Working with Zicasso’s travel specialist and the team was easy and wonderful. Our group enjoyed all of our excursions and tours. The drivers and guides were all wonderful, kind, and informative. Our arrangements for staying were clean, accessible, in great locations, and with incredibly friendly staff. The daily reminders were perfect and the few times we had questions, the response was timely and helpful.

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Richard S.
Italy Tour Review: Florence, Montepulciano, Tuscany, Pompeii, Cooking Class, Wine Tasting, Olive Oil Experience, 11 Nights

From start to finish, this was an amazing trip! All the accommodations were excellent, the tour guides were knowledgeable and engaging, our drivers were friendly and helpful, and the experiences (walking food tours, cooking class, wine tastings) were just what we wanted! We are extremely happy with the help we received from Zicasso's travel specialists, all the arrangements that were made, the communication throughout our stay—the entire trip!

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Sarah K.
Italy Travel Review: Local Cuisine, 3 Weeks

We loved our itinerary! We gave the locations we wanted to visit to Zicasso’s tour operator and they fit everything in. They were with us every step of the way and listened to feedback about any adjustments, and stayed within budget.

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

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