Quintessential 10-Day Tuscany Food and Wine Tour

Vineyard and winery in the Chianti region of Tuscany, Italy

What to expect on this itinerary

During this 10-day Tuscany wine and food tour, indulge in the grandeur of rustic cuisine and develop an intimate understanding of the gorgeous landscape. Your private tours led by specialist guides offer insight into the heritage of local flavors. This customizable tour will shine a brighter light on Tuscany’s culinary marvels, such as visiting renowned winemaking regions, basking in the enticing aromas of a private kitchen, and scouring woodlands for the elusive white truffle.

Countries Visited

Italy

Places Visited

Florence, Siena, Chianti Region, Val d’Orcia, Pienza, Bolgheri

Suggested Duration

10 Days

Customizable Itinerary

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Day 1

Florence – Introductory Dinner

Florence is a fascinating city of art, fashion, tradition, and gastronomy. Here, elegant palaces line cobbled lanes, and the aroma of freshly brewed espresso lingers among the scattered bakeries. Your flight will land at Florence Peretola Airport, where your private transfer will greet you upon your arrival and escort you into the heart of the city. After settling in to the comforts of your luxurious accommodation, your guide will introduce you to the marvels of Florence. First, you will explore the bustling neighborhood of San Lorenzo. Eventually, you will step into the majestic display of architecture in the San Lorenzo Church.

What's Included:

Accommodation
Transfer
Day 2

Florence – Private Cooking Class

Day 3

Florence – Gelato Tour of Florence

Day 4

Chianti – Chianti Wine Excursion

Day 5

Chianti – Winemaking in Chianti

Day 6

Chianti – Sample Cheeses and Wines

Day 7

Siena – Walking Tour and Enoteca Visit

Day 8

Siena – Bolgheri Wine Tour

Day 9

Siena – Private Truffle Hunt

Day 10

Siena – Departure

Trip Highlights

  • Craft your own wine in the cellar of a private vineyard under the guidance of a working oenologist
  • Learn how to master the art of handmade pasta during a private cooking class with a celebrated Florentine chef
  • Delight in the flavors of Chianti Classico when visiting a celebrated winery near the antique walls of Radda in Chianti
  • Enjoy a private demonstration and workshop on the process of making pecorino cheese on a farm outside of Pienza
  • Bask in the charming ambiance of Bolgheri’s small streets and quiet artisan shops before visiting a celebrated vineyard to taste super Tuscans
  • Indulge in the robust and earthy characteristics of truffles during a lunch that focuses on the exceptional ingredient after a private truffle hunt
  • Witness Michelangelo’s marvelous sculptures, such as his imaginative and intricate depiction of the biblical warrior David, in the Galleria dell’Accademia
  • Embrace the diverse flavors of gelato in Florence during a private gelato tour

Detailed Description

Your 10-day food and wine tour of Tuscany will feature the luxurious landscape that is celebrated for its sprawling vineyards and country roads that are lined with cypress trees. Your specialist guides and private transfers will provide an immersive experience, during which you will delight in Italy’s authentic culture, continued traditions, and remarkable flavors. You will also discover how the gastronomy of Tuscany derives from centuries of gastronomic customs. Furthermore, you will gain insight into the history of the region and its connection to greater Italy while indulging in the unspoiled scenery and welcoming ambiance of medieval towns.

Your food and wine tour of Tuscany will begin with your arrival at Florence’s international airport, where you will meet your private transfer. You will have three nights in Florence, starting with an introductory dinner that will highlight the delicious flavors of Tuscan cuisine. A historically based tour of the city will present the layers of medieval and Renaissance history through the lens of art at the Uffizi Gallery. Afterward, you will partake in a private cooking class that will teach you how to perfect traditional handmade pasta. You will then continue to uncover the marvels of Florence with a visit to the Galleria dell’Accademia to view Michelangelo’s David before partaking in a fantastic gelato tour. This tour will provide you with a glimpse of the unique history and best artisanal flavors of the city.

Your three nights in Chianti will begin with visiting the medieval towns that produce the wines of the region, beginning with Radda in Chianti. You can sample a variety of wines in a historic wine bar known as an enoteca. You will have a special day at a local vineyard in Chianti, where you can produce your own bottle of wine under the guidance of a trained oenologist. In the town of Pienza, you can enjoy the Renaissance architecture and serene ambiance before learning about the local connection to pecorino cheese. Afterward, you will participate in a cheese demonstration, workshop, and sampling on a local farm.

You will then transfer to Siena for three nights. Here, you will discover the preserved medieval wonder of the city with a private walking tour of the historic streets and structures. You will also visit a historic enoteca for a sampling of the local wines. You will also have a half-day visit to the town of Bolgheri, which is a town that possesses the feeling of being discovered and surrounded by natural beauty. You will visit a nearby vineyard for a tasting of the specialty wines that are produced in the region, such as the famous Super Tuscans. Your final tour in Tuscany will take place in the woodlands outside of Siena. Here, you will search for truffles with a seasoned guide, which will result in a marvelous lunch that focuses on the robust flavors of truffles.

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

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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Italy Vacation Review: 12 Days

It was a fantastic trip. Everything we planned with Zicasso’s travel company was on time and with high-quality local guides and drivers. They were very responsive and helped us build an itinerary for our 12-day trip to southern Italy. They stayed in touch throughout the planning process, helping us find restaurants and answer questions. I would highly recommend this travel company to anyone planning a trip to Italy.

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Zicasso’s travel specialist was a pleasure to work with. She helped me plan our trip of a lifetime to Italy. I told her which cities we wanted to visit and our interests, and she gave me great recommendations for tours and experiences. She was flexible with the itinerary changes I made beforehand and, after our arrival, the pre-arranged transportation was seamless and the hotels were great.

Our ambassador during the trip was very responsive when I had questions. I appreciated the daily messaging app reminders for the times and activities for the next day, including a location link on Google Maps for the meeting points. Our pre-arranged drivers and tour guides were excellent.

This holiday was everything I hoped for. If I am fortunate enough to plan another holiday to Italy, I will definitely use the travel company again! Based on this experience, I will definitely use Zicasso again for an international holiday.

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We had a great trip to Florence, Tuscany, and Rome. One of the best parts about the trip was our travel company. Zicasso's travel specialist took care of booking everything we needed and doing so within budget. I didn't have to worry about keeping up with tour tickets and schedules because he had already taken care of all that. He was also available for quick questions and updates while we were on our trip. We couldn't have asked for better!

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Italy Trip Review: Rome, Florence, Vatican, Sistine Chapel, Colosseum, 2 Weeks

Zicasso set us up with a wonderful travel agent. The process of choosing and communicating through the Zicasso system was easy and helpful.

The travel specialist and her team planned a wonderful 15-day trip, with nine days in Rome and four days in Florence. She found us great accommodations that included a kitchen, which was a must for us. Other travel agents were not able to provide such accommodations.

The drivers we had were professional and picked us up on time. The guides were experts in their field and generally had taught at universities. The guides were very personable and tailored the tours to our interests.

She arranged all the necessary skip-the-line tours. We went to the Vatican with three different tours: the Sistine Chapel, the Gardens, and the necropolis to see St. Peter's tomb.

There were a couple of hiccups in this perfectly planned itinerary. Each time, the travel specialist and her staff were immediately available and guided us through solutions, such as trying to get to the Colosseum during the Roman Marathon.

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Zicasso’s travel company was highly responsive and understanding of what we wanted to experience and used their expertise to steer us to the best people and locations possible.

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We enjoyed our trip so much. Everything was planned well and on time in Italy! Zicasso's travel company did everything to help us with our trip interruption due to flight delays for weather here in the US! All the communications we had with them were spot-on.

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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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