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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My husband and I went through Zicasso to plan our honeymoon to Italy and Greece. This was the best decision ever! We worked closely with our travel specialist to plan our trip and she was absolutely phenomenal. This was our first international trip outside of the US, so we were a bit nervous at first! However, our specialist ensured every aspect of the trip was organized and that we were taken care of every step of the way.

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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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