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.
Customizable Itinerary
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:
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.
Reviews of Zicasso's Referral Service
4.9 stars based on 5884 reviews.
The trip Zicasso's travel specialist arranged for us exceeded all our expectations. It was absolutely wonderful; not a single detail was overlooked. The hotels were excellent, the tours were great, and the drivers were always on time. I totally recommend Zicasso and the agency, and will undoubtedly use them for future travel plans.
Reviewed By Philip S.
Zicasso's travel designer did a terrific job. We had the initial phone consult, after which she delivered a first draft of the itinerary. From there, she helped guide us through a few revisions until we got the details smoothed out. We are experienced travelers and can appreciate a well-constructed trip, and that's what our experience with our agent reflected.
One crucial thing is that all the drivers who are engaged to move you around are prompt. Every one of them was right on time and friendly and helpful to boot. It was much appreciated.
To sum up our experience, I would do it all again with Zicasso and the agency and our agent. Our trip to Italy in the late summer of 2025 was something we will not soon forget!
Reviewed By tony B.
Zicasso's travel partner is very thorough and makes sure the trip is tailored to your vision. They are flexible and very responsive. We would recommend them to anyone traveling.
Reviewed By Evan C.
Zicasso's travel agency far exceeded our expectations. We had our five-year-old and 11-year-old children with us, so the tour guides and walking needed to be kid-friendly.
Our hotel in Rome was wonderful, the location was perfect, and they had good A/C and a breakfast buffet. There were plenty of great restaurants within easy walking distance, as well as the Vatican.
Our tour guide for the Colosseum and Roman Forum was great. Pompeii was amazing. Our tour guide was basically a celebrity down there and knew exactly how to take us around the ruins without ever waiting.
Tuscany was our favorite by far. We did a cheese-making experience and lunch that was super-cool. The kids got to play with the farm animals and the owners were so attentive and interesting. We did a cooking class with a chef that was the kids' favorite thing on the entire trip. I would make a point to book this experience; the kids still talk about it and wear the aprons around the house. The resort in Tuscany was nice. We had our own private pool, plus the resort pool, and could easily walk to a small local town with some great food.
Venice was good, but probably our least favorite on the trip. You have to walk a ton, which was difficult for the kids, but it's still worth experiencing.
We travel a bunch and I would highly recommend using Zicasso's travel partner.
Reviewed By Kevin S.
This was the best trip ever!!! I am so grateful Zicasso introduced us to our tour operator. This team was amazing! They set up a call to learn more about us and jumped into action. Within a short time, they came back to us with a presentation on ideas, with recommendations. There is no chance our trip would have been half as good without them. They even had a text group on standby while we were here in case we needed anything.
Reviewed By Linda C.
Zicasso's travel partner organized a fabulous trip for us to Italy. Everything from the minute we arrived in Venice to when we departed from Rome was perfectly arranged and seamless. Our hotels were superb! We so enjoyed all of the excursions/day trips.
We had been referred to Zicasso by a friend and we have passed the word on to other friends.
Reviewed By Janiece P.
