7-Day Food and Wine Tour of Tuscany

What to expect on this itinerary
During this custom-tailored 7-day food and wine tour, immerse yourself in the great beauty of Italy, which is featured in soaring cypress trees, rolling hills, sprawling vineyards, and medieval towns. Sample noble vines, discover authentic local cuisine, and bask in the sumptuous flavors of sensational treats, from chocolate to gelato, for a sensational introduction to the food and wine of Tuscany.
Customizable Itinerary
Florence – Introductory Tour and Dinner
Your private transfer will greet you at Florence Peretola International Airport upon your arrival and transfer you to the comforts of your luxurious accommodation in the heart of the city. Your guide will meet you in your hotel’s lobby, and when you are ready, they will lead you through the cobbled streets lined with towering architecture from the 15th and 16th centuries. The elegant aesthetic will become a veritable feast for your eyes as your guide leads you to the incredible walls of the Duomo. At dinner, you will have your first introduction to the cuisine of Tuscany.
What's Included:
Florence – The Flavors of Gelato
Florence – The Towns and Wines of Chianti
Arezzo – Cooking and Chocolate Classes
Arezzo – Delight in a Truffle Hunt
Arezzo – Wine Tour of the Val d’Orcia
Arezzo – Depart for Home
Trip Highlights
- Indulge in an exclusive wine tasting and sample the layered flavors of celebrated Montalcino wines in the Val d’Orcia
- Enjoy the remarkable tastes and history of gelato in Tuscany when sampling gelato from a shop rated as the World’s Best Gelateria
- Embrace the exceptional robustness of truffles during a lunch that focuses on the seasonal ingredient that you will also discover during a private truffle hunt
- Delight in the marvelous textures and tastes of chocolate produced in Arezzo in a family shop that focuses on artisanal quality
- Bask in the beauty of the Chianti region when on a private wine tasting tour that will provide you with the exclusive experience of tasting Chianti Classico
- Learn the art of traditional Tuscan cuisine with a private cooking class taught by a knowledgeable instructor who specializes in local specialties
- Immerse yourself in the spectacular scenery of the iconic Tuscan landscape, which features rolling hills, luscious vineyards, medieval towns, and soaring cypress trees
Detailed Description
Your luxurious 7-day food and wine tour of Tuscany embraces the wonders of one of Italy’s most famous regions by immersing you in its gorgeous scenery and fabulous culture. You will travel from Florence to Arezzo and bask in the sun-soaked hills and seemingly endless vineyards around the Chianti and Val d’Orcia winegrowing regions. You will also be provided with private tours and exclusive excursions, which will allow you a unique and luxurious perspective of the Tuscan region. During your vacation, you can see it all, from Renaissance grandeur to medieval drama that has been preserved in the gastronomy and evolving flavors of celebrated wines.
Your luxury wine and food tour of Tuscany will begin with your arrival at Florence’s international airport, where your private transfer will greet you. You will have three nights in Florence, which is the capital of Tuscany and where you will uncover the beauty of the Renaissance City and the majesty of the surrounding region. Your guided tours will introduce you to the flavors of the city, its architectural beauty, and its culinary traditions. When exploring the nearby Tuscan cities, your guide will shine a light on the tastes of Siena, which is a former artistic and influential rival to Florence, and San Gimignano, where towers create a dynamic skyline that looms over a celebrated gelateria.
Your private transfer will escort you to the town of Arezzo, where you will spend three nights. The charming destination highlights the reach and elegance of the Italian Renaissance as is spread across the country and greater Europe. Afterward, you will visit a chocolaterie that produces its own artisanal flavors. Your private cooking instructor will offer you rich insight into the dynamic ingredients and customary recipes of Arezzo and the greater Tuscan dishes during a private lesson in which you will produce a multi-course meal.
A truffle hunt will provide you with the opportunity to wander the fantastic scenery alongside a guide who is knowledgeable about the local terrain. You and your expert guide will look for the coveted and seasonal ingredient among the underbrush before a delightful lunch that highlights the special ingredient. When visiting the Val d’Orcia, you will have a guided tour that focuses on the fabulous wines and flavors with exclusive tastings of refined varietals, such as Montepulciano d’Abruzzo and Brunello di Montalcino. You will have a private transfer return you to Florence’s international airport for your flight home, bringing an end to your delicious food and wine tour of Tuscany.
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 3846 reviews
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.
The biggest relief was transportation. We did not have to give a second thought as to how we were getting places; we had drivers set up at every destination and for nearly every activity. Also, we had 24/7 support if anything were to go wrong, which gave us peace of mind.
If you are hesitant to use Zicasso for your next trip, I want you to know that I was too, but it was the best decision! We were able to personalize and tailor our trip to our needs without the hassle of dealing with the details.
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I was very pleased with the entire planning of the trip. The communication with Zicasso's tour company was excellent. The meals that were pre-arranged by them were fantastic and we probably would not have found them on our own.
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Our trip was absolutely amazing! This was the trip of a lifetime. Zicasso and our trip planner were incredible. He was repeatedly helpful, offering personalized attention to our needs. He booked amazing tours for us and seemed to really grasp what we wanted. Everything was incredible.
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My husband and I had a great time on our trip to the northeast Adriatic Coast of Italy. We have very specific tastes as far as where we like to stay and the private tours we like to have during the trip. Zicasso's travel company did a great job, giving us fantastic hotels, and all of our tour guides were top-notch.
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I am very happy that we chose this Zicasso travel agent. He was very responsive throughout the evaluation and planning process, as well as while we were traveling, with any questions we had. He checked in during our trip to ensure things were going smoothly and we asked his advice via WhatsApp a couple of times during our stay in Greece, to which he responded quickly and immediately researched our request.
Every transfer was on time and all of the tours were high quality. I really can't think of anything we weren't pleased with in terms of his service!
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The trip of a lifetime–thanks to Zicasso's travel company!
We recently had the absolute best travel experience of our lives, and it’s all thanks to the incredible team at this travel company. Words can hardly capture how grateful we are for the magic they created for our trip to Greece.
We were headed to a friend’s wedding on Paros and trying to plan the logistics ourselves quickly became overwhelming; figuring out how to get there, what to do, and where to stay felt impossible. That’s when my husband found this company and, from the very first interaction, we knew we were in good hands. They took the time to really get to know us, what we enjoy, our travel style, our budget, and how hands-on we wanted them to be.
After a few thoughtful conversations and a video call, they crafted multiple itinerary options tailored exactly to our preferences. In the end, we landed on a perfect blend of history, fun, and relaxation. They even helped us work everything around the wedding, ensuring we didn’t miss a thing.
We started our journey in Athens, landing early in the morning and diving straight into the day. Then came one of the highlights of the trip—meeting our travel agent in person. She met us with the warmest welcome, walked us through our itinerary, personally showed us around the city, and gave amazing recommendations for food and shopping. Her kindness, energy, and passion for hospitality were contagious.
But what truly set this company apart was their level of care and communication. Throughout our entire trip, they were just a WhatsApp message away. They proactively checked in before every activity, sent us all the necessary contacts for transport and tours, and made sure we felt supported every step of the way. Every place we stayed at was breathtaking. From Athens to Paros, Milos, and Naxos, each hotel was more stunning than the last. Immaculate rooms, beachfront views, and hosts that treated us like family. The breakfasts were absolutely mouthwatering and gave us the perfect start to each adventure-filled day.
Beyond the wedding festivities, our itinerary included food tours, temple visits, an unforgettable catamaran tour, and a dreamy sunset cruise. Every single moment felt like a dream. The islands are incredibly safe, perfect for solo travelers or a girls’ getaway, and the views? Just… wow!
And the food! I cannot emphasize this enough: the food was out of this world. Every meal was a delight—fresh, flavorful, authentic, and somehow we left feeling better than when we arrived (even after eating three generous meals a day, with snacks in between!). Pure magic.
I’m already counting the seconds until we can go back. This trip exceeded every expectation we had and gave us memories we’ll treasure forever.
To top off this unforgettable trip, we decided to spend a few days in Rome—and the travel company helped with that too! It was the perfect ending to our adventure. We explored the Vatican, the Colosseum, the Roman Forum, and the Pantheon. Every site was awe-inspiring and the city’s energy was just electric. Rome was the cherry on top of a journey we will never forget.
To the entire team—thank you from the bottom of our hearts for the most unforgettable adventure of our lives. We wouldn’t dream of traveling to Greece again without you.
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