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
Day 1
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:
Day 2
Florence – The Flavors of Gelato
Day 3
Florence – The Towns and Wines of Chianti
Day 4
Arezzo – Cooking and Chocolate Classes
Day 5
Arezzo – Delight in a Truffle Hunt
Day 6
Arezzo – Wine Tour of the Val d’Orcia
Day 7
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.
Reviews of Zicasso's Referral Service
4.9 stars based on 5852 reviews.
Zicasso's travel agent created an itinerary and experience that was simply perfect. Every hotel experience, guide, and driver was excellent. She was kind, patient, knowledgeable, and made the perfect suggestions. I loved working with her! Thank you to our agent, the tour operator, and Zicasso for a wonderful trip!
Reviewed By Anita L.
The trip was wonderful. Zicasso's travel agent and her staff planned the perfect 10-day trip. The accommodations, the drivers, the guides, and the restaurant recommendations were perfect. The communication was excellent and timely. They went above and beyond to make sure we were comfortable and happy. The staff were very attentive and flexible, even when we wanted some small changes, such as pick-up times for the drivers. They adapted and made it all work. This travel agent is absolutely terrific.
Reviewed By Marci M.
Our Italy trip with Zicasso’s travel partner was nothing short of spectacular! Referred by a friend who had an amazing experience, we decided to give it a try and were not disappointed. Our agent was fantastic, always ready with answers to our questions and providing excellent support throughout our journey.
In Tuscany, we visited beautiful wineries and enjoyed a delightful lunch with the vintners, who were incredibly warm and welcoming. Her attention to detail was evident when she adjusted our plans due to weather changes and even checked in on us when we were slightly delayed for a tour.
Siena was breathtaking and our hotel in Rome was perfectly located, allowing us to walk to all the major sites. One of the highlights was a small boat tour around Capri from Amalfi—perfect weather and stunning waters made it unforgettable. The cooking class on the Amalfi Coast, set on the side of a cliff, was exceptional and having personal tours just for the two of us was an unexpected and delightful bonus.
We can't express enough how much we enjoyed our Italy trip. The travel partner exceeded our expectations and we highly recommend them for a truly memorable experience!
Reviewed By Kent S.
Zicasso’s trip coordinator and her team did a fantastic job, not only in planning the trip to meet our needs and wants, but also in personalizing it as needed. They were also available as we needed them to adjust things, such as pickups, and even made some dinner reservations for us. With our budget, they set us up in excellent hotels that fit our desire for the trip to be a wonderful anniversary getaway. Her staff were also very helpful. We would strongly recommend them for a trip to Italy!
Reviewed By Rajesh J.
Zicasso's travel planner and her staff did a perfect job for our family of six. She made our trip seamless!
Everything she planned was perfect and no detail was left out. I would use them again and again for my travels to Italy.
Reviewed By Sally F.
My first solo trip was something I had dreamed about for years. I wanted it to be more than sightseeing. I wanted adventure, comfort, safety, and freedom without the stress of planning it all alone. Through Zicasso, I was connected to two specialists and Zicasso's travel consultant stood out immediately. She delivered an itinerary that gave me everything I asked for and more: maximum cities, maximum fun, and maximum value, all without compromise.
Before deciding, I researched and compared tours, packages, and individual prices online. The travel consultant’s proposal came out on top for value and content. While the other agent offered fewer cities and activities at a higher price, her plan was ambitious without being overwhelming. She booked my trains, arranged private transfers where needed, and selected boutique-style hotels that exceeded expectations. I was honestly surprised at how good they were. I stayed at hotels in Interlaken, Florence, and Sorrento. Each was clean, comfortable, and perfectly located for exploring. I had prepared myself for budget trade-offs, but instead, I found thoughtfully chosen hotels that balanced affordability with real quality.
Every document, train ticket, and activity confirmation was uploaded into the app. It became my lifeline throughout the trip, with every detail at my fingertips. The structure gave me confidence, while still leaving me free to explore.
Switzerland came first: Zurich, Lucerne, Interlaken, and Zermatt. Each city felt like stepping into a postcard. Interlaken gave me the adrenaline rush of skydiving, while Zermatt charmed me with its close-knit magic and alpine beauty. Italy unfolded with equal ease: Lake Como, Venice, Florence, Sorrento, Amalfi, and Rome. Every destination felt curated, yet natural, from gondola rides in Venice to boat tours on the Amalfi Coast.
What I loved most was the balance between structure and freedom. Pre-booked activities and restaurant reservations gave me a strong framework, but I could just as easily decide to spend an afternoon wandering Florence, eating gelato, or sitting in a piazza. The rhythm of the trip was perfect, structured enough to tick off bucket-list highlights, yet relaxed enough to feel like a real vacation.
Food was freestyle, but memorable. Highlights included a Japanese-Peruvian restaurant in Zurich with its elegant Japanese-Peruvian flavors, a different Japanese restaurant, a restaurant in Como with its modern fusion menu, an Indian restaurant for comforting classics, and international favorites like those in one of the restaurants in Rome. Between those meals and plenty of gelato and crepes, every stop added its own flavor to the journey.
As a solo traveler, safety mattered. I felt comfortable walking around in the evenings and was usually back in my hotel by 1am to stay rested for the next day. What really gave me peace of mind was the travel consultant’s constant support. Communication was fast and responsive. I never had to wait long for answers, whether through the app or email. There was a moment when I made a mistake with the trains and missed an activity. She immediately stepped in and worked to reschedule it or secure a refund that same day.
Earlier in the planning process, I also had a card issue due to an address error. Even though policy would not normally allow it, she and her team patiently waited until I received the refund before finalizing the booking, just weeks before my trip. That flexibility and care spoke volumes.
The difference was clear. She used my budget to its fullest potential, giving me more destinations, more experiences, and better hotels than the alternative option. She managed to combine the efficiency of a fully organized tour with the freedom of independent travel. Everything was planned, yet everything was still mine to shape.
This trip was everything I wanted: good food, beautiful views, safety, and absolute reliability. It was an organized journey with freestyle flexibility, which is exactly what solo travelers dream of. The travel consultant’s planning let me chase adventure while always knowing I had a safety net. Switzerland and Italy gave me memories I will never forget, but it was the behind-the-scenes planning that made it possible. If you want a trip that is your way, your budget, your pace, but without the endless hassle of managing it yourself, the travel consultant at this agency is the person who can make it happen. My first solo trip became my dream trip and that is the highest praise I can give.
Reviewed By tasmia S.
