Culture of Tuscan Wine & Cuisine Tour

Vineyard in Tuscany, Italy

What to expect on this itinerary

The red hue of a perfect bottle of wine shines like a ruby. The scent of freshly made pasta emanates from a restaurant located in a historic cellar. Chestnut trees and olive groves fill the open Tuscan valleys, leading you to far-reaching vineyards and medieval hilltop towns. Your custom tailored food and wine tour of Tuscany takes you on a unique blend of wine and culinary experiences set in the world-renowned countryside of Tuscany. Tuscany is where the cuisine is as artful as the region’s Renaissance paintings, the wine is as important as the medieval architecture, and the culture is rooted in the landscape.

Countries Visited

Italy

Places Visited

Florence, Carmignano, Chianti, San Gimignano, Volterra, Bolgheri, Elba, Siena, Montalcino, Montepulciano

Suggested Duration

9 Days

Customizable Itinerary

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Day 1

A Tuscan Introduction

Florence is the capital of Tuscany, brimming with artistry from the architecture to the cuisine. The fame of Michelangelo, Galileo, and Dante Alighieri precede the glory of the city. The aroma of creamy gelato drifts out of the award-winning gelateria, “Perche No!” The scent of freshly made pasta wafts upwards from the succulent sauces showcased on a street-side café table.

One of our Italy tour operators will arrange for a transfer to greet you at Florence International Airport. As you are driving to your hotel, you feel like the imagined flavors of the city have already captivated you. You have thought about sitting alongside the Arno River savoring espresso with the sound of the current lapping against the riverbanks.

In the evenings, the low hum of Gregorian chants fills the have of San Miniato al Monte, overlooking the skyline of Florence. The small and historic artisan shops on the Otrarno, the opposite side of the river, fill with handmade jewelry and leather goods. The city is exactly how you imagined it: contemporary energy inside a Renaissance shell.

For dinner, you venture into a typical 14th-century building to find a delectable restaurant highlighting the succulent cuisine of Tuscany, including sliced tender beef with regional Pecorino cheese. To accentuate each dish, you have a paired wine chosen directly from the antique family cellar.

What's Included:

Transfer
Accommodation
Dinner
Day 2

Absorbing Tradition

Day 3

Touch of the Enthusiast

Day 4

Towers and Cellars

Day 5

Between History and Essence

Day 6

A Different View of Tuscany

Day 7

Sunlight to Sunflowers

Day 8

Nobles of the Tuscany

Day 9

Always More than Average

Trip Highlights

  • Discover one of the most pristine wine regions in Tuscany
  • Explore the historic wine traditions of a small Tuscan town outside of Florence
  • Visit the charming Island of Elba, home to stunning beaches, fresh seafood, and incredible local wines
  • Indulge in the succulent flavors of a cellar restaurant with a seasonal menu inside Florence’s historic city center
  • Sample two of the most notable wines produced in Tuscany, Brunello di Montalcino and Vino Nobile di Montepulciano
  • Delight in a half-day cooking course inside a historic castle where you can learn the true flavors of the province utilizing the local garden and farm

Detailed Description

The true splendor of Tuscan cuisine is that there are endless ways to experience it. On your 9-day food and wine tour of Tuscany, your culinary excursion will take you through the treasured towns and scenic landscape. You will have a unique experience, sampling wines, indulging in local flavors, and basking in the artistry of simple tastes that lead to complex wonders.

Your Tuscany tour begins with your arrival at Florence International Airport. Your private transfer leads you into the stunning city where you have the remainder of the day at your leisure. Sample the beatitudes of the streets and in the evening, savor a Tuscan tasting menu at an award-winning restaurant where you can dine on a seasonal menu with a specialized wine pairing.

The following day, you travel to a small town near Prato, known as Carmignano. Embark on the town’s winemaking traditions, as it is one of the oldest wine producers in Tuscany. You venture to Chianti, a region south of Florence and celebrated for its rolling hills, emerald hues, and fabulous wines.

Visit the main town of Greve and tour a nearby villa, home to a farm and vineyard. After sampling the wine, you will have a remarkable cooking course that will immerse you in more of the regional flavors and characteristics of the surrounding soil. The following day, you visit the stunning medieval streets and towers of San Gimignano, tasting the popular Vernazza wine. Then, stroll around the Etruscan town of Volterra where you can dine in a cave-like wine bar. In the town of Bolgheri, you will discover the exquisite flavors of Sassicaia wine in a historic city center overlooked by many visitors to Tuscany.

The following day, you venture by ferry to the Island of Elba, touring the historic port town of Portoferraio. When you return to mainland Tuscany, your private transfer escorts you to the charming city of Siena, located atop the hills and maintaining traditional cuisine close to the hearts of locals. On your way back to Florence, you visit the enchanting medieval towns of Montalcino and Montepulciano. Each town is world-renowned for their famous wines produced around their own hills and enjoyed inside their historic city walls. The following day, your private transfer meets you in the hotel lobby and escorts you to the airport where you will board your flight home.

Starting Price

$4,100 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

  • Accommodations
  • In-country transportation
  • Some or all activities and tours
  • Expert trip planning
  • 24x7 support during your trip

Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.

4.9

Verified Traveler Reviews

Based on 992 reviews

Italy Trip Review: Milan, Florence, Lake Como, Venice, 11 Nights

When we started planning our trip to Italy, I knew I wanted to work with a travel agent—specifically, someone who specialized in Italy and was based there. After reaching out to several agencies and reviewing their responses, we chose Zicasso and, more specifically, our travel agent. She is based in Milan and from my very first interaction with her, I knew we had made the right choice.

Our trip could not have been more perfect. Our agent put a lot of thought into every location and planned activity. At the outset, we had a few discussions with her about what we wanted from the trip and, after that, we were happy to leave most of the details in her capable hands. Our goal was to explore mid-to-northern Italy and everything—from the hotels and tours to the free time and transportation—was beautifully organized.

Our 11-night trip started in Milan and ended in Florence, with overnight stays in Milan (one night), Lake Como (three nights), Venice (three nights), and Florence (four nights). Initially, I was hesitant about staying at Lake Como for three nights, but our agent encouraged me to do a little research. I’m so glad she did, as it turned out to be incredible. We had more self-guided time at Lake Como, which was perfect as we adjusted to the time change. In Venice, our itinerary became more structured, but we still had plenty of time for our own explorations. By the time we reached Florence, we had activities and tours planned for every day, which was just what we wanted.

A highlight for my family was a full-day trip into Tuscany, where we visited San Gimignano, an organic vineyard in Chianti, and finished with a tour of Siena. Our day trip to Rome allowed us to see the main attractions and we concluded the journey with a tour of Florence and the Accademia Gallery. Every tour our agent arranged was spot on.

Throughout our trip, she was wonderfully communicative—always available when we had questions, but never intrusive. She even helped us with a couple of last-minute requests: booking a hotel in Milan for one night and arranging train tickets to Verona for an impromptu visit to Juliet’s balcony. Whenever we needed something, she was there.

When we return to explore the mid-to-southern part of Italy, there’s no question that we’ll be asking her to plan our trip again. I highly recommend her to anyone looking for a seamless, thoughtfully curated Italian adventure.

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Italy Trip Review: Florence, Montalcino, Chianti, Wine Tours, Art, Museums, Local Cuisine, Culture, 8-Day Tour

The trip Zicasso's travel consultant designed for us was absolutely perfect in every way! The hotel in Florence was a beautiful place to stay. The rooms were very clean and comfortable, and the breakfast was outstanding. I loved seeing art everywhere in the hotel and the staff were helpful and accommodating.

All of our drivers were friendly and helpful. As two women traveling in a country where we didn't speak the language, our drivers made us feel safe and well taken care of.

Our guide for the Uffizi, Accademia, Bargello, and the Duomo was incredible! She enriched our experience with her extensive knowledge base and delightful personality. We formed a fast friendship and were sad when our time with her came to an end. She was one of the highlights of our trip. I can't say enough wonderful things about her! 

The wine tours were fabulous! We learned so much about the Chianti region. Each tour was well done, but Montalcino was the stand-out experience. It was so elegant and wonderful. Needless to say, we brought home several bottles...

I can't thank the travel consultant enough. From start to finish, she was absolutely lovely to work with. She understood exactly what we wanted and curated a trip of a lifetime for us! I fell in love with the art, architecture, people, food, and wine of the region, and hope to return someday.

I must also acknowledge our US contact. He was incredibly helpful any time he was called on to assist. So cheerful and positive.

I have already recommended Zicasso to many of my friends. I will certainly look forward to my next trip curated by your company.

Thank you for an incredible experience!

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Italy Tour Review: Tuscany, Florence, Montalcino, Castellina, Chianti, Wine Tasting, Cheese Experience, Local Cuisine, Walking Tour, 9-Day Trip

We loved everything about our trip to Tuscany. We had great, comfortable hotels as bases to explore the beautiful countryside and towns. Our hotels had kind, welcoming staff. Zicasso's travel company provided helpful suggestions and reserved non-touristy restaurants and enjoyable, interesting activities: eating in Florence, wine tasting in Montalcino, and cheese making in Pienza.

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Italy Family Vacation Review: Venice, Verona, Florence, Tuscany, Siena, Rome, Biking, Cooking, Wine Tasting, Olive Oil Experience, 10 Nights

Zicasso's travel company planned the most amazing trip to Venice, Verona, Florence, Tuscany, Siena, and Rome for our family of five. It was the best trip I've ever taken, and having all the details covered by them and plans and tickets sent to us via WhatsApp allowed us to really live in the moment and not have to think about what was next. I loved every second. I cannot wait to plan another trip to Italy to experience the southern half of the country.

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Italy Tour Review: Venice, Florence, Tuscany, Lake Como, Milan, Truffle Hunting, Wine Tasting, Cooking Class, Boat Ride, 2-Week Trip

Our trip to Venice, Florence, Tuscany, Lake Como, and Milan was exceptionally well planned and executed by Zicasso's tour operator.

The transportation from one location to another was efficient, even when challenged by the high tides in Venice. Overall, the hotels selected were very good. The one in Montalcino was exceptional. Every guide was knowledgeable and professional. We appreciated their willingness to be flexible. Our driver for the ride to Como and back to Milan was personable and exceptional as well.

We really enjoyed the truffle hunting experience, the first wine tasting in Montepulciano, where we met the entire charming family, the cooking class in Bellagio with a chef who treated us like family, and the boat rides on Lake Como and to the islands in the lagoon of Venice. All of the dinner reservations were spot-on and when there was a slight misunderstanding regarding our wine tasting in Bellagio, where the staff at the hotel in Bellagio had no idea what had been arranged by our agency, this was quickly resolved by our guide through texts and emails with the agency.

The only aspect of the trip that could have been improved was day eight, when our activities, travel time, and late dinner reservation resulted in a late-night drive back to the villa. The hotel in Milan was difficult to find at first due to its location not being visible from the street. Once we found it and settled in, it was in an excellent location for our sightseeing. The gifts of sparkling wine at two of our stops was thoughtful and appreciated.

We thank our agent and the staff at the agency for a wonderful trip and would not hesitate to recommend the firm to our friends and family.

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Italy Tour Review: Bologna, Parma, Modena, Balsamic Vinegar Factory, Wine Tasting, Cuisine, Cooking Class, 2 Weeks
"We set out to experience culture and food, and Zicasso’s travel agency did not disappoint."

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

28,000+ Verified Traveler Reviews