Tuscany, Italy
30,000+ Verified Traveler Reviews

Italy Food & Wine Tours

Italian cuisine is integral to its culture. Fertile countrysides boast centuries-old grapevines, and each city cherishes its local ingredients. Together, they tell a story of regional identity to create an experience that goes beyond just a meal. From handmade pasta to distinct wines, savor the taste of Italy when you create your own culinary vacation with Zicasso.

Explore Our Trip Ideas

Let these itineraries inspire your personalized travel experience

Vineyards surrounding Montalcino in Tuscany, Italy

8 Day Trip IdeaFrom $3,600

Wine and Golf Tour of Italy: An Escape to Vineyards & Fairways

Rome, Argentario, Murlo, Castiglion del Bosco
Grocery store on a street in Taormina, Sicily, Italy

8 Day Trip IdeaFrom $3,600

Flavors of Sicily Tour: Wines, Private Cooking Classes & Excursions

Palermo City, Sicily, Agrigento, Siracusa, Mt. Etna +2 more
Vineyards in Montepulciano, Italy

8 Day Trip IdeaFrom $3,600

Wine Connoisseur's Dream Tour of Tuscany

Florence, Siena, Montalcino, Montepulciano, Pitigliano +3 more
Vineyards in Piedmont with snow capped mountains in the background

9 Day Trip IdeaFrom $4,100

An Italian Wine Tasting Journey: From Piedmont to Tuscany Wine Tour

Barolo, Barbaresco, Alba, Greve in Chianti, Radda in Chianti +1 more
Todi Terrace in Umbria, Italy

7 Day Trip IdeaFrom $3,200

Culinary Delights of Umbria: Wine, Food, and More

Umbria, Todi, orvieto, Montefalco, Torgiano +3 more
Alpine hut in Italy that produces and sells artisan cheese

8 Day Trip IdeaFrom $3,600

Gastronomic Traditions of Italy Tour: Cheese Making, Olive Oil Pressing & More

Ortona, Pescara, Chieti, Guardiagrele, Pennapiedimonte +2 more

How Zicasso Works

Here's how we create life-enriching, luxury travel experiences

  1. 1.Share Your Travel Dreams

    Zicasso specializes in custom tours, vacations, and safaris tailored to your interests and preferences. From private African safaris to culinary experiences in Europe, submit a trip request to share your ideas and travel style.

  2. 2.Meet Your Travel Specialists

    To ensure a personalized experience, we'll carefully handpick and introduce you to two of our top travel specialists, each with unsurpassed destination knowledge and local insight aligned to your luxury travel dreams.

  3. 3.Design Your Perfect Journey

    Compare the expertise of two specialists with itineraries crafted exclusively for you. You can refine these further and choose your preferred proposal. Our unique process ensures a more creative, personalized, and expertly crafted trip.

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Discover the endless charm of the Tuscan countryside near Florence in Italy

8 Day Trip IdeaFrom $7,800

Enticing Flavors of Italy Tour: Private Cooking Courses, Wine & Olive Oil Tasting

Rome, Trevi, Tuscany, Florence, Umbria
A villa and vineyard in Piedmont, Northern Italy

8 Day Trip IdeaFrom $3,600

Pleasures of Piedmont Tour: Wine, Truffles & Celebration

Milan, Alba, Turin, Piedmont
Photo courtesy of: Hotel Caruso © Belmond.

9 Day Trip IdeaFrom $4,100

Food-Lover's Tour of Tuscany and Umbria

Perugia, Montepulciano, San Gimignano, Montefalco, Assisi +5 more
Beautiful view of Medieval town of Monteriggioni in Tuscany, Italy

10 Day Trip IdeaFrom $4,500

Charm & Romance in Italy’s Countryside: Tuscany and Umbria Tour

Rome, Spoleto, Assisi, Montefalco, Volterra +3 more
Impressive panoramic view of the city of Siena

10 Day Trip IdeaFrom $4,500

Escorted Art, Food, and Culture Tour of Italy

Rome, Vatican City, Siena, Cortona, Florence
Traditional assortment of the fish market of the island town, Sicily

10 Day Trip IdeaFrom $4,500

Exquisite Tour of Sicily’s Culinary Culture

Palermo, Taormina, Syracuse

4.9

Reviews of Zicasso's Italy Food & Wine Tours

Based on 657 verified traveler reviews.

Italy Trip Review: Taormina, Agrigento, Palermo, 8 Nights

Our Zicasso travel specialist did a fantastic job planning our family vacation for five adults.

Each hotel was top-notch. At the villa in Taormina, the rooms were luxurious, with unbelievable views of the bay and Mount Etna from private verandas. The staff were gracious and the restaurant's breakfast buffet delicious. Lunch and dinner were top-notch. The hotel in Agrigento was modern and the grounds were exceptional. It was close to the Valley of the Temples, with amazing views of the ruins from each room and the beautiful infinity pool. The hotel in Palermo was old-fashioned luxury with up-to-date facilities and close to the old town.

Our tour guides and drivers were excellent.

My only regret is that we only had 10 days to explore Sicily as there was so much more to see!

Our agent did a yeoman's job helping us plan this trip.

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Italy Vacation Review: Sicily, Temples, Cathedrals, Cooking Class, Boat Tour, 2 Weeks
"Zicasso’s travel agency planned the trip of a lifetime for us. They were attentive, communicated with us daily, and responded to any concerns."

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Italy Trip Review: Rome, Venice, Florence, Opera, Walking Tours, 10 Nights

We had a fantastic experience for a first-time trip to Italy. I wasn't sure how this would be, considering I learned about Zicasso while trying to plan the trip myself. Zicasso put me in touch with a travel specialist and the whole team was incredibly responsive to my many, many questions. If they were ever annoyed, it didn’t show.

I really wanted a smooth experience for my family of five, including three teens, one of whom has Celiac. Our agent was great in helping plan out the experience we wanted. As you may know, it is challenging to find rooms for five in Europe, but the travel company found apartments (usually two bedrooms with a pull-out couch) in the heart of town. You can really customize what you do, but we elected to plan our own meals and handle some of our own transport. We did have one issue where the van driver taking us to the train failed to show. I got one with Uber and the travel company quickly (I mean before we got home quickly!) refunded that amount.

Our contact in Italy was amazing and patient. I can’t give her enough credit. Any time I was unsure of something, she was there. The tours were great, especially Florence and Rome. You may be able to find the companies online, but ours seems to have the connections to get the best guides.

As for meals, we didn’t have any issues. We used an app and got a few recommendations from the travel company and local guides. Even our wine-tasting tour out in Tuscany was accommodating.

I would use our travel company and Zicasso again. I think the only downside is we tried to cram a lot in and it was hot. I probably should have asked for one to two fewer or shorter walking tours, especially on days we switched cities. Otherwise, it was excellent.

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Italy Tour Review: Capri Private Boat Cruise, Wine Tasting, 10-Day Vacation

The drivers were timely, professional, and very prompt. The guides were very knowledgeable and generally designed the tours to match our requests. The hotels were exceptional and our only comment is that there was an odd odor in our room in one of the hotels.

Our only true complaint would be about the wine tasting on May 22. The location was not aware of our reservation. The couple running the vineyard seemed confused by our arrival. After a bit, they offered to accommodate us, but we felt like we were imposing on them. Then, at our lunch at a restaurant on Capri, they did not have a record of a reservation and placed us at a table without a view, near the entrance. We made the best of the meal, but for the price we paid, we would have expected confirmed reservations and a table with a view.

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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 Trip Review: Rome, Siena, Orvieto, Venice, Pienza, Vatican, Colosseum, Roman Forum, Vespa Tour, E-Bike Tour, 10 Nights

Our trip to Italy was amazing! The tours that were organized for us were all excellent and engaging. 

The Vespa sidecar tour was an incredible way to kickstart the trip and our two teenage boys really enjoyed it. Our walking tours of the Vatican museums and the Colosseum and Roman Forum tours with our guide were excellent. We loved her. She was fantastic. Our tour of the crypts and catacombs was very interesting and the guide was very good.

The hotels were very nice and accommodating, especially in Rome and Venice. The car rental in Rome was good and the car was the perfect size for what we needed. It was just big enough to fit our luggage. 

The hotel in Orvieto was a bit spartan and had plumbing issues. Our tour guide in Orvieto was also great. The hotel in Siena was very nice. Our tour guide in Siena was very nice, but we had some difficulty hearing her. She did explain things nicely and took us to some interesting locations around the city, but not being able to hear her was a little challenging. The e-bike tour in Montepulciano was incredible. The scenic landscapes and the visit to Pienza was a nice surprise. 

Returning the car in Florence was very difficult and our only suggestion is that on the travel documents, the return address be included on the page of the event. We did not think to look back at the rental agreement. Driving in Florence is very difficult and can be overwhelming for some people. 

The train station was organized and it was easy to locate the train. The train ride itself was very easy and fast. 

Venice was outstanding. Our hotel was beautiful and comfortable, and the breakfast was incredible. Due to the difficulty we had in returning the car in Florence, our travel company was kind enough to buy us dinner at an wonderful restaurant in Venice, which was one of the highlights of the trip. 

Our family had a wonderful experience and the trip was so well planned and organized. I will be using our travel company for future trips and, on behalf of my family, I would like to thank you for the time of our lives!

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