Freshly made Tortellini in Bologna, Italy
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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 
Church of San Biagio in Montepulciano surrounded by Tuscan countryside

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 6092 verified traveler reviews.

gregg P.
Italy Travel Review: Vatican, Rome, Wine Tasting, 9 Nights

We had a wonderful experience, from planning our trip with Zicasso's travel designer to experiencing all Italy had to offer. She and her team worked with us when we needed to have them step in on hotel accommodations at our beach resort.

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Barbara M.
Italy Travel Review: Heritage, Local Cuisine, 10 Nights

The hotels were in great locations within the city to be able to walk and see all the sites. The drivers we had were very professional and courteous. I would have liked to have a better platform to track the trip and the destinations. I have used a trip plans app before and it’s easy to use. I felt like the communication with our travel guide was minimal, but our overall trip was beautiful and memorable, and we will definitely be traveling again soon.

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jack A.
Italy Tour Review: Cooking Class, 1-Week Trip

Zicasso's travel designer listened to our desires and implemented those wishes. The trip was flawless. The accommodations, transportation, and guides were spot-on and within budget. We will certainly use the travel company for future trips.

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WIlliam D.
Italy Travel Review: Taormina, Syracuse, Catania, Militello, Ragusa, Aci Castello, Modica, Mount Etna, Private Tour, Cooking Class, Boat Ride, 9 Nights

This was a superb trip that allowed us to combine personal visits to Taormina and Syracuse with a pre-planned group meeting in Catania. Planning and communication were excellent, supported by an app that let us easily view our itinerary, complete with phone numbers for the drivers, hotels, and the tour operator contacts.

The hotels were perfect! They were wonderfully located, with impeccable service in Taormina and Syracuse. Our excursions were private and diverse, and allowed us to combine culture, foodie interests, and free time. The guides were top-notch, knowledgeable, and flexible.

We especially loved seeing the smaller towns of Sicily; Militello, Ragusa, Aci Castello, and Modica. We even arrived in one small town during their annual festival.

We had a dedicated driver for our trip who was, himself, a treasure; always on time, always ready to adjust to changes, and a delightful personality.

This was such a good experience that we have selected Zicasso's tour operator to book another Italy trip next year.

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Karen+ D.
Italy Vacation Review: Tuscany, Cooking Class, 4 Nights

This was a girls' trip of a lifetime! It was perfect from the start of planning until the end of the trip. Zicasso's travel experts were so flexible in planning and giving options. The experiences were all so unique, special, and local. We would never have been able to create this on our own. Also, during the trip, they were available 24/7 for any recommendations or help. I cannot say enough good things! This is my second time using Zicasso and I have told all my friends!

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Tarif S.
Italy Tour Review: 1 Week

We received great communication from Zicasso's travel specialist and wonderful hotel, tours, transportation, and guide arrangements.

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