Freshly made Tortellini in Bologna, Italy
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Italy Food & Wine Tours

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<p>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.</p>

Italian cuisine is integral to its culture. Fertile countrysides boast centuries-old...

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.

Life-Enriching Travel Designed Just for You

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    Trips curated by the world’s top destination experts

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    Concierge-level service leading up to and during your trip

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    Unique, exclusive experiences and insider access

Ratings of Zicasso's Service
Vineyards surrounding Montalcino in Tuscany, Italy
Wine and Golf Tour of Italy: An Escape to Vineyards & Fairways

8 Day Custom Tour

Dynamic pricing from $2,859

Only in the Italian countryside can the game of golf and exquisite wine tasting go hand-in-hand as you indulge in both throughout your vacation. Your custom tailored tour will combine the pleasures of the serene fairways with the flavors of celebrated wineries in the heart of Italy. See the treasures of Rome and sip a beautiful glass of wine in view of the famous Tuscan hills. Relax in a private villa and practice your swing on a driving range that overlooks the Tyrrhenian Sea. From the historical cellars to the championship courses, you will find the perfect combination of luxury and activity in the beautiful towns, the ancient monuments, and the secluded greens.

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Grocery store on a street in Taormina, Sicily, Italy
Flavors of Sicily Tour: Wines, Private Cooking Classes & Excursions

8 Day Custom Tour

Dynamic pricing from $2,859

On the volcanic hills of Mt. Etna grow luscious vines absorbing the varied nutrients of the soil. Orange and olive groves run through the valleys. Farmhouses produce dishes equally as enchanting as award winning restaurants. On your custom tailored Sicily tour, your senses will come alive, enhanced by the gourmet gastronomy and traditional heritage derived from an amalgamation from around the Mediterranean. The wine has succulent notes, the pastries practically melt in your mouth, and the coffee is deeply layered with flavor, every moment bringing another treasure of both cuisine and history for you to savor.

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Vineyards in Montepulciano, Italy
Wine Connoisseur's Dream Tour of Tuscany

8 Day Custom Tour

Dynamic pricing from $2,859

Whether a lover of wine or a self-professed connoisseur, you will indulge in the variety of Tuscan vineyards with this personalized gourmet itinerary of Italy. Medieval towers crown the hilltops, cypress trees line the country roads, and vineyards blanket the verdant knolls. Sample the exceptional wines known as Super Tuscans or leisurely sip the excellent wines of Montepulciano. Savor the familiar flavors of a home-cooked Italian meal and wander the cobbled lanes of a charming, hidden medieval town. Your dreams of a gourmet wine, gastronomy, and art experience come to life in the grandeur of Tuscany with this one week Italy itinerary.

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Vineyards in Piedmont with snow capped mountains in the background
An Italian Wine Tasting Journey: From Piedmont to Tuscany Wine Tour

9 Day Custom Tour

Dynamic pricing from $3,217

Italy should be devoured on your 9-day Italy wine tour! Piedmont with its mountains and Tuscany with its hills: fill your senses with tastes from award-winning vintners, wines that range from robust to comforting, old to young, and food that sings and melts in your mouth, all with medieval towns at your fingertips. Italy allows you to slow down, smell the grass, smell the food, smell the wine, and devour it all.

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Todi Terrace in Umbria, Italy
Culinary Delights of Umbria: Wine, Food, and More

7 Day Custom Tour

Dynamic pricing from $2,501

Umbria is for romance, for lovers of food, wine, history, and more. From the golden landscape that sweeps across the region, to the rich, red wines that are produced throughout the area, experience first hand why Umbria brings out the romantic in everyone. On this Umbria wine tour, you will discover that Umbria doesn’t wait for romance, it inspires it.

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Alpine hut in Italy that produces and sells artisan cheese

Encounter a side of unseen Italy on this eight-day Gastronomic Traditions of Italy Tour in undisturbed Abruzzo. Medieval castles overlook valleys of lush vines. The Apennine Mountains form extraordinary backdrops to historic hillside towns. Fishermen use ancient techniques along the coastline. Farms produce an abundance of flavorful cheeses, and vineyards make inspiring wines. Your custom-tailored Italy tour immerses you in historical culture where the mountains meet the eastern shore.

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

Your 8-day custom-tailored Italy tour of private cooking courses, wine, and olive oil tasting lets you explore illustrious flavors along your journey. The enticing aroma of fresh pasta emerges from a small restaurant in an antique building. Michelangelo’s David stares down at you from a stunning perch etched in brilliant marble and the Colosseum lights up the night with powerful arches. Wander a medieval town with a chef as your guide. finding tradition, culture, and heritage along the way. 

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A villa and vineyard in Piedmont, Northern Italy
Pleasures of Piedmont Tour: Wine, Truffles & Celebration

8 Day Custom Tour

Dynamic pricing from $2,859

In Italy, you can stand in an ancient cave-turned-wine-cellar and taste wine with roots dating back to the Roman Empire. Your handcrafted Piedmont Italy tour of wine and truffles takes you around Piedmont, filling each day with the sumptuous flavors of the region, from food to history. The eclectic aromas of the Truffle Festival mix with the enthusiastic calls of the crowd, each person aching to taste the unique concoctions created simply for the event. A sea of vineyards traipses over the hillside and the pleasurable flavors of the countryside can be as rich or delicate as an award-winning restaurant in the city.

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Church of San Biagio in Montepulciano surrounded by Tuscan countryside
Food-Lover's Tour of Tuscany and Umbria

9 Day Custom Tour

Dynamic pricing from $3,271

Along with the rich culture and abundant historical sites, this 9-day tour of central Italy is designed to showcase the gastronomic greatness of the places you visit. From Umbria to Tuscany, the beating heart of Italian olive oil and wine production will be yours to enjoy along with the many other culinary delights. By the time you depart, you will have a better understanding of Italy's love affair with food.

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Beautiful view of Medieval town of Monteriggioni in Tuscany, Italy
Charm & Romance in Italy’s Countryside: Tuscany and Umbria Tour

10 Day Custom Tour

Dynamic pricing from $3,575

Your 10-day romantic adventure of Tuscany and Umbria will keep your love at the forefront on your personalized Italy tour. Enjoy a passionate embrace on a vineyard, drift down the Tiber River dining on delectable dishes, and climb to the top of a medieval tower for unrivaled views. Take the chance to sneak a kiss around every corner, and fall in love anew amidst the beauty of Italy.

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Impressive panoramic view of the city of Siena
Escorted Art, Food, and Culture Tour of Italy

10 Day Custom Tour

Dynamic pricing from $3,575

From awe-inspiring art to luscious landscapes, from the Trevi Fountain to Siena’s Campo to Florence’s unforgettable Duomo, this is a tour that will take you past your wildest dreams and beyond the places that tourists usually go. You’ll be moved, you’ll be inspired, you’ll be captivated: whatever you long to do and whoever you long to be, you can find it on this marvelous tour of Italy.

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Traditional assortment of the fish market of the island town, Sicily
Exquisite Tour of Sicily’s Culinary Culture

10 Day Custom Tour

Dynamic pricing from $3,575

While the reputation of Italian wine and food is legendary, the true art of the vinicultural and culinary spirit will shine during you custom-tailored wine and food tour of Sicily. Over the course of nearly three millennia, Sicily has acted as the center of Mediterranean trade, bringing vibrant culture and sensational flavor to the rugged mountains, fertile plains, and golden coastline. You will experience the majestic mixture of customs and the alluring continuation of tradition within the context of modern luxury that unveils the beauty of the vines, the splendors of the seasonal ingredients, and the preservation of cultural heritage.

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8-Day Cultural Journey of Emilia Romagna

8 Day Custom Tour

Dynamic pricing from $3,275

Your eight-day personalized itinerary to the Emilia Romagna region of Italy will immerse you in the wealth of enchanting history and captivating flavors embodied in the cuisine of Bologna and Parma, the artisan studios in Cremona, and the lingering notes of the master composer, Verdi. Enter forbidden studies in a protected fairytale castle and sample delicate homemade tortellini during a private cooking class. Embrace an enthusiasm for life demonstrated in Emilia Romagna’s food, music, and history.

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Flavors of Italy: From Private Truffle Hunting to Cooking Class Itinerary

10 Day Custom Tour

Dynamic pricing from $7,795

Discover how good food is as important as breathing during your 10-day Italy luxury food tour.  Each bite is meant to be an indulgence and your personalized tour of Italy will immerse you in the luxury of gastronomic excellence. From the sweet life to ancient tradition, you can experience the artistic pleasures of unparalleled Italian tradition as you uncover celebrated culinary style.

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Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Reviews of Zicasso's Referral Service

4.89 stars based on 5257 reviews.

Italy Mother/Daughter Vacation Review: Florence, Rome, Vatican...
"The Zicasso tour operator was great. She worked with me...

Reviewed By Marie C.

Italy Vacation Review: Umbria, Tuscany, Cheese Making, Truffle...
"We had a wonderful, well-organized vacation exploring many...

Reviewed By Marc K.

Italy Tour Review: Florence, Tuscany, Positano, Siena, Montepulciano,...
"The Zicasso travel agent helped us to plan a wonderful...

Reviewed By Dewey C.

Italy Tour Review: Tuscany, Truffle Hunting, Private Cooking...
"My daughter and I had a really wonderful time on our Italy...

Reviewed By Nancy H.

Italy Tour Review: Rome, Florence, Tuscany, Cinque Terre,...
"In general, the trip was fantastic! I worked with a Zicasso...

Reviewed By Thomas B.

Croatia & Italy Luxury Trip Review: Dubrovnik, Rovinj,...
"Antonio and Mario, who we were able to meet in person,...

Reviewed By Taylor M.