Italy Wine Tours

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Nothing is more quintessentially Italian than elegant wines enjoyed in the rolling hills of Tuscany or along the stunning cliffs of Sicily. Encounter these iconic destinations and the many marvelous wine-producing regions in between with Zicasso’s customizable Italy wine tours and discover the cultural depth and pride that is carried in each delectable varietal.

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Sample Itineraries

Get inspired with our sample trips below. You can have any trip tailor made for your private travelAny number of days.
Any departure date. Any experience you want.

Vineyards in Langhe region of Piedmont with the castle of Castiglione Falletto in Italy.

Extravagant Italy Wine Tour of the Top Regions

9 Day Custom Tour

From $5,395

Embrace the marvels of Italian flavor and the splendor of Italy's scenery during this 9-day luxury Italy wine tour. You will have an immersive experience of the wine culture and Italy's fabulous history of wine consumption, which will reveal sumptuous vines, elegant tastings, and exclusive excursions. From regal estates to stately panoramas, you will wander through antique cellars, stroll through medieval towns, and sample the spirit of Italy through its illustrious wines.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Famous Valpolicella Verona, Italy

Veneto Region Wine Tour: Indulging in Tradition

8 Day Custom Tour

From $2,195

The vineyards of Italy’s Veneto region spread from the edges of the Venetian Lagoon to the foothills of the Alps and produce unforgettable flavors that are influenced by the sea breeze and undulating terrain. Wine trails crisscross the region to connect the vines to the local villages that brim with historical culture and preserved architecture. During your custom tailored tour you will traverse the countryside to sample celebrated wines, from hidden accumulations of Malbec to the offerings of effervescent Prosecco. Castles decorate the hillsides as bell towers chime at midday and gondolas glide down the narrow canals. You will find the wines of Veneto are as iconic as the monuments.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Stunning landscape, vineyards in the hills of Piedmont, Italy

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

9 Day Custom Tour

From $2,470

Italy should be devoured! 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, see the land, touch history, and devour it all.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Vineyards of the Bolgheri Valley, where the world famous wine is produced, Tuscany, Italy

Finest Wines of Tuscany & Central Italy Tour

10 Day Custom Tour

From $2,745

On this 10-day tour of Tuscany and Central Italy, immerse yourself in the encompassing culture of Italy and enjoy the sumptuous luxuries that the country has to offer. Taste wine from boutique wineries that have mastered the craft over centuries. The authentic Tuscan culture, the appetizing food, and the delectable wine are all within arms reach in this luxury Tuscany vacation.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Culinary Delights of Umbria: Wine, Food, and more

7 Day Custom Tour

From $1,920

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.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Highlights of Sicily Wine Tour

9 Day Custom Tour

From $2,470

The incredible diversity of flavor and the captivating complexity of history will keep you engaged during your exclusive wine and highlights tour of Sicily that will unveil the distinctive characteristics of the local grapes and the undeniable charm of the unique culture. The cities possess a quintessential Mediterranean ambiance while the smaller towns reflect a sense of ancient history that dates back to the Greek settlements and the Arab traders. An incredible diversity of varietals embodies the long heritage of winemaking on the island that binds together the past and the present while the scenery is an incredible setting where you will discover transcendent beauty.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

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Romantic Sicily Wine Tour

9 Day Custom Tour

From $2,470

Capture the romance of Italy during your custom-tailored Sicily wine tour for couples. Revel in the perfect mixture of seductive history and enchanting flavors with private tours that offer exclusive access to boutique vineyards from Palermo to Marsala. The art and artistry of tradition bring a deep well of heritage that spans the millennia and shapes the captivating ambiance in which you will find Byzantine mosaics, ancient Greek architecture, delicate olive oil, and complex wines. Relax in the beauty of seaside towns, indulge in the splendor of golden architecture, and embrace the immersive panoramas seen during your luxurious wine tour of Sicily.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Sicily Wine Tour: History & Culture Exploration

9 Day Custom Tour

From $2,470

Italy is famous for its wine and its cuisine but beyond the mainland the gastronomic traditions and ancient marvels the best of Italian heritage will be yours to enjoy during your customizable wine, culture, and history tour of Sicily. The vines on the island have become legendary for the rocky plateaus, the fertile valleys, and the vineyards found along the slopes of soaring Mount Etna. With culinary and oenological traditions dating back to Phoenicians and Greeks with hints of Arab and Norman customs, your tour of Sicily will be an incredible immersion into a cornerstone of the Mediterranean filled with ancient wonder, Baroque opulence, and endless mouthwatering delights.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Lecco is a colorful city on the shores of Lake Como, Italy.

Eloping in Italy Itinerary

9 Day Custom Tour

From $2,470

Your Italy tour celebrates elopement, the ultimate symbol of love and passion. Your romance guides the way on a personalized Italy tour leading from the base of the Italian Alps to the rolling hills of Tuscany. Choose your favorite destination in which to pledge your love and devotion. Rejoice with a multi-course meal inside the former palace of the Venetian doge, then sneak a kiss underneath the imposing figure of Michelangelo’s David. Sip wine on a quiet terrace offering an entrancing panorama over Lake Como and the lakeside towns, and seal your love with a perfect embrace during your unforgettable elopement in Italy.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Beautiful view of the medieval city of San Gimignano, Tuscany.

7-Day Food and Wine Tour of Tuscany

7 Day Custom Tour

From $1,920

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.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Indulgent Food and Wine Tour of Tuscany and Cinque Terre

8 Day Custom Tour

From $2,195

Indulge in the delicious food and wine of Tuscany and Cinque Terre during this 8-day journey. Uncover the beauty and history of the region as you taste your way from scenic cities to historical landmarks. From the Leaning Tower of Pisa to the Renaissance art of Florence, discover all Tuscany has to offer. Savor the renowned wine of the area, indulge in private cooking classes, and visit the seaside haven of Cinque Terre.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

One of the wineries in the Chianti region, Tuscany

Quintessential 10-Day Tuscany Food and Wine Tour

10 Day Custom Tour

From $2,745

During this 10-day Tuscany wine and food tour, indulge in the grandeur of rustic cuisine and develop an intimate understanding of the gorgeous landscape. Your private tours led by specialist guides offer insight into the heritage of local flavors. This customizable tour will shine a brighter light on Tuscany’s culinary marvels, such as visiting renowned winemaking regions, basking in the enticing aromas of a private kitchen, and scouring woodlands for the elusive white truffle.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Helpful Content

Reviews of Zicasso's Referral Service

4.88 stars based on 4500 reviews. See all our reviews.

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