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Italy Wine Tours

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

You can have any trip tailor made for your private travel.

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

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. 
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. 
Umbria Wine Tour

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. 
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.
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 brings 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.
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.
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. 

Reviews of Zicasso's Referral Service

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4.88 stars based on 4519 reviews. See all our reviews.

Italy Sisters Travel Review: Tuscany Countryside, Tours...
My sister and I absolutely loved our trip to Italy that

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Reviewed By Chelsey A.

Travel Review: Italy Vacation, Rome, Food & Wine Tour,...
We had the best time in Italy! Everyone we worked with at

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Reviewed By Stephanie F.

Couple's European Vacation Review: England, France, Italy,...
What a memorable trip for my wife and I in several ways.

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Reviewed By Bruce R.

Anniversary Trip to Italy Review, Positano & Sorrento...
This was our first trip to Italy and we were really looking

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Reviewed By Vince V.

Italy 9-Day Vacation Review, Tours & Sites
I could not be any happier with this travel company. 

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Reviewed By Lauren L.

Travel Review: Italy 25th Anniversary Trip, Rome, Siena,...
Our trip planner at the company was able to take my rambling

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Reviewed By Deborah B.

Italy Luxury Vacation Review, Rome, Tour of the Vatican,...
This was an awesome trip with an incredible hotel and

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Reviewed By Deborah S.

Review: Luxury Trip to Italy, Tuscany Wine Harvest, Gastronomic...
This was our first time using a travel agency and we could

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Reviewed By Erica A.

Italy Review: Florence Uffizi Gallery, Countryside of Tuscany,...
Our travel designer at this tour company helped organize

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Reviewed By Christina N.

Travel Agent Review, Italy Family Vacation, City Tours,...
Flawless trip for Family of Five to Italy!Our travel agents

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Reviewed By Brian S.

Travel Review: Italy Tour, Tuscany, Chianti, Parma, Modena,...
This travel company prepared an excellent food and wine

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Reviewed By Sally B.

Luxury Tour of Italy Review, Walking Tours, 33-Day Vacation...
Our trip to Italy (33 days) was flawless.  All of the

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Reviewed By William a.