Vineyards on the rolling hills in Chianti, Italy
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Italy Wine Tours & Vacation Packages

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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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Tailor Made Itineraries

Get inspired with our sample trips below. Let our travel specialists customize a trip just for you.

Vineyards in Langhe region of Piedmont, Italy

Luxury 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.

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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.

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San Gimignano village surround by vineyards in Tuscany, Italy

11-Day Luxury Wine Tour of Tuscany

11 Day Custom Tour

From $6,595

With layers of wine and preserved tradition to guide you, your 11-day Tuscany luxury tour revels in art from the museums to the kitchens, the piazzas to the markets. Witness architectural grandeur, sample the delicacies of restraint, and embrace the essential tastes of the grapevine. The Uffizi to Montepulciano’s terraced vineyards, the Accademia to San Gimignano’s towers, when discovering Tuscany, even the simple can feel opulent.

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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

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.

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Woman raising a glass of wine, enjoying the view at sunset in Tuscany

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.

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Todi Terrace in Umbria, Italy

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.

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Harvested grapes in basket at Italian vineyard on Mount Etna, Sicily

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.

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Couple at a luxury resort pool surrounded by vineyards in Selinunte, Sicily

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.

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Vineyards in Sicily with Mt. Etna in the background

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.

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Couple eloping at Villa del Balbianello on 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.

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Landscape of Tuscany, Italy.

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.

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Pathway thru vineyards above Manarola in the Cinque Terre, Italy.

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.

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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.

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A Luxury Wine Tour of Sicily

9 Day Custom Tour

From$5,395

The luxuries of Sicily emanate from every sip of wine, each bite of food, and the unforgettable panoramas of the landscape. Your Sicily wine tour is custom tailored to ensure comfort and elegance, flavor and culture. The sea shines a deep sapphire blue. The hills transition between golden grasses and verdant vineyards. The exquisite snowcapped peak of Mount Etna rises over the sandy beaches, and immense columns of ancient Greek temples continue to stand stoically against rolling hills surrounding the valley. From the moment you arrive, you will relish the splendor of Sicily.

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More About Italy Wine Tours

Top 4 Wine-tasting Regions in Italy
Vineyards of Tuscany at sunrise in early autumn, Italy
Top 4 Wine-tasting Regions in Italy

Wine in Italy is a culture all of its own and the top wine-tasting regions provide the perfect introduction to the preserved traditions and evolving techniques you can discover, sample, and enjoy when on a wine tour of Italy.

The culinary culture is mostly directed by certain guidelines, especially when considering the importance of the history and heritage of wine ingrained in Italy’s culture.

From the pleasures of sipping wine with an elaborate view of Mount Etna to the charm of visiting an antique cellar, when visiting the top wine regions of Italy you can discover the spirit of the vine found on the table, in the earth, and within the people of Italy.

Read More    >
A Simple Guide to Wine-tasting in Italy
Couple wine tasting in Italy
A Simple Guide to Wine-tasting in Italy

From wine lovers to gastronomes and agriculturalists, Italian wine is a big deal for people who travel to Italy and having the right travel specialist can ensure your perfect exploration of wines, wineries, and vineyards across the country.

When traveling with Zicasso, we can match you with a local travel specialist with expertise in Italian wines, wine culture, and impressive history.

If you are eager to sample the diverse varietals and complex combinations that are produced around the favored, quiet, and more typical regions of Italy, the following list provides important information for you to experience the ultimate wine-tasting tour.

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Top 4 Tips and Hints for Wine-tasting in Italy
Woman holding wine glass showing the legs
Top 4 Tips and Hints for Wine-tasting in Italy

The order in which you taste wine can have a profound impact on the aromas and flavors that you find in each glass, proving the first important tip for any wine-tasting experience during your Italy trip.

While on a tasting tour of wineries, cellars, or vineyards in Italy, your sommelier will serve wines according to certain important rules. By asking questions and keeping an open mind about possible flavor profiles, micro-regions, and more, you may find collective characteristics of a variety of wines you enjoy in order to learn more as you continue to sample new varietals.

These distinctions make it easier to find the essential aromas, layered flavors, and varied weights of the wines you are sampling so you can explore and experience their dynamic characteristics with your ...

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Best Time to Visit Italy for a Wine Tour
Vineyards in autumn, Langhe, Piedmont
Best Time to Visit Italy for a Wine Tour

The wines of Italy can be enjoyed at any time of year, but if you wish to immerse yourself in a wine-focused tour, the best time to visit is in January and February, after the harvest is complete.

Uncover the beauty of rolling hills covered with vines or bask in the comforts of a historical estate. Find new flavors, enjoy familiar vintages, or rediscover the splendor of simple pleasures as you sip a celebrated varietal in a hidden restaurant.

The best time of year to visit Italy for a wine tour allows you to celebrate the flavors and culture of the vine to create your perfect Italy travel experience.

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Top 4 Wine Tasting Experiences in Italy
A couple is tasting young wine at one of the wineries in Italy, Umbria region
Top 4 Wine Tasting Experiences in Italy

Italy’s amazing wines can be enjoyed through a variety of tours and experiences, with each new excursion introducing you to another layer of history, heritage, local culture, and distinctive flavor.

Whether discovering the famous hills of Tuscany or searching for an elusive varietal in the northern mountains, enjoying the delicate balance of wine with food, or eager to uncover a lesser-known vineyard, Italy is an essential destination for wine lovers everywhere.

From island vineyards to mainland estates, by enjoying some of the best wine-focused excursions, you can embrace the diversity of delicious variety shaped by culture and geography.

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Italy Food & Wine Travel Guide
Coppa di Parma
Italy Food & Wine Travel Guide

Italy food and wine celebrates culture and heritage through fabulous flavors. By sipping celebrated vines in the north or learning world-renowned recipes in the south, indulging in intricate family favorites found in a small coastal village or basking in bold aromas that rise from vintages produced in medieval hillside towns, you can experience how food and wine in Italy is a transformative experience. Our travel guide gives you better insights into how to customize your trip to uncover ancient dishes or enjoy contemporary wine-productions. When you are ready to book, speak with a local travel specialist who understands how to craft your mouthwatering trip.

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Reviews of Zicasso's Referral Service

4.89 stars based on 4702 reviews.

Italy Travel Review: Tuscany, Cinque Terre, Lake Como, Private...
"Giulio at this travel company did an exceptional job arranging...

Reviewed By Irene P.

Central & Northern Italy Tour Review: Santa Margherita...
"All of the services [our travel planner] booked for us...

Reviewed By Erica S.

Italy Trip Review: Tuscany, Assisi, Umbria, Truffle Hunting...
"Furthermore, we appreciated that Giulio and this travel...

Reviewed By John S.

Luxury Italy Trip Review: Piedmont, Cinque Terre, History,...
"This travel company was terrific."

Reviewed By Donna K.

Italy Vacation Review: Piedmont Region, Marble Tour, Bologna...
"Using a travel company that puts you together with local...

Reviewed By Charlene P.

Luxury Italy & Germany Vacation Review: Munich, Oktoberfest,...
"Luana took some notes and got back to us very quickly and...

Reviewed By patrick d.