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Sicily Wine Tours & Vacations

Sicily offers a unique experience for wine novices and aficionados alike. Explore an island immersed in ancient traditions, covered with timeless landscapes and prevalent with delectable food and wine. Introduce your palate to whole new flavors with a private Sicily wine tour handcrafted just for you by Zicasso’s experts.

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Sample Itineraries

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

Perfect One-Week Sicily Wine Tour

7 Day Custom Tour

From $1,920

Discover corners that are filled with magic and flavors as they support greatness during your customizable wine tour of Sicily, immersing you in the soul of the landscape and passion of this historic culture. Experience the perfect trip for real oenophiles that accentuates the complexities of the regional microclimates and the pleasures that are brought about by a brilliant pairing between the right glass of wine and a treasured, local recipe. Uncover the deep-rooted oenological history and the enchanting splendor of Baroque cities, the marvels of secluded estates, and the grandeur of the ancient world during your exclusive Sicily wine tour.
Exquisite Tour of Sicily’s Food, Wine, and Culture

10 Day Custom Tour

From $2,745

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.  
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.
Sicily Itinerary for the Experienced Wine Connoisseur...

8 Day Custom Tour

From $2,195

Combine traditional flavor with ancient history, and Baroque charm with rich landscapes during your custom-tailored wine tour of Sicily for seniors. The indelible marks of ancient settlers gave rise to stunning culinary delights while elegant towns capture the grandeur of former kingdoms. Your immersive tour will highlight the treasured sunsets in Noto and luxurious coastline at Marzamemi, as well as the bountiful vineyards that spread across the foothills of Mount Etna. You will capture the spirit of the local markets that reveal customary recipes and explore the isolated islands that overflow with hidden splendors to shape your perfect blend of the past and present of 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 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.

Reviews of Zicasso's Referral Service

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4.88 stars based on 3116 reviews. See all our reviews.

Italy Vacation Review: Sicily, Amalfi Coast Path of Gods...
Our trip to Rome, Amalfi Coast and Sicily was wonderful!

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Reviewed By Nancy W.

Travel Review: Luxury Italy Trip, Sicily, Catania, Siracusa,...
Trip was well organized by the company. They were always

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Reviewed By Arlene O.

Travel Review: Italy Vacation, Amalfi Coast, Sicily, Cooking...
My husband and I had a fabulous trip to the Amalfi Coast

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Reviewed By judy d.

Southern Italy Couple's Vacation Review: Sicily & Puglia...
My husband and I recently took a trip to southern Italy.

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Reviewed By Lauren B.

Luxury Family Trip to Italy Review: Sicily, Naples, Amalfi...
Our travel planner and his team at this travel company planned

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Reviewed By Oliver G.

Southern Italy Luxury Vacation Review: Hilltop Town of Taormina,...
We had a really wonderful 9 day trip to Sicily. I had a

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Reviewed By Nancy H.

Vacation Review, Italy, Wine tastings in Chianti & Montalcino,...
We just returned from a 25 day trip having spent time in

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Reviewed By gary m.

Travel Review: Luxury Italy Vacation, Amalfi Coast, Sicily,...
We had a fabulous trip to Amalfi Coast and Sicily!!! Everyone

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Reviewed By Ashley C.

Travel Review: Italy Vacation, Sicily, Taormina, Piazza...
Our trip planner was wonderful to work with, informed, responsive,

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Reviewed By Miriam M.

Southern Italy Vacation Review: Sicily, Taormina, Positano,...
Our travel planner was very attentive and scheduled all

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Reviewed By Sally T.

Travel Review: Italy Vacation, Sicily, Lipari, 12-Day Trip...
It was such a pleasure to work with our travel consultant

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Reviewed By Debra C.

Travel Review: Italy Vacation, Amalfi Coast, Rome, Florence,...
We used our travel planner with this travel company for

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Reviewed By Julia D.