A Luxury Wine Tour of Sicily

What to expect on this itinerary
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.
Customizable Itinerary
Cultural Sample of Sicily
The city of Palermo has a wondrous allure set against the pristine lulling waters of the Tyrrhenian Sea. You arrive at the airport, where you find your private transfer waiting to escort you to the lavish resort-style hotel outside of Marsala. The city is famous for its wine but has a long and illustrious history of which its citizens are proud. The marble streets gleam in the bright sunlight. Baroque buildings encircle elegant piazzas. Locals enjoy the cool breeze of the evening and stroll along the charming streets or sit in small cafes watching passersby while sipping an aperitif. The Complesso Monumentale San Pietro is a remarkable art center housed in a refurbished 15th-century convent.
The complex of museums contains weapons and documents used in the reunification of the two kingdoms of Sicily, along uniting the island with mainland Italy. Numerous cafes stand opposite the stunning Marsala Cathedral known as the Duomo. The cathedral was reconstructed in the 1950s but maintains strong Norman foundations. You settle into your hotel on the outskirts of town to find a comforting spa and wellness center on property. The pool sets a tranquil ambiance with its constant trickling of water. The sea brushes against the shores golden sands of the beach for an undeniably luxurious stay.
What's Included:
Becoming Acquainted with the Unfamiliar
Heart of the Market
Visiting the Valleys
Indulging in Tradition
The Beauty of Baroque
Wine and Dine and Differentiation
Tremendous Taormina
Remembering the Flavor
Trip Highlights
- Relish the variety of vineyards and varietals of wine with fine wine tasting tours of Sicily
- Indulge in a cooking course in a secluded country villa to experience the true cuisine and culture of the island
- Bask in the stunning panorama looking out to the African coastline in the hilltop town of Erice
- Revel in the sweet and succulent flavors of internationally acclaimed chocolates produced in the charming town of Modica
- Stroll through cobblestone piazzas and alongside lavish palaces in towns brimming with Baroque style
- Visit remarkable ancient Greek Ruins decorating the contemporary towns
Detailed Description
Bask in the unforgettable wine tasting, food producing, and stunning amalgamation of cultures in Sicily. You can imagine yourself in a refreshingly cool wine cellar, learning about the unique way a boutique vineyard ferments its wine. On a country estate, the aroma of olive groves blends with the sensual scent of freshly made pasta. Traditional markets brim with excitement. Historic churches glow with a vivacious combination of colors. Embrace true luxury on your 9-day Sicily wine tour of the flavors of the island, taking in Baroque towns and ancient ruins peppering the landscape.
On your first day in Palermo, you arrive at the airport where your private transfer is waiting. You soon find yourself on the outskirts of the seaside town of Marsala, settling into a luxurious resort. The next day is filled with stimulating wonder, introducing you to the culture of the island. Tour a celebrated winery and enjoy a wine tasting paired with lunch. Venture to the hilltop town of Erice to explore the lavish architecture and exceptional vistas. Consider reading some of our travelers' Sicily tour reviews to gain further insight into ventures you could undertake. Next, you have a culinary tour of Palermo, discovering the endless food stalls that fill the vibrant markets.
In Monreale, the gilded Byzantine cathedral and charming ceramic shops create a charming ambiance. The following day takes you away from Marsala and into stunning Sambuca di Sicilia. A vineyard located near the enchanting town provides a luxurious sample of its vast vineyard. After lunch, you venture to the Valley of the Temples for a private guided tour of the exquisite archeological park brimming with ancient Greek ruins. Travel to a country home located between Agrigento and Palermo. Your private culinary class introduces you to the connection of Sicilian flavors to the landscape with a tour of the gardens and orchards, before an instructive guide to local cuisine.
Next, explore the remarkable Baroque towns of Ragusa and Modica. Once in the town of Modica, you will also have the chance to relish a unique chocolate tasting inside a celebrated artisan sweet shop. The following day, you visit a boutique winery to learn about the unique ways the vineyard is producing its wine. Venture into the seaside cliff town of Taormina; tour the historical grounds and enjoy the relaxed atmosphere of the cityscape. On your final day, your private transfer escorts you to Catania, where you board your flight home.
Starting Price
$8,800 per person (excluding international flights)
Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.
What's Included
- Accommodations
- In-country transportation
- Some or all activities and tours
- Expert trip planning
- 24x7 support during your trip
Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.
Verified Traveler Reviews
Based on 4146 reviews
We had a fabulous trip to Italy, including to Sorrento, Taormina, and Rome. Zicasso’s travel specialist made sure every detail was taken care of, including stays in beautiful, well-located hotels and excursions that were interesting and fun for our family.
For example, she arranged for an airport host to assist us with our arrival to and departure from the Rome airport, and she was simply amazing, whisking us through the airport and eliminating stress for our family.
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In all respects, a well-planned and well-executed trip to London and Rome. The guides were exceptional in knowledge, kindness, and sense of humor. The best restaurant recommendation was the one in London.
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Aside from the delay because of the time change, working with Zicasso’s travel specialist was great. She took care of all arrangements in Sicily once our decisions were made. She confirmed with every hotel, driver, and guide, making sure our travel was effortless.
The guides were great, adding so much historical information to our attractions. Our drivers were friendly, providing us with clean, comfortable vehicles, safe driving, and interesting conversation about modern life in Italy. Our hotels were high-end, in city centers, with amazing breakfast buffets and professional, kind staff.
We used a reputable tour group for our first week of mainland Italy travel, but our experience with this travel specialist far surpassed the tour group experience and our expectations. I would not hesitate to use her again for any travel plans in Italy. She checked in with us pre-, mid-, and post-travel. There wasn’t one hiccup with the plans she made for us.
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Our recent trip to Rome, Florence, and Venice, planned by Zicasso’s travel specialist and her team, was nothing short of exceptional. Every detail was handled with care, precision, and an obvious commitment to excellence. The hotels were truly top rate, perfectly located, and impeccably chosen to enhance the experience of each city. The tour guides were extremely knowledgeable, engaging, and clearly passionate, adding depth and context that made each destination come alive.
What truly set this trip apart was the level of service. From seamless transfers to on-the-ground assistance, everything felt effortless. The recommendations and tips provided along the way were incredibly useful and allowed us to experience each city with confidence and ease. The assistants who helped guide us through logistics and navigation were attentive, professional, and reassuring, making the entire journey feel like true white-glove service from start to finish.
The travel specialist and her team exceeded every expectation. Their planning, responsiveness, and attention to detail transformed an already incredible itinerary into an unforgettable experience. I would recommend them without hesitation to anyone looking for a flawlessly executed, high-end travel experience.
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Zicasso’s travel company was amazing to work with! They really took care of every detail for a worry-free experience! They were very responsive during planning and the trip. All of the locations and accommodations were exactly what I wanted. I cannot recommend them enough!
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This was my third customized trip with Zicasso. I previously worked with Zicasso to plan and take mother-daughter trips to Iceland and Croatia. They are the perfect company to help your dreams for a personally unique adventure come true!
This time, I traveled with my daughter, son, and daughter-in-law to Italy. My hope was for my daughter and son to see the towns where their great-grandfather and great-grandmother emigrated from in the Abruzzo region, in the towns of Roccamontepiano and Bugnara. My research had an address for where their great-grandfather was born. Our driver found the address and we took photos of us standing in front of the house, which could now be considered a real fixer-upper. Just the same, it was a moment never to be forgotten. Thank you to our driver and his wealth of information!
Our home base was in Pescara, where we enjoyed a walk on the beach, excellent local cuisine at a local restaurant, and seafood at another local restaurant. These were recommended by our local travel agent and were clearly favorites of the locals.
We had a wonderful tour in Chieti, an historic and cultural gem, with our guide. She too was a gem of a guide!
We then traveled to Venice, which was far less crowded with tourists than in the high season. Upon arrival, a private gondola ride during dusk and at sunset was a surreal way to be welcomed to this beautiful city.
The next day we had a magnificent tour of St. Mark's Basilica and Doge's Palace. Our guide was so engaging and knowledgeable, and eager to share ideas about other things to see while in Venice. We followed our tour with lunch at a historic restaurant, home to the invention of the Bellini. Yum! After lunch, we took the elevator to the top of the tower across from the basilica, with its spectacular panoramic view of the city and surrounding islands. Then our group splintered off—two of us did a Grand Canal boat ride and the other two headed to the isle of Murano to search for glass souvenir treasures.
Our next stop was Lake Como, with a one-hour unexpected stop in Verona. Thank you to our driver for suggesting the stop! Who knew there was a Roman arena and some to-die-for hot chocolate in Verona!
Then off to Lake Como. We had time before we could check in to our hotel, so we did a walkabout to acquaint ourselves with the city. We took a ride on the funicular for another delightful panoramic view and enjoyed cocktails while surveying the lake and city below. That evening, we traveled up into the mountains and had a marvelous meal at a mountain trattoria. We were just us and one other couple in the restaurant, and we watched the chef prepare our local food specialties from our table in front of the wood-burning fireplace. The mantel was adorned with trophies and photos of the local bocce teams over the decades. Again, if you want to travel for cibo delizioso, go to Italy!
The next day, we had a three-hour boat ride on Lake Como. Our skipper and guide made certain to point out and give some history on the villages dotting the coastline and the famous villas.
The following day we traveled north to Domaso for an afternoon at a family-run vineyard and restaurant with views of Lake Como and the Alps! Bellissimo! A family member gave us a wonderful tour of the history and the winemaking facility, as well as the many wines we sampled. We were treated to local charcuterie and ravioli that was made fresh while we were busy sampling. When we received the wine we ordered and shipped back home, they threw in extra gifts for us, with wishes for a Merry Christmas and Happy New Year!
Then we were off to Milan for a chance to try our luck at making our own pasta, sauces, and gelato at a cooking school. Our chef instructor guided us as we made tagliatelle with a pesto sauce and pumpkin ravioli with a cream sauce. Of course, there were wine pairings! He made certain our creations were delicious!
That evening, we donned our fancy apparel and headed to La Scala to take in the opera, "Così fan tutte." The modern take on the comedy was refreshing and the venue was a must-see!
The next day, we were met by our guide, who shared the history of the UNESCO site of Santa Maria delle Grazie and Leonardo da Vinci’s "Last Supper" with expertise and reverence, while keeping us engaged. She likewise inspired us as we toured the Duomo di Milano, San Maurizio al Monastero Maggiore, and the controversial Il Dito sculpture outside the city’s stock exchange.
That evening, we experienced a delightful meal at a Michelin-starred restaurant. The chef, from Naples, created and explained a never-to-be-forgotten bite-sized sampling plate highlighting the tastes of Naples on a plate shaped like the region, with its various borders.
Before leaving Milan, we had a tour of La Scala and its adjacent museum with our guide. She provided us with a history lesson that was quite interesting. That night, we dined at a local seafood restaurant, another treasure clearly favored by the locals. Our waiter was a gem and sent us off with the gift of a bottle of wine.
Our final stop was Turin. Once again, we divided—two of us visited the National Museum of Cinema and the panoramic lift housed in the museum. At the top, we gained a wonderful sense of the city,and the cinema museum was a fun surprise! Our other two toured the Juventus Museum and Stadium, and they thoroughly enjoyed their experience as well.
Our final day, we met our guide, who spent the entire day with us, with only a short break, beginning with a gourmet food tour of traditional Piedmont dishes. Along the way, she shared insights into the history and cultural significance of the foods. Later in the day, she guided us through the Royal Palace of Turin, including the Holy Shroud Chapel, Armory, and Museum. Once again, we were treated to a knowledgeable and entertaining guide.
We departed the next day, leaving with priceless memories of our Italy adventure.
Thank you so much to Zicasso’s travel agent. You helped make our trip come true with such care. Grazie mille!
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