A Luxury Wine Tour of Sicily

Vineyards in Sicily, Italy

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.

Countries Visited

Italy

Places Visited

Palermo, Marsala, Erice, Monreale, Sambuca di Sicilia, Valle del Belice, Agrigento, Ragusa, Modica, Taormina

Suggested Duration

9 Days

Customizable Itinerary

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Day 1

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:

Transfer
Accommodation
Day 2

Becoming Acquainted with the Unfamiliar

Day 3

Heart of the Market

Day 4

Visiting the Valleys

Day 5

Indulging in Tradition

Day 6

The Beauty of Baroque

Day 7

Wine and Dine and Differentiation

Day 8

Tremendous Taormina

Day 9

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.

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Zicasso's travel agency planned the trip of our dreams! We spent 10 wonderful days in Italy, and it was the perfect mix of activity and leisure. We loved our accommodations and everything ran seamlessly. All the transfers and reservations were arranged and executed without any issues. Our travel agency was very responsive throughout the planning process and while we were on the trip. I would absolutely recommend their services and feel really grateful for the experience we shared.

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Greece, Italy Tour Review: Rome, Athens, Paros, Milos, Naxos, Vatican, Colosseum, Roman Forum, Pantheon, Food Tour, Catamaran Ride, Sunset Cruise, 11 Nights

The trip of a lifetime–thanks to Zicasso's travel company!

We recently had the absolute best travel experience of our lives, and it’s all thanks to the incredible team at this travel company. Words can hardly capture how grateful we are for the magic they created for our trip to Greece.

We were headed to a friend’s wedding on Paros and trying to plan the logistics ourselves quickly became overwhelming; figuring out how to get there, what to do, and where to stay felt impossible. That’s when my husband found this company and, from the very first interaction, we knew we were in good hands. They took the time to really get to know us, what we enjoy, our travel style, our budget, and how hands-on we wanted them to be.

After a few thoughtful conversations and a video call, they crafted multiple itinerary options tailored exactly to our preferences. In the end, we landed on a perfect blend of history, fun, and relaxation. They even helped us work everything around the wedding, ensuring we didn’t miss a thing.

We started our journey in Athens, landing early in the morning and diving straight into the day. Then came one of the highlights of the trip—meeting our travel agent in person. She met us with the warmest welcome, walked us through our itinerary, personally showed us around the city, and gave amazing recommendations for food and shopping. Her kindness, energy, and passion for hospitality were contagious.

But what truly set this company apart was their level of care and communication. Throughout our entire trip, they were just a WhatsApp message away. They proactively checked in before every activity, sent us all the necessary contacts for transport and tours, and made sure we felt supported every step of the way. Every place we stayed at was breathtaking. From Athens to Paros, Milos, and Naxos, each hotel was more stunning than the last. Immaculate rooms, beachfront views, and hosts that treated us like family. The breakfasts were absolutely mouthwatering and gave us the perfect start to each adventure-filled day.

Beyond the wedding festivities, our itinerary included food tours, temple visits, an unforgettable catamaran tour, and a dreamy sunset cruise. Every single moment felt like a dream. The islands are incredibly safe, perfect for solo travelers or a girls’ getaway, and the views? Just… wow!

And the food! I cannot emphasize this enough: the food was out of this world. Every meal was a delight—fresh, flavorful, authentic, and somehow we left feeling better than when we arrived (even after eating three generous meals a day, with snacks in between!). Pure magic.

I’m already counting the seconds until we can go back. This trip exceeded every expectation we had and gave us memories we’ll treasure forever.

To top off this unforgettable trip, we decided to spend a few days in Rome—and the travel company helped with that too! It was the perfect ending to our adventure. We explored the Vatican, the Colosseum, the Roman Forum, and the Pantheon. Every site was awe-inspiring and the city’s energy was just electric. Rome was the cherry on top of a journey we will never forget.

To the entire team—thank you from the bottom of our hearts for the most unforgettable adventure of our lives. We wouldn’t dream of traveling to Greece again without you.

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My husband and I had utilized the services of Zicasso for prior journeys to Italy, Southeast Asia, and Australia/New Zealand. For our recent trip to Matera and Puglia, I requested an agency located in Italy that specializes in travel to Italy. We selected a company that was on a magazine’s A-list of travel advisors.

Our travel consultant listened to and respected my requests for certain activities (private food, historical and boat tours, wine tastings, cheese making) and types of accommodations (properties that offered a shaded area to relax and read). She also emailed answers to my numerous detail-oriented questions (the curse of having personally worked as a tour guide). She sent a lovely gift to our first hotel and called halfway through our vacation to check in with us. Communication via text with WhatsApp was convenient and used frequently. Most importantly, when we had a problem with one of our accommodations, she followed up (even after our trip had ended) and graciously offered some compensation.

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Italy’s beauty is legendary—its rolling landscapes, vibrant culture, incredible cuisine, and deep history are truly one of a kind. But what made our trip truly extraordinary was the care, creativity, and attention to detail that the Zicasso travel company team brought to every part of our journey.

Our 12-day family adventure—with three teenagers!—was the perfect balance of guided exploration, fun hands-on experiences, and thoughtfully chosen hidden gems. Every stop offered something special for each of us, which is no small feat when traveling with a group of different interests.

While we’re fairly seasoned travelers, having the added support of your concierge service via WhatsApp was a game-changer. Any small questions or needs were handled quickly, warmly, and with a level of professionalism that gave us total peace of mind.

And the hotels—just wow. Every property was not only comfortable and welcoming, but also perfectly located, making it easy for us to explore and enjoy each destination to the fullest.

A heartfelt thank you to the entire travel company team for creating such a seamless and memorable experience. We can’t wait to plan our next adventure with you.

Grazie mille and arrivederci for now!

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

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