Highlights of Sicily Wine Tour

What to expect on this itinerary
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.
Customizable Itinerary
Palermo – Arrive in the Capital of Sicily with an Introductory Tour
Palermo is a fascinating city with a remarkable history that will enchant you immediately upon your arrival. Sitting at the center of the crossroads of Mediterranean civilizations for millennia, Palermo glows with a mixture of vibrant daily life that abounds through Byzantine mosaics, Arabesque domes, and fabulous frescoes. The aromas of delicate seafood drift through the doors of classic kitchens while street vendors proliferate the scents of freshly grilled meats, fried rice balls known as arancini, and fragrant pistachios. Your private transfer will greet you at Falcone Borsellino Airport and escort you into the heart of the bustling city where you can settle into the comforts of your luxury hotel. Your guide will meet you in the lobby ready to introduce you to the splendors of the city the Norman’s once called, “Kingdom of the Sun.”
Discover the beauty of Palermo by visiting the Cappella Palatina and the famous Cathedral. You will see the famous Teatro Massimo and enter the incredible ambiance of the Norman Palace. The complex dates back to the 9th century AD and has since become the home of the islands’ regional parliament. Your guide will offer a history of the palace, the royal apartments, and the spectacular mosaics that cover Sala dei Venti and Sala di Ruggero II. The latter room glints with incredible hunting scenes and wild animals favored at the time which offers a window into the artistic fashion and prominent symbolism of the time.
What's Included:
Palermo – Enjoy a Luxurious Excursion to the Coastal Town of Cefalù
Palermo – Indulge in an Exclusive Wine Tour around Vallelunga
Palermo – Revel in a Sailing Adventure and Refined Wine Tasting Tour
Mazara del Vallo – Visit the Ancient Towns of Segesta and Mazara
Mazara del Vallo – Explore Famous Estates and Ancient Agrigento
Mazara del Vallo – Bask in a Unique Wine Tour and a Relaxing Spa Day
Palermo – Discover the Wineries and Vineyards near Marsala
Palermo – Depart for Home
Trip Highlights
- Savor every minute of your exclusive tours of wineries with your private guides showcasing the alluring flavors and diverse landscapes of Western Sicily
- Enjoy the distinctive North African ambiance of Mazara, a town with rich history alongside the contemporary culture of Sicily
- Marvel at the dramatic ancient Greek architecture preserved over two millennia at archeological sites like Agrigento and Segesta
- Delight in the majestic mosaics that adorn the walls and ceilings of the Norman Palace in Palermo, most notably inside the Sala di Ruggero II
- Indulge in a scenic boat tour along the coastline of Mondello for a sensational view of the elegant sea and radiant promenade
- Relax with a relaxing spa treatment at a luxury hotel that uses the bounty of the Sicilian landscape as part of the greater therapeutic process
- Discover the distinctive flavors and marvelous collection of varietals that are grown in Sicily ranging from endemic to foreign grapes for an amazing diversity
Detailed Description
Your luxury wine tour of Sicily will take you on a 9-day discovery of the Mediterranean treasure often cast in the shadow of mainland Italy. The sensational island has stood at the center of Mediterranean life for millennia resulting in a culture and heritage of its own that blends the customs of the Ancient Greeks, the Roman empire, sailing Arabs, conquering Normans, royal Spaniards, and expanding French forces. Rich architecture and culinary creations embody the brilliance of the preserved past that will bring private guided tours that will surpass your expectations.
Your tour will begin with your arrival in Palermo where you will have five nights in the spectacular capital city to explore, discover, and enjoy the splendors in and around the province. Your guides will take you on magnificent private tours of the city and introduce you to the grand architecture while also leading you into the depths of the celebrated markets for a touch of heritage. You will wander through the alluring lanes in the seaside town of Cefalù and revel in the flavors of boutique wineries to learn how the different properties of landscapes are affected by the sun, sea, and mountainous terrain. A sailing excursion along the western coastline will reveal the natural beauty of seaside towns as well as the abundant seafood caught daily by local fishers. You will delight in multi-course meals paired with robust and delicate wines before transferring to Mazara del Vallo.
You can relax and enjoy the splendors of Mazara del Vallo for three nights and find a remarkable balance between the flavors of wines that have been produced on boutique vineyards and the captivating history of the ancient Greek ruins at Segesta and Agrigento. You will explore towns with uniquely North African culture, as well as vineyards that celebrate the historical methods of winemaking in Sicily. You can also take advantage of a luxurious spa treatment that will soothe and rejuvenate your body after traveling around Sicily’s western edges.
Starting Price
$4,100 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
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I was very pleased with the entire planning of the trip. The communication with Zicasso's tour company was excellent. The meals that were pre-arranged by them were fantastic and we probably would not have found them on our own.
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My husband and I had a great time on our trip to the northeast Adriatic Coast of Italy. We have very specific tastes as far as where we like to stay and the private tours we like to have during the trip. Zicasso's travel company did a great job, giving us fantastic hotels, and all of our tour guides were top-notch.
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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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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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