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
$3,300 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 895 reviews
Our Zicasso travel specialist did a fantastic job planning our family vacation for five adults.
Each hotel was top-notch. At the villa in Taormina, the rooms were luxurious, with unbelievable views of the bay and Mount Etna from private verandas. The staff were gracious and the restaurant's breakfast buffet delicious. Lunch and dinner were top-notch. The hotel in Agrigento was modern and the grounds were exceptional. It was close to the Valley of the Temples, with amazing views of the ruins from each room and the beautiful infinity pool. The hotel in Palermo was old-fashioned luxury with up-to-date facilities and close to the old town.
Our tour guides and drivers were excellent.
My only regret is that we only had 10 days to explore Sicily as there was so much more to see!
Our agent did a yeoman's job helping us plan this trip.
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Zicasso’s travel professional crafted an unforgettable Sicily trip for our group of seven. After discussing our preferences, she designed a flawless itinerary, incorporating unique experiences that became trip highlights. Her communication was exceptional, with prompt responses to our questions before the trip and daily updates for the next day's activities, including driver and guide details, which were incredibly helpful.
We stayed at superb hotels in Taormina, Agrigento, Palermo, and Cefalù, each with stunning views and private tours. Sicily’s warm, hospitable people stood out compared to other European destinations. At our hotel on Via Leonardo da Vinci in Taormina, the staff greeted us warmly, setting a perfect tone. Other stops included Mount Etna, Erice, Castelbuono, and Savoca. All of these locations were great, but don't miss Castelbuono!
Two standout experiences were private meals with families. Near Erice, a chef and his family welcomed us into their sea-view home, preparing amazing Sicilian meals that felt like dining with family. In Palermo, another home chef and her husband created a similarly memorable evening, with lots of great conversation and stories.
Every driver was professional, friendly, and informative, while our guides — often archaeologists or historians — were engaging and knowledgeable.
Highlights included a welcome dinner in Taormina, a farm cooking class, two wine tours with lunch, a Mount Etna hike, a Valley of the Greek Temples tour, town and village tours, cheese and pastry tastings near Cefalù, and a farewell dinner. The Godfather tour in Savoca was special, with our guide introducing us to a local who played Apollonia’s mother, waving from her balcony.
Our travel professional's meticulous planning and personal touches made this trip extraordinary. Thanks to Zicasso for matching us with the tour company and we highly recommend them for a perfect Sicilian/Italian adventure!
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The travel company and staff were excellent. The trip coordinators accompanied us through the trip via WhatsApp. They were terrific. The service was top-notch, including the drivers, tour guides, and accommodations.
The one thing I would change about the trip is to have longer stays in each city visited. Moving to a new hotel every two nights prevented us from really enjoying each city we visited. I would also forgo Palermo and substitute a smaller city like Noto or Agrigento. But again, the itinerary was based on my interests and time. It is not an indication of the tour company's abilities. However, it may be good for the agency to suggest longer stays to other customers. Otherwise, we had a great trip and once again, I have recommended Zicasso and the tour company to family and friends.
Thank you again for a great time!
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I would consider myself a seasoned traveler and generally plan all vacations myself. However, as I was traveling with a larger party/wider range of ages than I'm used to organizing, I wanted the expertise of an agency. Given the wonderful reviews of this company on Zicasso and a great conversation with the travel agent via the phone, I decided to utilize this travel company. I was sold on the travel agent's vision for a trip that was personalized, accommodating to all age groups, and catered to our foodie/adventurous spirit. However, things became a bit challenging for me shortly before I left. Items that we had previously discussed adding into the itinerary were left out with no explanation, and only some were added back in at an additional cost. The items previously discussed that were not provided I had to organize myself as the other members of my party were looking forward to them. The travel agent had also stopped responding to my direct emails but was communicating through another member of the team.
I made it very clear from the get-go that we are not a family that enjoys structured history/walking tours. We prefer to be immersed in the culture, food, and water activities. I was advised that the guides for tours would be there to follow our lead on what we wanted to see in each location and help with recommendations. This was not the case as the guides were on a very tight time frame with designated stops and regimented talking points. I had members of my group including two children who were unfortunately bored. It got to the point towards the end of the tour that it was necessary to organize my own itinerary as I usually do. This added stress to me on a vacation that was supposed to be relaxing.
The flow of the scheduled itinerary made little sense and wasted a lot of time. We got off the plane in Palermo to stay at our villa at least an hour and a half away to turn around a couple days later and go back to Palermo for a day trip. Palermo should have been scheduled the first day since we were already there, given the distance. The scheduled Palermo trip didn't even start until 11 a.m, which meant by the time we got there, we basically had time to see one street and eat lunch before needing to move on. This was very inconvenient for one family in my party as they were leaving the vacation early. They had to go all the way up to Palermo again the next day for their flight home. It was a lot of back and forth in the car for absolutely no reason. Additionally, I was assured water would be all around me when asking about the beach, but for our first villa it was nowhere close. I had two children going home who that is all they wanted to see before leaving. Asking our driver to stop at the beach on the way back from Palermo was quite the hassle (from my agency's standpoint) though my transportation company stated I was still within contracted hours.
I was assured our trips during the day would be a reasonable distance, but we did an almost 5 hour drive in one day to move from our first villa to the next with a brief stop in Agrigento to break it up. We basically wasted a day of our vacation in the car.
The location of our first villa was very inconvenient for a group relying on drivers to take us place to place. I was told if we wanted to stay in villas we would be outside the main town. While I understood this, it was not noted that I would be far from everything with poor taxi service. Once our driver dropped us off at our villa for the evening we were essentially stuck in isolation. Even our tour guides didn't understand why we were not placed in a villa with a better location.
Our boat tour (which was initially supposed to be added then turned into an additional cost) got cancelled due to weather and I have yet to receive a refund. I was told I went overtime with my driver and the extra money from the cancelled boat might be allotted to this. This is crazy given my drivers told me I was within the hours of their contract. Additionally concerning, our in-country contact initially wasn't even aware I had a boat ride scheduled.
According to my itinerary, I was supposed to have a 4x4 off-roading trip in Mount Etna, though my transportation company assured me this was not the case. The only thing I was scheduled for was a wine tasting near this location as they spoke with my agency to confirm. My family was really looking forward to a nature portion of the trip. I therefore updated my driver and guide that I was skipping the whole scheduled itinerary entirely and did my own planning.
I was impressed that I was told this travel company hand picks their experiences / guides / transportation services and has a personal connection with the island. However, many of the service professionals I encountered admitted they had not heard of this company before. While I have no complaints about those that were contracted, it does make me question the travel company's integrity and reputation.
I did reach out to our in-country contact about my grievances, but they were in my opinion unfriendly, unhelpful, and rude. I asked for the travel agent's phone number, in order to speak with him directly as I contracted with him, and this was not granted. I was only given the email contact information that I already had. I sent an email while I was away on 9/25; it has yet to be answered. I may have given this company at least 3 stars for the accommodations being very spacious and clean, our tour guides friendly, and our drivers top-notch, despite not exactly receiving the vacation I was expecting. However, the lack of customer service, professionalism and responsiveness is unacceptable to me. I would not recommend this company for your Sicily vacation. I was beyond overwhelmed and saddened with how poorly arranged this trip was and how I felt terrible that I had 11 other people spend their money and vacation time on this company. My advice: find a villa in a convenient location and hire a driver vs. rent cars. Save yourself the headache and extra expense of having to reorganize the itinerary independently anyway.
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I was connected with the travel company through Zicasso. What an amazing trip! Many thanks to our travel designer of the travel company!!!
Our travel designer and her expert team planned a trip to Sicily for my husband and I, my siblings, and my sister-in-law. We were six and everything about the trip was executed beautifully and with great attention to every detail.
We chose to go to Taormina, Cefalù, Palermo, and Ortigia Island, flying direct in and out of Catania. Our travel designer arranged all transfers by private van for the six of us and we never had to worry where or when we were going anywhere. She was able to make changes on the spot and accommodate our every wish.
Planning the trip was so easy, as she was available to chat with me on the weekends to answer questions and clarify details. She even made dinner reservations in every city. I cannot say enough about her willingness to be available and the choices she helped us make. From the terrific winery near Mount Etna to a drive up Etna, guided tours (we had an incredibly fabulous art historian showing us the churches of Palermo), a day at leisure on the beaches of Cefalù, and an amazing cooking class in Palermo, where we learned about and visited the markets, and made pasta and cannoli, every experience was better than the one before it.
We definitely recommend, with five stars, the travel company. Have them plan your trip to Italy! This was my first time back to Europe since 2004 and it was stellar!
I surely will use this company when I plan new trips to Italy, and Zicasso as well!
When we were trying to decide where to go, we chatted with travel partners in several European destinations. Zicasso chooses the best of the best and our experiences with each of them was exceptional!
We will be back to Zicasso when we travel to other destinations!!
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