Romantic Sicily Wine Tour

What to expect on this itinerary
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 bring 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.
Customizable Itinerary
Palermo – Arrive in Palermo with a Charming Walking Tour
Palermo is Sicily’s largest city, and it has a charm and intrigue that rises from a rich history thanks to a unique culture at the crossroads of the Mediterranean Sea. Your private transfer will greet you at Falcon Borsellino Airport and escort you to your gorgeous hotel in the heart of the bustling city. You will have time to freshen up and settle into the comforts of your luxury accommodations before meeting your guide in the lobby to begin your private walking tour. Palermo is a city of romance that is accentuated by the flamboyant architecture that combines Norman, Arab, and Baroque designs with Gothic palaces that are framed by soaring palm trees. Stucco decorations adorn the chapels and the vintage stores that are scattered around the distinct neighborhoods with antiques that highlight the faded aristocracies from around the island.
Your guide will lead you deep into the welcoming culture of the city that embraces the refreshing aromas of orange citrus, freshly brewed espresso, and delicious arancini. You will discover the grandeur of the cathedral and the marvels of the Normal Palace before reaching the sensational Cappella Palatina. The Normal chapel was consecrated in the 12th century and features a collection of remarkable mosaics with a harmonious ambiance that combines a Latinate floorplan with a Byzantine dome and Arabic stalactite ceiling. You will find the alluring ambiance of the interior filled with mystical darkness pierced by sporadic glints of decorative gold catching the light.
What's Included:
Palermo – Delight in Palermo’s Ambiance and a Private Cooking Class
Cefalù – Travel to Seaside Cefalù for Winetasting at a Local Vineyard
Cefalù – Revel in the Majesty of Cefalù with a Food and Highlights Tour
Castellammare del Golfo – Visit Greek Segesta and Boutique Wineries
Castellammare del Golfo – Enjoy an Olive Oil Estate and Historic Cuisine
Marsala – Travel to Marsala for Culture, History, and Tastes of Wine
Palermo – Discover the Charms around Marsala with a Day at Leisure
Palermo – Depart for Home
Trip Highlights
- Enjoy the romantic ambiance of the seaside city of Cefalù with a guided tour of the narrow lanes and golden coastline
- Indulge in the unique flavors of Marsala wine at a selection of vineyards that produce elevated wines that are modeled on local cultivation
- Revel in the classic passion of Sicilian cuisine with a multi-course cooking class with each dish paired with an exceptional wine
- Learn the delicate art of sampling olive oil during a special tasting on a family-owned estate
- Discover the enchanting history of Palermo as captured in the gilded mosaics that encompass the walls, ceilings, apses, and archways of Cappella Palatina
- Explore the ancient Greek world of Sicily with a private guided tour of Segesta to view the fascinating preserved temple and theater
- Delight in the unique amorous ambiance of Selinunte that combines enchanting ancient ruins with the elegant views of the Mediterranean Sea
- Feel the quintessential passion in the continued custom of farming salt at an ancient saline with picturesque windmills and levees across the shoreline
Detailed Description
The history of the vine runs deep in Italy, and your 9-day wine tour of Sicily will celebrate the marvels of both new and historical vineyards on the island that are steeped in the romance of a couple’s getaway. Whether you are oenological enthusiasts or looking for a new interest to share, your wine tour will place romance at the forefront by accentuating the seductive charms of the cities, towns, scenery, and flavors of Sicily that promise endless moments that will immerse you in ancient Greek life and contemporary culinary techniques.Your fascinating couple’s wine tour of Sicily will begin with your arrival in Palermo. You will have three nights in the fascinating city with private guided tours leading you through the exceptional architectural, cultural, and culinary history of Sicily’s capital. You will visit grand displays of devotion in the form of the Palatine Chapel and the interior of the Monreale Cathedral, and then discover the splendor of Norman design, the embellishments of Arab engineering, and the continuation of traditional flavors in recipes passed down through the generations.
You will transfer to the gorgeous seaside city of Cefalù for two nights where you can relax in the casual ambiance of the narrow lanes and charismatic promenade, as well as sample select wines from wineries that texture the Mediterranean landscape with lush vines. Once in Castellammare del Golfo, you will experience the splendor of boutique vineyards and the popular purveyors of wine in Sicily with multi-course meals accompanied by wine pairings.
Move next to discover the medieval streets and grand views of Erice located at the top of Mount Eryx, and then be immersed in the ancient wonders of Sicily with a guided tour of the ruins at Segesta. You will sample delightful olive oil on a private estate, and then learn pleasures of salt when visiting a historical salt farm. Spend one night in Marsala to uncover the beauty of the western landscape and the complex flavors of the wineries that are shaping the new and celebrated reputation of local wines. Consider learning more about our travelers’ best Italy travel experiences by reading their Italy travel reviews.
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 870 reviews
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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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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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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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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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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