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...
Customizable Itinerary
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:
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.
Reviews of Zicasso's Referral Service
4.9 stars based on 5984 reviews.
Zicasso's travel agent created an itinerary and experience that was simply perfect. Every hotel experience, guide, and driver was excellent. She was kind, patient, knowledgeable, and made the perfect suggestions. I loved working with her! Thank you to our agent, the tour operator, and Zicasso for a wonderful trip!
Reviewed By Anita L.
The trip was wonderful. Zicasso's travel agent and her staff planned the perfect 10-day trip. The accommodations, the drivers, the guides, and the restaurant recommendations were perfect. The communication was excellent and timely. They went above and beyond to make sure we were comfortable and happy. The staff were very attentive and flexible, even when we wanted some small changes, such as pick-up times for the drivers. They adapted and made it all work. This travel agent is absolutely terrific.
Reviewed By Marci M.
Our Italy trip with Zicasso’s travel partner was nothing short of spectacular! Referred by a friend who had an amazing experience, we decided to give it a try and were not disappointed. Our agent was fantastic, always ready with answers to our questions and providing excellent support throughout our journey.
In Tuscany, we visited beautiful wineries and enjoyed a delightful lunch with the vintners, who were incredibly warm and welcoming. Her attention to detail was evident when she adjusted our plans due to weather changes and even checked in on us when we were slightly delayed for a tour.
Siena was breathtaking and our hotel in Rome was perfectly located, allowing us to walk to all the major sites. One of the highlights was a small boat tour around Capri from Amalfi—perfect weather and stunning waters made it unforgettable. The cooking class on the Amalfi Coast, set on the side of a cliff, was exceptional and having personal tours just for the two of us was an unexpected and delightful bonus.
We can't express enough how much we enjoyed our Italy trip. The travel partner exceeded our expectations and we highly recommend them for a truly memorable experience!
Reviewed By Kent S.
Zicasso’s trip coordinator and her team did a fantastic job, not only in planning the trip to meet our needs and wants, but also in personalizing it as needed. They were also available as we needed them to adjust things, such as pickups, and even made some dinner reservations for us. With our budget, they set us up in excellent hotels that fit our desire for the trip to be a wonderful anniversary getaway. Her staff were also very helpful. We would strongly recommend them for a trip to Italy!
Reviewed By Rajesh J.
Zicasso's travel planner and her staff did a perfect job for our family of six. She made our trip seamless!
Everything she planned was perfect and no detail was left out. I would use them again and again for my travels to Italy.
Reviewed By Sally F.
My first solo trip was something I had dreamed about for years. I wanted it to be more than sightseeing. I wanted adventure, comfort, safety, and freedom without the stress of planning it all alone. Through Zicasso, I was connected to two specialists and Zicasso's travel consultant stood out immediately. She delivered an itinerary that gave me everything I asked for and more: maximum cities, maximum fun, and maximum value, all without compromise.
Before deciding, I researched and compared tours, packages, and individual prices online. The travel consultant’s proposal came out on top for value and content. While the other agent offered fewer cities and activities at a higher price, her plan was ambitious without being overwhelming. She booked my trains, arranged private transfers where needed, and selected boutique-style hotels that exceeded expectations. I was honestly surprised at how good they were. I stayed at hotels in Interlaken, Florence, and Sorrento. Each was clean, comfortable, and perfectly located for exploring. I had prepared myself for budget trade-offs, but instead, I found thoughtfully chosen hotels that balanced affordability with real quality.
Every document, train ticket, and activity confirmation was uploaded into the app. It became my lifeline throughout the trip, with every detail at my fingertips. The structure gave me confidence, while still leaving me free to explore.
Switzerland came first: Zurich, Lucerne, Interlaken, and Zermatt. Each city felt like stepping into a postcard. Interlaken gave me the adrenaline rush of skydiving, while Zermatt charmed me with its close-knit magic and alpine beauty. Italy unfolded with equal ease: Lake Como, Venice, Florence, Sorrento, Amalfi, and Rome. Every destination felt curated, yet natural, from gondola rides in Venice to boat tours on the Amalfi Coast.
What I loved most was the balance between structure and freedom. Pre-booked activities and restaurant reservations gave me a strong framework, but I could just as easily decide to spend an afternoon wandering Florence, eating gelato, or sitting in a piazza. The rhythm of the trip was perfect, structured enough to tick off bucket-list highlights, yet relaxed enough to feel like a real vacation.
Food was freestyle, but memorable. Highlights included a Japanese-Peruvian restaurant in Zurich with its elegant Japanese-Peruvian flavors, a different Japanese restaurant, a restaurant in Como with its modern fusion menu, an Indian restaurant for comforting classics, and international favorites like those in one of the restaurants in Rome. Between those meals and plenty of gelato and crepes, every stop added its own flavor to the journey.
As a solo traveler, safety mattered. I felt comfortable walking around in the evenings and was usually back in my hotel by 1am to stay rested for the next day. What really gave me peace of mind was the travel consultant’s constant support. Communication was fast and responsive. I never had to wait long for answers, whether through the app or email. There was a moment when I made a mistake with the trains and missed an activity. She immediately stepped in and worked to reschedule it or secure a refund that same day.
Earlier in the planning process, I also had a card issue due to an address error. Even though policy would not normally allow it, she and her team patiently waited until I received the refund before finalizing the booking, just weeks before my trip. That flexibility and care spoke volumes.
The difference was clear. She used my budget to its fullest potential, giving me more destinations, more experiences, and better hotels than the alternative option. She managed to combine the efficiency of a fully organized tour with the freedom of independent travel. Everything was planned, yet everything was still mine to shape.
This trip was everything I wanted: good food, beautiful views, safety, and absolute reliability. It was an organized journey with freestyle flexibility, which is exactly what solo travelers dream of. The travel consultant’s planning let me chase adventure while always knowing I had a safety net. Switzerland and Italy gave me memories I will never forget, but it was the behind-the-scenes planning that made it possible. If you want a trip that is your way, your budget, your pace, but without the endless hassle of managing it yourself, the travel consultant at this agency is the person who can make it happen. My first solo trip became my dream trip and that is the highest praise I can give.
Reviewed By tasmia S.