Discover corners that are filled with magic and flavors as they support greatness during your customizable wine tour of Sicily, immersing you in the soul of the landscape and passion of this historic culture. Experience the perfect trip for real oenophiles that accentuates the complexities of the regional microclimates and the pleasures that are brought about by a brilliant pairing between the right glass of wine and a treasured, local recipe. Uncover the deep-rooted oenological history and the...
Customizable Itinerary
Day 1
Taormina – Arrive in Sicily with a Tour of Gorgeous Taormina
The famous town of Taormina is perched on a mountaintop that overlooks the glistening waters of the Ionian Sea. The breathtaking setting will combine captivating views to Mount Etna, with a glamourous touch of Baroque architecture, and beautiful ruins from ancient civilizations that will emerge from the landscape. The sea breeze will carry semi-sweet aromas that blend with an herbaceous scent of wisteria, which dangles along the houses that line the old, cobbled lanes. Your flight will land at Catania-Fontanarossa Airport where your private transfer will meet you upon arrival.
You will have a chance to settle into the comforts of your luxurious hotel in the heart of Taormina, indulging in the fragrant scent of freshly baked cookies and pistachio torrone that will drift through the doors of the nearby pasticcerie. Your guide will greet you in the hotel lobby eager to introduce you to the vibrant ambiance of Taormina, immersing you in the ancient history that dates back to the fourth century BC.
You will see the silhouette of the ruins of Castello di Taormina that are perched on the peak of Monte Tauro at 1,305 above sea level. A belvedere that can be seen from Via Pirandello will offer a sensational view of rocky promontories, Byzantine rock-graves, and the funicular that leads to the small beach of Mazzarò. The wealth of history will come to life when you reach the Greek Theater, which is a famous landmark of the city that dates back to the third century BC and contains characteristics of both Greek and Roman architectural design. The impressive feat of ancient engineering used the natural grade of the hillside to shape the stadium seating, which offers a spectacular view of Mount Etna as it towers above the countryside in the distance.
What's Included:
Day 2
Taormina – Visit a Winemaking Estate on the Slopes of Mount Etna
Day 3
Taormina – Discover Mount Etna and Enjoy an In-Depth Wine Tour
Day 4
Siracusa – Revel in Baroque Noto and Enjoy a Sweet, Tasty Lunch
Day 5
Siracusa – Explore Historic and Culinary Charm in Ragusa and Modica
Day 6
Siracusa – Visit the Incredible Ancient History of Agrigento’s Temples
Day 7
Siracusa – Depart for Home
Trip Highlights
- Delight in the marvelous wines of a celebrated estate outside of the city of Ragusa that is perched on a secluded hilltop, overlooking lavish vineyards
- Indulge in a combination of sweet and savory flavors with a sampling of incredible desserts by an award-winning chef that is paired with elegant wines
- Discover the sensational history of ancient Greek temples that have been preserved in the Valley of the Temples and captured in the magnificent Temple of Concord
- Experience the ornate and friendly ambiance of Modica while wandering the streets and stairways, climbing the hillside that is crowned by San Giorgio Church
- Revel in the magnificent views of fumaroles and lava fields when touring the craters of Mount Etna
- Enjoy the pleasures of wines which harness complex flavors that are taken from the mineral-rich, volcanic soils of Mount Etna
- Bask in the lavish ambiance of Taormina, deriving from the enchanting coastal views and mixture of opulent baroque and ancient architecture
Detailed Description
The highlights of the Mediterranean world become the perfect picture for your 7-day Sicily wine tour which embodies the opulence of the ancient world, the splendor of the Baroque period, and the delights of celebrated flavors that are captured in the wine and cuisine. Your private tours will unveil the hidden tastes that are known to locals and the often-overlooked charms of towns that are spread between Taormina and Siracusa for a luxurious celebration of cultural heritage that can be found in the evolving tastes of chefs and winemakers within your atmospheric surroundings.
Your adventure into the wines of Sicily will begin with your arrival at the airport in Catania where your private transfer will greet you and escort you to Taormina. The gorgeous town will welcome you to Sicily with splendid views that lead from the Ionian Sea to the peak of Mount Etna. Revel in the beauty of the Baroque architecture, the treasured flavors of local bakeries, and antique ruins that decorate the edges of town. Follow your guide on a private tour of favored cellars and vineyards, which produce excellent wines that feature grapes and vines that are brought from other areas of the world. You will also venture to the top of Mount Etna for a thrilling experience along the crater of the most active volcano in Europe.
You will continue to Siracusa for three nights in which you can enjoy the unique ambiance of the largest, oldest, and best-preserved city in Sicily. Your guided tours will take you into the Baroque grandeur of towns like Ragusa, Modica, and Noto, which are known for their opulent facades, lavish piazzas, and delectable cuisines. Wine pairings will showcase the elegant flavors of locally produced wine and unique dishes that have been inspired by traditional recipes. From desserts to main courses, you will enjoy the depths of flavor that is born from simple ingredients. You will also have the opportunity to discover the ancient Greek world in Sicily with a guided tour of the Valley of the Temples at Agrigento, where several spectacular temples continue to decorate the landscape. Make sure your perfect Italian vacation is an unforgettable one by seeing additional Italy travel ideas.
Starting Price
$3,200 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 5912 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.