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 5898 reviews.
The trip Zicasso's travel specialist arranged for us exceeded all our expectations. It was absolutely wonderful; not a single detail was overlooked. The hotels were excellent, the tours were great, and the drivers were always on time. I totally recommend Zicasso and the agency, and will undoubtedly use them for future travel plans.
Reviewed By Philip S.
Zicasso's travel designer did a terrific job. We had the initial phone consult, after which she delivered a first draft of the itinerary. From there, she helped guide us through a few revisions until we got the details smoothed out. We are experienced travelers and can appreciate a well-constructed trip, and that's what our experience with our agent reflected.
One crucial thing is that all the drivers who are engaged to move you around are prompt. Every one of them was right on time and friendly and helpful to boot. It was much appreciated.
To sum up our experience, I would do it all again with Zicasso and the agency and our agent. Our trip to Italy in the late summer of 2025 was something we will not soon forget!
Reviewed By tony B.
Zicasso's travel partner is very thorough and makes sure the trip is tailored to your vision. They are flexible and very responsive. We would recommend them to anyone traveling.
Reviewed By Evan C.
Zicasso's travel agency far exceeded our expectations. We had our five-year-old and 11-year-old children with us, so the tour guides and walking needed to be kid-friendly.
Our hotel in Rome was wonderful, the location was perfect, and they had good A/C and a breakfast buffet. There were plenty of great restaurants within easy walking distance, as well as the Vatican.
Our tour guide for the Colosseum and Roman Forum was great. Pompeii was amazing. Our tour guide was basically a celebrity down there and knew exactly how to take us around the ruins without ever waiting.
Tuscany was our favorite by far. We did a cheese-making experience and lunch that was super-cool. The kids got to play with the farm animals and the owners were so attentive and interesting. We did a cooking class with a chef that was the kids' favorite thing on the entire trip. I would make a point to book this experience; the kids still talk about it and wear the aprons around the house. The resort in Tuscany was nice. We had our own private pool, plus the resort pool, and could easily walk to a small local town with some great food.
Venice was good, but probably our least favorite on the trip. You have to walk a ton, which was difficult for the kids, but it's still worth experiencing.
We travel a bunch and I would highly recommend using Zicasso's travel partner.
Reviewed By Kevin S.
This was the best trip ever!!! I am so grateful Zicasso introduced us to our tour operator. This team was amazing! They set up a call to learn more about us and jumped into action. Within a short time, they came back to us with a presentation on ideas, with recommendations. There is no chance our trip would have been half as good without them. They even had a text group on standby while we were here in case we needed anything.
Reviewed By Linda C.
Zicasso's travel partner organized a fabulous trip for us to Italy. Everything from the minute we arrived in Venice to when we departed from Rome was perfectly arranged and seamless. Our hotels were superb! We so enjoyed all of the excursions/day trips.
We had been referred to Zicasso by a friend and we have passed the word on to other friends.
Reviewed By Janiece P.