VIP Tour of Sicily: Beauty, Culinary & Luxury Experience

What to expect on this itinerary
Treat yourself to the luxury and romance of Sicily, from the crystal clear azure sea to the inspiring ancient ruins scattered across the hillside; the splendors of the island await. Baroque palaces decorate historic cities. Private vineyards overtake the hillside of a secluded island getaway. Cobblestone streets lead to remote vistas with immaculate views of the countryside. You can indulge in the pure essences of the cuisine and bask in the alluring flavors of celebrated vineyards on your custom tailored luxury Sicily tour.
Customizable Itinerary
Syracuse – Secluded Corners of Syracuse
The history of Syracuse encapsulates the beauty of Sicily and the timelessness of its culture. Baroque palaces create dazzling spectacles along the streets. Cobblestones pave the medieval streets leading to the shimmering crystal blue sea. Morning markets burst with vivaciousness, each vendor touting the freshest produce and seafood caught that morning. The city once had the largest population in all of antiquity, larger than even that of Athens and Corinth. The historic heritage has influenced the culture of Syracuse and Sicily as a whole. Your private transfer meets you at Catania-Fontanarossa Airport and escorts you to your charming accommodation located in the most historic neighborhood of the city. Consider learning more about your Sicily travel agents who strive to meticulously personalize your itinerary so that it is perfect from the moment you arrive.
The island of Ortigia has lavish churches and tight-knit lanes overlooking the stunning Mediterranean. The water laps at the ancient walls of the city. Your room provides you a private view of the water, where you and your partner can watch the fishing boats wade in the marina or drift out to sea. Fonte Arethusa is an ancient spring filled with freshwater but sits near the edge of the sea. Wild papyrus has grown in the spring for millennia. Wild ducks roam on the water’s surface and linger in the shade of the papyrus.
What's Included:
Syracuse – Wonders of the Past and Present
Syracuse – Baroque Villages and Tempting Chocolate
Syracuse – Sharing the Landscape
Salina – Romantic Island Treasures
Salina – Amorous Cruise
Salina – Island of 1,000 Colors
Taormina – Delightful Treats
Taormina – Distinctly Mount Etna
Catania – Jewels of the City
Catania – Carrying the Passion with You
Trip Highlights
- Bask in romantic five-star accommodations with views of the stunning landscape of Sicily in complete luxury
- Enjoy a scenic private cruise along the Mediterranean to visit the stunning Aeolian Islands
- Delight in a private chocolate tour in Modica to taste the varieties of the rich, succulent, and pleasurable Sicilian specialty
- Indulge in romantic wine tours along the diverse landscapes of Sicily and the Aeolian Islands
- Revel in magnificent lunches coupled with fine wine pairings to taste the luxuriousness of contemporary Sicilian cuisine
- Witness opulent Greek and Roman ruins that give testament to the marvelous cosmopolitan cultures that inhabited the island
Detailed Description
In Sicily, the idea of romantic jewels can be associated with precious gems, radiant cities, enchanting vineyards or charming islands. Your 11-day luxury Sicily tour takes you on a dreamlike exploration of the coastline and hillsides, distant island life and mythical volcanic craters. When you arrive in Catania, your private transfer greets you and your partner at the airport. Soon you are settled into your luxurious hotel on the coast of Syracuse, in the ancient neighborhood of Ortigia. In the evening, you dine in gourmet style, listening to the sea lapping at the walls of the city. The following morning, your guide leads you on a private tour of the city’s ancient history, followed by a lavish lunch in the charming fishing town of Marzamemi.
You continue to an incredible wine estate to sample the lush flavors of the region, along with an evening stroll in the Baroque town of Noto. The next day takes you to the fabulous town of Scicli, filled with Baroque palaces and marvelous churches. In Modica, you visit a dolceria for a hands-on cooking class teaching you and your partner how to make succulent and sweet chocolates. Then, you find yourself embarking on the best Sicily tours of numerous celebrated vineyards around the Ragusa region, sampling the elegant wines and enjoying the food pairings before your sunset tour of Ragusa.
Your private transfer escorts you to the island of Salina, which is a part of the Aeolian Islands. You settle into your accommodation, which is located on a winery estate overlooking the exceptional seaside cliff. You have a private cruise of the archipelago to experience the luxuries of the other islands, including Stromboli, where the luxury designers Dolce and Gabbana have a vacation home. Delight in the scenery before making your way to a guided vineyard tour of your estate, complete with a wine tasting as well as a lunch accompanied with wine pairings.
You then return to the main island of Sicily, where your private transfer escorts you to the spectacular seaside town of Taormina. In the afternoon, you can truly indulge in the flavors of a Michelin-star restaurant for lunch. You have a guided private tour of the vineyards along the foothills of Mount Etna, Europe’s largest volcano, before an evening of leisure in the enchanting town of Taormina. The following day takes you to the bustling city of Catania, filled with vibrant markets and beautiful Baroque architecture. On your final morning in Sicily, your private transfer greets you at the hotel and escorts you to the airport for your flight home, but you could always extend your romantic getaway to include the alluring city of Venice or the luxurious villas of Tuscany.
Starting Price
$10,800 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.
Verified Traveler Reviews
Based on 2541 reviews
We had a fabulous trip to Italy, including to Sorrento, Taormina, and Rome. Zicasso’s travel specialist made sure every detail was taken care of, including stays in beautiful, well-located hotels and excursions that were interesting and fun for our family.
For example, she arranged for an airport host to assist us with our arrival to and departure from the Rome airport, and she was simply amazing, whisking us through the airport and eliminating stress for our family.
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Aside from the delay because of the time change, working with Zicasso’s travel specialist was great. She took care of all arrangements in Sicily once our decisions were made. She confirmed with every hotel, driver, and guide, making sure our travel was effortless.
The guides were great, adding so much historical information to our attractions. Our drivers were friendly, providing us with clean, comfortable vehicles, safe driving, and interesting conversation about modern life in Italy. Our hotels were high-end, in city centers, with amazing breakfast buffets and professional, kind staff.
We used a reputable tour group for our first week of mainland Italy travel, but our experience with this travel specialist far surpassed the tour group experience and our expectations. I would not hesitate to use her again for any travel plans in Italy. She checked in with us pre-, mid-, and post-travel. There wasn’t one hiccup with the plans she made for us.
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Our recent trip to Rome, Florence, and Venice, planned by Zicasso’s travel specialist and her team, was nothing short of exceptional. Every detail was handled with care, precision, and an obvious commitment to excellence. The hotels were truly top rate, perfectly located, and impeccably chosen to enhance the experience of each city. The tour guides were extremely knowledgeable, engaging, and clearly passionate, adding depth and context that made each destination come alive.
What truly set this trip apart was the level of service. From seamless transfers to on-the-ground assistance, everything felt effortless. The recommendations and tips provided along the way were incredibly useful and allowed us to experience each city with confidence and ease. The assistants who helped guide us through logistics and navigation were attentive, professional, and reassuring, making the entire journey feel like true white-glove service from start to finish.
The travel specialist and her team exceeded every expectation. Their planning, responsiveness, and attention to detail transformed an already incredible itinerary into an unforgettable experience. I would recommend them without hesitation to anyone looking for a flawlessly executed, high-end travel experience.
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Zicasso’s travel company was amazing to work with! They really took care of every detail for a worry-free experience! They were very responsive during planning and the trip. All of the locations and accommodations were exactly what I wanted. I cannot recommend them enough!
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This was my third customized trip with Zicasso. I previously worked with Zicasso to plan and take mother-daughter trips to Iceland and Croatia. They are the perfect company to help your dreams for a personally unique adventure come true!
This time, I traveled with my daughter, son, and daughter-in-law to Italy. My hope was for my daughter and son to see the towns where their great-grandfather and great-grandmother emigrated from in the Abruzzo region, in the towns of Roccamontepiano and Bugnara. My research had an address for where their great-grandfather was born. Our driver found the address and we took photos of us standing in front of the house, which could now be considered a real fixer-upper. Just the same, it was a moment never to be forgotten. Thank you to our driver and his wealth of information!
Our home base was in Pescara, where we enjoyed a walk on the beach, excellent local cuisine at a local restaurant, and seafood at another local restaurant. These were recommended by our local travel agent and were clearly favorites of the locals.
We had a wonderful tour in Chieti, an historic and cultural gem, with our guide. She too was a gem of a guide!
We then traveled to Venice, which was far less crowded with tourists than in the high season. Upon arrival, a private gondola ride during dusk and at sunset was a surreal way to be welcomed to this beautiful city.
The next day we had a magnificent tour of St. Mark's Basilica and Doge's Palace. Our guide was so engaging and knowledgeable, and eager to share ideas about other things to see while in Venice. We followed our tour with lunch at a historic restaurant, home to the invention of the Bellini. Yum! After lunch, we took the elevator to the top of the tower across from the basilica, with its spectacular panoramic view of the city and surrounding islands. Then our group splintered off—two of us did a Grand Canal boat ride and the other two headed to the isle of Murano to search for glass souvenir treasures.
Our next stop was Lake Como, with a one-hour unexpected stop in Verona. Thank you to our driver for suggesting the stop! Who knew there was a Roman arena and some to-die-for hot chocolate in Verona!
Then off to Lake Como. We had time before we could check in to our hotel, so we did a walkabout to acquaint ourselves with the city. We took a ride on the funicular for another delightful panoramic view and enjoyed cocktails while surveying the lake and city below. That evening, we traveled up into the mountains and had a marvelous meal at a mountain trattoria. We were just us and one other couple in the restaurant, and we watched the chef prepare our local food specialties from our table in front of the wood-burning fireplace. The mantel was adorned with trophies and photos of the local bocce teams over the decades. Again, if you want to travel for cibo delizioso, go to Italy!
The next day, we had a three-hour boat ride on Lake Como. Our skipper and guide made certain to point out and give some history on the villages dotting the coastline and the famous villas.
The following day we traveled north to Domaso for an afternoon at a family-run vineyard and restaurant with views of Lake Como and the Alps! Bellissimo! A family member gave us a wonderful tour of the history and the winemaking facility, as well as the many wines we sampled. We were treated to local charcuterie and ravioli that was made fresh while we were busy sampling. When we received the wine we ordered and shipped back home, they threw in extra gifts for us, with wishes for a Merry Christmas and Happy New Year!
Then we were off to Milan for a chance to try our luck at making our own pasta, sauces, and gelato at a cooking school. Our chef instructor guided us as we made tagliatelle with a pesto sauce and pumpkin ravioli with a cream sauce. Of course, there were wine pairings! He made certain our creations were delicious!
That evening, we donned our fancy apparel and headed to La Scala to take in the opera, "Così fan tutte." The modern take on the comedy was refreshing and the venue was a must-see!
The next day, we were met by our guide, who shared the history of the UNESCO site of Santa Maria delle Grazie and Leonardo da Vinci’s "Last Supper" with expertise and reverence, while keeping us engaged. She likewise inspired us as we toured the Duomo di Milano, San Maurizio al Monastero Maggiore, and the controversial Il Dito sculpture outside the city’s stock exchange.
That evening, we experienced a delightful meal at a Michelin-starred restaurant. The chef, from Naples, created and explained a never-to-be-forgotten bite-sized sampling plate highlighting the tastes of Naples on a plate shaped like the region, with its various borders.
Before leaving Milan, we had a tour of La Scala and its adjacent museum with our guide. She provided us with a history lesson that was quite interesting. That night, we dined at a local seafood restaurant, another treasure clearly favored by the locals. Our waiter was a gem and sent us off with the gift of a bottle of wine.
Our final stop was Turin. Once again, we divided—two of us visited the National Museum of Cinema and the panoramic lift housed in the museum. At the top, we gained a wonderful sense of the city,and the cinema museum was a fun surprise! Our other two toured the Juventus Museum and Stadium, and they thoroughly enjoyed their experience as well.
Our final day, we met our guide, who spent the entire day with us, with only a short break, beginning with a gourmet food tour of traditional Piedmont dishes. Along the way, she shared insights into the history and cultural significance of the foods. Later in the day, she guided us through the Royal Palace of Turin, including the Holy Shroud Chapel, Armory, and Museum. Once again, we were treated to a knowledgeable and entertaining guide.
We departed the next day, leaving with priceless memories of our Italy adventure.
Thank you so much to Zicasso’s travel agent. You helped make our trip come true with such care. Grazie mille!
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Our trip to Italy was absolutely amazing. Zicasso’s travel company provided exceptional service and attention to detail. We had never used a travel company for arrangements prior to this trip and we are so glad we did. It made the trip stress-free and truly over-the-top.
Our favorite time on the trip was at a location recommended by our travel agent in a very small area called Ciociaria. We loved this location and our resort in Ciociaria. The staff was incredible and we felt so relaxed.
I have been telling all my family and friends about the travel company’s services and that I will use them for future trips. I am so thankful to Zicasso for connecting me to an incredible experience with our travel company.
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