On this VIP culinary Italy itinerary, experience life beyond the mainland with a gourmet taste of Sicily’s rich history of cuisines. Sample fine wines on premier estates. Wander the vibrant open-air markets in Palermo, passing colorful produce and fresh seafood. Witness the golden stones of Arab-Norman palaces. Discover the largest ancient temple on the island rising out of the blossoming wildflowers. Discuss ideal wine pairings with an experienced sommelier and enjoy an unparalleled panorama...
Customizable Itinerary
Day 1
Palermo – Arrive in Sicily and Enjoy a Relaxed Walking Tour of Cefalù
Cefalù offers the best and brightest of Sicily, combined into a single, gorgeous city. The beach shimmers with powdery white sand bordering the crystal-clear turquoise waters. Arab-Norman architecture glows with golden sandstone facades, arabesque windows, and crenulated walls. Mosaics glint with gold leaf within dramatic cathedrals set against the backdrop of rolling mountains. The cobbled lanes carry the aroma of the sea with sporadic bursts of zesty oranges. The relaxed pace and walkways retain the friendly ambiance of the fishing village, embodied in the colorful boats wading in the quiet port.
Your flight lands at Falcone-Borsellino Airport, where your private transfer greets you upon your arrival. You venture to Cefalù to view the medieval streets and quiet, welcoming ambiance. The stunning cliff of La Roca once held an Arab citadel, which led to a Norman castle overlooking the coastline and the cityscape. A staircase winds along the outer ridges of the imposing figure to reach the windswept summit. The plateau offers a view down to the ruins of the 4th-century BC Temple of Diana. Couples stroll along the strewn rocks and preserved columns. You make your way to the Arab-Norman cathedral at the heart of the city, which contains brilliant Byzantine mosaics dating back to the 12th century. The image of Jesus surrounded by shimmering gold dominates the apse and standing above images of the Madonna, archangels, and the Apostles.
Consider reading some of our travelers' Italy travel reviews for further inspiration in crafting your dream Italy vacation.
What's Included:
Day 2
Palermo – Enjoy a Wine Tour and Cooking Class in the Palermo Countryside
Day 3
Palermo – Sail around Mondello and Delight in a Delicious Tour
Day 4
Mazara del Vallo – Explore Ancient Segesta and Indulge in Lunch with Wine
Day 5
Mazara del Vallo – Discover Sicilian Vineyards on a Full-Day Wine Excursion
Day 6
Mazara del Vallo – Revel in a Spa Day and a Sommelier Guided Wine Tour
Day 7
Mazara del Vallo – Visit Marsala and Trapani before Returning to Palermo
Day 8
Palermo – Depart for Home
Trip Highlights
- Sample the array of flavors in a variety of delicate and bold wines, as shaped by the climate and landscape around the northwest borders of Sicily
- Indulge in the marvelous tastes of the gregarious and multi-cultural island with an elegant lunch paired with wines by a celebrated sommelier
- Enjoy a relaxing morning boat ride around the bay at Mondello for an unforgettable view of the coastline and the crystal-clear Mediterranean Sea
- Bask in the comforting and refreshing touch of a luxury spa day inside your elegant resort within the Sicilian countryside
- Discover the ancient history of Sicily at the Segesta Temple, which contains an amalgamation of the cultures and histories that have influenced Sicily
- Explore the remarkable features of Arab and Norman architecture around bustling Palermo and the coastal cobbled lanes of Cefalù
- Tour the fabulous baroque city of Marsala and sample the eponymous wine amongst a variety of wines produced around engaging city
Detailed Description
The captivating island of Sicily takes center stage from mainland Italy during your 8-day VIP food and wine itinerary. With Southern Italy travel, discover the culture that’s both familiar and yet remarkably different from mainland Italian tradition. From ancient temples to medieval lanes, enticing restaurants to elegant vineyards, you will experience the pleasures of Sicilian gastronomy, beginning with your arrival in Palermo. Your private transfer greets you at the airport and leads you to the charming seaside town of Cefalù for an introductory day alongside the water. Find stunning Arab-Norman architecture and welcoming cafes inside vibrant piazzas.
In the afternoon, you venture to Palermo and settle into the comforts and luxury of your gorgeous accommodation. The following day, your guide greets you in the lobby after breakfast and whisks you away to an elegant estate for a wine tasting set amongst the blossoming flowers and plump grapes. Learn about the history of Sicilian wines and the cultivation on the vineyard before partaking in a luscious tasting. Continue with a vibrant five-course lunch, learning the art of traditional Sicilian dishes before returning to Palermo.
Next, you can bask in the Mediterranean sunlight on a private cruise around Mondello. Return to heart of Palermo for a guided walking tour of the city’s storied history, from architecture to cuisine, palaces to marzipans. Your private transfer meets you and escorts you into the countryside to visit the ancient ruins of Segesta, home to the largest Doric temple on the island. Explore the archaeological park and traverse the narrow lanes and sensational castles in the mountaintop town of Erice.
In the afternoon, you settle into the pleasures of your stunning resort in the Mazara Valley. Relish an idyllic panorama of the hills and vineyards around the valley before visiting a celebrated winery known for producing a mix of crisp and indulgent wines. Bask in a variety of flavors with a VIP tour and visit the Valley of the Temples en route to your resort. Afterward, you relax with refreshing spa treatments in the evening.
Venture forth to a gorgeous winery for lunch to explore the wines around the neighboring islands and Sicily with a sommelier pairing each taste to the appropriate cuisine. Travel to Marsala to explore the capital of the region known for the eponymous wine. Visit the treasures of the nearby vineyards to discover the hidden flavors harbored by the landscape. Delight in a delicate and enchanting lunch with wine pairings. Visit the salt mounds around Trapani before returning to Palermo. On the final day, your private transfer meets you at the hotel and escorts you to Falcone-Borsellino Airport for your flight home.
Starting Price
$7,800 per person (excluding international flights)
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 5986 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.