Slow Food & Leisurely Wine Tour of Southern Italy and Sicily

What to expect on this itinerary
Through the beauty of the cuisine, you will discover endless passion, embrace unfamiliar flavors, and take pleasure in history and gastronomy while exploring Southern Italy. Olive trees captivate with produce ready for harvest and grapevines absorb vibrant minerals, adding depth to sophisticated wines; lemon trees offer fragrant hints of citrus and the coastline erupts with revitalizing aromas of the sea. Celebrate zesty sauces and inspiring seafood, mouthwatering stews and refreshing salads during your customizable Southern Italy itinerary connecting you to the villages, towns, and cities of the region, from Sicily to Puglia.
Customizable Itinerary
Catania – In View of Mount Etna
Catania shimmers with baroque beauty lining the wide boulevards and standing above the foundations laid by Ionian Greeks in the 8th century. The famous fish market bustles with activity in the morning, beneath the looming peak of Mount Etna. The snowcapped summit resembles the passing clouds against the thick pillars and soaring domes of Catania’s architecture. Your flight lands at Catania-Fontanarossa Airport. Your private transfer greets you upon your arrival and escorts you to a magnificent hotel at the heart of Sicily’s second largest city.
The gray hues of the stone originate from lava, casting a marvelous, distinctive sheen over the streets. Catania maintains a magnetic allure with cafes filled with energetic locals and spirited piazzas filled with the aromas of grilled fish garnished with orange zest and octopus grilled over an open flame. In the evening, you have the perfect welcome to Sicily with a traditional dish of Pasta alla Norma, a Catania specialty. The aroma of sautéed eggplant lingers in the dining room, accompanied by the sweetness of tomato sauce and the richness of ricotta tossed over succulent noodles.
What's Included:
Catania – Baroque Immersion
Catania – The Wines of Sicily
Tropea – At the Heart of Messina
Tropea – Pleasures of the Local Flavors of Calabria
Matera – Above the Caves of Matera
Matera – Adventures in the Subterranean City
Lecce – Traversing the Trulli
Lecce – Beneath the Sandstone Carvings
Lecce – Tasting at the Edge of Italy
Benevento – Celebrating Treats
Ravello – Along Ancient Roads
Ravello – Ancient Views and Cheesy Pleasures
Ravello – Savoring the Flavor of Southern Italy
Trip Highlights
- Delight in the most popular varietals of grapes on the island of Sicily with a private vineyard tour around the Nero d’Avola Wine Region
- Discover the coastal beauty of the often-overlooked town of Tropea while sampling renowned salami and pecorino cheeses in view of Santa Maria dell’Isola Monastery
- Relish the classic flavor and buoyant texture of buffalo mozzarella made fresh at a dairy farm in Campania
- Enjoy the refreshing citrus flavor of limoncello after a demonstration of crafting the traditional Southern Italian digestif
- Learn how to craft the succulent texture and complementary flavors of regional Puglian cuisine during a private cooking class in Lecce
- Bask in the array of flavors cultivated to accompany chocolate while exploring an artisan factory in the small town of San Marco dei Cavoti
- Wander along with the vibrant fish market at the heart of Catania
- Witness the charm and beauty of baroque and medieval cities across Southern Italy, including the unique subterranean city of Matera
- Traverse the streets of Alberobello to view the fairytale-like architecture of trulli, whitewashed homes with conical rooftops
- Taste the variety of flavors and captivating textures of hand-crafted gelato in the town of Pizzo, including the celebrated chocolate truffle
Detailed Description
The pleasure of Southern Italy derives from the historic cities and enchanting cuisine shaped to perfection over millennia. Your 14-day gastronomical tour encompasses the rich flavors developed by chefs and harmonious relationship between farmers and the landscape. Your epicurean adventure begins with your arrival in Catania, Sicily. Your private transfer greets you at Catania-Fontanarossa Airport, transferring you to a luxurious hotel at the heart of the bustling baroque city. The remainder of the day is yours to enjoy stunning architecture and vibrant culture at your leisure. In the evening, you will have your first taste of Catania with a traditional dish of Pasta alla Norma.
The following morning, your guide leads you on a stunning tour of Sicily’s second largest city to discover the palaces and remarkable churches. Sample the regional prosecco and local cuisine, embracing the active life of the famous fish market. Next, have a private tour of the architecture at Noto to sample the pastries before traversing the Nero d’Avola wine route to taste the stunning Nero d’Avola wine varietals. Venture north to reach Tropea in mainland Calabria. Traverse the historical streets and balanced flavors of Messina before taking the ferry over the Strait of the Messina to mainland Italy. Relish the stunning monuments and beaches around Tropea, traversing the galleries of Santa Maria dell’Isola Monastery before visiting the cafes in town to taste pecorino, salami, and celebrated sweet red onion.
Transfer to Matera, stopping in Cosenza to view a traditional Southern Italian city off the beaten path. Next, you have a private tour of Matera to visit the Sassi, the network of caves carved beneath the medieval streets and utilized for restaurants, homes, and shops until the late 1960s. Sample the traditional Altamura bread for a taste of the city’s inventiveness over the years. Next, you continue east to Lecce, stopping in Alberobello to view the trulli homes. Wander along the fairytale architecture before arriving in the baroque tradition of the architecture in Lecce. Explore the baroque charms of Lecce before partaking in a cooking class teaching you the staples of producing customary Puglian cuisine, from orecchiette to puccia.
Travel to the fortified seaside streets of Otronto to tour the serene streets and architecture. In the afternoon, you visit a vineyard to enjoy a quality lunch paired with wines produced on the property. Next, you travel to San Marco dei Cavoti for a lesson in chocolate making at an artisan factory in the heart of the cliff-top village. Transfer to Ravello along the Amalfi Coast, stopping to tour Pompeii and relish a private limoncello-making demonstration in the serene town of Positano, the gateway to Amalfi.
You visit the ancient Greek temples of Paestum before visiting a private dairy farm for a demonstration on how to produce the celebrated buffalo mozzarella. Your private transfer meets you at the hotel in Ravello on the final day and escorts you to Naples International Airport for your flight home. You could extend your stay in Southern Italy and make your way to Naples for a private pizza-making class in the birthplace of Italy’s most famous dish.
Starting Price
$6,300 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 6218 reviews
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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This was our first time using a travel agency for a trip like this and Zicasso’s travel company completely exceeded our expectations. Traveling internationally with pre-teen children can be stressful, but from the very beginning, this travel company removed every bit of that anxiety. Every detail was thoughtfully planned, clearly communicated, and flawlessly executed.
From airport transfers to hotels, tours, trains, guides, and daily logistics, everything worked seamlessly. We never once felt lost, rushed, or unsure of what was next. Instead of worrying about schedules or navigating a foreign country, we were able to fully focus on our family and enjoy the experience. That peace of mind alone was invaluable.
What really stood out was how well the trip was tailored to our family. The pacing was perfect, the experiences were engaging for adults and kids, and every guide we worked with was knowledgeable, friendly, and professional. It truly felt like a curated, high-quality experience rather than a generic itinerary.
We came home with incredible memories and zero travel stress, something I didn’t think was possible with kids that age. This travel company was phenomenal and we would absolutely use them again, and recommend them without hesitation to anyone considering international travel, especially families.
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I apologize for the delay in writing this review, but was very busy the last few months and wanted to dedicate the time it deserved. This review will address my wife and my trip to Italy from September 26, 2025, to October 6, 2025. Please feel free to share all or any portion of this review.
Trip Planning:
As a bucket-list event, I spent a great deal of time doing research, but would not have been able to put together the ideal vacation without the support of Zicasso and the travel company. Upon hearing my general interests, Zicasso provided two groups whom they thought would be able to plan and implement my trip. Both groups interviewed me and my wife about interests and price range, and then prepared an initial itinerary. Both groups would have done a fantastic job by their presentation, but it seemed I was slightly more in tune with the travel company and selected them. This proved to be a very wise choice, as the entire team at the travel company, particularly the travel specialists, were the absolute best and I would recommend their service without reservation. Fully responsive to my many questions before the trip, addressing all potential itinerary changes, and providing invaluable guidance throughout the entire process. Their response to inquiries while in the country was unbelievably prompt and thorough. At our request, the travel specialists made restaurant recommendations and reservations that were spot-on. I can’t say enough good things about these ladies.
Transportation and travel between locations:
Although not involved in the flights, the travel specialists provided great guidance concerning flights, trip insurance, and other logistics.
One key point that I fully expressed was that I did not want to flounder at the various transportation points and did not want to lug luggage in foreign areas on the way to and from lodging. The team took this to heart and provided me with either an escort or driver to and from every terminal. Everyone providing this task was friendly and provided information that made the travel much easier. Particularly valuable were our escorts, who adeptly negotiated our entrance and exit from Venice, and provided great insights into this historic city.
Venice:
Our hotel in Venice seemed to be right in the middle of everything, which allowed us to explore, and we have never had so much fun getting lost. At night, we opened our windows and fell off to sleep listening to nearby music; it was idyllic. The staff was professional and friendly. Breakfast was the best of all the hotels we stayed at in Italy.
The first full day in Venice, the travel company leveraged “skip the line” so we could make the very most of our time and is essential to any planning. Both guides were great and really good company. One guide’s knowledge of the Doge Palace really brought it to life for us. Another guide had a real insider’s view of Burano, as this was her family’s island. As private tours, we could go at our own pace, which we really liked. Probably the least enjoyable tour was the glass factory in Murano. We got the impression most of the tour beyond the initial exhibition was an attempt to sell their products. My wife succumbed and purchased a pair of earrings that broke the first time she wore them. Really disappointing, and I would advise you to spend more time in Burano.
Florence:
As with all the trains, the travel was very comfortable and we enjoyed watching the scenery. Our lodging in Florence was right on the Santa Maria square, superb for people watching. The staff was fine, nothing more. The hotel was near the world’s oldest pharmacy, famous as the world's oldest perfumery. Although there is a line to enter, it goes quickly and is historical, to say nothing of buying a scent more than 400 years old. I strongly recommend you go.
While knowledgeable, our tour guide for the Accademia and Uffizi Galleries was a little too technical for us, leaving us with the feeling that we were taking an art history class.
Dinner was based on the travel specialist's recommendation and it was delicious. A strong recommendation.
Day trip to Pisa:
The travel arrangements were perfect. The purpose of the trip was to take the obligatory picture holding up the tower—hokey, but we loved it.
The private cooking class with our instructor was a lot of fun. The view of the city from her window at sunset was beautiful. My wife and our instructor fell into a real rhythm cooking, and she was kind enough not to scoff at my ham-handed attempts. Her directions were simple enough for me to follow, theoretically. She followed up her lesson with an email containing detailed recipes. We have purchased all necessary utensils and are planning a pasta-making party soon. This was a fun change of pace.
Rome:
Our bed-and-breakfast in Rome was our least favorite lodging. Entry into the building was confusing and, as a B&B, the desk was not manned all the time, which made it difficult to secure a taxi early in the morning (we had to walk to a nearby hotel) or get assistance after 8pm or before 6am. When we came in, we attempted to coordinate laundry service with the person working the front desk, followed his instructions, but when we returned the next day, our dirty clothes were still where we were told to leave them. The initial response from the on-duty staff, who I believe was the owner, was that the individual was no longer an employee. Ultimately, the hotel comped and completed our laundry, which was nice. We would have preferred different lodging.
Our first afternoon, we took a four-hour golf cart tour, which was our favorite tour of the entire trip. Adding an extra hour to the traditional length and having only my wife and me allowed us to do everything we wanted to do. Our driver took us everywhere. He would drop us at the top of the Spanish Steps and meet us at the bottom, and would conveniently bring us closest to all other locations. I can’t believe how much we did in four hours. Our driver brought all these iconic sites to life with his marvelous insight and provided a great insider view of these monuments. This is a must-do for all first-time visitors to Rome. The only thing we were not able to do, due to no fault of our driver, was the Aventine Keyhole. When we got there in the afternoon, the line was 45 minutes and not a wise use of our time. If this is a strong interest, he recommends going early in the morning.
The travel specialists arranged tickets for the Papal general audience on Wednesday. Rising at sunrise was worth it to get the seats as close as we were able to secure. Most online sites suggest getting there an hour and a half before the start time, but I think that is much too late. I recommend you get there three to four hours ahead to get the best seats. The best seats are on the end near where the Pope drives by, ideally near an infant, and His Holiness will stop to personally bless these children. Facing the stage, the right side filled up quicker than the left side, so go directly to the left side of the audience. Being so close to the first American-born Pope was a memory I will never forget. His Holiness blesses all items in the audience's possession, so load up on rosary beads; they will make great Baptism and Communion gifts.
The afternoon was our first group tour at the Vatican Museums. It might be that we were spoiled with the previous private tours, but linking up with the group was chaotic and the quality of the tour was contingent on those in our group. Fortunately, all our groups were good, considerate, and friendly people. The main value was skipping the line for entrance. As with the Doge Palace, our guide was a little too academic and didn't really manage time well, potentially a victim of being in a group, but I would have rather spent more time in the Sistine Chapel and the Basilica. Taxis were extremely hard to get back to the hotel and I would arrange a ride if I were to do it again.
The Thursday tour of the Colosseum and Forum was also a group tour, but led by a guide who brought this ancient land to life. An archaeologist by trade, our guide seemed to know everything and also took a great picture.
The end of a very long but enjoyable day was another group tour of the catacombs and Santa Maria Maggiore. While the catacombs were the main attraction, the after-hours and behind-the-scenes access to Santa Maria Maggiore was an unexpected gem. Going through a second Holy Door, viewing the magnificent nighttime skyline from the roof, seeing the location of a relic from the baby Jesus’ manger, and being struck by the modesty of Bernini’s and Pope Francis’s tombs were all highlights. Unfortunately, taxis were again hard to come by.
Sorrento:
We took a train from Rome to Naples. While there was a national strike, it did not prove more than an inconvenience, no worse than New York City on a regular day. Our driver from Naples told us this simply provided us with a genuine Italian experience. I wish I could remember this driver’s name because he was the best of a very good group of drivers during this trip. En route to Sorrento, we stopped for a tour and meal at a winery and a private skip-the-line tour of Pompeii. We were so impressed with the quality of the winery that we made a large purchase of wines and olive oils that, thankfully, included free shipping.
During our drive to Sorrento, our driver took us through his hometown, which we really enjoyed. Going through the town, he pointed out the birthplace of Bruce Springsteen’s mother. Little did he know, we were from New Jersey and are HUGE Springsteen fans.
Our hotel in Sorrento was a nice place, close to the center of town. I would have preferred a hotel with a view of the coast.
On Saturday, we took a private tour up the coast. This was the most comfortable car I have ever ridden in, with heated and cooled seats, and a convenient icebox. The driver made clear he was at our disposal. The scenery was marvelous and it was a thrill to dip our toes in the Med. Our driver hooked us up with a restaurant on a cliff overlooking the water—beautiful and scrumptious.
Our last day was supposed to be the Gozzo tour of Capri, but was canceled due to weather. We refunded the canceled boat tour, but ate the driver and ferry fees. In hindsight, knowing this day was largely contingent on weather, I would have liked to have a contingency plan and would advise the travel company to plan this in the future.
Based on how smoothly things went, we will be contacting Zicasso to arrange a trip to Iceland and Ireland next fall, and hope they can refer a team as talented as this travel company.
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Thank you to Zicasso’s travel specialist and her amazing staff. The itinerary was fabulous. It was filled with food, wine, and highlights of the most important tourist places. Her guidance throughout the year-plus planning was the right amount of checking in and waiting. Thank you for the nudges to have reservations for all the holiday days. Things seemed to be pretty open overall, but it was nice not to worry.
All the restaurants set up for us were wonderful. The app was terrific to keep track of what we were doing when. All the drivers were very friendly, professional, and punctual.
Thank you for making our 35th wedding anniversary trip (December 22 2024 to January 6 2025) a most memorable one. We hope to return to Italy to enjoy the southern area and maybe some of the beaches and islands.
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We had an excellent itinerary and we really liked the accommodations provided, and their locations within walking distance of our must-see sites.
Excellent tour guides, drivers, and transportation were provided!
The Zicasso travel expert's recommended restaurants were also great and the guidelines were helpful!
My husband and I saw and enjoyed what we needed to see and experience!
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It was a great experience! Every activity was fun and interesting. The guides and drivers were wonderful. You made our trip so easy.
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