Slow Food & Leisurely Wine Tour of Southern Italy and Sicily

Olive grove in Sicily, Italy

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.

Countries Visited

Italy

Places Visited

Catania, Tropea, Matera, Lecce, Benevento, Ravello, Amalfi, Positano, Messina, Calabria, Otronto, Pizzo, Alberobello, Paestum, San Marco dei Cavoti, Praiano

Suggested Duration

14 Days

Customizable Itinerary

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Day 1

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:

Transfer
Accommodation
Dinner
Day 2

Catania – Baroque Immersion

Day 3

Catania – The Wines of Sicily

Day 4

Tropea – At the Heart of Messina

Day 5

Tropea – Pleasures of the Local Flavors of Calabria

Day 6

Matera – Above the Caves of Matera

Day 7

Matera – Adventures in the Subterranean City

Day 8

Lecce – Traversing the Trulli

Day 9

Lecce – Beneath the Sandstone Carvings

Day 10

Lecce – Tasting at the Edge of Italy

Day 11

Benevento – Celebrating Treats

Day 12

Ravello – Along Ancient Roads

Day 13

Ravello – Ancient Views and Cheesy Pleasures

Day 14

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.

4.9

Verified Traveler Reviews

Based on 1157 reviews

Italy Vacation Review: Abruzzo, Puglia, Alberobello, Matera, L'Aquila, Pescara, Castle of Rocca Calascio, Cooking Class, 13 Nights

Overall, our group of nine people had an amazing experience. We visited the regions of Abruzzo and Puglia, and both are stunningly beautiful. We had an awesome "cooking-with-nonna" experience in a real trulli house in Alberobello—highly recommended!!

We stayed in some beautiful B&Bs (historic homes) and the owners/staff and breakfast spread were amazing in all of them. We saw so many beautiful medieval towns (Matera was jaw-dropping!) and had so many great, once-in-a-lifetime experiences.

The only thing I'd recommend is to ensure you have a communication plan with your tour agent and private drivers. For example, when we arrived to our initial B&B in L'Aquila, it was dark/locked and no one was there. Apparently, our arrival time was not communicated to the B&B staff (which was a bit frustrating). Also, you should definitely expect to use a translation app to communicate with your private drivers and to ask drivers to communicate daily plans so everyone is on the same page. Other than a few small hiccups, the trip was great. We'd definitely use this group again.

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Italy Travel Review: Taormina, Syracuse, Catania, Militello, Ragusa, Aci Castello, Modica, Mount Etna, Private Tour, Cooking Class, Boat Ride, 9 Nights

This was a superb trip that allowed us to combine personal visits to Taormina and Syracuse with a pre-planned group meeting in Catania. Planning and communication were excellent, supported by an app that let us easily view our itinerary, complete with phone numbers for the drivers, hotels, and the tour operator contacts.

The hotels were perfect! They were wonderfully located, with impeccable service in Taormina and Syracuse. Our excursions were private and diverse, and allowed us to combine culture, foodie interests, and free time. The guides were top-notch, knowledgeable, and flexible.

We especially loved seeing the smaller towns of Sicily; Militello, Ragusa, Aci Castello, and Modica. We even arrived in one small town during their annual festival.

We had a dedicated driver for our trip who was, himself, a treasure; always on time, always ready to adjust to changes, and a delightful personality.

This was such a good experience that we have selected Zicasso's tour operator to book another Italy trip next year.

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Italy Tour Review: Naples, Amalfi Coast, Capri, Sicily, 21-Day Trip

Zicasso's travel designer did an excellent job planning a three-week trip for us in Naples, the Amalfi Coast, Capri, and several cities in Sicily. We appreciate that she met with us by Zoom on two occasions to tweak the draft itinerary to be sure it was the trip we were looking for. She listened to us and created an itinerary that met all of our needs.

The guides, drivers, and accommodations were excellent. The guides all spoke excellent English, were easy to understand, and obviously well educated and informed about the details of the history, architecture, art, and culture of each site we visited. The experience was educational, in addition to just enjoying the beauty of Southern Italy and Sicily.

We had one potentially disruptive event when a labor strike caused a cancellation of our flight from Naples to Sicily. Her team did an amazing job of creating an alternative, involving going by train to Rome, then catching a plane from Rome to Catania, and our arrival was only a few hours later than the original itinerary. Our word to describe their creative plan is "Brilliant."

Overall it was a great and memorable experience, thanks to the excellent recommendations, planning, and making all of the arrangements for our visit.

We will have no hesitation to recommend her and her team to our friends and family. Thank you for arranging for us to benefit from their incredible services.

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Italy Travel Review: Rome, Ravello, Amalfi Coast, Positano, Sorrento, Naples, Pompeii, Capri, Mount Vesuvius, Cooking Class, Local Cuisine, 20 Days

My husband and I were thrilled with our recent trip to Italy that Zicasso’s travel designer put together. We began by attending a family friend’s wedding, held in Ravello, on the Amalfi Coast. Due to my husband’s mobility issues, we were met by a driver and headed to the Amalfi Coast. The driver was first class and the trip was very comfortable.

After the wedding festivities, we were able to have the most wonderful experiences visiting the towns of Amalfi and Positano, and our base for one week was in beautiful Sorrento. We attended a cooking class and enjoyed eating what we prepared. We had in-depth learning opportunities in Naples and Sorrento. Every guide we had spoke excellent English and was so knowledgeable. We especially enjoyed Pompeii! A super-fun day was had on the small group tour of Capri. The crew was fantastic and very accommodating in consideration of my husband’s mobility issues.

From beginning to end everything went well. The use of a messaging app was great for making sure everyone was on the same page.

The only thing that was a disappointment was the pizza in Naples. It wasn’t the best.

The hotel in Sorrento was phenomenal - it couldn’t have been better. The view of Mt. Vesuvius from our balcony helped create memories we will have forever. The hotel in Rome was also very nice. It was right in the middle of the main attractions.

We are very happy with our experience with this travel company and would not hesitate to recommend it!

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Italy Tour Review: Sicily, Taormina, Agrigento, Palermo, Cefalu, Mount Etna, Erice, Castelbuono, Savoca, Valley of the Greek Temples, Wine Tour, Godfather Experience, Farm Cooking Class, Cheese and Pastry Tastings, 7 Nights

Zicasso’s travel professional crafted an unforgettable Sicily trip for our group of seven. After discussing our preferences, she designed a flawless itinerary, incorporating unique experiences that became trip highlights. Her communication was exceptional, with prompt responses to our questions before the trip and daily updates for the next day's activities, including driver and guide details, which were incredibly helpful.

We stayed at superb hotels in Taormina, Agrigento, Palermo, and Cefalù, each with stunning views and private tours. Sicily’s warm, hospitable people stood out compared to other European destinations. At our hotel on Via Leonardo da Vinci in Taormina, the staff greeted us warmly, setting a perfect tone. Other stops included Mount Etna, Erice, Castelbuono, and Savoca. All of these locations were great, but don't miss Castelbuono!

Two standout experiences were private meals with families. Near Erice, a chef and his family welcomed us into their sea-view home, preparing amazing Sicilian meals that felt like dining with family. In Palermo, another home chef and her husband created a similarly memorable evening, with lots of great conversation and stories.

Every driver was professional, friendly, and informative, while our guides — often archaeologists or historians — were engaging and knowledgeable.

Highlights included a welcome dinner in Taormina, a farm cooking class, two wine tours with lunch, a Mount Etna hike, a Valley of the Greek Temples tour, town and village tours, cheese and pastry tastings near Cefalù, and a farewell dinner. The Godfather tour in Savoca was special, with our guide introducing us to a local who played Apollonia’s mother, waving from her balcony.

Our travel professional's meticulous planning and personal touches made this trip extraordinary. Thanks to Zicasso for matching us with the tour company and we highly recommend them for a perfect Sicilian/Italian adventure!

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Italy Tour Review: Amalfi Coast, Sorrento, Positano, Path of the Gods, Cooking Class, Hike, 1 Week

The travel company did a fantastic job planning our Italian vacation to the Amalfi and Sorrento coasts. The hotel in Positano was breathtaking. The excursions that Zicasso's travel designer recommended were fantastic. The cooking class in the hills overlooking the coast was amazing. Our travel plans changed due to airline difficulties and she was incredibly helpful in making adjustments on the fly to ensure our trip went as smoothly as possible.

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

28,000+ Verified Traveler Reviews