Tropea on the east coast of Calabria, in southern Italy
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Southern Italy Itineraries & Tours

The heel of the famous boot-shaped country, Southern Italy languidly beats according to its own leisurely rhythm. There’s an old-world charm to this region, one that cherishes a slower pace of life. Visit the birthplace of the modern pizza as well as the margherita pizza in Naples, the latter a favorite of Queen Margherita of Savoy as it evokes the green, white and red of the Italian flag.

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Let these itineraries inspire your personalized travel experience

Gorgeous view of the Calabria, Italy coastline

14 Day Trip IdeaFrom $5,100

Best of Southern Italy & Sicily Tour

Rome, Tarquinia, Caserta, Naples, Pompeii +14 more
Coastal view with rock formations at the Tonnara di Scopello, Province of Trapani, Sicily

14 Day Trip IdeaFrom $7,100

Southern Italy Discovery in 2 Weeks

Sicily, Puglia, Scopello, Favara, Palermo (City) +2 more
Olive grove in Sicily, Italy

14 Day Trip IdeaFrom $6,300

Slow Food & Leisurely Wine Tour of Southern Italy and Sicily

Catania, Tropea, Matera, Lecce, Benevento +11 more
Palace of the Normans in Palermo, Sicily, Italy

19 Day Trip IdeaFrom $18,600

Paradise Tour of Italy: Sicily and Puglia Vacation

Palermo, Trapani, Marsala, Agrigento, Ragusa +6 more
The old part of Matera carved into the rock.

15 Day Trip IdeaFrom $6,800

Hidden Jewels of Italy’s Southern Route Tour

Rome,  Orvieto, Deruta, Bevagna,  Assisi +15 more
Ancient Roman city of Pompeii and Vesuvius in the background

14 Day Trip IdeaFrom $5,100

Greek, Byzantine, and Christian Influences of Southern Italy Tour

Rome, Vatican City, Capri, Ravello, Naples +5 more

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  1. 1.Share Your Travel Dreams

    Zicasso specializes in custom tours, vacations, and safaris tailored to your interests and preferences. From private African safaris to culinary experiences in Europe, submit a trip request to share your ideas and travel style.

  2. 2.Meet Your Travel Specialists

    To ensure a personalized experience, we'll carefully handpick and introduce you to two of our top travel specialists, each with unsurpassed destination knowledge and local insight aligned to your luxury travel dreams.

  3. 3.Design Your Perfect Journey

    Compare the expertise of two specialists with itineraries crafted exclusively for you. You can refine these further and choose your preferred proposal. Our unique process ensures a more creative, personalized, and expertly crafted trip.

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Pink bougainvillea blooming on the beach of Mykonos, Greece

16 Day Trip IdeaFrom $15,600

Southern Italy and Greek Island Getaway

Rome, Sorrento, Santorini, Mykonos, Athens
The cobblestone walkaway through the fairytale white limestone Trulli dwellings of  Alberobello, Italy

8 Day Trip IdeaFrom $7,800

Puglia to Amalfi Coast Itinerary in Luxurious Style

Savelletri di Fasano, Alberobello, Cisternino, Locorotondo, Lecce +7 more
Fresh sea urchin at a seafood market in the Puglia region of Italy

9 Day Trip IdeaFrom $3,300

Off the Beaten Track Culinary Tour of Puglia

Trani, Bari, Alberobello, Guagnano, Matera +3 more
Crater of Etna, the highest active volcano in Europe

12 Day Trip IdeaFrom $4,300

History, Mystery and Drama of Mt. Vesuvius, Mt. Vulcano and Mt. Etna Itinerary

Naples, Pompeii, Stromboli, Lipari, Taormina +4 more
Amalfi Coast, Gulf of Solerno

14 Day Trip IdeaFrom $6,300

Wonders of Rome, Sicily & The Amalfi Coast Tour

Rome, Sorrento, Pompeii, Amalfi, Capri +7 more
Coastline with beaches and Tropea castle in the Province of Calabria, Italy

9 Day Trip IdeaFrom $3,400

Exploring the Southern Coast of Italy Tour

Sorrento, Positano, Amalfi, Ravello, Herculaneum +6 more

4.9

Reviews of Zicasso's Southern Italy Itineraries & Tours

Based on 2548 verified traveler reviews.

Italy Vacation Review: Sicily, Temples, Cathedrals, Cooking Class, Boat Tour, 2 Weeks
"Zicasso’s travel agency planned the trip of a lifetime for us. They were attentive, communicated with us daily, and responded to any concerns."

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Italy Family Trip Review: Sorrento, Amalfi Coast, Capri, Tropea, Cosenza, Napoli, Pompeii, Herculaneum, Pertosa Caves
I asked Carmen and her team at the travel agency to help us with a special family vacation in south Italy.  My grandfather came from a small village in the hills of Calabria, well off of the beaten tourist path.  The travel agency arranged for a truly spectacular experience, customized to our needs.  We started with a few days in Sorrento, a driver to show us the Amalfi Coast, and a guides to help us experience Capri from the land and water, before venturing south to experience the Pertosa caves, and a small Calabrian community in which many residents share our last name.  The itinerary next brought us to stunning Tropea and its beaches, and then Cosenza and Napoli, including private guided tours of Pompeii and Herculaneum, with a wine-tasting lunch in the middle!  The mix of private, curated experiences and free time to explore my family's Calabrian roots was perfect.  The travel agency took care of all of our needs, from beautiful accommodations, to kind, knowledgeable guides and drivers.  The team was in frequent but unobtrusive contact, and always available, to make sure that we had everything that we needed, from driver and guide contact information to dinner reservation assistance, if desired. We were captivated by south Italy's beauty and its welcoming people.  Carmen's willingness to help us travel to a few areas infrequently visited by Americans provided my family and I with positive, unique interactions and experiences that will make us remember this trip forever.  I wholeheartedly recommend this travel company for anyone interested in a special visit to a really wonderful country. 

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Italy Family Vacation Review: Sorrento, Naples, Matera, Puglia, Positano, Capri, Pompeii, Wine & Olive Oil Tasting, Pasta Making

We (family of 4 including two teenagers) had a wonderful trip to southern Italy the last two weeks of June:  Sorrento, Naples, Matera, Polignano a Mare (Puglia region).  With Sorrento as our base we saw Positano/Amalfi Coast, Capri and Pompeii.  In Puglia we visited Ostuni, Alberobello and Lecce, went to a wine tasting (with great wine!), and visited two masserias:  one for an olive oil tasting, and another with a pasta-making class.  Our travel agent at at this company helped us to plan a great itinerary.  She was very flexible and helped us keep within our budget, and the logistics she put together were flawless.  I also felt she truly listened to what we wanted - even her first draft itinerary was very close to the mark.  Highly recommended.

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Travel Review: Italy Tour, Sicily, Palermo, Agrigento, Catania, Ragusa, Syracuse, Modica, Chocolate Making, Olive Oil Factory
Trip was excellent.  All the arrangements made by the travel company worked flawlessly.  Although we have been traveling for more than 50 years this was the first time we have used a travel agency to both plan and arrange an overseas trip.  We were impressed with the agency because they listened to what we wanted to do and see.  There were discussions and a few iterations before the final itinerary. Take time and speak with them.  Furthermore they were able to accommodate our idiosyncrasies. We spent 10 nights in Sicily in Palermo, Agrigento, Ragusa Ibla, Siracusa and Catania.  All the hotels and B&B's were excellent and centrally located as we desired,  The drivers and guided tours were staffed with knowledgeable, professional and efficient people.  The agency kept in contact with us throughout the trip although this was not easy since we did have a mobile phone.  There were no problems at all.  Superb suggestions from the travel company that we had not thought about such as a chocolate making class in Modica, a market crawl/cooking class/lunch in Siracusa as well as a visit to a top quality olive oil production estate were some of the highlights of our trip.  The archeological visits also were magnificent. The agency even arranged for our attendance at a Bellini opera in the Teatro Bellini in Catania.  The overall trip was wonderful mostly due to the great travel arrangements.  It did not hurt that for the 10 day trip duration there was no rain, only a few rare clouds and moderate temperatures. We would not hesitate to work with this travel company again. 

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Italy Travel Review: Palermo, Trapani, Erice, Mazara del Vallo, Marsala, Taormina, Zingaro Reserve, Historic Sites, Wine Tasting
The trip planning and organization done by the travel agency were amazing. They helped us put together an itinerary to visit most of Sicily starting in the west (Palermo) and making our way around the island ending up in Taormina. We chose to have drivers assist us getting around as train service between small towns is not great and we have driven there before. We managed to see almost all of the sites we were interested in but were in most hotels at least 2 nights and some 3 or 4. It was a somewhat aggressive agenda but with the drivers it was much less tiring. We had time for the outdoors, saw some spectacular Phoenician, Greek and Roman ruins and stayed in some very unique hotels.The tours and events they organized were also very well done. We had professional guides in all of the archeological sites and in general very informative and friendly guides and drivers. We also had downtime which was much appreciated. The great thing about working with them is you could design your own itinerary with their help and make it as active or restful as you want.Our trip started in Palermo and we made our way to the Zingaro Reserve - we were able to see Trapani, Erice, Mazara del Vallo and Marsala as well as the Phoenician settlement of Mozia. We saw the archeological parks of Selinunte, Valley of the Temples, Villa Casale and Siracusa. We ended our trip in Taormina which was perfect.Along the way we had farm lunches, olive grove visits and tours, wine tastings and several other interesting excursions.Veronica and the customer service team were always there for us if needed.

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Italy Vacation Review: Amalfi Coast, Sicily, Pompeii, Mount Etna, Winery Tour, 12-Day Trip

My husband and I have just returned from a 12-day trip to the Amalfi Coast and Sicily. The trip, planned with Zicasso’s travel company, met all of our expectations. They listened carefully to the types of travel experiences we enjoyed and delivered exactly what we wanted. The accommodations were very good. The guides and drivers were all prompt, knowledgeable, and friendly.

We especially enjoyed the visits to the towns on the Amalfi Coast and Pompeii when we stayed in Amalfi. In Sicily, the visits to the Valley of the Temples and the archeological sites were fascinating. The two wineries we visited were fun and the food and wine delicious. We also enjoyed our visit to Mt. Etna. Our guide was so much fun.

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