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 $6,300

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 $6,300

Greek, Byzantine, and Christian Influences of Southern Italy Tour

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

How Zicasso Works

Here's how we create life-enriching, luxury travel experiences

  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 $4,100

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 $5,400

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 $4,200

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 29188 verified traveler reviews.

Ian C.
Turkey Anniversary Travel Review: Istanbul, Cappadocia, Hot-Air Balloon Ride, History, 11 Nights

Zicasso's travel designer was extremely helpful in crafting an itinerary and tweaking it based on our review feedback. Within the parameters of the available days, we did and saw what we wanted to and had a balance of scheduled program versus personal free time.

Guides and vendor partners: Our assigned guides for our trip were excellent and personable locals. They were great SMEs and also interesting people to get to know. The time spent with each guide added to the richness of the experience.

Services and servicing throughout the trip: From providing a digital itinerary app with our itinerary easily available, updated with airline boarding passes. Hiccups can happen with travel plans. The travel designer was always aware and tracking, and took proactive steps to final, alternative options. For example, our scheduled hot-air balloon got cancelled and he worked to find an alternative option for the next day, and we recovered. Similarly, when one of the hotel stays wasn't ideal (noise, poor air conditioning), we were given a much better option when we returned for the last stay before departure. Again, issues will come up; he took ownership and worked on our behalf to solve it and seek the best alternative option. We stayed in touch via chat and periodic phone check-ins.

Special and unique: Knowing that it was our anniversary trip, the travel designer added a couple of special treats at a couple of our stays, which we appreciated.

In total, this resulted in a stress-free, highly enjoyable bucket-list trip to Türkiye. Our travel specialist was the best choice to help us experience Türkiye via sights, sounds and taste. I would highly recommend this tour partner. They were very professional, highly accountable, and responsive. Great people all around to deliver a personalized travel experience.

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Barry D.
Greece Travel Review: Santorini, Acropolis, Parthenon, Palace of Knossos, Caldera Hike, 9 Nights

My wife and I were extremely pleased with the entire experience with Zicasso and the tour operator. From the initial exploration with Zicasso on the different things we wanted to experience during our time in Greece to the regular communication before, during, and after with the tour operator, we finished the trip feeling like we experienced everything we had hoped to experience at an extremely high level. We will definitely use this experience as a start for a continued relationship with Zicasso.

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John G.
Iceland Travel Review: Zodiac Boat Ride, Waterfalls, Glaciers, 8 Nights

Our tour was terrific. The activities, sites, and hotels were first-rate. The "pace" of the trip was excellent, not too leisurely, but not hurried. Zicasso’s tour operator was very easy to work with and very responsive. We highly recommend them.

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Robin M.
Italy Trip Review: Rome, Florence, Tuscany, Food Tour, Wine Tasting, Art, 9 Nights

It was the trip of a lifetime! Zicasso’s travel agency planned the perfect vacation for us. Our travel specialist listened to what we wanted and delivered. It was perfect!

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James W.
Greece Vacation Review: Athens, 1-Week Trip

I can’t say enough about how great Zicasso’s tour company was, specifically our travel specialist, who went above and beyond expectations! The planned itineraries and help while we were there were exceptional. We can’t wait to go back to Greece again and look forward to using them again.

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Jeff G.
Spain, Greece Vacation Review: Seville, Barcelona, Athens, Santorini, River Tour, 17 Nights

Overall, we had a wonderful trip. All of the locations were great and met our expectations. A few of our hotel accommodations could have been a little bit better, but overall, they met our needs. The tours and our guides were wonderful, very knowledgeable, and friendly.

The river ride in Seville, Spain, was the only activity that wasn't very good, as it seemed more like a boat ride versus a tour. Also, the communications with the travel company in Greece and Spain were excellent. They provided all the information we needed via text and WhatsApp.

We were very pleased with Zicasso’s travel specialist. She was friendly, knowledgeable, and always available to answer our questions.

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