Trulli homes of Alberobello in the southern Italian region of Puglia
31,000+ Verified Traveler Reviews

Southern Italy & Sicily Tours

Each region of Italy is defined by local traditions and experiences, and Italy is a place where excellent food & wine will surely accompany you on your journey. Discover Southern Italy & Sicily, from the colorful, seaside villages of Amalfi and the authentic culture in Puglia to the ancient history of the Valley of the Kings on Sicily, with a customized tour from Zicasso.

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Let these itineraries inspire your personalized travel experience

Palermo Cathedral in Sicily, Italy

8 Day Trip IdeaFrom $3,600

Highlights of Southern Italy and Sicily Tour

Rome, Sorrento, Salerno, Palermo, Agrigento +2 more
Woman hiking on the Gran Crater on Vulcano, on of seven Aeolian Island in Sicily, Italy

10 Day Trip IdeaFrom $4,500

Hiking Southern Italy Tour: Trails of the Bay of Naples & Sicily

Naples, Sorrento, Pompeii, Mount Vesuvius, Taormina +9 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
Cooking class for kids in Italy

9 Day Trip IdeaFrom $4,100

Family Friendly Vacation to Southern Italy and Sicily

Naples, Sorrento, Salerno, Palermo (City), Agrigento +1 more
Explore the ancient Roman city of Pompeii, near Naples

7 Day Trip IdeaFrom $3,200

A Serene Senior’s Tour of Southern Italy and Sicily

Palermo (City), Taormina, Sorrento, Naples, Matera

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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7 Day Trip IdeaFrom $3,200

Romantic Couple’s Tour to Southern Italy and Sicily

Rome, Sorrento, Taormina, Cosenza
Mountain side village of Castelmezzano in the Potenza Province of Southern Italy

10 Day Trip IdeaFrom $4,500

10 Days Off the Beaten Path Tour of Southern Italy and Sicily

Naples, Sorrento, Palermo (City), Matera, Cosenza +1 more
Agrigento in Sicily, Italy

8 Day Trip IdeaFrom $3,600

Immersive Southern Italy and Sicily Tour: Food, Culture, and History

Rome, Naples, Salerno, Palermo (City), Agrigento
Matera, Italy

21 Day Trip IdeaFrom $9,500

Perfect Three-Week Italy Vacation: Southern Italy & Sicily

Bari, Lecce, Alberobello, Taranto, Otranto +16 more
Calabria, the southernmost region of Italy

11 Day Trip IdeaFrom $5,000

Southern Italy and Sicily Tour: History & Indulgent Shores

Palermo, Monreale, Agrigento, Giardini Naxos, Taormina +10 more
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

4.9

Reviews of Zicasso's Southern Italy & Sicily Tours

Based on 825 verified traveler reviews.

Italy Trip Review: Taormina, Agrigento, Palermo, 8 Nights

Our Zicasso travel specialist did a fantastic job planning our family vacation for five adults.

Each hotel was top-notch. At the villa in Taormina, the rooms were luxurious, with unbelievable views of the bay and Mount Etna from private verandas. The staff were gracious and the restaurant's breakfast buffet delicious. Lunch and dinner were top-notch. The hotel in Agrigento was modern and the grounds were exceptional. It was close to the Valley of the Temples, with amazing views of the ruins from each room and the beautiful infinity pool. The hotel in Palermo was old-fashioned luxury with up-to-date facilities and close to the old town.

Our tour guides and drivers were excellent.

My only regret is that we only had 10 days to explore Sicily as there was so much more to see!

Our agent did a yeoman's job helping us plan this trip.

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Italy Vacation Review: Sicily, Stromboli Volcano, 2 Weeks

"È stata una meraviglia!" Zicasso’s travel specialist crafted the perfect trip for us. Nothing “off the rack.” No cities. Just pure, unique, authentic Sicily! She was available any time we had questions and turned requests around in the snap of a finger. If you want to have dinner in the middle of the Mediterranean as you watch Stromboli volcano erupt in the night, the travel specialist will arrange it. She always presented us with the unexpected. Grazie mille!

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Sicily Vacation Review: Syracuse, Noto, Ragusa, Modica, Ortigia, 1 Week

We had a fabulous time in Sicily. It was our first visit and Zicasso’s travel company planned an excellent itinerary, with great recommendations on the cities and towns to visit that felt like a truly local experience. (Other agents focus on the big cities of Palermo and Taormina, but the travel company recommended we spend more time in Syracuse/Noto, Ragusa, and Modica.)

We loved our primary driver and the boutique hotels they selected for us. Communication and documents were all easy to follow.

The only piece we wish might have been curated a little more was the recommended dining options. There were too many and not necessarily great restaurants.

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Italy Birthday Travel Review: Amalfi Coast, Rome, Pompeii, Mount Vesuvius, Capri, Ischia, Sorrento, Minori, Cooking Class, Winery, 10 Nights

Our trip to the Amalfi Coast, arranged by Zicasso's travel specialist, could not have been more perfect! All our travel ran so smoothly. It was so nice not to worry about arranging pick-up and transportation. We were even met right as we got off the plane in Rome! All the drivers and guides were excellent, sharing helpful tips that ensured we used our time wisely to see the most interesting sites.

The hotels were all wonderful, with perfect locations, beautiful and spacious rooms, and breathtaking views. Our food journey was inspiring, with lots of fish, buffalo mozzarella cheese, pasta, and even a wonderful cooking class at an organic farm for my birthday! A team member made sure all our restaurant reservations were secured and even tipped us off to a transit strike in Italy so we could arrive early at the airport.

The travel specialist's suggestion that we visit a winery on Mount Vesuvius and visit Pompeii was excellent, so fascinating! The travel specialist and her team also arranged boat rides for us in Capri and in Sorrento to Ischia, which were extra-special. Our Sorrento boat captain even brought a delicious chocolate cake to celebrate my birthday!

Thank you so much for arranging such a special birthday trip and for making our travel so effortless, a truly relaxing retreat!

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Italy Travel Review: Rome, Ortigia, Modica, Agrigento, Noto, Marzamemi, Taormina, Winery Visit, Food Tour, Mt Etna, 9 Nights

Overall, I loved all that was planned for me by the travel specialist. She did a great job planning the transfers, tours, and activities we discussed during our planning. In particular, I loved my tour of Modica, the winery visit, my visit to Agrigento, and my visit to Noto and Marzamemi. I also loved my hotel in Ortigia - the location, the architecture, the views. I wish I had requested a sea view for my Taormina hotel, as not having that felt like a miss. I did not like at all the hotel in Rome (in spite of its convenient location) - it was a miss after such a glorious trip.

Every single tour guide and driver was excellent, knowledgeable and reliable. The initial personal fast track transfer in Rome was also excellent, and I requested the same service when I was leaving.

I would have liked the food and wine tour in Taormina to be a bit more elevated, given I am a foodie with elevated tastes. The local Sicily organizer, was very responsive overall. I just found it strange that she did not follow through on her offer to pay for a dinner because I chose my own venue.

The reason I am not giving this trip a 5 is because of a few issues: the room in Taormina and the hotel in Rome. The trip started strong with the transfer support and I wish it had been included at the end - I paid an additional fee for it. I also paid a significant additional fee for a private tour to Mt. Etna, which was given by the same person who drove me there. I feel like I overpaid for that tour. I canceled the Etna Food and Wine tour and wish I had gotten some consideration for that.

Stepping back, I am grateful for the trip and all the detailed organizing that went into it. I will look more closely at hotels offered so I avoid being disappointed.

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Italy Trip Review: Naples, Amalfi Coast, Sorrento, Capri, Positano, Rome, Boat Ride, Cooking Class, Wine Tasting, Colosseum, 12 Days

I recently completed an incredible 12-day vacation in Italy, arranged by Zicasso’s travel company, and it was one of the best vacations I have ever had. From the initial planning with the travel specialist and her team to the seamless execution on the ground, everything exceeded my expectations for a luxury custom trip.

We started in Italy, where we were immediately met at the airport by a hostess who got us through all the lines in record time and into a Mercedes Sprinter van that took us to Naples. Naples offered us a really vibrant, authentic Italian feel, and the incredible food that the travel specialist recommended from the movie "Eat Pray Love" was the best pizza I’ve ever eaten in my life. I don’t think I can eat pizza in the United States anymore. The private drivers and guides made this whole trip stress-free.

Our next incredible experience was the dream-like Amalfi, Sorrento, and the Isle of Capri. The hotel in Positano was beautiful. We were enchanted with all the colorful cliffs, the boutique shopping, and the stunning view from our balcony room. Sorrento was my favorite city of all. It was very relaxed, with lemon groves everywhere and beautiful sunsets, and our hotel had balconies that opened up on the Mediterranean. The highlight of our trip was the island of Capri. The boat ride was just fantastic and we started at the top of the mountain and did the chairlift so we had a whole view of the city.

The highlights of the trip for me were the boat ride along the Amalfi Coast, the cooking class and wine experience at the female venture, and the wine by Mount Vesuvius.

Our last two nights were back in Rome and it was kind of hard to go from the low-key vibes of Sorrento to the action-packed atmosphere of Rome, but the hotel the travel specialist picked was just perfect. It was 10 minutes from the Spanish Steps and she arranged a tour of the underground Colosseum. I learned so much about everything in that area. All the guides, the drivers, everything was magical. I would highly recommend this travel specialist and the travel company.

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