Trulli homes of Alberobello in the southern Italian region of Puglia
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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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Palermo Cathedral in Sicily, Italy

8 Day Trip IdeaFrom $2,900

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 $3,300

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 $2,600

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 $2,600

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 $3,600

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

Naples, Sorrento, Palermo (City), Matera, Cosenza +1 more
Discover the famous Colosseum, which takes you back in time to Ancient Rome.

8 Day Trip IdeaFrom $2,900

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 $5,100

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 1560 verified traveler reviews.

Italy Family Trip Review: Rome, Colosseum, Roman Forum, Sorrento, Pompeii, Capri, Pizza & Gelato Making Class, Path of The Gods
Our travel agency did a wonderful job putting together a once in a lifetime trip for me and my three children (14, 12, 10). All of the logistics of getting into and from places were handled by Monica which meant my family and I just had to show up on time and enjoy ourselves (a huge relief for someone traveling with kids internationally for the first time). You could tell that Monica had put thought into where she selected accommodations for us in Rome and Sorrento, making walking to our destinations very easy and the preferred way of getting around. Hotel accommodations exceeded our expectations and the kids and I felt like we were in a James Bond movie at our hotel in Sorrento on the side of the cliff with Mt. Vesuvius looming over the bay in the background.All of the tours we took were very professional and we stayed pretty busy and on the move with appropriate amounts of downtime programmed into our days for people to recover and prepare for the next outing (while eating delicious food).  Rome included a private tour of the Colosseum and Roman Forum, pizza and gelato making class, crypts and catacombs tour, and general site seeing as we stayed near the Trevi Fountain and were within walking distance to many of the famous piazzas. Staying in Sorrento had us hiking Mt. Vesuvius, a private tour of Pompeii, boating and site-seeing the island of Capri, and hiking the Path of the Gods along the Amalfi Coast.  A wonderful trip my family will never forget and we thank Monica/travel agency over and over for putting together such an amazing trip for us! Highly recommend! 

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Review: Luxury Italy Anniversary Tour, Rome, Positano, Capri, Montalcino, Pompeii, Vesuvius, Vatican, Cooking Class, Sailing

My husband and I just returned from an incredible trip to Italy celebrating our 20 year anniversary.  Our agent with this Italy travel company planned a trip that was exactly what we were hoped for: stress-free, full of activities (but not overwhelming), romantic, and beautiful.  On a trip with so much details there are plenty of opportunities for something to go wrong but every tiny aspect was handled perfectly!! Within five minutes of stepping into any car, the driver’s phone rang.  It was one of our agents making sure everything was fine and there were no problems. Our agent made our trip incredible!  His attention to detail, vast knowledge, and ability to read people to figure out what and how to plan their trip allowed my husband and I to enjoy each other and our surroundings.  

We spent the first two nights in Montalcino.  I imagine it is challenging to make a castle cozy and charming, but they succeeded!  The castle was more than we could have ever hoped for with an interesting history, beautiful pool and views that were out of this world.  The staff was friendly and helpful; the rooms were tastefully decorated and roomy.  The castle's restaurant served us the most incredible meals with wonderful wine.  We went cycling through the vineyards, enjoyed the wine tasting room, experienced a cooking class by the head chef that was entertaining as well as informative.  We actually replicated his meal within a week of arriving home.  

We left Montalcino for Rome and spent four days exploring the city.  We had a private tour guide for Vatican City and Ancient Rome.  With the large amount of people, everywhere, I can not imagine trying to navigate, enjoy, and absorb so much history and space without someone to help.  He was full of information; it was obvious he loved the city and the history.  We spent our time where we wanted to be, not trying to figure out how to get there or how to get around the masses of people. The hotel we stayed at is in a great location.  The hotel was nice but it was all about the location.

We departed Rome for Sorrento where we dropped our suitcases at the hotel.  Our room was beautiful with lots of room and a view that we ran to see every morning. Their patio overlooks Sorrento Bay and we enjoyed every sunset with a drink and beautiful sights.  The staff at the hotel were very helpful with suggestions and a friendly smile. Our favorite place to eat was Donna Sophia, a restaurant that is located up a very narrow, scary but exhilarating street.  We found the ride and the restaurant to be lots of fun with delicious food.  We spent one day with a private driver and guide in Pompeii and Vesuvius.  The next day we had a private driver that took us on the most beautiful drive to Positano where we again enjoyed the views, beach, and shopping.  Unfortunately there was a wreck that blocked the road and we could not continue on to Ravello and Amalfi. Instead we spent a relaxing afternoon by the pool. 

Our favorite part of the trip was a day spent on a private charter boat.  It was amazingly scenic and beautiful while relaxing and peaceful.  We enjoyed swimming, checking out caves,  a lunch that was out of this world, and champagne while drinking in the sights. We ended our boat trip on Capri Island.

We spent two nights at the hotel there.  It was absolutely breathtaking! The view from the balcony of our room can not be adequately described.  It was truly the most magnificent sight I have ever seen. The staff went out of their way to be helpful.  We had a small issue with a clothing store that was suppose to deliver a package the night before we left.  When we woke and still had not received our goods, the staff at the front desk handled the situation beautifully and resolved our problem.

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Italy Family Vacation Review: Rome, Florence, Venice, Sorrento, Positano, Amalfi Coast, Naples, Mt Vesuvius, Glass Blowing Class

WOW!  Where do we start.  It was a fantastic family vacation.  From start to finish, we couldn't ask for a better scripted trip.  Our travel agent, was responsible for our itinerary for the entire trip; boy were we glad we've used their services.  They were pure angels holding our hands the entire trip.  Our travel agency would check and remind us of our itineraries on a daily basis.  It really felt as if they were right next to us.  Thank you to our agency!

We started out in Venice for 3 nights, travel to Florence for 3 more, then to Sorrento  via Pompeii 3 there as well, then to Rome for final 3 nights.  

Once, we arrived in Venice, our contact met us at the airport to guide us to our hotel.  I highly recommend it since it's not an easy place to navigate on your own the first day.  After checking in, we met our tour guide for our first guided tour.  It was a walking tour of city of canals.  Just beautiful!  Next morning, we met our guide again but for Burano & Murano.  We loved the different pace of these islands.  After completing our tour we met our instructor at his glass blowing studio for a hands on experience, just lovely, follow by a Gondolier Class and Food Tour.  It was perfect way to finish the day.  On the third day, we took a one hour train ride to Verona, birth place of Romeo and Juliet.  Our tour guide met us and showed us around town and its history.  It was an wonderful place to visit.  Upon returning from Verona, we had the evening to ourselves.  We started out walking around to explore.  Needless to say we got lost but that was for the best.  It gave us the opportunity to explore the city and see how the locals lived.  

Florence was our second stop.  We met our guide for the tour of the city including Santa Croce church.  Following day we visited the Accademia Gallery & Uffizzi Museum which is a must when in Florence.  On the third day, we had a lovely day trip to Pisa.  Little bit of a bus ride but wouldn't have missed it for the world.

Sorrento was next on the agenda.  But first, we stopped at Pompeii.  Our guide, an archaeologist, met us and gave us the tour of the city once buried in ashes.  What a great experience!  Our guide was so enthused to share his knowledge that we felt as if we were living in Pompeii at its height.  Afterwards, we had lunch at a wine farm on Mt. Vesuvius.  Lovely family run vineyard.  The whole day was outstanding.  For the second and third day, we decided to see the coast by sea and land.  Both were different and both were gorgeous.  Visited Capri and swam in golf of Naples first by sea then drove to different towns along the coast including Positano, Amalfi, and Revello on the second.  It was a nice relaxing break.   

Our final destination was Rome.  We had an general overview tour of the city on the first day.  It was good in a sense it gave us time to get our baring straight.  The second day we met our guide for the tour of the Vatican.  You can visit the Vatican a dozens of times and still not have enough time to see all it has to offer.  In the evening, we had the Colosseum tour.  Definitely one of the highlights.  The last day we had all to ourselves.  We ended up walking around to visit the Spanish steps the Trevi fountain and many more.  We wanted to take in as much as possible.  Even though the trip was 2 weeks, it was too short.  By the end of the trip, our whole family fell in love with this county and we all looked at each other and said can we live here.

Overall, it was an outstanding trip that we can not even begin to describe.   Without the help of our agency, I don't think it would've been possible.  They made sure that every little details were taking care of.  For anyone, who's interested in Italy, please look up this company.  

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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 Tour Review: Syracuse, Taormina, Palermo, Cooking Class, Golf, 10-Day Trip

Our trip was extremely well organized and all the tour guides did a wonderful job. We loved the hotel in Syracuse and Taormina was stunning. We are sorry we did not take the tour of Mount Etna.

We enjoyed the cooking class, but have not received the info promised from the class.

Our driver was extremely professional and pleasant, and her driving skills were perfect.

We did not enjoy Palermo. I guess we should have done more research as I thought Palermo was going to be like Rome. We did not like the staff at the hotel in Palermo. They had a totally different attitude to those in the previous two cities.

The food was very good and breakfast at the first two hotels was amazing.

My husband played gold in all three cities and enjoyed it.

Thank you for all your assistance. We will definitely reach out to Zicasso in the future.

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Italy Trip Review: Vietri sul Mare, Palermo, Taormina, Naples, Pompeii, Sorrento, Ravello, Capri, Organic Farm Visit, Mt Etna Tour

We had a fantastic trip that exceeded our expectations. We had an excellent trip planned with Marilisa and she was open to our ideas and to our requested changes and implemented them quickly and got back to us with the confirmation that it was done. The travel arrangements at the airports and daily for tours and excursions were always on time and with great drivers who were helpful and had fun conversations about where we were going and in-depth history. Their skills in driving the vans along the Amalfi coast was amazing and we were all so glad that we were in the hands of expert drivers on these extremely tight and curvy congested roads. Each tour guide was extremely knowledgeable about the area we went to. More commentary on the tour guides below.The hotels that were provided were great for the two groups. Each one had a good reason why they chose them. In Naples it was right in the center of the old town beaming with life and restaurants. The hotel had a fantastic breakfast room and a great bar service in the afternoon. The rooms were ok, nothing special.The hotel in Vietri sul Mare was a gem. Great location, great views of the ocean, friendly and helpful staff and had some great restaurants nearby. The hotel in Palermo was also right in the middle of the city center with great restaurants in walking distance, but the rooms were just ok, and the breakfast area was very tight to move around. The Resort in Taormina was fantastic also. Same owner as the hotel in Vietri sul Mare. Great location on the beach, easy to get to downtown Taormina. A great bar cafe on the beach and the breakfast area was overlooking the beach. A great place to spend our two free days at the end of the trip. The hotel in Naples was also beautiful for our last night, but we didn't get to use it much as it was the last night before flying home. Our only real disappointment was the first transportation of the trip from Naples airport to the hotel. The driver seemed to be in a hurry when getting us to the hotel. He didn't know the area very well and said he couldn't get any closer to the hotel due to the small roads. He pointed up the road and said it should be up there. We all had two bags to drag around while searching for the hotel. Luckily, we had our phones to use. He wasn't even on the right street, and we had to walk around to find it. The next morning our driver was right outside the hotel, so there was no problem with the road. 

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