
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

8 Day Trip IdeaFrom $2,900
Highlights of Southern Italy and Sicily Tour

10 Day Trip IdeaFrom $4,500
Hiking Southern Italy Tour: Trails of the Bay of Naples & Sicily

14 Day Trip IdeaFrom $7,100
Southern Italy Discovery in 2 Weeks

14 Day Trip IdeaFrom $6,300
Slow Food & Leisurely Wine Tour of Southern Italy and Sicily

9 Day Trip IdeaFrom $3,300
Family Friendly Vacation to Southern Italy and Sicily

7 Day Trip IdeaFrom $2,600
A Serene Senior’s Tour of Southern Italy and Sicily
How Zicasso Works
Here's how we create life-enriching, luxury travel experiences
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.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.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.

7 Day Trip IdeaFrom $2,600
Romantic Couple’s Tour to Southern Italy and Sicily

10 Day Trip IdeaFrom $3,600
10 Days Off the Beaten Path Tour of Southern Italy and Sicily

8 Day Trip IdeaFrom $2,900
Immersive Southern Italy and Sicily Tour: Food, Culture, and History

21 Day Trip IdeaFrom $9,500
Perfect Three-Week Italy Vacation: Southern Italy & Sicily

11 Day Trip IdeaFrom $5,000
Southern Italy and Sicily Tour: History & Indulgent Shores

14 Day Trip IdeaFrom $5,100
Best of Southern Italy & Sicily Tour
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Reviews of Zicasso's Southern Italy & Sicily Tours
Based on 1560 verified traveler reviews.
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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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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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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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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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