Highlights of Southern Italy and Sicily Tour

What to expect on this itinerary
Bask in the splendor of Sicily during this luxurious 8-day getaway. A vacation to Southern Italy and Sicily is a discovery of the beauty, history, and culture of some of the premier regions of the country. Immerse yourself in la Dolce Vita, uncover the landscapes of Southern Italy, venture to the ancient city of Pompeii, venture to the island of Capri, and discover the splendor of the of the Amalfi Coast.
Customizable Itinerary
Rome – The Colosseum and Roman Forum
Your luxurious 8-day adventure will begin with one night in the capital city of Rome. Upon your arrival, you will be led to your opulent accommodation in the heart of the city. When you are ready, you will be greeted by an expert guide before being led on a private tour of the ancient Colosseum and Roman Forum. It will be easy to visualize the ancient gladiator battles as you tour the rows of seating and arena floor. Nearby, the Roman Forum will provide you with a glance back in time to ancient Roman life. Intriguing ruins and age-old structures can be found around every turn, and by the end of your tour, you will feel entirely immersed in the culture and history of Rome.
What's Included:
Sorrento – The Ancient City of Pompeii
Sorrento – Venture to Capri in Pure Luxury
Salerno – Positano and the Amalfi Coast
Palermo – Relaxing Day in Palermo
Palermo – Exclusive Tour of Palermo
Agrigento – Explore the Valley of the Temples
Agrigento – Depart for Home
Trip Highlights
- Explore the unrivaled Colosseum and Roman Forum during a private tour in Rome
- Marvel at the fascinating artifacts in Pompeii, which is a city that was once buried under the ash of Mt. Vesuvius
- Enjoy an excursion to the island of Capri, which is known for its beautiful landscape, during a two-night stay in Sorrento
- Discover the splendor of Positano and the Amalfi Coast with its winding roads and spectacular views of the sea
- Board an enjoyable ferry ride with meals and entertainment to the wonderful island of Sicily
- Visit the historical attractions in Palermo, including the age-old Palermo Cathedral, during a private tour of the city
- Venture around the Valley of the Temples, which a UNESCO World Heritage Site, to witness the fascinating ruins of an ancient city
Detailed Description
Southern Italy and Sicily are home to some of the most beautiful cities in all of Italy. Your luxurious 8-day getaway to this wonderful area will begin when you land at Fiumicino Airport in Rome. When you arrive, a private transfer will be waiting to greet and transfer you to your luxurious accommodation in the heart of the city. After you are provided with time to settle in, you will be led on a tour of the ancient Colosseum and Roman Forum. This immersive tour will offer you an in-depth view of the history and lifestyle of ancient Rome. The following day, you will board your private transfer and begin the journey to the beautiful town of Sorrento. Along the way, you will pause in the intriguing city of Pompeii for a private tour. The views of the fascinating ruins will still be on your mind when you reach Sorrento by the evening.
On the third day of your trip, you will enjoy an excursion to the gorgeous island of Capri. A private boat will lead you to this amazing destination, where an expert guide will lead you on a wonderful tour. From the scenic Gardens of Augustus to the stunning Villa San Michele in Anacapri, you will explore all that Capri has to offer before returning to Sorrento. The following day, your journey will continue along the coast to your next destination of Salerno. During your travels, you will stop for a visit to the remarkable village of Positano, where you can discover its wonderful views and fantastic shops. Your drive will then continue along the Amalfi Coast, and you will be amazed by every stunning landscape that you see as you are led around the winding roads. As the sun begins to set, you will arrive in Salerno for one night in the city.
The next morning, you will board the ferry that will carry you to the picturesque island of Sicily. By the evening, you will arrive in Palermo, which is Sicily’s capital. The following day, you will explore this historic city with a private guide. As you travel throughout the city, you will visit the beautiful Palermo Cathedral and be fascinated by the history of the Palace of the Normans. The next day, you will transfer to your final destination of Agrigento. Agrigento is filled with interesting attractions, and you will enjoy a tour of the Valley of the Temples. Every ruin that you see will allow the history of Agrigento to come to life. The next morning, a private transfer will lead you back to Palermo Airport for your return flight, signifying the conclusion to your idyllic vacation.
Starting Price
$2,900 per person (excluding international flights)
Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.
What's Included
The starting price is based on travel during the low season for a minimum of two travelers staying in shared 3-star accommodations. Please inquire for a custom trip quote based on your travel preferences and travel dates.
Verified Traveler Reviews
Based on 995 reviews
The travel company and staff were excellent. The trip coordinators accompanied us through the trip via WhatsApp. They were terrific. The service was top-notch, including the drivers, tour guides, and accommodations.
The one thing I would change about the trip is to have longer stays in each city visited. Moving to a new hotel every two nights prevented us from really enjoying each city we visited. I would also forgo Palermo and substitute a smaller city like Noto or Agrigento. But again, the itinerary was based on my interests and time. It is not an indication of the tour company's abilities. However, it may be good for the agency to suggest longer stays to other customers. Otherwise, we had a great trip and once again, I have recommended Zicasso and the tour company to family and friends.
Thank you again for a great time!
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Zicasso’s travel professional crafted an unforgettable Sicily trip for our group of seven. After discussing our preferences, she designed a flawless itinerary, incorporating unique experiences that became trip highlights. Her communication was exceptional, with prompt responses to our questions before the trip and daily updates for the next day's activities, including driver and guide details, which were incredibly helpful.
We stayed at superb hotels in Taormina, Agrigento, Palermo, and Cefalù, each with stunning views and private tours. Sicily’s warm, hospitable people stood out compared to other European destinations. At our hotel on Via Leonardo da Vinci in Taormina, the staff greeted us warmly, setting a perfect tone. Other stops included Mount Etna, Erice, Castelbuono, and Savoca. All of these locations were great, but don't miss Castelbuono!
Two standout experiences were private meals with families. Near Erice, a chef and his family welcomed us into their sea-view home, preparing amazing Sicilian meals that felt like dining with family. In Palermo, another home chef and her husband created a similarly memorable evening, with lots of great conversation and stories.
Every driver was professional, friendly, and informative, while our guides — often archaeologists or historians — were engaging and knowledgeable.
Highlights included a welcome dinner in Taormina, a farm cooking class, two wine tours with lunch, a Mount Etna hike, a Valley of the Greek Temples tour, town and village tours, cheese and pastry tastings near Cefalù, and a farewell dinner. The Godfather tour in Savoca was special, with our guide introducing us to a local who played Apollonia’s mother, waving from her balcony.
Our travel professional's meticulous planning and personal touches made this trip extraordinary. Thanks to Zicasso for matching us with the tour company and we highly recommend them for a perfect Sicilian/Italian adventure!
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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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Everything worked out perfectly, from our first contact with Zicasso, through the planning process with Zicasso’s tour operator (our travel agent was the best!), and onto the trip itself.
We liked the process, the ability to work with a specialist with our wants, concerns, and needs, as well as the actual itinerary and follow-through on the ground. The concierge at each location (Rome and Sicily), as well as the use of WhatsApp, was a great thing to have. Not that we had any issues, but the availability was very comforting.
The guides used were fantastic! They were very knowledgeable and very personable. The drivers were prompt, friendly, and helpful. The accommodations picked were what we wanted, in the middle of things and perfect for our needs. I would just add that explaining the differences within the accommodations on room types would have been helpful. I would have probably gone with a bigger room in Ortigia if we'd been aware of the differences. We did know European rooms were smaller than what we're used to here in the States, but there was little light in the room we had and it was very small. We loved our accommodations in Agrigento and the hotel in Taormina!!!
All in all, we can't say enough; we've been telling our friends all about Zicasso and our travel agency. We would definitely use you again.
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We had the pleasure of working with Zicasso’s travel agents to create the perfect Italian adventure. I had quite a few specific requests, from travel logistics to hotel preferences, and they were incredibly patient and collaborative, offering multiple variations of the itinerary until it matched exactly what we envisioned.
Our journey began in Venice, where we were seamlessly picked up by a private driver, transferred to a water taxi, and dropped directly at our hotel. After a wonderful stay, we were taken by private driver to the train station for our ride from Venice to Florence, our one and only train trip, as we opted (based on their smart recommendation) for private transportation for the rest of our travels to avoid potential delays and enjoy added convenience.
From Florence, we were driven into the Tuscan hills, where we experienced magical wine tastings, vineyard tours, olive oil tastings, and unforgettable meals with wine pairings.
Next, our private driver brought us to Pompeii, where we enjoyed a fascinating tour with our private guide, and then continued on to Rome. In Rome, we loved the private golf cart tour of the city’s major landmarks, as well as a delightful cooking class that was arranged for us; it was a real highlight!
Finally, we traveled by private driver to Sorrento. From there, we had a breathtaking driving tour of the Amalfi Coast, a lemon farm tour, and an amazing day trip to Capri. Every detail was thoughtfully planned and executed.
Summary:
Planning and Itinerary Creation: Zicasso’s consultants made the entire process easy and stress-free. They worked closely with us to perfect the itinerary and were always receptive to changes and feedback.
Hotels: My sister and I requested adjoining rooms and were provided with beautiful family suites throughout the trip. Each hotel was ideally located, comfortable, and well-appointed, with all the amenities we needed.
Transportation: Every transfer was smooth and punctual. The private drivers were professional, friendly, and knowledgeable. (A special shoutout to our driver in Florence/Tuscany – he was the best!)
Communication: Throughout our trip, the travel company’s team was always accessible. Whether we needed to make adjustments or had a question, they handled everything promptly, allowing us to relax and fully enjoy our vacation.
We spent just over two unforgettable weeks in Italy and it was absolutely perfect, all thanks to the hard work, attention to detail, and excellent communication from Zicasso’s travel company! I highly recommend them and would not hesitate to use them again for future adventures.
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I would consider myself a seasoned traveler and generally plan all vacations myself. However, as I was traveling with a larger party/wider range of ages than I'm used to organizing, I wanted the expertise of an agency. Given the wonderful reviews of this company on Zicasso and a great conversation with the travel agent via the phone, I decided to utilize this travel company. I was sold on the travel agent's vision for a trip that was personalized, accommodating to all age groups, and catered to our foodie/adventurous spirit. However, things became a bit challenging for me shortly before I left. Items that we had previously discussed adding into the itinerary were left out with no explanation, and only some were added back in at an additional cost. The items previously discussed that were not provided I had to organize myself as the other members of my party were looking forward to them. The travel agent had also stopped responding to my direct emails but was communicating through another member of the team.
I made it very clear from the get-go that we are not a family that enjoys structured history/walking tours. We prefer to be immersed in the culture, food, and water activities. I was advised that the guides for tours would be there to follow our lead on what we wanted to see in each location and help with recommendations. This was not the case as the guides were on a very tight time frame with designated stops and regimented talking points. I had members of my group including two children who were unfortunately bored. It got to the point towards the end of the tour that it was necessary to organize my own itinerary as I usually do. This added stress to me on a vacation that was supposed to be relaxing.
The flow of the scheduled itinerary made little sense and wasted a lot of time. We got off the plane in Palermo to stay at our villa at least an hour and a half away to turn around a couple days later and go back to Palermo for a day trip. Palermo should have been scheduled the first day since we were already there, given the distance. The scheduled Palermo trip didn't even start until 11 a.m, which meant by the time we got there, we basically had time to see one street and eat lunch before needing to move on. This was very inconvenient for one family in my party as they were leaving the vacation early. They had to go all the way up to Palermo again the next day for their flight home. It was a lot of back and forth in the car for absolutely no reason. Additionally, I was assured water would be all around me when asking about the beach, but for our first villa it was nowhere close. I had two children going home who that is all they wanted to see before leaving. Asking our driver to stop at the beach on the way back from Palermo was quite the hassle (from my agency's standpoint) though my transportation company stated I was still within contracted hours.
I was assured our trips during the day would be a reasonable distance, but we did an almost 5 hour drive in one day to move from our first villa to the next with a brief stop in Agrigento to break it up. We basically wasted a day of our vacation in the car.
The location of our first villa was very inconvenient for a group relying on drivers to take us place to place. I was told if we wanted to stay in villas we would be outside the main town. While I understood this, it was not noted that I would be far from everything with poor taxi service. Once our driver dropped us off at our villa for the evening we were essentially stuck in isolation. Even our tour guides didn't understand why we were not placed in a villa with a better location.
Our boat tour (which was initially supposed to be added then turned into an additional cost) got cancelled due to weather and I have yet to receive a refund. I was told I went overtime with my driver and the extra money from the cancelled boat might be allotted to this. This is crazy given my drivers told me I was within the hours of their contract. Additionally concerning, our in-country contact initially wasn't even aware I had a boat ride scheduled.
According to my itinerary, I was supposed to have a 4x4 off-roading trip in Mount Etna, though my transportation company assured me this was not the case. The only thing I was scheduled for was a wine tasting near this location as they spoke with my agency to confirm. My family was really looking forward to a nature portion of the trip. I therefore updated my driver and guide that I was skipping the whole scheduled itinerary entirely and did my own planning.
I was impressed that I was told this travel company hand picks their experiences / guides / transportation services and has a personal connection with the island. However, many of the service professionals I encountered admitted they had not heard of this company before. While I have no complaints about those that were contracted, it does make me question the travel company's integrity and reputation.
I did reach out to our in-country contact about my grievances, but they were in my opinion unfriendly, unhelpful, and rude. I asked for the travel agent's phone number, in order to speak with him directly as I contracted with him, and this was not granted. I was only given the email contact information that I already had. I sent an email while I was away on 9/25; it has yet to be answered. I may have given this company at least 3 stars for the accommodations being very spacious and clean, our tour guides friendly, and our drivers top-notch, despite not exactly receiving the vacation I was expecting. However, the lack of customer service, professionalism and responsiveness is unacceptable to me. I would not recommend this company for your Sicily vacation. I was beyond overwhelmed and saddened with how poorly arranged this trip was and how I felt terrible that I had 11 other people spend their money and vacation time on this company. My advice: find a villa in a convenient location and hire a driver vs. rent cars. Save yourself the headache and extra expense of having to reorganize the itinerary independently anyway.
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