A Serene Senior’s Tour of Southern Italy and Sicily

What to expect on this itinerary
Discover the breathtaking towns, stunning landscapes, and the delicious cuisine of Southern Italy and Sicily during this amazing week-long vacation crafted especially for seniors. Exclusive experiences and private tours await at every destination as you uncover the history, culture, and ideal lifestyle of the area. Wander through the historic streets of Palermo, venture to the majestic island of Capri, and experience the fascinating city of Pompeii.
Customizable Itinerary
Palermo – The Historic Highlights
Your 7-day journey will lead you to the best locations across Sicily and Southern Italy. Upon your arrival in Palermo, a driver will greet and transfer you to your luxurious accommodation. After having some time to get acquainted with your new surroundings, your guide will lead you on a private tour of the city. Palermo is a historical city and has been influenced by the many nations and empires that ruled Sicily over the years. Your tour will include stops at the Palermo Cathedral and the Royal Palace.
What's Included:
Taormina – Private Tour of Agrigento
Taormina – The Beauty of Giardini Naxos
Matera – Wine Tasting on the Mainland
Sorrento – The Stunning Island of Capri
Naples – Explore Pompeii and Naples
Naples – Departure
Trip Highlights
- Wander through the historic streets of Palermo and admire the Palermo Cathedral and Palace of the Normans
- Explore the Valley of the Temples, which is Agrigento’s famous landmark that is full of fascinating ruins
- Uncover the beauty of Giardini Naxos as you explore its charming roads and stunning landscapes
- Venture to an authentic wine bar in Matera and savor the delicious wine varieties of Southern Italy
- Journey to the unrivaled island of Capri and visit gorgeous gardens and villas
- Experience the intriguing city of Pompeii, walk across the ancient grounds, and witness pieces of history frozen in time
- Feel the vibrant culture and lifestyle come to life through the friendly locals and sumptuous cuisine in Naples
Detailed Description
Southern Italy and Sicily are filled with beautiful towns and villages, and each one provides a unique discovery of the distinct culture and rich lifestyle of the area. Designed with seniors in mind, this 7-day trip will begin when you land at Palermo International Airport. To begin your explorations of Italy, you will set out with a guide for a private tour of some of Palermo’s iconic attractions. The following day, you will travel to the idyllic town of Taormina. Along the way, you will stop in the ancient city of Agrigento for a tour of the Valley of the Temples.
After a leisurely morning in Taormina, you will be led to the nearby town of Giardini Naxos, where you will enjoy several hours to relax and explore this charming area at your leisure. After one more night in Taormina, your driver will transfer you to Messina, where you will board the ferry for a scenic ride to the mainland of Italy. You will arrive in Reggio Calabria, and after one more transfer, you will arrive in the lovely city of Matera. Here, you will head to a local wine bar for an exclusive tasting experience.
After a morning coffee in Matera, you will transfer to Sorrento. The afternoon will feature a wonderful excursion to the island of Capri, which is imbued with amazing views and unparalleled landscapes. Once back in Sorrento, you can continue to explore all the town has to offer. The next day, your journey will bring you to ancient Pompeii for a private tour before transferring you to your final destination of Naples. Once in Naples, you will be free to discover the city at your own pace. The next morning, you will transfer Naples International Airport for your flight home.
Starting Price
$2,600 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 1149 reviews
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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This was a superb trip that allowed us to combine personal visits to Taormina and Syracuse with a pre-planned group meeting in Catania. Planning and communication were excellent, supported by an app that let us easily view our itinerary, complete with phone numbers for the drivers, hotels, and the tour operator contacts.
The hotels were perfect! They were wonderfully located, with impeccable service in Taormina and Syracuse. Our excursions were private and diverse, and allowed us to combine culture, foodie interests, and free time. The guides were top-notch, knowledgeable, and flexible.
We especially loved seeing the smaller towns of Sicily; Militello, Ragusa, Aci Castello, and Modica. We even arrived in one small town during their annual festival.
We had a dedicated driver for our trip who was, himself, a treasure; always on time, always ready to adjust to changes, and a delightful personality.
This was such a good experience that we have selected Zicasso's tour operator to book another Italy trip next year.
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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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We could not have been more pleased with choosing this Zicasso tour operator to help us plan and coordinate our tour of Sicily. Having never been there and being seniors, we very much appreciated having drivers, guides, and hotels all taken care of for us. The drivers were always on time. The hotels were very good quality, with fantastic breakfasts included. Whenever we needed to reach our tour operator, they immediately responded. I'm spreading the word here in the States about this travel company.
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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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