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 930 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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I was connected with the travel company through Zicasso. What an amazing trip! Many thanks to our travel designer of the travel company!!!
Our travel designer and her expert team planned a trip to Sicily for my husband and I, my siblings, and my sister-in-law. We were six and everything about the trip was executed beautifully and with great attention to every detail.
We chose to go to Taormina, Cefalù, Palermo, and Ortigia Island, flying direct in and out of Catania. Our travel designer arranged all transfers by private van for the six of us and we never had to worry where or when we were going anywhere. She was able to make changes on the spot and accommodate our every wish.
Planning the trip was so easy, as she was available to chat with me on the weekends to answer questions and clarify details. She even made dinner reservations in every city. I cannot say enough about her willingness to be available and the choices she helped us make. From the terrific winery near Mount Etna to a drive up Etna, guided tours (we had an incredibly fabulous art historian showing us the churches of Palermo), a day at leisure on the beaches of Cefalù, and an amazing cooking class in Palermo, where we learned about and visited the markets, and made pasta and cannoli, every experience was better than the one before it.
We definitely recommend, with five stars, the travel company. Have them plan your trip to Italy! This was my first time back to Europe since 2004 and it was stellar!
I surely will use this company when I plan new trips to Italy, and Zicasso as well!
When we were trying to decide where to go, we chatted with travel partners in several European destinations. Zicasso chooses the best of the best and our experiences with each of them was exceptional!
We will be back to Zicasso when we travel to other destinations!!
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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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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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