Uncover the legends and immerse yourself in the history of Southern Italy. Spend a week in Sicily and a week on the mainland, hopping between three millennia of ruins, cultures, cities, and charms. Authentic local experiences mix with grand historical remains and plenty of coastlines, with just about every major European civilization having a role to play. Handcrafted for senior travelers who seek to both explore and experience, this is an in-depth tour full of fascinating details.
Customizable Itinerary
Day 1
Palermo – Touching Down In Sicily
Check-in at your Palermo hotel and listen, as from the balcony comes the sounds of the city with traders calling, bells ringing, and a late-afternoon hum from street-side cafes. Take a short orientation walk, and your first impressions will continue to form as you see Byzantine mosaic, a Benedictine Abbey, local fishers, artisans, and nuns all walking past. This island has been invaded and taken over by a succession of civilizations, each of them creating a little piece of today’s Sicilian culture. Palermo is the crossroads where all of the influences collide, and the best way to experience this is to do nothing at all. Your guide will lead you to Piazza Bellini, and there you can sit back and watch how the island unfolds.
What's Included:
Day 2
Palermo – Traditional Markets and Authentic Palermo Highlights
Day 3
Erice – Ancient Greece and A Night Above the Sea
Day 4
Agrigento – More Greek History on Italy’s Boot
Day 5
Enna – From the Valley of Temples to Roman Aerobics
Day 6
Siracusa – Mazy Streets, Mount Etna and More
Day 7
Taormina – Greco-Roman Meets Arab and Catalan
Day 8
Paestum – Untouched Ruins and Doric Tales
Day 9
Pompeii – A Laid-Back Waterfront and Sleeping Besides Ancient Rome
Day 10
Pompeii – Exploring the Amalfi Coast and Sorrento
Day 11
Montecassino to Rome – Early Christianity and Imperial Legacy
Day 12
Rome – Rome for Senior Travelers
Day 13
Rome – After Hours at the Vatican Museums
Day 14
Rome – Departure
Trip Highlights
- Delve into the authenticity of Palermo, tasting at food markets and joining locals at cafe terraces
- Discover the art of ancient Greece by visiting Sicily’s glorious temple ruins, including Selinunte and Agrigento
- Explore the Vatican Museums after hours, so you fully appreciate the works of Michelangelo et al
- Spend a full week on Sicily, shifting between a blend of Arab, Roman, Norman, Catalan, and local highlights
- Uncover Pompeii, a staggering Roman city once buried beneath volcanic ash
- Travel through the heart of Rome, from the Colosseum to a Baroque city
- Discover more with local historian guides, sites like Paestum and Taormina far more impressive when accompanied by stories
- Spend a night on the coast at Erice, wake up at the Pompeii ruins, and travel through the legend of Montecassino
Detailed Description
Southern Italy connects cultures as ancient Greek temples stand on windswept hills, Byzantine mosaics fill Norman churches, and Roman amphitheaters stand in the shadow of tumultuous volcanoes. Over 3,000 years play out across the landscapes in the form of archaeological ruins and traditional cities. It is not a place that is easy to understand, as so much has happened between Sicily and Rome, there are not enough encyclopedias to record it all. There is no clear-cut tale, and no single story to sum it all up, and that is why Southern Italy is so enticing. Southern Italy is a region that rewards the time you spend, a destination that encourages you to both explore and experience. You will want to go in-depth as you travel, and that is what this handcrafted tour is all about.
Created for senior travelers, this intimate tour covers the historical and cultural highlights of Southern Italy, spending a week on Sicily and a week on the mainland, including Rome. This is a tour designed for those who have visited Europe before and seek something beyond classic sights. Local historians lead the way, and it will be their knowledge that helps to fill in the gaps. Sites like Agrigento and Paestum are all the more enjoyable when you understand how and why they are there. Not that this tour is all archaeological remains, however, as Southern Italy is packed full of atmospheric towns and villages, so traveling back in time also includes experiencing local traditions as well.
Sicily is a surprisingly large island, and getting around on the mountainous roads is slow. Having a single base does not really work in this region, so to save travel hours, you will hop across the island, starting with two nights in Palermo before overnighting in Erice, Agrigento, Enna, Siracusa and Taormina. A one-way route minimizes time on the move, and the villages you stay in are perfect for senior travelers. Take a look around, and you will probably feel young, as these are villages where seniors continue with their traditions but youngsters migrate out to cities. You can dine in typical trattoria, informal yet delicious local restaurants, and spend languorous evenings in surreal little places.
Walking time and distance has been minimized throughout the tour. You can save your energy for the archaeological sites or a short stroll around the hotel, rather than traipsing across mountains and cities. Each day there will be somewhere to explore, and once on the mainland that means discovering Paestum, Naples, Pompeii, Amalfi, Sorrento and Montecassino. These neighboring destinations fill four days before you get three nights in Rome, a city of so much legend it likely does not require an introduction. You will experience the best of it, including an after hours tour of the Vatican Museums. Your two weeks will pass quickly, but there is a lot to take away, not just the sights and destinations, but all the local food and people as well. Looking for the best Italian travel experiences? Consider browsing our Italy for Seniors travel reviews page.
Starting Price
$6,300 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
- Accommodations
- In-country transportation
- Some or all activities and tours
- Expert trip planning
- 24x7 support during your trip
Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.
Reviews of Zicasso's Referral Service
4.9 stars based on 5986 reviews.
Zicasso's travel agent created an itinerary and experience that was simply perfect. Every hotel experience, guide, and driver was excellent. She was kind, patient, knowledgeable, and made the perfect suggestions. I loved working with her! Thank you to our agent, the tour operator, and Zicasso for a wonderful trip!
Reviewed By Anita L.
The trip was wonderful. Zicasso's travel agent and her staff planned the perfect 10-day trip. The accommodations, the drivers, the guides, and the restaurant recommendations were perfect. The communication was excellent and timely. They went above and beyond to make sure we were comfortable and happy. The staff were very attentive and flexible, even when we wanted some small changes, such as pick-up times for the drivers. They adapted and made it all work. This travel agent is absolutely terrific.
Reviewed By Marci M.
Our Italy trip with Zicasso’s travel partner was nothing short of spectacular! Referred by a friend who had an amazing experience, we decided to give it a try and were not disappointed. Our agent was fantastic, always ready with answers to our questions and providing excellent support throughout our journey.
In Tuscany, we visited beautiful wineries and enjoyed a delightful lunch with the vintners, who were incredibly warm and welcoming. Her attention to detail was evident when she adjusted our plans due to weather changes and even checked in on us when we were slightly delayed for a tour.
Siena was breathtaking and our hotel in Rome was perfectly located, allowing us to walk to all the major sites. One of the highlights was a small boat tour around Capri from Amalfi—perfect weather and stunning waters made it unforgettable. The cooking class on the Amalfi Coast, set on the side of a cliff, was exceptional and having personal tours just for the two of us was an unexpected and delightful bonus.
We can't express enough how much we enjoyed our Italy trip. The travel partner exceeded our expectations and we highly recommend them for a truly memorable experience!
Reviewed By Kent S.
Zicasso’s trip coordinator and her team did a fantastic job, not only in planning the trip to meet our needs and wants, but also in personalizing it as needed. They were also available as we needed them to adjust things, such as pickups, and even made some dinner reservations for us. With our budget, they set us up in excellent hotels that fit our desire for the trip to be a wonderful anniversary getaway. Her staff were also very helpful. We would strongly recommend them for a trip to Italy!
Reviewed By Rajesh J.
Zicasso's travel planner and her staff did a perfect job for our family of six. She made our trip seamless!
Everything she planned was perfect and no detail was left out. I would use them again and again for my travels to Italy.
Reviewed By Sally F.
My first solo trip was something I had dreamed about for years. I wanted it to be more than sightseeing. I wanted adventure, comfort, safety, and freedom without the stress of planning it all alone. Through Zicasso, I was connected to two specialists and Zicasso's travel consultant stood out immediately. She delivered an itinerary that gave me everything I asked for and more: maximum cities, maximum fun, and maximum value, all without compromise.
Before deciding, I researched and compared tours, packages, and individual prices online. The travel consultant’s proposal came out on top for value and content. While the other agent offered fewer cities and activities at a higher price, her plan was ambitious without being overwhelming. She booked my trains, arranged private transfers where needed, and selected boutique-style hotels that exceeded expectations. I was honestly surprised at how good they were. I stayed at hotels in Interlaken, Florence, and Sorrento. Each was clean, comfortable, and perfectly located for exploring. I had prepared myself for budget trade-offs, but instead, I found thoughtfully chosen hotels that balanced affordability with real quality.
Every document, train ticket, and activity confirmation was uploaded into the app. It became my lifeline throughout the trip, with every detail at my fingertips. The structure gave me confidence, while still leaving me free to explore.
Switzerland came first: Zurich, Lucerne, Interlaken, and Zermatt. Each city felt like stepping into a postcard. Interlaken gave me the adrenaline rush of skydiving, while Zermatt charmed me with its close-knit magic and alpine beauty. Italy unfolded with equal ease: Lake Como, Venice, Florence, Sorrento, Amalfi, and Rome. Every destination felt curated, yet natural, from gondola rides in Venice to boat tours on the Amalfi Coast.
What I loved most was the balance between structure and freedom. Pre-booked activities and restaurant reservations gave me a strong framework, but I could just as easily decide to spend an afternoon wandering Florence, eating gelato, or sitting in a piazza. The rhythm of the trip was perfect, structured enough to tick off bucket-list highlights, yet relaxed enough to feel like a real vacation.
Food was freestyle, but memorable. Highlights included a Japanese-Peruvian restaurant in Zurich with its elegant Japanese-Peruvian flavors, a different Japanese restaurant, a restaurant in Como with its modern fusion menu, an Indian restaurant for comforting classics, and international favorites like those in one of the restaurants in Rome. Between those meals and plenty of gelato and crepes, every stop added its own flavor to the journey.
As a solo traveler, safety mattered. I felt comfortable walking around in the evenings and was usually back in my hotel by 1am to stay rested for the next day. What really gave me peace of mind was the travel consultant’s constant support. Communication was fast and responsive. I never had to wait long for answers, whether through the app or email. There was a moment when I made a mistake with the trains and missed an activity. She immediately stepped in and worked to reschedule it or secure a refund that same day.
Earlier in the planning process, I also had a card issue due to an address error. Even though policy would not normally allow it, she and her team patiently waited until I received the refund before finalizing the booking, just weeks before my trip. That flexibility and care spoke volumes.
The difference was clear. She used my budget to its fullest potential, giving me more destinations, more experiences, and better hotels than the alternative option. She managed to combine the efficiency of a fully organized tour with the freedom of independent travel. Everything was planned, yet everything was still mine to shape.
This trip was everything I wanted: good food, beautiful views, safety, and absolute reliability. It was an organized journey with freestyle flexibility, which is exactly what solo travelers dream of. The travel consultant’s planning let me chase adventure while always knowing I had a safety net. Switzerland and Italy gave me memories I will never forget, but it was the behind-the-scenes planning that made it possible. If you want a trip that is your way, your budget, your pace, but without the endless hassle of managing it yourself, the travel consultant at this agency is the person who can make it happen. My first solo trip became my dream trip and that is the highest praise I can give.
Reviewed By tasmia S.