Best of Sicily and Southern Italy Tour for Seniors

Ancient theater in Taormina, Sicily, Italy

What to expect on this itinerary

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.

Countries Visited

Italy

Places Visited

Sicily, Palermo, Mount Etna, Il Capo, Segesta Erice, Chiesa Matrice, Marsala, Selinunte, Agrigento, Enna, Siracusa, Ortygia, Taormina, Paestum, Pompeii, Herculaneum, Sorrento, Montecassino, Rome, Pantheon

Suggested Duration

14 Days

Customizable Itinerary

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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:

Transfer
Accommodation
Tour
Breakfast
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

$5,100 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.

4.9

Verified Traveler Reviews

Based on 987 reviews

Italy Tour Review: Sicily, Taormina, Agrigento, Palermo, Cefalu, Mount Etna, Erice, Castelbuono, Savoca, Valley of the Greek Temples, Wine Tour, Godfather Experience, Farm Cooking Class, Cheese and Pastry Tastings, 7 Nights

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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Italy Trip Review: Taormina, Agrigento, Palermo, 8 Nights

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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Italy Vacation Review: Taormina, Cefalu, Palermo, Ortigia Island, Catania, Mount Etna, Cooking Class, Winery Visit, 9 Nights

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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Italy Vacation Review: Palermo, 10 Nights

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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Italy Vacation Review: Sicily, Temples, Cathedrals, Cooking Class, Boat Tour, 2 Weeks
"Zicasso’s travel agency planned the trip of a lifetime for us. They were attentive, communicated with us daily, and responded to any concerns."

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Italy Vacation Review: Rome, Sicily, 23 Days

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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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

28,000+ Verified Traveler Reviews