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 1462 reviews

Southern Italy Luxury Vacation Review: Hilltop Town of Taormina, Greek Ruins of Agrigento, Marsala Wine Tasting, History & Food
We had a really wonderful 9 day trip to Sicily. I had a general idea of what I wanted to see, but needed guidance as to the overall flow of the trip, what we can see (and should) in 9 days and recommendations for hotels etc. The trip planner of this travel team made it all happen and was very easy to work with. He listened to what I wanted to see (what was important to us, what we enjoy ....) and made recommendations when asked for his opinions. We decided to drive ourselves, but have guides in most of the places that we visited.Given our detailed and full schedule, our trip went very smoothly - Palermo, Cefalu, Monreale, Segesta, Erice, wine tasting in Marsala, Agrigento, Villa Roma in Piazza Armerina, Caltigirone, Ortigia, Siracusa, Noto (more wine tasting), Ragusa, Mt. Etna and Taormina. Our travel agent's advice and recommendations were excellent and everything was well organized. Our guides were extremely knowledgeable and friendly (and always on time).This travel team is an excellent agency, with an emphasis on service. After we arrived in Sicily, Giulio and his colleagues called us to see if we needed anything or were having any problems. They had given us a SIM card to make the communication easier. It was very helpful to have someone who was able to help us IF we needed assistance. For example, when we wondered if it would be possible to have a short walk on Mt. Etna (since the weather was clear), they quickly sent us the directions and information as to where we should go. 

I highly recommend this travel team and would use this agency for future trips to Italy.

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Italy Travel Review: Palermo, Trapani, Erice, Mazara del Vallo, Marsala, Taormina, Zingaro Reserve, Historic Sites, Wine Tasting
The trip planning and organization done by the travel agency were amazing. They helped us put together an itinerary to visit most of Sicily starting in the west (Palermo) and making our way around the island ending up in Taormina. We chose to have drivers assist us getting around as train service between small towns is not great and we have driven there before. We managed to see almost all of the sites we were interested in but were in most hotels at least 2 nights and some 3 or 4. It was a somewhat aggressive agenda but with the drivers it was much less tiring. We had time for the outdoors, saw some spectacular Phoenician, Greek and Roman ruins and stayed in some very unique hotels.The tours and events they organized were also very well done. We had professional guides in all of the archeological sites and in general very informative and friendly guides and drivers. We also had downtime which was much appreciated. The great thing about working with them is you could design your own itinerary with their help and make it as active or restful as you want.Our trip started in Palermo and we made our way to the Zingaro Reserve - we were able to see Trapani, Erice, Mazara del Vallo and Marsala as well as the Phoenician settlement of Mozia. We saw the archeological parks of Selinunte, Valley of the Temples, Villa Casale and Siracusa. We ended our trip in Taormina which was perfect.Along the way we had farm lunches, olive grove visits and tours, wine tastings and several other interesting excursions.Veronica and the customer service team were always there for us if needed.

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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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Travel Review: Italy Tour, Sicily, Palermo, Agrigento, Catania, Ragusa, Syracuse, Modica, Chocolate Making, Olive Oil Factory
Trip was excellent.  All the arrangements made by the travel company worked flawlessly.  Although we have been traveling for more than 50 years this was the first time we have used a travel agency to both plan and arrange an overseas trip.  We were impressed with the agency because they listened to what we wanted to do and see.  There were discussions and a few iterations before the final itinerary. Take time and speak with them.  Furthermore they were able to accommodate our idiosyncrasies. We spent 10 nights in Sicily in Palermo, Agrigento, Ragusa Ibla, Siracusa and Catania.  All the hotels and B&B's were excellent and centrally located as we desired,  The drivers and guided tours were staffed with knowledgeable, professional and efficient people.  The agency kept in contact with us throughout the trip although this was not easy since we did have a mobile phone.  There were no problems at all.  Superb suggestions from the travel company that we had not thought about such as a chocolate making class in Modica, a market crawl/cooking class/lunch in Siracusa as well as a visit to a top quality olive oil production estate were some of the highlights of our trip.  The archeological visits also were magnificent. The agency even arranged for our attendance at a Bellini opera in the Teatro Bellini in Catania.  The overall trip was wonderful mostly due to the great travel arrangements.  It did not hurt that for the 10 day trip duration there was no rain, only a few rare clouds and moderate temperatures. We would not hesitate to work with this travel company again. 

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Italy Luxury Trip Review: Agrigento, Taormina, Marsala, Cooking Class, Wine Tasting, One-Week Tour
Except for a couple of snafus at the airport in Palermo and the wrong bed set-up in Palermo at the beginning of our trip, everything was excellent. We especially enjoyed our hotels in Agrigento and Taormina.

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Review: Sicily 2-Week Tour, Palermo, Agrigento, Siracusa, Taormina, Catania, Greek Temples, Sailing Tour, Vineyards
First & foremost, a big thank you to everyone that helped make this happen for us. Please know that the guides you recommended for us exceeded our expectations. Marilu was amazing to say the least, Claudio was cool, Frederica was an absolute doll, Salvatore was a hoot and Antonio was terrific. Please consider keeping them all on board. The hotel in Palermo was wonderful and was located perfectly. The staff was attentive and made some great restaurant recommendations. We had a lot of fun in Palermo. We wish the residents took better care of its wonderful city as the graffiti and garbage were somewhat disturbing. Thank you for not having us drive in Palermo. Our driver Paolo (Airport and to Agrigento) was a super nice young man with a magnetic personality. The tour of the Greek Temples was engaging and Claudio's format of making it a classroom session was wonderful. The town itself is somewhat sleepy but adorable and we enjoyed the food and vino. The Hotel was just okay as there was a lot of wasted space and the decor was very dated including the shower. Please consider another Hotel, perhaps closer to the center of town.The drive from Agrigento to Siracusa was mesmerizing as the countryside was gorgeous with the exception of the garbage at every rest stop. Siracusa was fantastic with something around every corner. We always found something to see and something to do in Ortiga. Two criticism's regarding Siracusa. 1. The Hotel was marginal at best, albeit the location was good. The breakfast was just okay as the wait staff was short and curt. The bed (if you can call it that) was horrible. Hard to understand why a "Couple" would be given two crappy little double beds to push together. The front desk was very nice and very helpful. 2. If you are going to advertise a luxury cruise to explore hidden coves and swim in isolated areas, please make sure the captain has a boat that is facilitated to do so. Please consider "stepping up" your game regarding this activity. Our captain was excellent with his skillset, but he did not have a dingy with a motor so we could not enjoy going to any public beach and he did not have life jackets on board and the seating was relatively uncomfortable. Frederica was absolutely wonderful with her amazing lunch and vino. We did have a great day overall but it did not live up to the adventurous aspect that we had anticipated. Please consider other vessels for this part of the itinerary.     Taormina was by far the best part of trip. No negatives here. We absolutely fell in love with Taormina and its surrounding towns (Castelmola and LetoJanni). Amazing Hotel...., etc.  Love, Love, Love Taormina!!! Catania was rich in history and food.  Overall, due to its lack of cleanliness, it wasn't our cup of tea. However, we took the liberty of spending an afternoon at the Gambino Vineyards and that was amazing. 

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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