Country Roads of Southern Italy and Sicily (Summer, Small Groups)
Overview
Highlights
- Rome: Sightsee the local way, with a leisurely passeggiata through the backstreets, where a friend in Rome will explain how modern life takes place, around ancient treasures like the Trevi Fountain, the Pantheon and Piazza Navona.
- Capri: Cruise by jetfoil to this famous isle through beautiful blue Mediterranean waters.
- Alberobello: Led by a Local Expert, explore this UNESCO World Heritage Site showcasing the Trulli of Alberobello. Circular structures with conical roofs that are domed within, built from local limestone and stacked without using mortar.
- Matera: With your Local Expert, visit the famous Sassi or cave dwellings, which were home to approximately 20,000 people until 1950 and are now a UNESCO World Heritage Site.
- Palermo: Visit the spectacular 12th Century Palatine Chapel. Its sombre exterior gives away few clues to the riches inside. Step into a world where the walls glitter with 12th century mosaics, the best of their kind in the world.
- Pompeii: Walk with a Local Expert through the cobbled streets of this ill-fated town, frozen in time since the first century.
- Messina: Cross the Straights of Messina to Sicily by ferry.
- Taormina: Visit the ancient Greek Ampitheatre with your Local Expert. Set on a cliff, open to the sky, take your seats and enjoy the view through the crumbling arches to Mount Etna.
- Taormina: Should you awake early, you may see why this is known as 'The Dawn Coast of Europe.'
- Cefalu: Your Travel Director will show you the cathedral, built to fulfil a vow. Walk to the medieval stone fountain in the old fishermen's quarter, find the Gothic arch of the Porta Marina and see the harbor.
What's this trip about?
Itinerary

Welcome to Rome, a glorious city filled with classic antiquities, medieval buildings, Renaissance palaces and baroque churches. Settle in before joining your Travel Director for a private visit for Insight Vacations guests to the Basilica of Saint Praxedes, welcomed b...
Rome is about art, antiquity, piazzas and pizza, and our guided walk with a Local Expert has it in abundance. Sightsee the local way, with a leisurely passeggiata through the backstreets, where a friend in Rome will explain how modern life takes place. Toss a coin int...
With your Local Expert, visit the Vatican Museums. Inside the Sistine Chapel, admire Michelangelo’s famous ceiling before visiting St. Peter’s Basilica. Next, journey to Alberobello.
Grand Hotel La Chiusa di Chietri, Alberobello.
Breakfast, Dinner with Wine
Admire another of Italy's record number of UNESCO World Heritage Sites with a Local Expert. The Trulli of Alberobello are circular structures with conical roofs that are domed within. They are built from local limestone and stacked without using mortar. In the evening...
The day is free for you to enjoy this extraordinary town as you wish. Why not join an Optional Experience to the stunning city of Ostuni? With its dazzling white houses and fascinating history, it is a true delight. Your Local Expert experience reveals this town remin...
Visit Matera with a Local Expert for an in-depth exploration of the UNESCO World Heritage Site of Sassi — a labyrinth of cave dwellings, churches, staircases and arches, hewn out of the solid rock. You may recognise Matera as the biblical backdrop for the film ��The P...
Journey to the region of Campania to visit Pompeii, buried in A.D. 79 by the historic eruption of Mount Vesuvius. Walk with your Local Expert through the cobbled streets to see a city frozen in time. Venture on to the picturesque resort of Sorrento, perched upon the southern cliffs of the Bay of Naples and looking over to Mount Vesuvius.
Breakfast
Cruise by jetfoil across the impossibly blue sea to the sun-drenched island of Capri. On arrival ascend to Capri Town and meet your Local Expert for an orientation walk through the narrow alleyways. Explore Capri with Insight Choice. Choose to visit the immaculate Gar...
In the morning, travel along the Purple Coast to the very toe of Italy and board your ferry bound for Sicily, across the Strait of Messina. According to Grecian legend, this was home to the mythical sea monsters Scylla, a six-headed rock monster, and Charybdis, a whir...
Your hotel faces east, so early risers may learn why D.H. Lawrence christened this 'The Dawn Coast of Europe.' After breakfast, perhaps take an Optional Experience through the vineyards to Mount Etna, Europe's largest active volcano. Travel to the old town of Taormina...
Travel to the quaint fishing town of Cefalu. The town's imposing cathedral was erected to fulfill a vow made by the Norman King Roger II. Stroll down to the medieval stone fountain and seek out the Gothic arch of the Porta Marina for a picture-perfect view of the little harbor. Later, travel onwards to Palermo.
NH Palermo.
Breakfast
Explore Palermo with Insight Choice. Choose a walking tour with a visit to the spectacular 12th century Palatine Chapel with a Local Expert. Alternatively, join the Anti-Mafia tour of Palermo, part of a MAKE TRAVEL MATTER® Experience and find out how locals are workin...
Journey to Agrigento. Explore the Valley of the Temples with a Local Expert and see the massive Temple of Concordia and the clifftop Temple of Juno overlooking the sea. Your travels continue to the hilltop town of Ragusa.
Mediterraneo Palace, Ragusa.
Breakfast
Sightseeing with your Local Expert takes you to Syracuse’s Paradise Quarry with its unusual Ear of Dionysius, an ear-shaped grotto with an unusual echo. See the superb Greek theater, carved out of solid rock, one of the largest of the ancient world. There is time to e...
Appreciate views of Mount Etna on your way. Departure transfers arrive at Catania Airport at 06:30 and 08:30.
Breakfast
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Dates & Availability
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The total tour cost includes the tour price (regular or promotional) and the compulsory local payment. The promotional price is subject to change. Check directly with the operator for the latest price offer. The tour operator requires you to pay only the tour price to purchase your travel. The compulsory local payment will be paid when you join the trip. All prices are based on double, twin or triple share occupancy. Solo passengers will be accommodated in a double, twin or triple room according to availability with a passenger(s) of the same gender. Single supplement only needs to be paid if the passenger does not want to share and requests their own room. Discounts can only be applied at the time of booking and cannot be added at a later date, regardless of any changes made to the original booking.
Prices may vary due to local taxes and trip seasonality. Click "Request Info" to inquire directly with the tour operator for the final trip price.
Insight Vacations Reviews & Ratings
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Trusted Customer
Mar 2025
Easy Pace Italy
Our guide was extremely knowledgeable. You could have free time if you desired or stay with the guide . Most people chose to stay with him because it was so enjoyabl...
Trusted Customer
Mar 2025
Highly recommend Easy Pace with Insight Vacation
The accommodations were satisfactory. The meals were outstanding. We never had to touch our luggage It was planned at the door of our rooms and when we moved to a ...
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Logistics
Accommodation
- Kolbe Hotel Rome.
- Grand Hotel La Chiusa di Chietri, Alberobello.
- MH Matera Hotel.
- Hotel Isabella, Sorrento.
- RG Naxos Hotel, Taormina.
- NH Palermo.
- Mediterraneo Palace, Ragusa.
- NH Catania Centro.
- 6 Dinner with Wine (DW)
- 14 Breakfast (B)
- 1 Lunch with Wine (LW)
- 1 Dinner (D)
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