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.
Sorrento: Perched upon the cliffs, lookout to see the mighty Mount Vesuvius across the Bay of Naples.
Capri: Cruise by jetfoil to this famous isle through beautiful blue Mediterranean waters.
Pompeii: Walk with a Local Expert through the cobbled streets of this ill-fated town, frozen in time since the first century.
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 1950s and are now a UNESCO World Heritage Site.
Taormina: Visit Taormina’s ancient amphitheatre with your Local Expert. Carved from honey-coloured stone and set high on the cliff, the theatre frames wide views of the Ionian Sea and the distant rise of Mount Etna through its weathered arches.
Agrigento: Explore the Valley of the Temples and its impressive Hellenistic ruins like the well-preserved Temple of Concordia and the clifftop Temple of Juno, overlooking the vast Sicilian landscape.
Matera: With your Local Expert, visit the famous Sassi or cave dwellings, which were home to approximately 20,000 people until 1950s and are now a UNESCO World Heritage Site.
Taormina: Visit Taormina’s ancient amphitheatre with your Local Expert. Carved from honey-coloured stone and set high on the cliff, the theatre frames wide views of the Ionian Sea and the distant rise of Mount Etna through its weathered arches.
Agrigento: Explore the Valley of the Temples and its impressive Hellenistic ruins like the well-preserved Temple of Concordia and the clifftop Temple of Juno, overlooking the vast Sicilian landscape.
Itinerary
Southern Italy and Sicily entice with a tapestry of flavors and historic marvels on the 'Country Roads of Southern Italy and Sicily' trip—a 14-day guided adventure that welcomes families and mature travelers alike. Setting out from Rome, you’ll be swept along a route that reveals the heart and soul of Italy, from the ancient streets of Catania and the sparkling shores of Taormina to Palermo’s vibrant culture and Sorrento’s dramatic views over the Bay of Naples.
Stroll Rome’s iconic sites with a local expert, tossing a coin into the Trevi Fountain as tradition dictates. In Sorrento, unwind at a luxurious resort with panoramic vistas of Mount Vesuvius, whose eruption famously preserved Pompeii. Meander through the sun-kissed hills of Apulia and savor a memorable dinner inside a historic trulli house—these unique, conical-roofed dwellings are a highlight of the region. Relish traditional orecchiette pasta and sample seasonal fare that honors Puglia’s rich agricultural heritage.
Palermo offers a deep dive into Sicily’s layered past. Guided by a historian, you’ll wander the old city, marvel at the ornate cathedral, and be dazzled by the Byzantine mosaics of the Palatine Chapel. Between immersive sightseeing and moments of leisure, the tour is perfectly paced for those who appreciate comfort and culture in equal measure.
With accommodation, transport, and meals included, this tour package affords travelers a seamless, enriching experience. The unique selling point? A rare chance to dine inside a genuine trulli house and savor authentic regional cuisine—a memory that lingers long after the final gelato. Experience Italy’s diverse landscapes and traditions on a journey crafted for lasting family memories and sophisticated exploration.
day 1Welcome to the Eternal City of Rome
Welcome to Rome, a glorious city filled with classic antiquities, medieval buildings, Renaissance palaces and baroque churches. Settle in, before meeting your Travel Director. Later today, get to know your fellow travellers over Roman-specialities dinner at a local restaurant.
day 2Rome with the Locals
day 3Rome to Sorrento
day 4Capri, the Isle of Dreams
day 5Pompeii and Alberobello
day 6The Trulli of Alberobello
day 7Alberobello at Leisure
day 8Journey West to Matera
day 9To Sicily and the Taormina Riviera
day 10Free Time on the Taormina Riviera
day 11A New Dawn in Sicily
day 12Agrigento, the Valley of the Temples and on to Palermo
day 13Palermo and the Golden Age of the Normans
day 14Depart Palermo
What's Included
Customer Reviews
Great, well organized trip. Excellent Tour Guide and Bus Driver. Got to see a lot of Italy in a short, two week period. Hit the higlights in each location.
I believe it was the second hotel the rooms were small, and the food was not good. Every other hotel was fine.
Great itinerary covering the highlights of Southern Italy and Sicily. You need to purchase the optional tours if you want to see everything. There does seem to be a lot of free time in the afternoons as you arrive at the hotel about 3ish and dinner isn't until 7pm.
You will see some many interesting and historic places. The guides give you so many facts about each site. The hotels and itinerary that the company has formulated packs the most into your trip. The smaller size of your tour group allows you to get a great experience while meeting new friends. Highly recommend!!!
My trip has been quite extraordinary. Magnificent weather has accompanied us as we traversed the picturesque country roads of central and southern Italy and Sicily. Distant mountains, rolling hills, lush vineyards, wheat fields, fruit trees, dramatic cliffs and breathtaking sea scapes were the order of the day. Gastronomically speaking, Italian cuisine is abundant! Lots of bite-sized tasty morsels like bruschetta are served like machine gun fire as an aperitivo and/or antipasto. Just when you think you’ve had an elegant sufficiency then the primo/pasta course appears. Always very generous portions, featuring an array of pasta shapes and sizes and cooked al dente, of course! Tomatoes (salads & sauces), various cheeses, fresh basil and olive oil seem to be favourites here. Freshly baked bread serves to mop up the sauce. When you are positively bursting at the seems the secundo (main course) appears. And then dolce (sweets)! All washed down with local table wines, a double espresso and a chilled limoncello. And yet, I never saw an overweight Italian! Architecturally, Italy is hard to beat. I have experienced 7 UNESCO World Heritage Sites. Some, like Matera, have a prehistory dating back to the eighth millennium BC. Many of the dwellings were literally carved out of the mountainside. Mel Gibson’s ‘The Passion of the Christ’ was filmed here. Other structures, like the trulli dwellings, can be found in Alberobello, in the Bari province. These are typically round, drystone structures with conical roofs. They were intended to be temporary dwellings and were easily dismantled. In stark contrast are the magnificent villas, in seemingly inaccessible locations, in Sorrento, Positano and on the beautiful isle of Capri. At around the same time that the world’s largest-ever elliptical amphitheater was built (the Roman Colosseum, est. in AD 79), the bustling sea side town of Pompeii, in Naples, was completely destroyed by the unexpected and massive volcanic eruption of Mount Vesuvius. Volcanic ash (not molten lava) perfectly preserved the town as well as its inhabitants. Plaster casts of these unfortunate folk are on display, as well as the extensive excavations of Pompeii. In stark contrast to dormant Mount Vesuvius, (an explosive stratovolcano) Mount Etna, in Catania, Sicily, is an effusive volcano and is the most active volcano in Europe. It usually has a plume of smoke rising above the summit and is constantly ‘letting off steam’ just like a pressure cooker valve. For this reason it is considered far less dangerous than its Neapolitan counterpart, which buried the town and inhabitants of Pompeii. I was surprised to see that people live high on the slopes of both volcanoes (despite their unpredictability). It seems as though, in these locations, real estate value trumps insurance risk, the higher the elevation! Whilst on the subject of lives lost, a visit to the catacombs, outside the city walls of ancient Rome, is a must. In total there are about 100 km of tunnels carved underground. In some instances there are up to four levels of burial chambers, some for entire families. I was astounded at the scale and complexity of these tunnels and chambers. Not even the tallest individual would risk bumping his head (unlike the underground cities of Cappadocia or the Củ Chi tunnels in Vietnam). Given its close proximity to Greece, Sicily has many cultural reminders of its past, dating back to the mid 8th century BC when many Greek colonies were established, sparking many city-state conflicts. The Taormina and Syracuse amphitheaters are fine examples of this ancient Greek heritage. So too, are the ancient structures of Juno, Concorde and Hercules in Agrigento’s ‘Valley of Temples’. Musically, Italians are extremely accomplished, with some of the world’s most famous opera singers to their credit. A particular highlight for me was listening to ‘Time to Say Goodbye’ (duet by Andea Bocelli feat. Sarah Brightman) which was played as we slowly cruised into one of the many grottos of Capri. The acoustics in this unique coastal/marine environment amplified this beautiful duet, and sent chills down my spine! At risk of waxing loquacious, it’s now time for me to say Arrivederci, Salve, Ciao!
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