Highlights
Rome: Explore Rome’s storied past as you see the sweeping Circus Maximus, once the largest stadium in ancient Rome and host to thrilling chariot races. Admire the Arch of Constantine, a triumphal monument built to celebrate Emperor Constantine’s victory at the Battle of Milvian Bridge and gaze up at the Palatine Hill, the most central of Rome’s seven hills and the site where, according to legend, Romulus founded the city.
Castel Gandolfo: Explore the artistic treasure of the Villa Barberini Gardens and marvel at the intricately designed mosaic flower beds and fountains.
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.
Capri: Explore Capri town with your Local Expert and see the whitewashed houses, winding alleyways, small cafes, fashionable boutiques and artisans studios.
Pompeii: Walk with a Local Expert through the cobbled streets of this ill-fated town, frozen in time since the first century.
Assisi: Join your Local Expert to walk through the charming, cobbled streets. Take in sweeping views of the valley below and explore the main square, home to the ancient Roman Temple of Minerva.
Assisi: Discover why the Basilica of Saint Francis is considered one of the crowning achievements of medieval Europe.
Perugia: Led by your Local Expert, your orientation will explore the Old Town and show you Priors' Palace, Collegio del Cambio, the cathedral, the Great Fountain and main square.
Florence: Join a Local Expert to view the multi-coloured marble cathedral, bell tower and baptistery, adorned by Ghiberti's Gates of Paradise. Visit the political heart of the city, Signoria Square.
Florence: See the historic neighbourhood of the Santa Croce Basilica and witness local craftspersons at work during a gold and leatherwork demonstration.
San Gimignano: Visit the Tuscan town of San Gimignano, often called the 'Medieval Manhattan' of Italy.
Lucca: Explore the city of Lucca. Admire the churches, piazzas and palaces within the medieval ramparts.
Cinque Terre: Led by your Local Expert, visit this unique UNESCO World Heritage Site, tucked away on the mountainous Italian Riviera coastline. Explore two of the five charming fishing villages for some memorable pictures.
Venice: Glide through Venice’s canals on an iconic gondola ride, passing beneath historic bridges and past elegant palaces. Soak up the city’s romantic atmosphere as your gondolier navigates the tranquil waterways, offering a unique perspective of this timeless floating city.
Venice: Travel by boat along the Giudecca Canal as your Travel Director gives an orientation to Venice. Pass 13th to 18th-century palazzi, the Doge’s Palace and St. Mark’s Square, an iconic introduction to the city from the water.
Pompeii: Walk with a Local Expert through the cobbled streets of this ill-fated town, frozen in time since the first century.
Assisi: Join your Local Expert to walk through the charming, cobbled streets. Take in sweeping views of the valley below and explore the main square, home to the ancient Roman Temple of Minerva.
Assisi: Discover why the Basilica of Saint Francis is considered one of the crowning achievements of medieval Europe.
Perugia: Led by your Local Expert, your orientation will explore the Old Town and show you Priors' Palace, Collegio del Cambio, the cathedral, the Great Fountain and main square.
Florence: Join a Local Expert to view the multi-coloured marble cathedral, bell tower and baptistery, adorned by Ghiberti's Gates of Paradise. Visit the political heart of the city, Signoria Square.
Florence: See the historic neighbourhood of the Santa Croce Basilica and witness local craftspersons at work during a gold and leatherwork demonstration.
San Gimignano: Visit the Tuscan town of San Gimignano, often called the 'Medieval Manhattan' of Italy.
Lucca: Explore the city of Lucca. Admire the churches, piazzas and palaces within the medieval ramparts.
Cinque Terre: Led by your Local Expert, visit this unique UNESCO World Heritage Site, tucked away on the mountainous Italian Riviera coastline. Explore two of the five charming fishing villages for some memorable pictures.
Venice: Glide through Venice’s canals on an iconic gondola ride, passing beneath historic bridges and past elegant palaces. Soak up the city’s romantic atmosphere as your gondolier navigates the tranquil waterways, offering a unique perspective of this timeless floating city.
Venice: Travel by boat along the Giudecca Canal as your Travel Director gives an orientation to Venice. Pass 13th to 18th-century palazzi, the Doge’s Palace and St. Mark’s Square, an iconic introduction to the city from the water.
Itinerary
Embark on an epic 16-day journey across Italy with the 'Country Roads of Italy' countryside and village visits tour. From Rome’s ancient ruins to the pastel villages of the Amalfi Coast, this trip guides you through Capri’s breathtaking heights and Perugia’s artisan traditions. Experience the art of loom-weaving, cruise Venice’s canals, and toast your adventure on Burano island with local delicacies. Combining hands-on cultural activities with spectacular scenery, this group tour offers a rare chance to truly immerse in Italy’s regional flavors and historic charm.
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 joining your Travel Director for a private visit to the Basilica of Saint Praxedes, welcomed by the Rector of the basilica. End the day getting to know your fellow travellers over Roman specialties during dinner at a local restaurant.
day 1Welcome to the Eternal City of Rome
day 2Rome with a Local
day 2Rome with a Local
day 3Sorrento
day 3Sorrento
day 4Capri, the Isle of Dreams
day 4Capri, the Isle of Dreams
day 5Pompeii and Todi
day 5Pompeii and Todi
day 6Todi
day 6Todi
day 7Assisi and on to Perugia Relaxed Start
day 7Assisi and on to Perugia Relaxed Start
day 8Perugia, the Jewel of Umbria Relaxed Start
day 8Perugia, the Jewel of Umbria Relaxed Start

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Customer Reviews
Itinerary went to most of the places in Italy we wanted to see. Most notably Capri is absolutely beautiful. Other places like Tuscany and Cinque Terra equally enjoyable. Also, generally stayed in each hotel. Still had to move from hotel to hotel but two nights at hotels made that more bearable.
Great interaction between our tour guide and the group!
All the information you need is on one app.. no need to print copies. Even copies of the passport, which worked well in Rome as you needed to show it to the ticket office.
Itinerary gave a very extensive experience of Italy both countryside and cities Also great food and fun
I loved experiencing the small towns and all the fabulous dinners (included and optional). They were a great way to enjoy the culture and socialise with fellow travellers. The dinners were definitely a highlight. While seeing churches was interesting, for me there was too much focus on them - we seemed to visit a lot of them. One of our fellow travellers, who is religious, commented that if she had to see another church she would scream! We were a little disappointed that the tour covered very little in Rome - but it is “Country Roads of Italy“ so that was probably deliberate. Luckily we were able to do guided tours of major attractions before the tour began. I spent a long time researching tour itineraries and found Insight Vacations to have a great mix of activities. Going to see how Parmesan cheese and balsamic vinegar are produced was a highlight. I also found the weaving organisation so interesting and inspiring. These are things you would never come across if travelling independently. Thank you Insight Vacations for the effort in carefully curating the tour.
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