Indulge in Italy’s finest food and views during this 9-day guided tour. In Rome, discover the city on a walking tour with a Local Expert and see the Vatican City. In Sorrento, settle into a luxurious resort and take in the views of Mount Vesuvius, which buried Pompeii in a sea of lava in 79 A.D. Indulge your curiosity from an insightful MAKE TRAVEL MATTER® Experience in the village of Grottole to viewing the Trulli of Alberobello UNESCO World Heritage Site.
Country Roads of Southern Italy
Deal number: 18741108
INSIGHT VACATIONS
This deal expires 19 Aug 2025
From 10/09/2025 to 02/10/2025
Rome
9-day tour
Price from
$5,050*
per person
Deal number: 18741108
Highlights
4 Dinner (D)8 Breakfast (B)Choose between two carefully selected activitiesCapri: Discover the luxuriant Gardens of Augustus with a Local Expert and admire views of the Faraglioni rocks.Capri: Learn about local traditions as you enjoy a tasting of limoncello.Personal radio headsets give you the freedom to wander during visits to famous highlights, without missing any of your Local Expert's fascinating commentary.Hotel and restaurant tips are included - you'll never have to worry about how much to give, nor search for foreign currency. We also include all taxes and porterage charges at hotels.We carry your bags for you and promptly deliver them to your hotel door.From time to time, your Travel Director will delight you with an Insight Flourish, which is a local specialty representing the destination.Stay connected with friends and family with our complimentary coach and hotel Wi-Fi (where available).If your arrival and/or departure flights are as per the itinerary start and end dates, then transfers are available at scheduled times. If your flights are outside these times, or you have booked additional nights accommodation with Insight Vacations, you may purchase transfers or make your own way from/to the airport.Alberobello: Savour a freshly prepared Farm-to-Table meal featuring recipes and flavours typical of the region.Sorrento: Embrace the essence of southern Italy at dinner with your new friends.Capri: Discover the luxuriant Gardens of Augustus with a Local Expert and admire views of the Faraglioni rocks.Capri: Learn about local traditions as you enjoy a tasting of limoncello.Rome: Follow in the footsteps of gladiators for a deeper insight into life in ancient Rome when you enter the Colosseum.Grottole: Meet Andrea for an aperitif and a tour of the village.Grottole: Participate in the fascinating Wonder Grottole Project. This regeneration initiative works to rehabilitate the abandoned historic centre and preserve village life. Your visit directly supports United Nations Sustainable Development Goal 11: Sustainable Cities and Communities.Rome: Discover ancient treasures of Rome. See Circus Maximus and the Ancient Forum, where Ancient Roman political life and law courts mingled with open-air markets and shops.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.Pompeii: Walk with a Local Expert through the cobbled streets of this ill-fated town, frozen in time since the first century.Capri: Cruise by jetfoil to this famous isle through beautiful blue Mediterranean waters.Enjoy the comfort of Insight's luxurious, air-conditioned, 40-seat coach with double the standard legroom and onboard washroom. Our customized luxury coaches are sanitized before the start of your tour and are maintained to very high standards. Physical distancing measures have been implemented on our customized luxury coaches.Hand sanitizer is freely available on board for you to use throughout the day.
4 Dinner (D)8 Breakfast (B)Choose between two carefully selected activitiesCapri: Discover the luxuriant Gardens of Augustus with a Local Expert and admire views of the Faraglioni rocks.Capri: Learn about local traditions as you enjoy a tasting of limoncello.Personal radio headsets give you the freedom to wander during visits to famous highlights, without missing any of your Local Expert's fascinating commentary.Hotel and restaurant tips are included - you'll never have to worry about how much to give, nor search for foreign currency. We also include all taxes and porterage charges at hotels.We carry your bags for you and promptly deliver them to your hotel door.From time to time, your Travel Director will delight you with an Insight Flourish, which is a local specialty representing the destination.Stay connected with friends and family with our complimentary coach and hotel Wi-Fi (where available).If your arrival and/or departure flights are as per the itinerary start and end dates, then transfers are available at scheduled times. If your flights are outside these times, or you have booked additional nights accommodation with Insight Vacations, you may purchase transfers or make your own way from/to the airport.Alberobello: Savour a freshly prepared Farm-to-Table meal featuring recipes and flavours typical of the region.Sorrento: Embrace the essence of southern Italy at dinner with your new friends.Capri: Discover the luxuriant Gardens of Augustus with a Local Expert and admire views of the Faraglioni rocks.Capri: Learn about local traditions as you enjoy a tasting of limoncello.Rome: Follow in the footsteps of gladiators for a deeper insight into life in ancient Rome when you enter the Colosseum.Grottole: Meet Andrea for an aperitif and a tour of the village.Grottole: Participate in the fascinating Wonder Grottole Project. This regeneration initiative works to rehabilitate the abandoned historic centre and preserve village life. Your visit directly supports United Nations Sustainable Development Goal 11: Sustainable Cities and Communities.Rome: Discover ancient treasures of Rome. See Circus Maximus and the Ancient Forum, where Ancient Roman political life and law courts mingled with open-air markets and shops.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.Pompeii: Walk with a Local Expert through the cobbled streets of this ill-fated town, frozen in time since the first century.Capri: Cruise by jetfoil to this famous isle through beautiful blue Mediterranean waters.Enjoy the comfort of Insight's luxurious, air-conditioned, 40-seat coach with double the standard legroom and onboard washroom. Our customized luxury coaches are sanitized before the start of your tour and are maintained to very high standards. Physical distancing measures have been implemented on our customized luxury coaches.Hand sanitizer is freely available on board for you to use throughout the day.
Day 1
2025 marks a Jubilee Year, a momentous Roman Catholic event celebrated every 25 years, turning Rome into a centre of celebration. As festivities unfold, itineraries may be adjusted to ensure you make the most of your time as you visit the Eternal City. Welcome to Rome, a glorious city filled with classic antiquities, medieval buildings, Renaissance palaces and Baroque churches. Relax and settle in before joining your Travel Director and getting to know your fellow travellers over a delicious dinner with wine.
Day 2
Rome is about art, antiquity, piazzas and palaces. Join a Local Expert for an in-depth experience bringing millennia of history to life. Journey from the Vatican City across the Tiber River to ancient Rome. See the incredible Circus Maximus. Admire the beautifully preserved Arch of Constantine and discover the history, the construction and the legends of the iconic Colosseum on a guided visit. As you stroll with your Local Expert, imagine the gladiatorial battles and roaring spectators around the arena. Later, perhaps continue your exploration of Rome to see the Pantheon and the stunning piazzas and fountains of the city.
Day 3
The brilliant blue sky set against the whitewashed buildings of southern Italy’s towns and villages is sure to inspire any curious traveller. It's a photographer’s paradise around every corner—from field marigolds in early spring to date palms, fig and pomegranate trees, and groves of olives creating picture-perfect settings. Exploring southern Italy offers a chance to step away from the tourist crowds and experience how Italians truly live and enjoy life. Rub shoulders with UNESCO World Heritage sites and friendly locals who will enchant you with their warmth and hospitality.
Day 4
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, built from local limestone and stacked without using mortar. Get up close learning the insights behind these unique structures. Relax this afternoon with your time at leisure or take the opportunity to join an optional experience to explore more of the Puglian countryside and heritage.
Day 5
Italy will enchant the most curious of travellers. Enjoy a visit with your Local Expert to one of the most beautiful cities of southern Italy, Lecce. The town is often referred to as the Florence of the South due to its dazzling architecture, ornate Baroque buildings and monuments dating back to Roman times. Amble along its spider's web of streets offering a kaleidoscope mix of long-range vistas and alluring glimpses. Next is the pretty seaside town of Gallipoli where you’ll view the Greek Fountain and medieval castle before making your way to a viewpoint looking out over the Ionian Sea. Later, deepen your discoveries joining an Optional Experience for a Masseria dinner.
Day 6
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 Passion of the Christ’. Continue to the small village of Grottole. Once a thriving community, it has lost most of its activity and population. Meet Andrea, a local striving to reignite the traditional way of living of the area. On this MAKE TRAVEL MATTER® Experience explore the historic old town to learn about the fascinating history of the village. Later, enjoy an aperitif with local snacks helping to preserve the culture. This evening, reflect on your day of discoveries over dinner with your fellow travellers.
Day 7
Buried in A.D. 79 by the historic eruption of Mount Vesuvius, discover the archaeological site of Pompeii in the region of Campania. 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.
Day 8
The impossibly blue sea welcomes you to the sun-drenched island of Capri as you cruise by jetfoil. On arrival, meet your Local Expert for an orientation walk through the narrow alleyways. Explore Capri with Insight Choice. Choose to visit the immaculate Gardens of Augustus with a Local Expert and admire the views over the Faraglioni Rocks. Alternatively, enjoy a tasting of limoncello, Capri’s famous lemon liqueur.
Day 9
This morning, wave goodbye to your fellow travellers as you depart Sorrento on a coach transfer to Rome airport.
2025 marks a Jubilee Year, a momentous Roman Catholic event celebrated every 25 years, turning Rome into a centre of celebration. As festivities unfold, itineraries may be adjusted to ensure you make the most of your time as you visit the Eternal City. Welcome to Rome, a glorious city filled with classic antiquities, medieval buildings, Renaissance palaces and Baroque churches. Relax and settle in before joining your Travel Director and getting to know your fellow travellers over a delicious dinner with wine.
Day 2
Rome is about art, antiquity, piazzas and palaces. Join a Local Expert for an in-depth experience bringing millennia of history to life. Journey from the Vatican City across the Tiber River to ancient Rome. See the incredible Circus Maximus. Admire the beautifully preserved Arch of Constantine and discover the history, the construction and the legends of the iconic Colosseum on a guided visit. As you stroll with your Local Expert, imagine the gladiatorial battles and roaring spectators around the arena. Later, perhaps continue your exploration of Rome to see the Pantheon and the stunning piazzas and fountains of the city.
Day 3
The brilliant blue sky set against the whitewashed buildings of southern Italy’s towns and villages is sure to inspire any curious traveller. It's a photographer’s paradise around every corner—from field marigolds in early spring to date palms, fig and pomegranate trees, and groves of olives creating picture-perfect settings. Exploring southern Italy offers a chance to step away from the tourist crowds and experience how Italians truly live and enjoy life. Rub shoulders with UNESCO World Heritage sites and friendly locals who will enchant you with their warmth and hospitality.
Day 4
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, built from local limestone and stacked without using mortar. Get up close learning the insights behind these unique structures. Relax this afternoon with your time at leisure or take the opportunity to join an optional experience to explore more of the Puglian countryside and heritage.
Day 5
Italy will enchant the most curious of travellers. Enjoy a visit with your Local Expert to one of the most beautiful cities of southern Italy, Lecce. The town is often referred to as the Florence of the South due to its dazzling architecture, ornate Baroque buildings and monuments dating back to Roman times. Amble along its spider's web of streets offering a kaleidoscope mix of long-range vistas and alluring glimpses. Next is the pretty seaside town of Gallipoli where you’ll view the Greek Fountain and medieval castle before making your way to a viewpoint looking out over the Ionian Sea. Later, deepen your discoveries joining an Optional Experience for a Masseria dinner.
Day 6
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 Passion of the Christ’. Continue to the small village of Grottole. Once a thriving community, it has lost most of its activity and population. Meet Andrea, a local striving to reignite the traditional way of living of the area. On this MAKE TRAVEL MATTER® Experience explore the historic old town to learn about the fascinating history of the village. Later, enjoy an aperitif with local snacks helping to preserve the culture. This evening, reflect on your day of discoveries over dinner with your fellow travellers.
Day 7
Buried in A.D. 79 by the historic eruption of Mount Vesuvius, discover the archaeological site of Pompeii in the region of Campania. 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.
Day 8
The impossibly blue sea welcomes you to the sun-drenched island of Capri as you cruise by jetfoil. On arrival, meet your Local Expert for an orientation walk through the narrow alleyways. Explore Capri with Insight Choice. Choose to visit the immaculate Gardens of Augustus with a Local Expert and admire the views over the Faraglioni Rocks. Alternatively, enjoy a tasting of limoncello, Capri’s famous lemon liqueur.
Day 9
This morning, wave goodbye to your fellow travellers as you depart Sorrento on a coach transfer to Rome airport.
Enquire to book this trip
Deal number: 18741108
Country Roads of Southern Italy
INSIGHT VACATIONS
From 10/09/2025 to 02/10/2025
Rome
9-day tour
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