Country Roads of Southern Italy & Sicily - Small Group
Country Roads of Southern Italy & Sicily - Small Group
Country Roads of Southern Italy & Sicily - Small Group
14 Days Starting in Rome and ending in Palermo
Visiting: Rome, Capri, Pompeii, Alberobello, Matera, Taormina, Agrigento, Palermo
Tour operator:
Guide Type:
Fully Guided
Tour operated in:
EnglishTrip Styles:
Interests:
Cultural, Foodie and Wine Tours, Gardens & Nature Tours, Ruins-Archaeology
Activities:
Tour Overview
Indulge in Italy’s finest food and views during this 2-week guided tour. When in Rome, you will toss a coin into the Trevi Fountain during a walking tour with a Local Expert. In Sorrento, settle into a luxurious resort and take in the views of Mount Vesuvius, which buried Pompeii in a pyroclastic cloud of ash and lava stones in 79 A.D. A restaurant’s founder will share why the family uses only organic ingredients that they grow themselves — and you will indulge in those freshly picked vegetables during a Farm-to-Table dinner featuring fresh orecchiette pasta. In Palermo, a historian will take you through the old city, showing you its cathedral and the Palatine Chapel in the Palace of the Normans, where glittering 12th century mosaics will surely take your breath away.
Highlights
Itinerary
Day 1: Welcome To The Eternal City Of Rome
Location: Rome
Accommodation: Radisson Blu GHR, Rome
Accommodation Name: Radisson Blu GHR, Rome
Meals Included: Dinner
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. 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 2: Rome With The Locals
Location: Rome
Accommodation: Radisson Blu GHR, Rome
Accommodation Name: Radisson Blu GHR, Rome
Meals Included: Breakfast
Rome is about art, antiquity, piazzas and palaces, 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 into the spectacular Trevi Fountain, see the Pantheon, the best-preserved monument from the Roman period, and enjoy free time to do as the Romans do. Perhaps join a tour to discover the incredibly characteristic Roman quarter of Trastevere. Get off the beaten track and explore Rome’s most untouched and unique districts and most consistently unchanged medieval neighbourhoods, Trastevere is dotted with ancient and dimly lit churches, crumbling buildings and streets barely wide enough for a Fiat. With your Local Expert, explore the medieval labyrinth of alleyways and pause from time to time to take in this very atmospheric area. A maze of food shops, art galleries, cafes, apartment buildings and pretty squares, this district was once rather run-down and working-class, but has now become one of the city's liveliest and most popular neighbourhoods.
Day 3: Rome
Location: Rome
Accommodation: Isabella, Sorrento
Accommodation Name: Isabella, Sorrento
Meals Included: Breakfast, Dinner
Meet your Local Expert for a guided visit to one of the icons of the Roman era. Enter the Colosseum and imagine the roar of the spectators as you hear stories of how ancient Romans liked to be entertained. Later, depart for Sorrento.
Day 4: Capri, The Isle Of Dreams
Location: Capri
Accommodation: Isabella, Sorrento
Accommodation Name: Isabella, Sorrento
Meals Included: Breakfast
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 5: Pompeii And Alberobello
Location: Pompeii
Accommodation: Grand Hotel La Chiusa di Chietri, Alberobello
Accommodation Name: Grand Hotel La Chiusa di Chietri, Alberobello
Meals Included: Breakfast
Start your day in 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 Alberobello.
Day 6: The Trulli Of Alberobello Relaxed Start
Location: Alberobello
Accommodation: Grand Hotel La Chiusa di Chietri, Alberobello
Accommodation Name: Grand Hotel La Chiusa di Chietri, Alberobello
Meals Included: Breakfast
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, join a MAKE TRAVEL MATTER® Experience using home-grown organic and locally sourced, seasonal produce, you sit down to a delicious four-course, Farm-to-Table dinner.
Day 7: Alberobello At Leisure Relaxed Start
Location: Alberobello
Accommodation: Grand Hotel La Chiusa di Chietri, Alberobello
Accommodation Name: Grand Hotel La Chiusa di Chietri, Alberobello
Meals Included: Breakfast
The day is free for you to enjoy. Perhaps choose to visit Lecce – often referred to as ‘the Florence of the south’ - with its dazzling architecture and beautiful Baroque buildings. Later, relax and indulge in the amenities of your remarkable hotel.
Day 8: Journey South To Matera Relaxed Start
Location: Matera
Accommodation: MH Matera Hotel
Accommodation Name: MH Matera Hotel
Meals Included: Breakfast
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 bring back the area's traditional way of living. On this MAKE TRAVEL MATTER® Experience explore the historic old town to learn about the fascinating history of the village and enjoy an aperitif with local snacks helping to preserve the culture.
Day 9: To Sicily And The Taormina Riviera
Location: Taormina
Accommodation: Hellenia Yachting Hotel & SPA
Accommodation Name: Hellenia Yachting Hotel & SPA
Meals Included: Breakfast
In the morning, travel along the Violet 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 whirlpool, based on either side of the strait. Together, they posed an inescapable threat to passing seafarers as avoiding one meant passing too close to the other. You will soon arrive at your hotel where you will spend three glorious nights on the Taormina Riviera. Join a Local Expert for a visit to the Greek Theater of Taormina, graced with the most spectacular of backdrops. Stroll along the elegant Corso Umberto to the Piazza IX Aprile and admire the panoramic views and hews of blue from the sky to the azure sea. Later, take your pick of specially selected restaurants for your Dine-Around evening.
Day 10: Free Time On The Taormina Riviera Relaxed Start
Location: Taormina
Accommodation: Hellenia Yachting Hotel & SPA
Accommodation Name: Hellenia Yachting Hotel & SPA
Meals Included: Breakfast
The day is at leisure to relax at your resort's private beach, or perhaps explore the medieval quarter? Don't miss the chance of an optional drive through the national park to Mount Etna, Europe's largest volcano.
Day 11: A New Dawn In Sicily Relaxed Start
Location: Taormina
Accommodation: Hellenia Yachting Hotel & SPA
Accommodation Name: Hellenia Yachting Hotel & SPA
Meals Included: Breakfast
Early risers may experience what D.H. Lawrence christened the ‘dawn coast of Europe.' The day is free to explore Taormina at your leisure, or to embark on an Optional Experience to Syracuse.
Day 12: Agrigento, The Valley Of The Temples And On To Palermo
Location: Agrigento
Accommodation: NH Palermo
Accommodation Name: NH Palermo
Meals Included: Breakfast
Drive to Agrigento and explore the Valley of the Temples with a Local Expert. See the massive Temple of Concord and clifftop Temple of Juno, overlooking the sea. In the afternoon, continue to the Sicilian capital of Palermo.
Day 13: Palermo And The Golden Age Of The Normans
Location: Palermo
Accommodation: NH Palermo
Accommodation Name: NH Palermo
Meals Included: Breakfast
Join a historian on a guided walk to see the gems of the old city. Visit the amazing Palatine Chapel in the Palace of the Normans. Outside, there are few clues to its astonishing interior, completely covered in glittering 12th century mosaics. Continue to the Palermo Cathedral which has been altered over the years and observe its unique blend of architectural styles. In the afternoon, there is free time to explore or shop in Palermo or continue sightseeing. In the evening, join your fellow guests and Travel Director at a local restaurant for a dinner of delicious local cuisine and wine.
Day 14: Depart Palermo
Location: Palermo
Meals Included: Breakfast
Your journey draws to an end. Departure transfers arrive at Palermo Falcone–Borsellino Airport.
What's Included
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Accommodation
Stay in comfort at the Radisson Blu GHR in Rome, the Isabella in Sorrento, the Grand Hotel La Chiusa di Chietri in Alberobello, the MH Matera Hotel, and the Hellenia Yachting Hotel & SPA in Taormina, concluding at the NH Palermo.
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Transport
Travel through Italy and Sicily with ease, including a jetfoil cruise to Capri and a ferry crossing the Strait of Messina, ensuring a seamless journey between stunning destinations.
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Meals
Enjoy 13 breakfasts, 2 dinners, and 5 dinners with wine during the tour.
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Guided Tours
Experience guided tours with Local Experts in various locations including Rome, Pompeii, Alberobello, Matera, and Palermo.
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Exclusive Experiences
Enjoy exclusive access to the Basilica of Saint Praxedes during an after-hours visit and follow in the footsteps of gladiators at the Colosseum.
What's Not Included
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Optional Experiences
Optional experiences such as a drive through the national park to Mount Etna or a visit to Syracuse are not included.
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Personal Expenses
Personal expenses such as souvenirs, additional meals, and drinks outside of the included meals are not covered.
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Travel Insurance
Travel insurance is not included and is recommended to be purchased separately.
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Flights
International and domestic flights to and from the tour start and end locations are not included.
Dining Summary
- 2 Dinner (D)
- 13 Breakfast (B)
- 5 Dinner with Wine (DW)
Insight Experiences
- Rome: Enjoy exclusive access to the Basilica of Saint Praxedes during an after-hours visit. This 9th-century basilica’s simple facade guards the world's best-preserved Byzantine mosaics. The history of the church springs to life as you admire the interior’s treasured collection, including Bernini's first sculpture and the renowned mosaics, illuminated for your visit. This once-in-a-lifetime experience is a rare and unforgettable insight into Rome and its religious history.
- Rome: Follow in the footsteps of gladiators for a deeper insight into life in ancient Rome when you enter the Colosseum.
Check out our Q&As
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What unique experiences are included in the tour of Rome?
In Rome, you will enjoy exclusive access to the Basilica of Saint Praxedes during an after-hours visit, where you can admire the world's best-preserved Byzantine mosaics. Additionally, you will follow in the footsteps of gladiators with a guided visit to the Colosseum, gaining deeper insight into life in ancient Rome.
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What activities are available on the island of Capri?
On Capri, you have the option to visit the Gardens of Augustus with a Local Expert to admire views of the Faraglioni Rocks or enjoy a tasting of limoncello, learning about this traditional lemon liqueur.
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How does the tour incorporate sustainable practices?
The tour includes a MAKE TRAVEL MATTER® Experience at Trattoria Terra Madre in Alberobello, where the focus is on sustainability and creating jobs for locals. Additionally, in Grottole, you participate in the Wonder Grottole Project, a regeneration initiative that preserves village life and advances sustainable development goals.
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What can I expect during the visit to Pompeii?
In Pompeii, you will walk with a Local Expert through the cobbled streets of this ancient town, which was frozen in time by the eruption of Mount Vesuvius in A.D. 79, providing a unique glimpse into Roman life.
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What is special about the Trulli of Alberobello?
The Trulli of Alberobello are unique circular structures with conical roofs, built from local limestone without using mortar. They are a UNESCO World Heritage Site, and you will explore them with a Local Expert.
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What historical sites will be visited in Palermo?
In Palermo, you will visit the Palatine Chapel in the Palace of the Normans, known for its 12th-century mosaics, and the Palermo Cathedral, which showcases a blend of architectural styles.
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Can I join the tour once it has departed?
We regret that no refunds can be made for absences from a tour, including experiences such as missed meals or sightseeing.
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How long has the tour company been trading?
Since 1978.
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What Ethical Travel credentials does the tour company have?
Insight Vacations is a founding member of the TreadRight Foundation, a joint initiative created by the brands within The Travel Corporation (TTC) almost 15 years ago to ensure our impact through tourism is positive. Our ethos to #MakeTravelMatter guides our decision-making at every level of our business.
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Will the accommodation included meet local health and safety regulations?
Yes
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Do you operate a “single share” option and how does it work?
You have two options as a solo traveller. Either choose to be matched with a same sex partner for a room share - at no extra cost. Or choose a room of your own with a reduced or even free private room upgrade on select tours.
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What policies are in place for Covid-19?
Please contact us for latest COVID-19 policies
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Apr 19, 2025 - May 02, 2025Saturday - Friday
Jun 14, 2025 - Jun 27, 2025Book with Confidence
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Low Deposit
Insight Vacations requires a minimum deposit of 350 USD per person or the full booking value, whichever is less, with the final balance not due until 90 days before departure.
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Cancellation Policy
We don't charge a cancellation fee, here is a summary of insight vacations charges.
Up to 91 days before tour starts: Forfeit 100% of deposit.
At 90 days before tour starts: Forfeit 50% of booking price.
At 29 days before tour starts: Forfeit 80% of booking price.
At 1 days before tour starts: Forfeit 100% of booking price.
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Terms and Conditions