Country Roads of Southern Italy & Sicily - Small Group

Country Roads of Southern Italy & Sicily - Small Group

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14 Days From

$5825

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:

Insight Vacations

Guide Type:

Fully Guided

Physical rating:

Low

Tour operated in:

English

Trip Styles:

Small Group

Activities:

Boat/Cruise Excursion

From: $5825

NB: Prices correct on 22-Dec-2024 but subject to change.

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.

Choice Highlights

  • Choose between two carefully selected activities
  • Capri: Discover the luxuriant Gardens of Augustus with a Local Expert and admire views of the Faraglioni rocks.
  • Capri: Enjoy a tasting of limoncello and learn the history behind this traditional lemon liqueur.

Top Rated 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.
  • Agrigento: Admire magnificent Hellenistic remains in the Valley of the Temples, such as the massive Temple of Concord and clifftop Temple of Juno.
  • Palermo: Discover the Sicilian capital with your Local Expert. See Pretoria Square and the 16th century fountain. View the composite architectural styles of the Palermo Cathedral and visit the Palatine Chapel.

Make Travel Matter

Alberobello: Dine at Trattoria Terra Madre, where owner Alessandro and his nonna have built a restaurant that focuses on sustainability and creating jobs for locals. Everything is grown organically and harvested on site, and excess produce is donated to their community. The restaurant sources their produce locally, implements a strategy to reduce their food waste and promotes sustainable agricultural practices. Trattoria Terra Madre, advances UN Sustainable Development Goal 12: Responsible Consumption & Production.

Grottole: Participate in the fascinating Wonder Grottole Project. This regeneration initiative works to rehabilitate the abandoned historic centre and preserve village life. Your visit advances United Nations Sustainable Development Goal 11: Sustainable Cities and Communities.

Authentic Dining

Rome: Savour dinner at a uniquely Roman restaurant, offering a perfect exploration of Lazio's typical flavours.

Palermo: Experience local customs as you delve into tantalising flavours and rustic dishes served with local wine.

Insight Choice

Capri: Discover the luxuriant Gardens of Augustus with a Local Expert and admire views of the Faraglioni rocks.

Capri: Enjoy a tasting of limoncello and learn the history behind this traditional lemon liqueur.

Places You'll See

The Colosseum, Rome

Itinerary

Expand All

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

simone agosta

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

  • 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.

  • 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.

  • Meals

    Enjoy 13 breakfasts, 2 dinners, and 5 dinners with wine during the tour.

  • Guided Tours

    Experience guided tours with Local Experts in various locations including Rome, Pompeii, Alberobello, Matera, and Palermo.

  • 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

  • Optional Experiences

    Optional experiences such as a drive through the national park to Mount Etna or a visit to Syracuse are not included.

  • Personal Expenses

    Personal expenses such as souvenirs, additional meals, and drinks outside of the included meals are not covered.

  • Travel Insurance

    Travel insurance is not included and is recommended to be purchased separately.

  • 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

  • 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.

  • 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.

  • 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.

  • 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.

  • 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.

  • 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.

  • 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.

  • How long has the tour company been trading?

    Since 1978.

  • 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.

  • Will the accommodation included meet local health and safety regulations?

    Yes

  • 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.

  • What policies are in place for Covid-19?

    Please contact us for latest COVID-19 policies

Reviews of this operator

Peggy Lindenborn  

Country Roads of Southern Italy and Sicily

02-Nov-2021

Country Roads of Southern Italy and Sicily is a delightful trip and our travel guides and driver, Enzo, Chris and Greg were amazing and made the trip very memorable. We saw so many places and had great experiences along the way! Thanks to them for such a wonderful vacation.!

Feefo Trusted Reviews
Trusted Customer  

Best of Spain & Portugal

11-Jan-2023

Great itinerary, good pace, tour director was friendly and very knowledgeable and organised. Bus was very spacious and driver was great. Yes would recommend insight to friends and families

Feefo Trusted Reviews
Jacqueline Thornberry  

Scenic Iceland and the Northern Lights

31-Oct-2021

The number is our group was small which meant we got to know each other. Our tour guide, Laura Spiers, was excellent as was our driver. The food was good, and of course everything we saw in Iceland was beautiful and educational.

Feefo Trusted Reviews
Kathryn Ronca  

Enchanting Canyonlands

08-Nov-2021

The trip was fantastic. Everything was well planned and exceeded my expectations. All insight personal were courteous helpful and professional Ann Manual and Kevin were a topnotch team There was attention to every detail and at all times felt safe and always a personal touch to the trip. The motor coach was clean and roomy and there was multiple wipe downs during the day All hotels were top notch and all staff at the hotels and restaurants were helpful and courteous I would recommend this trip as it gave you a fantastic view of the natural wonders of the the West.

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Patrick Ong  

Italian Intermezzo

12-Jan-2023

This trip is absolutely amazing! Worth every Penny! Our Tour guide did not Disappoint.

Feefo Trusted Reviews

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1 Select your preferred date

Saturday - Friday

Apr 19, 2025 - May 02, 2025
$5825

Saturday - Friday

Jun 14, 2025 - Jun 27, 2025
$5845
Prices last published on 22-Dec-2024

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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.

  • 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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