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Country Roads of Southern Italy & Sicily

4.4/5 Based on 8 Reviews No Booking FeesDedicated Travel Advisor
Country Roads of Southern Italy & Sicily
Country Roads of Southern Italy & Sicily
Country Roads of Southern Italy & Sicily
Fully Guided Coach Group Scenic
Our Price From
US$4,575
Save up To $788
Twin Share (Per Person)
 Trip Length
14 Days
 Trip Starts
Rome
 Trip Finishes
Palermo
14 Day Country Roads of Southern Italy & Sicily Itinerary (Insight Vacations)
Countries Explored: Italy, Sicily
Trip Style
Country Roads
Departures
Accommodation
4 - 4.5 Star
Max. Group Size
40
Guide Level
Fully Guided
Trip Code
E725

Overview

Read 8 reviews and enjoy exclusive savings on Insight Vacations 14 Day Country Roads of Southern Italy & Sicily. 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 read more 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.

Itinerary

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. (D) Stay: Radisson Blu GHR, Rome

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. (B)

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. (B/D) Stay: Isabella, Sorrento

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. (B)

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. (B/DW) Stay: Grand Hotel La Chiusa di Chietri, Alberobello

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. (B/DW)

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. (B)

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. (B/DW) Stay: MH Matera Hotel

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. (B/DW) Stay: Hellenia Yachting Hotel & SPA

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. (B)

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. (B)

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. (B) Stay: NH Palermo

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. (B/DW)

Your journey draws to an end. Departure transfers arrive at Palermo Falcone–Borsellino Airport. (B)

Trip Inclusions

  • 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.
  • 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.

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.

  • 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.

  • 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.
  • Dining Summary: 2 Dinners (D), 13 Breakfasts (B), 5 Dinners with Wine (DW)

  • Itinerary and inclusions are subject to change
  • Price is for land, cruise and internal flights as specified. Flights not specified are not included
4.4
Average Rating 4.4 / 5
8 Reviews
5 Star
38%
4 Star
63%
3 Star
2 Star
1 Star
Country Roads of Southern Italy and Sicily 0 , VIC, Australia, May 2025
We enjoyed this tour along the country roads of Southern Italy and Sicily, with a cohesive group of people from the U.S, Canada and Australia. Our tour guide, Mark, was highly rated, as well as the individual local guides. We transferred to Insight this time over Trafalgar in order to upgrade the position of our hotels to more central locations. We read more were most disappointed with hotels placed a distance far away from central locations. We were expecting a higher standard from Insight.
Country Roads of Southern Italy & Sicily 2 , VIC, Australia, May 2024
Thanks to Hannah from Global Journeys for organising the tour for us. You made it easy for us. This is the third trip with Insight and everything was well organised and comfortable with a good Tour Director and Driver in a new spacious coach. This tour showed other parts of Italy/Sicily we have not seen on other Italy tours. Highlights were getting read more to see the history going back to Greece invasion in BC times and Arib influences. Mt Etna is amazing. Would recommend this tour with Insight and Global Journeys for all their help.
Country Roads of Southern Italy 10 , VIC, Australia, Oct 2018
The itinerary of this tour gave a comprehensive coverage of Southern Italy and Sicily that could be achieved comfortably in 14 days. In Rome we particularly enjoyed visiting the Pantheon and then the Sistine Chapel with a taste of other areas of the Vatican Museum. Then south to Puglia via other well-known towns and sites to the area around Alberobello read more with their unique, conicle-roofed houses. The agricultural emphasis in Puglia was an interesting variation to many other areas of Italy. And the history of previous civilisations was showcased throughout our tour and was different as we journeyed along.

From Puglia it was on to Sicily with its evidence of the early habitation by the Moors and Greeks. We appreciated the sightseeing at Taormina, Syracusa and Agrigento as examples. As Sicily had experienced heavy rain, our tour director, Margaret, changed the itinerary enabling us to safely see all our planned sights. Personally, we would have liked to reach the top of Mt Etna; but maybe another day. Margaret also ensured we all enjoyed our tour. The coach was very comfortable and always spotless. Our driver, Massimo with his excellent driving skills, made us feel safe and was always there to provide assistance off the coach as required. Thankyou Margaret and Massimo! This tour was filled with great variety, excellent direction and comes highly recommended.
Southern Italy and Sicily 5 , SA, Australia, Sep 2018
Enjoyed the tour and saw some amazing places and met some great people. Had a few hiccups due to weather and a landslide on the Amalfi Coast and earth tremor in Sicily. Tour director was OK but not as good as ones I have had on other trips.
Great tour 5 , QLD, Australia, May 2016
Thoroughly enjoyed the tour especially Sorrento and the Amalfi Coast, Materas extraordinary 'Sassi' - troglodyte dwellings, the Puglia region including the Trulli of Alberobello and Ostuni with its stark, white-washed buildings, narrow cobbled streets and arched stairways. A highlight was the vist to Maratea and the drive up to the Christ the Redeemer read more Statue, apparently it was the first time the bus has actually driven up there. Then on to Sicily and the Greek theatre at Taormina. At Syracuse we visited the Archaeological Park of Neapolis which was a disappointment as it was quite dirty and overgrown with weeds etc. However the island of Ortigia is definitely worth the visit. Also the optional visit to Mt Etna was also great. Agrigento and the Valley Of The Temples was a favorite, great sights and the local tour guide was brilliant. Palermo was everything we hoped for so much to see and do but not enough time. We stayed an extra 2 days in a B&B in the Old Quarter and had a fantastic time exploring all the alleyways and street food outlets at night.

Accommodation was generally good although the Hilton in Giardini Naxos was a disappointment mainly because it was not in a very central location and appeared to be due for an overhaul. The Grand Hotel La Chiusa Di Chietri, Alberobello was also some distance from the town (approx 6-7kms) however the accommodation was good. The Grand Hotel Di Maratea Pianetamaratea, Maratea although a little dated was great especially for the views and being a slightly older hotel the room was actually one of the larger ones we had. Our tour guide (Chris Beck) was great and very knowledgeable and our driver (Sabatino) was fantastic. The places he maneuvered the coach through were amazing especially through the very narrow streets. What ever he is paid it is no where near enough. (GJ: I'm sure he'd agree! :)
Had a great time 7 , Australia, Aug 2015
Had a great time but tour could have more of the smaller towns included. That way, we would see more of local culture in that region.
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US$6,650
Save $385
Solo (Own Room)
Saturday 29 May 2027 29 May 27 Rome
Friday 11 Jun 2027 11 Jun 27 Palermo
Details
Available Departure
Sign Up Savings
Exclusive Savings
Was: $7,085
US$6,698
Save $387
Solo (Own Room)
Saturday 26 Jun 2027 26 Jun 27 Rome
Friday 09 Jul 2027 09 Jul 27 Palermo
Details
Available Departure
Sign Up Savings
Exclusive Savings
Was: $6,730
US$6,360
Save $370
Solo (Own Room)
Saturday 10 Jul 2027 10 Jul 27 Rome
Friday 23 Jul 2027 23 Jul 27 Palermo
Details
Available Departure
Sign Up Savings
Exclusive Savings
Was: $6,730
US$6,360
Save $370
Solo (Own Room)
Saturday 07 Aug 2027 07 Aug 27 Rome
Friday 20 Aug 2027 20 Aug 27 Palermo
Details
Available Departure
Sign Up Savings
Exclusive Savings
Was: $6,510
US$6,144
Save $366
Solo (Own Room)
Saturday 21 Aug 2027 21 Aug 27 Rome
Friday 03 Sep 2027 03 Sep 27 Palermo
Details
Available Departure
Sign Up Savings
Exclusive Savings
Was: $6,545
US$6,177
Save $368
Solo (Own Room)
Saturday 28 Aug 2027 28 Aug 27 Rome
Friday 10 Sep 2027 10 Sep 27 Palermo
Details
Available Departure
Sign Up Savings
Exclusive Savings
Was: $6,545
US$6,177
Save $368
Solo (Own Room)
Saturday 04 Sep 2027 04 Sep 27 Rome
Friday 17 Sep 2027 17 Sep 27 Palermo
Details
Definite Departure
Sign Up Savings
Exclusive Savings
Was: $7,245
US$6,854
Save $391
Solo (Own Room)
Saturday 11 Sep 2027 11 Sep 27 Rome
Friday 24 Sep 2027 24 Sep 27 Palermo
Details
Definite Departure
Sign Up Savings
Exclusive Savings
Was: $7,245
US$6,854
Save $391
Solo (Own Room)
Saturday 18 Sep 2027 18 Sep 27 Rome
Friday 01 Oct 2027 01 Oct 27 Palermo
Details
Definite Departure
Sign Up Savings
Exclusive Savings
Was: $7,245
US$6,854
Save $391
Solo (Own Room)
Saturday 02 Oct 2027 02 Oct 27 Rome
Friday 15 Oct 2027 15 Oct 27 Palermo
Details
Definite Departure
Sign Up Savings
Exclusive Savings
Was: $7,195
US$6,804
Save $391
Solo (Own Room)
Saturday 09 Oct 2027 09 Oct 27 Rome
Friday 22 Oct 2027 22 Oct 27 Palermo
Details
Available Departure
Sign Up Savings
Exclusive Savings
Was: $7,195
US$6,804
Save $391
Solo (Own Room)
Show more dates...
Note
A definite departure means minimum numbers have been reached for this departure to operate. Your Global Journeys Travel Advisor will check the availability of your departure date when you Inquire. Additional savings may apply. T&C’s apply.
Note
Tour & cruises prices are per person. Prices shown have savings applied, are subject to availability and may be withdrawn at any time without notice. Pricing and trip details are correct at this point in time, however are subject to confirmation at the time of booking and are subject to change by Insight Vacations. For cruise itineraries, cabin images are sourced from the cruise-line and should be treated as indicative only. Cabin inclusions, upholsteries and room layout may differ to the image(s) shown depending on the ship selected and your sailing dates.

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