Country Roads of Southern Italy & Sicily

14 Days Rome to Palermo
Country Roads of Southern Italy & Sicily
Country Roads of Southern Italy & Sicily
Country Roads of Southern Italy & Sicily
Trafalgar
Trip Operated By:
Trafalgar
 (1,795) Reviews
Indulge in Italy’s finest food and views during this 2-week guided tour. In Rome, explore the city on foot with a Local Specialist, uncovering its layers of history and architecture. On Capri, settle into Anacapri and enjoy views across the Bay of Naples towards Mount Vesuvius. In Puglia, explore Alberobello, a UNESCO World Heritage Site known for its whitewashed trulli houses and distinctive conical stone roofs. Savour traditional Apulian cuisine, including seasonal dishes such as orecchiette, a pasta closely associated with the region’s culinary heritage. In Palermo, a historian will guide you read more through the old city, including its cathedral and the Palatine Chapel in the Palace of the Normans, where 12th-century mosaics reveal the city’s rich cultural legacy.
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Trip Length
14 Days
Trip Starts
Rome
Trip Ends
Palermo
8 Trip Reviews
All-Inclusive Level
Accommodation
4 - 5 Star
Budget
Premium
Age Range
5-99 Years
Max. Group Size
40
Guide Style
Fully Guided
Tour Code
E725
Countries Visited:

Itinerary

Welcome to Rome, a glorious city filled with classic antiquities, medieval buildings, Renaissance palaces and baroque churches. Settle in, before meeting your Travel Director. Later today, get to know your fellow travellers over Roman-specialities dinner at a local restaurant.

Accommodation: Radisson Blu GHR, Rome
Included Meals: Dinner

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. Cross the Tiber river to enjoy ancient Rome. Enter the Colosseum and imagine the roar of the spectators as you hear stories of how ancient Romans liked to be entertained.

Accommodation: Radisson Blu GHR, Rome
Included Meals: Breakfast

As you leave the bustling streets of Rome behind, you enter the peaceful charm of the Italian countryside. The roads wind through sun-dappled hills, where fields of golden wheat and rows of olive trees stretch endlessly under a brilliant blue sky. Small villages dot the landscape, their stone houses nestled against rolling hills, offering a glimpse into authentic Italian life and the air carries the scent of wildflowers and citrus groves.

The journey southward reveals itself like a beautiful postcard, with views of the sparkling Mediterranean sea beginning to emerge in the distance. As you approach the bay of Naples, the dramatic cliffs and coastal views unfold, the pastel-coloured buildings perched above the shimmering sea, welcome you to the sun-drenched island of Capri as you cruise by jetfoil.

Accommodation: San Michele, Anacapri
Included Meals: Breakfast

This morning, meet your Local Expert for an orientation walk through the narrow alleyways on the sun-drenched island of Capri. Explore the island 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.

Accommodation: San Michele, Anacapri
Included Meals: Breakfast, Dinner

Start your day in Pompeii, buried in AD 79 by the historic eruption of Mount Vesuvius. Walk with your Local Expert through the cobbled streets to see a city frozen in time. Then venture on to Alberobello.

Accommodation: Grand Hotel La Chiusa di Chietri, Alberobello
Included Meals: Breakfast, Dinner

Join a Local Expert to explore one of Italy's many UNESCO World Heritage Sites — the unique trulli of Alberobello, circular limestone dwellings with domed interiors and distinctive conical roofs, ingeniously built without mortar. You may also opt to join our Local Expert for an exploration of Ostuni, a whitewashed town that echoes the charm of a North African Arab Medina. Stroll through its winding cobbled streets and admire its striking architecture.

In the evening, enjoy a Farm-to-Table dinner, showcasing traditional Apulian dishes made with seasonal produce.

Accommodation: Grand Hotel La Chiusa di Chietri, Alberobello
Included Meals: Breakfast, Dinner

Today is yours to enjoy at leisure or unwind and make the most of the exceptional amenities at your remarkable hotel. You can also choose to discover cliffside Polignano a Mare with a Local Expert, enjoying Adriatic views and a stroll through the historic hometown of Volare singer Domenico Modugno.

Accommodation: Grand Hotel La Chiusa di Chietri, Alberobello
Included Meals: 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 the advocate behind a local initiative dedicated to revitalising the traditional ways of living in the area. 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.

Accommodation: UNAHOTELS MH Matera
Included Meals: Breakfast, Dinner

In the morning, travel 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.

Accommodation: Grande Albergo Maugeri, Acireale
Included Meals: Breakfast, Dinner

Join a Local Expert for a visit to the Greek Theatre of Taormina, graced with the most spectacular of backdrops. Don't miss the chance of an optional drive through the national park to Mount Etna.

Accommodation: Grande Albergo Maugeri, Acireale
Included Meals: Breakfast

Early risers may experience what D.H. Lawrence christened the ‘dawn coast of Europe'. The day is free to explore at your leisure, or to embark on an Optional Experience to Syracuse.

Accommodation: Grande Albergo Maugeri, Acireale
Included Meals: 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.

Accommodation: NH Palermo
Included Meals: 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.

Accommodation: NH Palermo
Included Meals: Breakfast, Dinner

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

Included Meals: Breakfast

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. 
  • Anacapri: Perched atop the cliffs, look out across the Bay of Naples to the mighty Mount Vesuvius.
  • Capri: Cruise by jetfoil to this famous isle through beautiful blue Mediterranean waters.
  • Pompeii: Walk with a Local Specialist through the cobbled streets of this ill-fated town, frozen in time since the first century.
  • Alberobello: Led by a Local Specialist, 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 Specialist, 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.
  • Taormina: Visit Taormina's ancient amphitheatre with your Local Specialist. Carved from honey-coloured stone and set high on the cliff, the theatre frames wide views of the Ionian Sea and the distant rise of Mount Etna through its weathered arches.
  • Agrigento: Explore the Valley of the Temples and its impressive Hellenistic ruins like the well-preserved Temple of Concordia and the clifftop Temple of Juno, overlooking the vast Sicilian landscape.
  • 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 Specialist and admire views of the Faraglioni rocks.
  • Capri: Savour the flavours of the island with a tasting of its renowned limoncello.

  • 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.

  • Air-conditioned, 40-seat coach with double the standard legroom and onboard washroom
  • An expert Travel Director and professional Driver
  • Audio headsets for flexible sightseeing
  • All hotel tips, charges and local taxes
  • 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 a local specialty representing the destination.
  • Complimentary coach and hotel Wi-Fi where available

  • Rome: Savour dinner at a uniquely Roman restaurant, offering a perfect exploration of Lazio's typical flavours.
  • Alberobello: Enjoy a freshly prepared Farm-to-Table meal featuring recipes and flavours typical of the region.
  • Palermo: Experience local customs as you delve into tantalising flavours and rustic dishes served with Sicilian wine.
  • Dining Summary: 7 Dinners (D), 13 Breakfasts (B)

  • Itinerary and inclusions are subject to change
  • Price is for land, cruise and internal flights as specified. Flights not specified are not included
Must-sees to Local Secrets
Must-sees to Local Secrets

You’ll enjoy the icons and hidden gems with a Local Specialist by your side. Read more

Connect with Locals
Connect with Locals

With one on every itinerary, Be My Guest ensures your journey is truly one-of-a-kind, wherever it takes you. Read more

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Stay With Stories

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Trip Reviews (8)

Trafalgar Reviews
Reviews 8 Reviews
Average Rating 4.4 out of 5
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 8 , 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.
Enjoyed everything about this itinerary 4 , QLD, Australia, May 2015
We thoroughly enjoyed everything about this itinerary and the services of Insight Vacations. Our tour director, Anne Kennedy, was outstanding and went beyond the call of duty particularly with the end of tour flights changes from the impact of the Rome airport fire. Roserio, our driver, was amazing and so professional and attentive to customer needs. read more This is only our second tour with Insight Vacations and will no doubt not be our last. This is our first experience with Global Journeys, and the service provided was simple, stress free, timely, and professional. Thank you Michelle.
Exceptional tour 4 , Australia, May 2012
We found the tour chosen was exceptional. The Tour Director and Driver could not do enough to ensure that our tour was enjoyable. When anyone was ill, they both did more than the call of duty. The Coach was clean, passengers had ample leg space as this coach was a 40 seater allowing for more room. The coach was cleaned daily and the driver took a pride read more in his coach. The group was excellent. Would recommend this tour company to anyone anticipating this tour.
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