Country Roads of Southern Italy and Sicily
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 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.
- 10 Apr 2027 – 23 Apr 2027
from $9,025 pp twin share * - 24 Apr 2027 – 07 May 2027
from $9,025 pp twin share * - 01 May 2027 – 14 May 2027
from $9,025 pp twin share * - 08 May 2027 – 21 May 2027
from $8,875 pp twin share * - 15 May 2027 – 28 May 2027
from $8,875 pp twin share * - 29 May 2027 – 11 Jun 2027
from $8,875 pp twin share * - 26 Jun 2027 – 09 Jul 2027
from $8,750 pp twin share * - 10 Jul 2027 – 23 Jul 2027
from $8,695 pp twin share * - 07 Aug 2027 – 20 Aug 2027
from $7,995 pp twin share * - 21 Aug 2027 – 03 Sep 2027
from $7,995 pp twin share * - 28 Aug 2027 – 10 Sep 2027
from $8,050 pp twin share * - 04 Sep 2027 – 17 Sep 2027
from $9,450 pp twin share * - 11 Sep 2027 – 24 Sep 2027
from $9,450 pp twin share * - 18 Sep 2027 – 01 Oct 2027
from $9,450 pp twin share * - 25 Sep 2027 – 08 Oct 2027
from $9,450 pp twin share * - 02 Oct 2027 – 15 Oct 2027
from $9,450 pp twin share * - 09 Oct 2027 – 22 Oct 2027
from $9,275 pp twin share *
* Prices and category availability are subject to change without notice.
Itinerary
Day 1 – Welcome to the Eternal City of Rome
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.
Day 2 – Rome with the Locals
Rome is about art, antiquity, piazzas and palaces, and our guided walk with a Local Specialist 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.
Day 3 – Rome to Capri
The journey south brings you to Pompeii Archaeological Park, where your Local Specialist reveals a Roman city preserved beneath the ash of Mount Vesuvius since A.D. 79. Walk streets once lined with homes, shops and public buildings, gaining a vivid picture of everyday life almost 2,000 years ago. Continue to the Bay of Naples and cross to Capri, approaching the island by sea as its limestone cliffs rise from the water. From here, make your way to Anacapri, set high above the coastline, where you’ll settle in for the evening and enjoy dinner.
Day 4 – Capri, the Isle of Dreams
Begin the day discovering Capri Town with your Local Specialist before exploring further with your choice experience. Visit the Gardens of Augustus, where terraces overlook the Faraglioni, Capri’s three limestone sea stacks, and see Via Krupp, the remarkable switchback path carved into the cliffs in the early 20th century. Alternatively, enjoy a limoncello tasting in the Piazzetta and learn why the island’s intensely fragrant lemons are so prized. Later, you may choose to join an Optional Experience cruising the Amalfi Coast and visiting Positano.
Day 5 – Pompeii and Alberobello
Capri gives way to the landscapes of southern Italy as you travel towards Puglia, where olive groves, whitewashed towns and dry-stone walls define the countryside. Your destination is Alberobello, known for its extraordinary trulli: traditional limestone houses with conical roofs unique to this part of the region. Wander through the town’s narrow streets to see these distinctive homes up close and learn why Alberobello has been recognised as a UNESCO World Heritage Site.
Day 6 – The Trulli of Alberobello
Join a Local Specialist 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 Specialist 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.
Day 7 – Alberobello at Leisure
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 Specialist, enjoying Adriatic views and a stroll through the historic hometown of Volare singer Domenico Modugno.
Day 8 – Journey West to Matera
Visit Matera with a Local Specialist 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.
Day 9 – To Sicily: Acireale
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.
Day 10 – Taormina
Join a Local Specialist 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.
Day 11 – A New Dawn in Sicily
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.
Day 12 – Agrigento, the Valley of the Temples and on to Palermo
Drive to Agrigento and explore the Valley of the Temples with a Local Specialist. 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
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
Your journey draws to an end. Departure transfers arrive at Palermo Falcone–Borsellino Airport.
Highlights
- Air-conditioned coach with double legroom and onboard washroom
- Expert Travel Director, professional driver and bag delivery included
- Audio headsets for flexible sightseeing throughout the tour
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 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.
Inclusions
- 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.
FAQs
- Grand Hotel La Chiusa di Chietri, Alberobello
- Grande Albergo Maugeri, Acireale
- NH Palermo
- Radisson Blu GHR, Rome
- San Michele, Anacapri
- UNAHOTELS MH Matera
How long is this journey?
This itinerary runs for 14 days and 13 nights.
When can I travel?
Departures are currently scheduled between 10 Apr 2027 and 22 Oct 2027, subject to live availability.
Are there different departure options?
Yes, multiple departures may be available depending on your preferred travel period.
Are discounts available?
Seasonal or loyalty discounts may be available on selected departures at the time of enquiry.
What is generally included?
Inclusions typically cover guided touring and selected experiences, with exact details listed in the itinerary.
Provided by: Trafalgar ToursFine Print
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