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    Country Roads of Southern Italy and Sicily Tour
    13 nights
    from $6,318* per person twin share
    Save $500* per person, exclusive to TravelManagers. Plus, breakfast daily, guided tours, and more
    Indulge in Italy’s finest food and views during this two-week Insight Vacations 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.
    Your package includes: Package highlights:

    Your package includes:

    Package highlights:

    Your package includes:

    Your package includes:

    • 13 nights accommodation at 4 to 5-star hand-picked, centrally located hotels
    • Breakfast daily
    • 1x lunch with wine, 7 x dinners
    • Guided day tours
    • An expert Travel Director and professional driver
    Package highlights:

    Package highlights:

    • Organic Farm-to-Table meal at Terre Madre Alberobello – MAKE TRAVEL MATTER® experiences
    • Participate in the Wonder Grottole Project – MAKE TRAVEL MATTER® experiences
    • Basilica of Saint Praxedes Visit
    • Visit the Colosseum
    • Visit Sassi di Matera, Trulli of Alberobello, and Agrigento Valley of the Temples
    • Enjoy city tours of Rome, Pompeii, Agrigento, and Syracuse
    Valid for travel
    Tour departs 23 August 2025. Subject to availability. Other departure dates available. Seasonal surcharges may apply. Ask your personal travel manager for a quote.
    Offer expires
    13 Apr 2025 unless sold prior

    Itinerary

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    Day 1

    Rome, Italy

    2025 marks a Jubilee Year, a momentous Roman Catholic event celebrated every 25 years, turning Rome into a centre of celebration between December 24, 2024, and December 31, 2025. 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 meeting your Travel Director and fellow travellers. Tonight, enjoy Roman specialties during dinner at a local restaurant.

    Day 2

    Rome, Italy

    Rome is about art, antiquity, piazzas and palaces, and your 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. Admire the spectacular Trevi Fountain, see the Pantheon, the best-preserved monument from the Roman period. Enjoy a private visit to the Basilica of Saint Praxedes, welcomed by the Rector of the basilica. 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 - Sorrento, Italy

    Start your last day in Rome by joining a tour to explore the incredibly charming and characteristic Roman quarter of Trastevere. It 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. Later, depart for Sorrento.

    Day 4

    Sorrento - Capri - Sorrento, Italy

    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

    Sorrento - Pompeii - Alberobello, Italy

    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

    Alberobello, Italy

    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, Italy

    Today is yours to enjoy at leisure. You may wish 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. Later, unwind and make the most of the exceptional amenities at your remarkable hotel.

    Day 8

    Alberobello - Matera, Italy

    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

    Matera - Taormina, Italy

    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

    Taormina, Italy

    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

    Taormina, Italy

    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

    Taormina - Agrigento - Palermo, Italy

    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, Italy

    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

    Palermo, Italy

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

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    * Conditions

    Advertised prices are per person twin share, correct at time of publication and are subject to availability and change and can be withdrawn or amended at any time without notification due to fluctuations in charges, taxes and currency. Save $500 per person on the following Insight Vacations tours; Country Roads of Southern Italy and Sicily, Best of Spain & Portugal, Spectacular Scandinavia & its Fjords for travel between 01st April 2025 and 31st December 2025. Offer exclusive to TravelManagers valid for bookings made in Australia. Quote: PPTM500IV2025. Offer applies to new bookings only, made between 13th March – 13th April 2025. Prices are per person twin share and are land only. Single supplements apply. Standard Payment Terms apply, unless combined with another promotional offer whereby stricter payment conditions may apply. If guests change to another tour or date not on sale, they are responsible to pay the difference and adhere to different payment conditions. Discounts are subject to availability and may be amended or withdrawn at any time without notice. Savings are subject to change. Blackouts may apply. Savings are combinable with Global Tour Rewards and Multiple Trip Discount. Not combinable with any other discount or promotional offer, unless specified. Further restrictions apply, for full details, please check with your personal travel manager at time of booking. Itineraries are subject to change. Your personal travel manager may charge additional service fees. Other conditions apply. Please view the TravelManagers general terms and conditions here and contact your personal travel manager for more details.

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