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Stay · Insight Vacations · 13 nights

Country Roads of Southern Italy and Sicily

  • Dine on traditional Apulian cuisine in a historic trulli house
  • Discover the UNESCO World Heritage Site of Sassi in Matera
  • Enjoy a MAKE TRAVEL MATTER® Experience in the historic village of Grottole
From
$7,538 pp twin share
13 nights
Departs 5 September 2026 Returns 22 October 2027
Duration13 nights
OperatorInsight Vacations
StyleStay
HighlightIndulge in Italy's finest food and views during this 2-week guided tour of Southern Italy and Sicily
Explore ancient Roman sites in Rome with a Local Expert. Cruise to the sun-drenched island of Capri and visit the Gardens of Augustus. Walk through the cobbled streets of Pompeii, frozen in…

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. Dine on traditional Apulian cuisine inside a historic trulli house – iconic to the region with their conical stone roofs. Enjoy seasonal dishes such as orecchiette, a traditional pasta of Puglia, honouring age-old recipes, with a deep connection to their land. 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.

When & how much

Departures & Pricing

Departs
5 September 2026
Returns 22 October 2027
Returns
22 October 2027
Duration
13 nights
From pp twin share
$7,538 pp
  • 05 Sep 2026 - 18 Sep 2026
    from $9,450 pp twin share *
  • 12 Sep 2026 - 25 Sep 2026
    from $9,675 pp twin share *
  • 19 Sep 2026 - 02 Oct 2026
    from $9,695 pp twin share *
  • 03 Oct 2026 - 16 Oct 2026
    from $9,395 pp twin share *
  • 10 Oct 2026 - 23 Oct 2026
    from $7,985.75 pp twin share *
  • 10 Apr 2027 - 23 Apr 2027
    from $7,537.50 pp twin share *
  • 24 Apr 2027 - 07 May 2027
    from $8,495 pp twin share *
  • 08 May 2027 - 21 May 2027
    from $8,235 pp twin share *
  • 15 May 2027 - 28 May 2027
    from $9,150 pp twin share *
  • 29 May 2027 - 11 Jun 2027
    from $9,125 pp twin share *
  • 26 Jun 2027 - 09 Jul 2027
    from $7,645.50 pp twin share *
  • 10 Jul 2027 - 23 Jul 2027
    from $8,495 pp twin share *
  • 07 Aug 2027 - 20 Aug 2027
    from $8,375 pp twin share *
  • 21 Aug 2027 - 03 Sep 2027
    from $8,395 pp twin share *
  • 28 Aug 2027 - 10 Sep 2027
    from $7,555.50 pp twin share *
  • 04 Sep 2027 - 17 Sep 2027
    from $9,275 pp twin share *
  • 11 Sep 2027 - 24 Sep 2027
    from $9,275 pp twin share *
  • 18 Sep 2027 - 01 Oct 2027
    from $9,275 pp twin share *
  • 02 Oct 2027 - 15 Oct 2027
    from $9,295 pp twin share *
  • 09 Oct 2027 - 22 Oct 2027
    from $9,295 pp twin share *

* Prices and category availability are subject to change without notice.

Cabin grades, balcony upgrades and pre-cruise hotel options are quoted on enquiry — call 1300 414 198.

Day by day

Itinerary

  1. 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.

  2. 2

    Rome with the Locals

    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.

  3. 3

    Rome to Sorrento

    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.

  4. 4

    Capri, the Isle of Dreams

    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.

  5. 5

    Pompeii and Alberobello

    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.

  6. 6

    The Trulli of Alberobello

    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 a 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.

  7. 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 Expert, enjoying Adriatic views and a stroll through the historic hometown of Volare singer Domenico Modugno.

  8. 8

    Journey West to Matera

    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.

  9. 9

    To Sicily and the Taormina Riviera

    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.

  10. 10

    Free Time on the Taormina Riviera

    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.

  11. 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.

  12. 12

    Agrigento, the Valley of the Temples and on to Palermo

    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.

  13. 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.

  14. 14

    Depart Palermo

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

What you get for the price

Inclusions & exclusions

What’s included

  • Taormina: Choose from our handpicked selection of local restaurants for your Dine-Around Evening, each with its own ambience and distinctive cuisine.
  • Palermo: Experience local customs as you delve into tantalising flavours and rustic dishes served with Sicilian wine.
  • 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 NA, Italy: 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 Expert through the cobbled streets of this ill-fated town, frozen in time since the first century.
Where you’ll stay

Accommodation

  • Grand Hotel La Chiusa di Chietri, Alberobello
  • Hellenia Yachting, Giardini Naxos
  • Isabella, Sorrento
  • NH Palermo
  • Radisson Blu GHR, Rome
  • UNAHOTELS MH Matera
From the operator

Common questions about this voyage

How long is this journey?
This itinerary runs for 14 days and 13 nights.
When can I travel?
Departures are currently scheduled between 05 Sep 2026 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.
Ready to lock in?

Book this stay

Send us an enquiry and a consultant will be in touch, or call 1300 414 198 for personal help choosing a departure.

Enquire about this stay
Travel at 60 Social Getaways

Travel further when you're not travelling alone

Our Social Getaways are small-group holidays designed especially for over-60s Australians who want the freedom of a great trip without the work of planning every detail. A Travel at 60 host travels with the group, the operator handles the logistics, and you get to focus on the bit that matters — the people, the places, and the stories you'll bring home.

Open to solo travellers too. Many of our travellers book on their own and find their feet quickly in a friendly group of like-minded Australians. Reduced single-supplement options are available on most departures — ask one of our consultants and we'll talk you through what's offered on this trip.

  • A friendly Travel at 60 host — an Australian face on the ground, looking out for the group from day one.
  • Curated local guides & boutique suppliers — the same operators we'd book for our own families.
  • Real itineraries, not whirlwind tours — comfortable transfers, breathing room, and the “off the beaten track” stops the big bus tours skip.

Want to talk it through? Call 1300 414 198 7 days a week, Queensland time, and one of our consultants will walk you through it.

— The team at Travel at 60

A Travel at 60 host with travellers on a Social Getaway
From (twin) $7,538 pp
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