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Country Roads of Southern Italy & Sicily - Classic Group
From US$4,766 /person
Twin room
Limited Time Special (select departures)

Country Roads of Southern Italy & Sicily - Classic Group

Operated by: Insight Vacations
Book up until  
Overview
14 days
11 places
2 countries
5+ yrs
From
US$4,766 /person
Was US$5,295
Twin room
Call 888 337 2083
About the Tour
Your tour takes you to:
Rome
Vatican City
Rome
Sorrento
Capri
Sorrento
Alberobello
Pompeii
Sorrento
Alberobello
Matera
Taormina
Giardini Naxos
Palermo
Agrigento
Palermo

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, honoring 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.

Overview
14 days
11 places
2 countries
5+ yrs
From
US$4,766 /person
Was US$5,295
Twin room
Call 888 337 2083
Choose a tour option
Itinerary & map
What you'll see
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 travelers over Roman-specialties dinner at a local restaurant.

Inclusions
Radisson Blu GHR, Rome
Dinner
Vatican City, 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. 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.

Inclusions
Radisson Blu GHR, Rome
Breakfast
Rome, 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 beginning to emerge in the distance. As you approach Sorrento, the dramatic cliffs and coastal views unfold, the town’s pastel-colored buildings perched above the shimmering sea, welcoming you to this idyllic coastal paradise.

Inclusions
Isabella, Sorrento
Breakfast
Capri, 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.

Inclusions
Isabella, Sorrento
Breakfast and Dinner
Alberobello, Pompeii, Sorrento

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.

Inclusions
Grand Hotel La Chiusa di Chietri, Alberobello
Breakfast and Dinner
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 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.

Inclusions
Grand Hotel La Chiusa di Chietri, Alberobello
Breakfast and Dinner
Alberobello

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.

Inclusions
Grand Hotel La Chiusa di Chietri, Alberobello
Breakfast
Alberobello, 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 recognize 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.

Inclusions
UNAHOTELS MH Matera
Breakfast and Dinner
Matera, Taormina, Giardini Naxos

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.

Inclusions
Hellenia Yachting, Giardini Naxos
Breakfast and Dinner
Giardini Naxos

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.

Inclusions
Hellenia Yachting, Giardini Naxos
Breakfast
Giardini Naxos

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.

Inclusions
Hellenia Yachting, Giardini Naxos
Breakfast
Giardini Naxos, Palermo, Agrigento

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.

Inclusions
Federico II Central Palace, Palermo
Breakfast
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.

Inclusions
Federico II Central Palace, Palermo
Breakfast and Dinner
Palermo

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

Inclusions
Breakfast
Dates & pricing
Apr 11, 2026
Saturday
Apr 24, 2026
Friday
From
US$5,595 /person
Twin room
Apr 25, 2026
Saturday
May 8, 2026
Friday
From
US$5,795 /person
Twin room
May 2, 2026
Saturday
May 15, 2026
Friday
Limited Time Special
From
US$5,216 /person
Was US$5,795
Twin room
May 9, 2026
Saturday
May 22, 2026
Friday
From
US$5,995 /person
Twin room
May 16, 2026
Saturday
May 29, 2026
Friday
Limited Time Special
From
US$5,216 /person
Was US$5,795
Twin room
May 23, 2026
Saturday
Jun 5, 2026
Friday
Limited Time Special
From
US$5,216 /person
Was US$5,795
Twin room
2026
2027
Things to know

Update 19 December 2024: Amendments & Cancellations section updated, please see below.

Please note, our 7-Day Change of Mind ‘No Questions Asked’ Refund Guarantee and Date Change policy does not apply to Tours

  • All deposits, service fee, and payments are non-refundable.
  • Where Luxury Escapes Tours may allow a cancellation for credit due to exceptional circumstances (and at its sole discretion) and where a cancellation/credit is not otherwise permitted, an additional service fee above and beyond the existing fees in the agreed payment schedules applies for A$300 per person will apply.
  • For Trusted Partner operated tours, additional fees may apply.

Date Changes

  • Changes can be made on request by contacting the Tours Concierge Team at tours@luxuryescapes.com.
  • Tours pricing is dynamic and can change at any time.
  • Additional fees and fare difference may apply.
  • Changes are not permitted after your final payment date.
  • For Trusted Partner operated tours, additional fees may apply.
  • Date change conditions listed above do not apply to flights or pre- and post-tour accommodation booked with us. Flight fulfilment and changes are governed by the airline(s) selected at the time of booking. For your air travel, you are bound by the terms and conditions and fare rules of the selected airline(s). For pre- and post-tour accommodation, these reservations are not directly linked to your tour and may require a separate cost to change, as stated in your ‘My Escapes.’

Itinerary Amendments & Changes

  • Occasionally our itineraries are updated prior to departure. This may be to accommodate changes in weather, public holidays, common seasonal changes to timetables and transport routes, and unforeseen circumstances.
  • In the event of a change in itinerary (for safety reasons or due to events outside of our control) that results in cancellation or change fees toward flights (or other parts of your travel) we will notify you as soon as practicable.
  • You will be responsible for any associated costs or will otherwise have the right to a refund (less any costs incurred or paid to third parties).

Surcharges

  • After completing your booking, your tour cost may be subject to additional surcharges due to factors beyond the control of Luxury Escapes.
  • Where the cost of delivering your selected tour materially increases between the time of purchase and delivery, we reserve the right to increase the balance due. Increases may be in relation to, but not limited to, currency fluctuations, taxes, airfares, fuel surcharges, tour costs or government changes due to health and safety restrictions. A material increase will be considered one in excess of 10% of the package price.

Fine Print and package inclusions are accurate at the time of purchase and not subject to change, unless updates or corrections are specifically noted in the latest Fine Print with a timestamp. Please check the Fine Print prior to departure for any updates.

We reserve the right to modify prices for marketing and commercial reasons. Please note that full terms and conditions apply. Refer to website’s terms and conditions.

  • Date changes can be made on request by contacting us via phone or email. Prices and spaces on the tour and are subject to availability.

For all new bookings, if you can’t travel as a direct result of border closures or Government-imposed travel restrictions that directly impact your booking, Luxury Escapes will:

  • allow you to change the dates of your tour
  • offer you a credit for another tour, cruise or accommodation offer, less any third-party costs that Luxury Escapes can’t recover (including from airlines and tour providers), or
  • refund the full value of your tour, less any third-party costs that Luxury Escapes can’t recover (including from airlines and tour providers)

Package inclusions are correct at the time of purchase, and are outlined in more detail in the “Highlights and Inclusions” section, as well as in the itinerary. Refer to your booking confirmation for details.

  • If transfers are included in your package, please note that these are only available on the first and last day of your tour. Arrival and departure transfers are included between the hours of 6am and 6pm only. If you arrive outside these hours a supplement may apply. Please contact our trusted, third-party tour partner for further information.
  • If booking a Twin Share package, transfers are based on two people sharing the one vehicle. If you are arriving on different flights at different times, a supplement will be charged for two separate vehicles
  • Flight details must be advised as per our trusted third-party tour partner’s requirements. Failure to provide your confirmed flight details within the time period specified by our trusted, third-party tour partner may result in forfeiting your transfer.

Any items and matters not referred to above, including, airfares to and from your destination, air-related taxes and fees (except where specified); additional fees charged by airlines such as checked and/or excess baggage, seat selections and any other services; passport and visa fees; insurances of all kinds; tips/gratuities to Travel Directors, Local Guides, Motorcoach Drivers and other ; laundry; phone calls; minibar; drinks and meals not detailed in the itinerary; and all items of a personal nature.

  1. International Flights (either side of tour)
  • Flights are not included in your package and must be purchased separately. It is your responsibility to make your own travel arrangements and ensure that you arrive in your tour’s start destination on your chosen tour start date. Please ensure you allow for travelling time, and please do NOT book your flights until your tour is confirmed. We are happy to assist you in arranging your flights, either via our website at http://luxuryescapes.com/flights or via our contact centre.
  1. Visas
  • A visa may be required. It is the traveller’s responsibility to ensure they’re holding a current visa for the countries they’re visiting. If the traveller is on a non-Australian passport, a valid re-entry visa may be required.
  • Important: Please start arranging your visa at least 12 weeks prior to departure to account for any delays due to consulate operating hours and processing time.
  • A valid passport with a minimum validity of 6 months beyond your return travel date is required for all passengers (including children and infants).
  • When travelling within Australia, please check current state/territory border entry requirements to ensure you’re eligible to travel and have completed any required permits or passes.
  1. Personal Expenses
  • Optional activities and day tours are not included in your tour package, nor are meals and drinks not stated in the itinerary.
  1. Tipping & Gratuities
  • Tipping and gratuities are included for the services included in your trip, but are not included for your Motorcoach Driver and (where applicable) your Trip Manager, Wellbeing Director, Local Hosts or Local Guides. These are at your own discretion, and should be extended on a voluntary basis at the end of your journey. As a guide, approximately A$5 – A$10 per person, per day, is the industry standard.
  1. Travel Insurance
  • Travel insurance is strongly recommended. Luxury Escapes recommends purchasing travel insurance as soon as possible after purchasing this package.
  • Luxury Escapes can assist you in purchasing travel insurance through our preferred provider. Please enquire for further information and to see if our policy is suitable for you.
  • COVID-19 requirements vary from country to country and region to region and you may be required to be fully vaccinated and provide evidence of vaccination. Evidence of negative COVID tests may also be required. Airlines and other transport providers may also have separate requirements. It is your responsibility to ensure that you comply at all times with these requirements. No refunds will be given if you are unable to undertake some or all of your holiday due to your failure to comply with these requirements. You will be responsible for any resulting additional costs including travel and accommodation.
  • Travellers are advised to check the vaccine requirements for their trip with their local health professional at least 45 days prior to departure, as some vaccines require 30 days or more to be effective. Please check with your health professional that you hold the appropriate vaccination entry requirements for your destination.
  • By purchasing this tour, you acknowledge the Covid-19 Health & Safety advice as shown https://le-prod-public-press-releases.s3-ap-southeast-2.amazonaws.com/20210224/le-covid19-health-and-safety-acknowledgement.pdf.
  • Guests may be required to provide evidence of proof of vaccination against Covid-19 from our ground operator prior to departure. You may be asked to upload your proof of vaccination to the operator’s brand portal prior to departure.
  • Guests may be required to provide evidence of proof of vaccination against Covid-19 from our ground operator prior to departure. You may be asked to upload your proof of vaccination to the operator’s brand portal prior to departure.
  • Important: The hotel, transportation and/or destination you are travelling to may have health, insurance and vaccination requirements in place. Please ensure you stay up to date with any requirements prior to your departure.
  • Travellers acknowledge that they are required to have a good level of health and fitness to undertake the activities in this tour. Further, travellers acknowledge and agree that neither Luxury Escapes nor the tour provider will be able to provide medical or other assistance in the event that they are unable to complete any aspect of the tour as a result of their health or physical condition (nor is Luxury Escapes or the tour provider liable for any loss, damage, expense, injury or death arising from such).
  • In most cases the tour operator can cater for special dietary requirements but please note that on occasion, this may not be possible due to location, lack of availability of ingredients, and other extenuating circumstances. It is always advised to carry supplies with you.
  • Any dietary requirements must be received by the tour operator at least 30 days prior to your scheduled departure date. Failure to provide these details by this date may result in an inability to cater for your requirements.
  • Any prices quoted exclude specific costs/measures that may be introduced at a later stage as a result of Government changes due to Covid-19 health and safety restrictions. Our trusted third-party suppliers will inform guests of these changes as soon as possible.
  • Luxury Escapes reserves the right to modify prices for marketing and commercial reasons. The supplier reserves the right to cancel or alter tour itineraries as deemed necessary. Tour operation or alterations to itineraries may occur due to road or weather conditions, strikes, public holidays, accommodation availability and/or other factors. Accommodation will be of a similar or better standard if a change is required.
Frequently Asked Questions
  • For more than 40 years, we have delighted our loyal travellers with all the sights and the insights, up close and personal, in comfort and in style. We are renowned for our smaller groups, our specially designed, customised luxury coaches with twice the legroom and twice the view, and our brilliant collection of more than 70 authentic and unique Insight Experiences, our deliciously authentic dining options, and the way we stay in style. We are committed to supporting initiatives which protect the people, planet, and wildlife so they remain vibrant for generations to come.
  • Stay in style - We take the greatest possible care in choosing highly rated 4.5+ star hotels with excellent style, location, and service. We want you to love your home away from home.
  • With more 2- and 3-night stays than any other operator, Insight gives you the time to spread out, relax and not have to pack and unpack each day. You have time to enjoy your fine hotel and all the exciting shopping, dining, entertainment, and cultural options that await just outside its doors. Great food is at the heart of every journey. From thoughtful vegetarian options to seasonal specialties in amazing locations, you will sip, savour, and sense the local flair at every meal. Meet fascinating people and step into their homes and their lives. Learn about history and pioneering projects, take a cooking class or learn to dance with over 100 included Insight Experiences. Travel in style with more personal space - Your Insight coach is uniquely customised for extra space. Sit high above the traffic with unobstructed views and enjoy twice the legroom and personal space of a regular coach.
  • From the moment you arrive, our talented people are there to welcome you and ensure that you enjoy your guided holiday to the fullest. Your 'travelling concierge' lives in the destination and is with you all the way, a friendly face in a foreign land and a great travelling companion. They're exceptionally experienced, well-organised, knowledgeable and at the pinnacle of their careers. They make everything run smoothly and take time out to help you with your specific priorities and interests.
  • We are renowned for our smaller groups, and our specially designed, customised luxury coaches with twice the legroom and twice the view. We now give you the option to travel in your preferred group size. Classic group tours feature a maximum of 40 guests, small group tours have no more than 24 guests, while private groups have a cap of just 12 guests. Please contact us to enquire about private tours.
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