Country Roads of Southern Italy - Small Group

Country Roads of Southern Italy - Small Group

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9 Days From

$3995

$3915

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Tour Overview

Embark on an unforgettable journey through Southern Italy with the "Country Roads of Southern Italy - Small Group" tour. This cultural adventure begins in the historic city of Rome, where you'll explore ancient treasures with a local expert. Discover the unique Trulli structures in Alberobello and the Sassi cave dwellings in Matera, both UNESCO World Heritage Sites. Experience the vibrant Baroque architecture of Lecce and the ancient streets of Pompeii. Enjoy a taste of local life in Grottole, and indulge in the flavors of Capri with a limoncello tasting. Travel in comfort aboard a luxurious, air-conditioned coach, and stay in charming accommodations that blend modern amenities with local charm. This tour offers a perfect blend of history, culture, and breathtaking landscapes, ensuring a memorable Italian escape. ...more ...less

Choice Highlights

  • Choose between two carefully selected activities
  • Capri: Discover the luxuriant Gardens of Augustus with a Local Expert and admire views of the Faraglioni rocks.
  • Capri: Enjoy a tasting of limoncello and learn the history behind this traditional lemon liqueur.

Top Rated Highlights

  • Rome: Discover ancient treasures of Rome with a passionate local. See Circus Maximus and the Ancient Forum, where Ancient Roman political life and law courts mingled with open-air markets and shops.
  • Alberobello: Led by a Local Expert, 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 Expert, 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.
  • Pompeii: Walk with a Local Expert through the cobbled streets of this ill-fated town, frozen in time since the first century.
  • Capri: Cruise by jetfoil to this famous isle through beautiful blue Mediterranean waters.

Make Travel Matter

Grottole: Participate in the fascinating Wonder Grottole Project. This regeneration initiative works to rehabilitate the abandoned historic center and preserve village life. Your visit advances United Nations Sustainable Development Goal 11: Sustainable Cities and Communities.

Authentic Dining

Alberobello: Learn about local life while savoring a freshly prepared Farm-to-Table meal featuring recipes and flavors typical of the region.

Insight Choice

Capri: Discover the luxuriant Gardens of Augustus with a Local Expert and admire views of the Faraglioni rocks.

Capri: Enjoy a tasting of limoncello and learn the history behind this traditional lemon liqueur.

Itinerary

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Day 1: Welcome to the Eternal City of Rome

Location: Rome

Accommodation Name: Room 007 Select, Rome

Meals Included: Dinner

Welcome to Rome, a glorious city filled with classic antiquities, medieval buildings, Renaissance palaces and Baroque churches. Relax and settle in before joining your Travel Director and getting to know your fellow travelers over a delicious dinner with wine.

Day 2: Vatican City and Rome with a Local

Location: Vatican City, Rome

Accommodation Name: Room 007 Select, Rome

Meals Included: Breakfast

Rome is about art, antiquity, piazzas and palaces. Join a Local Expert for an in-depth experience bringing millennia of history to life. Journey from the Vatican City across the Tiber river to ancient Rome. See the incredible Circus Maximus. Admire the beautifully preserved Arch of Constantine and discover the history, the construction and the legends of the iconic Colosseum on a guided visit. As you stroll with your Local Expert, imagine the gladiatorial battles and roaring spectators around the arena. Later, perhaps continue your exploration of Rome to see the Pantheon and the stunning piazzas and fountains of Rome.

Day 3: Alberobello

Location: Alberobello

Accommodation Name: Grand Hotel La Chiusa di Chietri, Alberobello

Meals Included: Breakfast, Dinner

The brilliant blue of the sky set against the white of the buildings of the southern Italian towns and villages will inspire the mind of any curious traveler. A photographer's paradise around every corner from Field Marigolds in early spring to date palm trees, figs and pomegranates with groves of olive trees for a picture perfect setting. Exploring the southern part of Italy is a chance to enter a world away from the throng of tourists and discover how Italians live and enjoy life. Rub shoulders with UNESCO World Heritage sites and friendly locals who will enchant you with their hospitality.

Day 4: The Trulli of Alberobello

Location: Alberobello

Accommodation Name: Grand Hotel La Chiusa di Chietri, Alberobello

Meals Included: Breakfast

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, built from local limestone and stacked without using mortar. Get up close learning the insights behind these unique structures. Relax this afternoon with your time at leisure or take the opportunity to join an optional experience to explore more of the Puglian countryside and heritage. Later, deepen your discoveries joining an optional experience for a Masseria dinner.

Day 5: Discovering Lecce

Location: Lecce, Gallipoli

Accommodation Name: Grand Hotel La Chiusa di Chietri, Alberobello

Meals Included: Breakfast

Italy will enchant the most curious of travelers. Enjoy a visit with your Local Expert to one of the most beautiful cities of southern Italy, Lecce. The town is often referred to as the Florence of the South due to its dazzling architectural, beautiful Baroque buildings and monuments dating back to Roman times. Amble along its spider's web of streets offering a kaleidoscope mix of long-range vistas and alluring glimpses. Next is the pretty seaside town of Gallipoli where you’ll view the Greek Fountain and medieval castle before making your way to a viewpoint looking out over the Ionian Sea.

Day 6: Journey South to Matera

Location: Matera, Grottole

Accommodation Name: MH Matera Hotel

Meals Included: Breakfast, Dinner

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 reignite the traditional way of living of the area. On this MAKE TRAVEL MATTER® Experience explore the historic old town to learn about the fascinating history of the village. Later, enjoy an aperitif with local snacks helping to preserve the culture. This evening, reflect on your day of discoveries over dinner with your fellow travelers.

Day 7: Pompeii and Sorrento

Location: Pompeii, Sorrento

Accommodation Name: Isabella, Sorrento

Meals Included: Breakfast

Buried in A.D. 79 by the historic eruption of Mount Vesuvius, discover the archaeological site of Pompeii in the region of Campania. Walk with your Local Expert through the cobbled streets to see a city frozen in time. Venture on to the picturesque resort of Sorrento, perched upon the southern cliffs of the Bay of Naples and looking over to Mount Vesuvius.

Day 8: Capri, the Isle of Dreams

Location: Capri

Accommodation Name: Isabella, Sorrento

Meals Included: Breakfast, Dinner

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 9: Depart Sorrento

Location: Sorrento, Rome

Meals Included: Breakfast

This morning, wave goodbye to your fellow travelers as you depart Sorrento on a coach transfer to Rome airport.

What's Included

  • Choice Highlights

    Choose between two carefully selected activities, including discovering the luxuriant Gardens of Augustus with a Local Expert and enjoying a tasting of limoncello in Capri.

  • Top Rated Highlights

    Discover ancient treasures of Rome with a passionate local, cruise by jetfoil to Capri, explore the UNESCO World Heritage Site of Alberobello, visit the famous Sassi of Matera, and walk through the cobbled streets of Pompeii with a Local Expert.

  • Make Travel Matter

    Participate in the Wonder Grottole Project, a regeneration initiative that works to rehabilitate the abandoned historic center and preserve village life.

  • Additional Included Highlights

    Personal radio headsets, hotel and restaurant tips, taxes and porterage charges, luggage handling, Insight Flourish, complimentary coach and hotel Wi-Fi, and scheduled airport transfers are included.

  • Insight Experiences

    Meet Andrea in Grottole for an aperitif and a tour of the village.

  • Well-being

    Enjoy the comfort of Insight's luxurious, air-conditioned, 40-seat coach with double the standard legroom and onboard washroom. Hand sanitizer is freely available on board.

  • Transport

    Travel in style with Insight's luxurious, air-conditioned, 40-seat coach featuring double the standard legroom and onboard washroom, ensuring a comfortable journey throughout Southern Italy.

What's Not Included

  • Optional Experiences

    Optional experiences such as exploring more of the Puglian countryside and heritage or joining a Masseria dinner are not included.

  • Transfers Outside Scheduled Times

    Transfers are not included if your flights are outside the itinerary start and end dates, unless additional nights accommodation are booked with Insight Vacations.

Mode of Transport

Travel in style with Insight's luxurious, air-conditioned, 40-seat coach featuring double the standard legroom and onboard washroom, ensuring a comfortable journey throughout Southern Italy.

Accommodation

Stay in comfort at Room 007 Select in Rome, Grand Hotel La Chiusa di Chietri in Alberobello, MH Matera Hotel in Matera, and Isabella in Sorrento, offering a blend of modern amenities and local charm.

Dining Summary

  • 4 Dinner (D)
  • 8 Breakfast (B)

Additional Included Highlights

  • Personal radio headsets give you the freedom to wander during visits to famous highlights, without missing any of your Local Expert's fascinating commentary.
  • Hotel and restaurant tips are included - you'll never have to worry about how much to give, nor search for foreign currency. We also include all taxes and porterage charges at hotels.
  • 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 an Insight Flourish, which is a local specialty representing the destination.
  • Stay connected with friends and family with our complimentary coach and hotel Wi-Fi (where available).
  • If your arrival and/or departure flights are as per the itinerary start and end dates, then transfers are available at scheduled times. If your flights are outside these times, or you have booked additional nights accommodation with Insight Vacations, you may purchase transfers or make your own way from/to the airport.

Insight Experiences

  • Grottole: Meet Andrea for an aperitif and a tour of the village.

Well-being

  • Enjoy the comfort of Insight's luxurious, air-conditioned, 40-seat coach with double the standard legroom and onboard washroom. Our customized luxury coaches are sanitized before the start of your tour and are maintained to very high standards. Physical distancing measures have been implemented on our customized luxury coaches.
  • Hand sanitizer is freely available on board for you to use throughout the day.

Check out our Q&As

  • What kind of transportation is provided during the tour?

    The tour provides transportation in a luxurious, air-conditioned, 40-seat coach with double the standard legroom and an onboard washroom, ensuring a comfortable journey throughout Southern Italy.

  • What unique experiences are included in the tour?

    The tour includes unique experiences such as participating in the Wonder Grottole Project, a regeneration initiative to preserve village life, and meeting Andrea in Grottole for an aperitif and a tour of the village.

  • Are there any optional experiences available during the tour?

    Yes, there are optional experiences available such as exploring more of the Puglian countryside and heritage or joining a Masseria dinner.

  • What is the focus of the 'Make Travel Matter' experience in Grottole?

    The 'Make Travel Matter' experience in Grottole focuses on exploring the historic old town to learn about the fascinating history of the village and participating in efforts to preserve the traditional way of living in the area.

  • What are the accommodation options during the tour?

    The tour includes stays at Room 007 Select in Rome, Grand Hotel La Chiusa di Chietri in Alberobello, MH Matera Hotel in Matera, and Isabella in Sorrento, offering a blend of modern amenities and local charm.

  • What meals are included in the tour package?

    The tour package includes 4 dinners and 8 breakfasts.

  • Can I join the tour once it has departed?

    We regret that no refunds can be made for absences from a tour, including experiences such as missed meals or sightseeing.

  • How long has the tour company been trading?

    Since 1978.

  • What Ethical Travel credentials does the tour company have?

    Insight Vacations is a founding member of the TreadRight Foundation, a joint initiative created by the brands within The Travel Corporation (TTC) almost 15 years ago to ensure our impact through tourism is positive. Our ethos to #MakeTravelMatter guides our decision-making at every level of our business.

  • Will the accommodation included meet local health and safety regulations?

    Yes

  • Do you operate a “single share” option and how does it work?

    You have two options as a solo traveller. Either choose to be matched with a same sex partner for a room share - at no extra cost. Or choose a room of your own with a reduced or even free private room upgrade on select tours.

  • What policies are in place for Covid-19?

    Please contact us for latest COVID-19 policies

Reviews of this operator

Peggy Lindenborn  

Country Roads of Southern Italy and Sicily

02-Nov-2021

Country Roads of Southern Italy and Sicily is a delightful trip and our travel guides and driver, Enzo, Chris and Greg were amazing and made the trip very memorable. We saw so many places and had great experiences along the way! Thanks to them for such a wonderful vacation.! ...more ...less

Feefo Trusted Reviews
Trusted Customer  

Best of Spain & Portugal

11-Jan-2023

Great itinerary, good pace, tour director was friendly and very knowledgeable and organised. Bus was very spacious and driver was great. Yes would recommend insight to friends and families

Feefo Trusted Reviews
Jacqueline Thornberry  

Scenic Iceland and the Northern Lights

31-Oct-2021

The number is our group was small which meant we got to know each other. Our tour guide, Laura Spiers, was excellent as was our driver. The food was good, and of course everything we saw in Iceland was beautiful and educational.

Feefo Trusted Reviews
Kathryn Ronca  

Enchanting Canyonlands

08-Nov-2021

The trip was fantastic. Everything was well planned and exceeded my expectations. All insight personal were courteous helpful and professional Ann Manual and Kevin were a topnotch team There was attention to every detail and at all times felt safe and always a personal touch to the trip. The motor coach was clean and roomy and there was multiple wipe downs during the day All hotels were top notch and all staff at the hotels and restaurants were helpful and courteous I would recommend this trip as it gave you a fantastic view of the natural wonders of the the West. ...more ...less

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Patrick Ong  

Italian Intermezzo

12-Jan-2023

This trip is absolutely amazing! Worth every Penny! Our Tour guide did not Disappoint.

Feefo Trusted Reviews

1 Select your preferred date

Wednesday - Thursday

Aug 12, 2026 - Aug 20, 2026
$3995 $3915 (USD)

Operator discount: -$80 (USD)

Book with Confidence

  • Low Deposit

    Insight Vacations requires a minimum deposit of 350 USD per person or the full booking value, whichever is less, with the final balance not due until 90 days before departure.

  • Cancellation Policy

    We don't charge a cancellation fee, here is a summary of insight vacations charges.

    Up to 91 days before tour starts: Forfeit 100% of deposit.

    At 90 days before tour starts: Forfeit 50% of booking price.

    At 29 days before tour starts: Forfeit 80% of booking price.

    At 1 days before tour starts: Forfeit 100% of booking price.

Country Roads of Southern Italy - Small Group

9 Days Starting and ending in Rome, Italy

Visiting: Rome, Vatican City, Alberobello, Lecce, Gallipoli, Matera, Grottole, Pompeii, Sorrento, Capri ...more ...less

Tour operator:

Insight Vacations

Tour code:

SE821N26

Guide Type:

Fully Guided

Physical rating:

Low

Tour operated in:

English

Trip Styles:

Small Group

Activities:

Sightseeing

From: $3995 $3915 (USD) Operator discount: -$80

NB: Prices correct on 27-Mar-2025 but subject to change.

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