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Country Roads of Southern Italy (Classic, 9 Days)

9 days
Start and end in Rome
4.5
766 traveler reviews

No departure dates available

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Plan your adventure:
In-depth Cultural
Immerse yourself in rich history and local traditions
Fully Guided
An experienced guide will be with you for the entire tour
Low Intensity
Travelers can expect some light physical activities
Guided in English
Group Size 20 - 40
All Ages Welcome
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Rome

    You'll arrive at Fiumicino Airport and get transferred to your hotel to settle in. After you've had time to freshen up, join your Travel Director and the rest of the group for a welcome dinner with wine at a local restaurant. It's a nice way to meet everyone and get started on your Italian journey.

    Meals
    Dinner (Dinner with Wine at a local restaurant)
    Itinerary Image 1Itinerary Image 2
  2. Day 2

    Rome

    A Local Expert guides you through Rome's major sites. You'll head to the Vatican Museums to see the art collection, then move on to the Sistine Chapel where you can see Michelangelo's ceiling up close. St. Peter's Basilica comes next so you can view the Pieta. After crossing the Tiber River, you'll check out Circus Maximus, the Arch of Constantine, and the Colosseum. The day finishes with time at the Pantheon and some of Rome's well-known piazzas and fountains.

    Meals
    Breakfast

    Included Activities

    • In-depth visit to Vatican Museums
    • Visit to Sistine Chapel
    • Visit to St. Peter's Basilica
    • See Circus Maximus
    • View Arch of Constantine
    • Explore exterior of Colosseum
    • Explore Pantheon
    • Explore Rome's piazzas and fountains
    Landmarks
    Vatican Museums
    Sistine Chapel
    St. Peter's Basilica
    Circus Maximus
    Arch of Constantine
    Colosseum
    Pantheon
  3. Day 3

    Rome to Monopoli

    You'll travel south to Monopoli, a charming waterfront town in Puglia. Your Travel Director gives you an orientation walk to help you get your bearings around town. Then you'll explore the old town on your own, visit the Cathedral of Maria Santissima della Madia, and walk along Cala Batteria and Porto Vecchio beach. You can soak in the local atmosphere with fishermen, cafes, and restaurants lining the streets.

    Meals
    Breakfast

    Included Activities

    • Orientation tour of Monopoli
    • Visit Cathedral of Maria Santissima della Madia
    • Walk along Cala Batteria and Porto Vecchio beach
    Landmarks
    Cathedral of Maria Santissima della Madia
    Porto Vecchio
  4. Day 4

    Monopoli to Alberobello

    A Local Expert takes you through Alberobello, a UNESCO World Heritage Site, to explain the Trulli structures, those distinctive circular buildings with conical roofs made from local limestone and built without mortar. You have the option to visit Ostuni, a white-washed city nearby, or join an optional dinner experience at a local Masseria, a traditional fortified farmhouse.

    Meals
    Breakfast

    Included Activities

    • Visit UNESCO World Heritage Site of Trulli of Alberobello with Local Expert

    Optional Activities

    • Optional Experience to Ostuni
    • Optional Masseria dinner
    Landmarks
    Trulli of Alberobello
    Ostuni
  5. Day 5

    Alberobello to Lecce

    You'll explore Lecce with a Local Expert, a city known for its impressive Baroque architecture and monuments dating back to Roman times, sometimes called the Florence of the South. After wandering through the maze of streets, you'll head to Gallipoli on the coast to see the Greek Fountain and Medieval castle, with views out over the Ionian Sea.

    Meals
    Breakfast

    Included Activities

    • Visit Lecce with Local Expert
    • View Greek Fountain in Gallipoli
    • View Medieval castle in Gallipoli
    • Visit viewpoint over Ionian Sea
    Landmarks
    Lecce
    Greek Fountain Gallipoli
    Gallipoli Medieval Castle
  6. Day 6

    Gallipoli to Matera

    Matera's Sassi district, a UNESCO World Heritage Site, shows you a labyrinth of ancient cave dwellings carved right into solid rock, complete with churches, staircases, and arches. Later you'll visit the small village of Grottole to meet Andrea, who works to preserve traditional local practices. The day includes time in the historic old town and an aperitif with local snacks.

    Meals
    Breakfast, Lunch (Light lunch with wine in Grottole)

    Included Activities

    • In-depth exploration of Sassi UNESCO World Heritage Site with Local Expert
    • Meet Andrea and explore Grottole village
    • Light lunch with wine in Grottole and tour of village
    Landmarks
    Sassi di Matera
    Grottole
    Itinerary Image 1
  7. Day 7

    Matera to Sorrento

    A Local Expert walks you through Pompeii's cobbled streets, the Roman city that was frozen in time after the A.D. 79 eruption of Mount Vesuvius. From there you'll head to Sorrento, a seaside resort town perched on cliffs above the Bay of Naples where you can see Mount Vesuvius across the water.

    Meals
    Breakfast

    Included Activities

    • Walk through Pompeii with Local Expert
    Landmarks
    Pompeii
    Mount Vesuvius
    Itinerary Image 1Itinerary Image 2Itinerary Image 3Itinerary Image 4
  8. Day 8

    Sorrento to Capri

    You'll take a jetfoil across beautiful Mediterranean waters to the island of Capri. A Local Expert meets you there for an orientation walk through the narrow alleyways. You get to choose your experience for the rest of the day, either heading to the Gardens of Augustus to see views over the Faraglioni Rocks, or joining a tasting of limoncello, the famous lemon liqueur produced on the island.

    Meals
    Breakfast

    Included Activities

    • Cruise by jetfoil to Capri
    • Orientation walk through Capri's alleyways with Local Expert

    Optional Activities

    • Visit Gardens of Augustus with Local Expert and view Faraglioni Rocks
    • Limoncello tasting and learn history of traditional lemon liqueur
    Landmarks
    Gardens of Augustus
    Faraglioni Rocks
  9. Day 9

    Capri to Rome

    This morning you'll depart Capri and travel by coach back to Rome airport, wrapping up your Italian tour.

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What's Included

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  • Accommodation
  • Guide
  • Meals
  • Additional Services
  • Transport
  • Free eSIM
    TourRadar offers the lead traveler (the person who booked) a free 1GB eSIM for the trip. The eSIM is redeemable only through the TourRadar app 72 hours before departure.

What's Not Included

  • Flights
  • Insurance
  • Optional
  • Additional Services

Number of tours

791

Age Range

5 to 99 years old

Response time

8 hours

Response rate

100%

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Customer Reviews

  • RANDY
    · September 22nd, 2025
    This was a great tour- tour director was very well organized and knowledgeable. The name might be incorrect- the day we visited Vatican and Coliseum we walked 16,000 steps, the equivalent of 8 miles. Coach and driver were great with nice leg room. Only reason I am not giving it 5 stars is the first hotel- Room 007, Select Veneto in Rome was a very poor choice compared to the 2 wonderful hotels Insight used in Florence and Venice. Unfortunately we had booked a 2 night extension in Rome so were there for 5 nights. Very small rooms, poor front desk experiences and mediocre breakfast.
    Show more
  • John
    · September 20th, 2025
    Great guide, bys driver and itinerary
    Show more
  • Max
    · July 31st, 2024
    Great tour meant lots of friends. Our tour guide was amazing, Funny, very knowledgeable and nice. Our bus driver was great, have no complaints what so ever. The ages we're all the way from kids to 8 to elder
    Show more

Dates & Availability

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2025

Jan
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May
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Sep
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2026

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Jul
Aug
Sep
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2027

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1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Upcoming departures
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  • From Wednesday
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    From:
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  • From Wednesday
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    To Thursday
    23 Jul, 2026
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    To Thursday
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  • From Wednesday
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    To Thursday
    20 Aug, 2026
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    From:
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Good to Know

Tour ID: 255156

  • Currency
    Euro
    Italy
  • Plugs & Adapters

    As a traveler from New Zealand you will need an adaptor for type L.

    Type L
    Italy
  • Visa
    • Unfortunately we cannot offer you a visa application service. Whether you need a visa or not depends on your nationality and where you wish to travel. Assuming your home country does not have a visa agreement with the country you're planning to visit, you will need to apply for a visa in advance of your scheduled departure.
    • Here is an indication for which countries you might need a visa. Please contact the local embassy for help applying for visas to these places.
  • Payment information
    • For any tour departing before March 20th, 2026 a full payment is necessary. For tours departing after March 20th, 2026, a minimum payment of $300 is required to confirm your booking with Insight Vacations. The final payment will be automatically charged to your credit card on the designated due date. The final payment of the remaining balance is required at least 95 days prior to the departure date of your tour. TourRadar never charges you a booking fee and will charge you in the stated currency.
    • Some departure dates and prices may vary and Insight Vacations will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Insight Vacations" tours: Visa, Maestro, Mastercard, American Express or PayPal. TourRadar does NOT charge you an extra fee for using any of these payment methods.
  • Cancellation Policy
  • Accessibility
    Some tours are not suitable for mobility-restricted traveler, however, some operators may be able to accommodate special requests. For any enquiries, you can contact our customer support team, who are ready and waiting to help you.

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2025

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec