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2026

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Country Roads of Southern Italy & Sicily (Small Groups, 15 Days)

15 days
From Rome to Catania
4.5
3 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

    Meals
    Dinner (Welcome Dinner with wine at a local restaurant)

    Included Activities

    • Welcome Dinner with wine at a local restaurant
    Itinerary Image 1Itinerary Image 2
  2. Day 2

    Rome

    Meals
    Breakfast

    Included Activities

    • Guided walk through Rome's backstreets with Local Expert
    • Visit Trevi Fountain
    • Visit Pantheon
    • Free time in Rome

    Optional Activities

    • Guided tour of Trastevere district with Local Expert
    Landmarks
    Trevi Fountain
    Pantheon
    Trastevere
  3. Day 3

    Rome to Alberobello

    Meals
    Breakfast

    Included Activities

    • Vatican Museums visit with Local Expert
    • Sistine Chapel visit
    • St. Peter's Basilica visit
    • Fast Track access to Vatican Museums
    • Bramante Staircase viewing
    Landmarks
    Vatican Museums
    Sistine Chapel
    St. Peter's Basilica
  4. Day 4

    Alberobello

    Meals
    Breakfast, Dinner (Four-course Farm-to-Table Highlight Dinner at Trattoria Terra Madre with home-grown organic and locally sourced seasonal produce)

    Included Activities

    • Guided tour of Trulli of Alberobello UNESCO World Heritage Site with Local Expert
    • Four-course Farm-to-Table Highlight Dinner at Trattoria Terra Madre with locally sourced organic produce
    Landmarks
    Trulli of Alberobello
  5. Day 5

    Alberobello

    Meals
    Breakfast

    Optional Activities

    • Guided tour of Ostuni city with Local Expert, including olive oil tasting at a local Mill
    • Masseria Dinner in Puglia countryside at a traditional fortified farmhouse with regional wines
    Landmarks
    Ostuni
  6. Day 6

    Alberobello to Grottole

    Meals
    Breakfast, Lunch (Light lunch with wine)

    Included Activities

    • Guided exploration of Sassi UNESCO World Heritage Site in Matera with Local Expert
    • Participation in Wonder Grottole project and historic old town exploration
    • Light lunch with wine in Grottole
    Landmarks
    Sassi di Matera
    Itinerary Image 1
  7. Day 7

    Grottole to Sorrento

    Meals
    Breakfast

    Included Activities

    • Guided walk through Pompeii with Local Expert
    Landmarks
    Pompeii
    Mount Vesuvius
    Itinerary Image 1Itinerary Image 2
  8. Day 8

    Sorrento to Capri

    Meals
    Breakfast

    Included Activities

    • Jetfoil cruise to Capri
    • Escorted open-top taxi ride to Capri Town
    • Orientation walk through Capri with Local Expert

    Optional Activities

    • Visit Gardens of Augustus with Local Expert and views of Faraglioni Rocks
    • Limoncello tasting of Capri's traditional lemon liqueur
    Landmarks
    Capri
    Gardens of Augustus
    Faraglioni Rocks
  9. Day 9

    Sorrento to Taormina

    Meals
    Breakfast

    Included Activities

    • Ferry crossing across Strait of Messina
    Landmarks
    Strait of Messina
  10. Day 10

    Taormina

    Meals
    Breakfast

    Included Activities

    • Visit Greek Amphitheatre in Taormina with Local Expert
    • Exploration of Taormina old town
    • Walk along Corso Umberto

    Optional Activities

    • Optional tour through vineyards to Mount Etna
    Landmarks
    Greek Amphitheatre of Taormina
    Mount Etna
    Mount Tauro
    Corso Umberto
    Palazzo Corvaja
    Piazza IX Aprile
  11. Day 11

    Taormina to Palermo

    Meals
    Breakfast

    Included Activities

    • Visit Cefalu Cathedral
    • Visit medieval stone fountain in Cefalu
    • Visit Porta Marina in Cefalu
    Landmarks
    Cefalu Cathedral
    Porta Marina
    Itinerary Image 1
  12. Day 12

    Palermo

    Meals
    Breakfast, Dinner (Dine-Around Evening sampling a variety of local cuisine at selected restaurants)

    Included Activities

    • Free time in Palermo

    Optional Activities

    • Visit Palatine Chapel with Local Expert - 12th-century mosaics
    • Anti-Mafia tour of Palermo with Local Expert
    • Visit Palermo Cathedral
    • Walk through Vucciria market with Local Expert
    • Dine-Around Evening at selected local restaurants
    Landmarks
    Palatine Chapel
    Palermo Cathedral
    Vucciria Market
  13. Day 13

    Palermo to Ragusa

    Meals
    Breakfast

    Included Activities

    • Guided exploration of Valley of the Temples with Local Expert
    • Visit Temple of Concordia
    • Visit Temple of Juno
    Landmarks
    Valley of the Temples
    Temple of Concordia
    Temple of Juno
  14. Day 14

    Ragusa to Catania

    Meals
    Breakfast, Dinner (Dinner with fellow travellers to celebrate time in Sicily)

    Included Activities

    • Guided tour of Paradise Quarry and Ear of Dionysius with Local Expert
    • Visit Greek Theatre in Syracuse
    • Exploration of Old City on Ortygia island
    • Dinner in Catania with fellow travellers
    Landmarks
    Paradise Quarry
    Ear of Dionysius
    Greek Theatre of Syracuse
    Ortygia
  15. Day 15

    Catania Departure

    Meals
    Breakfast
    Landmarks
    Mount Etna
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What's Included

Expand All
  • 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
4.5
(776 reviews)

Number of tours

795

Age Range

5 to 99 years old

Response time

within 1 day

Response rate

68%

When you travel with Insight Vacations every second is magical. You won’t...

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Sustainability Initiatives

Reduce Carbon Emissions

Animal Welfare

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Sustainability Programs

Other

Your Peace of Mind Options

Cancellation Policy

A transparent overview of applicable fees.

Travel Insurance

Be covered for any unforseen circumstances.

Traveler Reviews

4.5
Overall rating based on 3 Reviews
  • Itinerary
    4.5
  • Transport
    5.0
  • Guide
    4.3
  • Accommodation
    4.3
  • Food
    4.3
  • 4.5

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  • A
    October 20th, 2019
    3.5
    We booked this trip with very high intentions as this was not cheap, With the exception of two hotels included in...
    Show more
    Traveled in September 2019
    Reply from: Insight Vacations
    Thank you for sharing your feedback, we are truly disappointed to hear that your experience with Insight Vacations on the Country Roads of Southern Italy and Sicily did not meet the standards you had perhaps hoped for. We will be sure to review your comments with our team to see where possible improvements could be made to better the overall quality of our services. Moreover, we hope to have the opportunity to restore your full faith in our guided holidays in the near future.
    Show more
  • M
    May 4th, 2019
    5
    I had some additional holiday time and would be travelling solo, and decided to choose Insight Vacations to explore...
    Show more
    Traveled in September 2017
    Reply from: Insight Vacations
    It is with great delight to learn about what an amazing time you had on your first Insight Vacations trip. Also, we are extremely proud of our Travel Directors and how much effort they put into making your time on the road as relaxing and seamless as possible. That being said, we are overjoyed to have been given the opportunity to host you and we definitely look forward to discovering more great destinations with you soon.
    Show more
  • J
    December 25th, 2015
    5
    Southern italy is beautiful and seeing it by bus was relaxing and enjoyable. We have not stopped raving about it to...
    Show more
    Traveled in July 2012
Can’t find the answer to your question?
Reach out to the experts at Insight Vacations with your enquiry, they usually respond within 1 day.

No departure dates available

No dates, no problem! Subscribe to our newsletter to receive:

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Plan your adventure:

Good to Know

Tour ID: 255152

  • Currency
    Euro
    Italy
  • Plugs & Adapters

    As a traveler from USA, Canada, England, Australia, New Zealand, South Africa 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 June 8th, 2026 a full payment is necessary. For tours departing after June 8th, 2026, a minimum payment of $200 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

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

2028

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