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2026

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2027

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2028

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Who is travelling?

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From
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US $4,995 per person

Country Roads of Southern Italy and Sicily (Classic)

14 days
From Rome to Palermo
4.5
797 reviews
From
$5,550
-10%
US $4,995 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select Date

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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
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Best price guarantee Learn More

Plan your adventure:
Ancient Wonders
Walk among ruins, temples, and timeless landmarks
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

    Rome
    Meals
    Dinner (Roman specialities dinner at a local restaurant, offering a perfect exploration of Lazio's typical flavours)
    Accommodation
    Hotel (Radisson Blu GHR, Rome)
    Itinerary Image 1
  2. Day 2

    Rome

    Rome
    Meals
    Breakfast
    Accommodation
    Hotel (Radisson Blu GHR, Rome)

    Included Activities

    • Guided walk through Rome's backstreets with a Local Expert
    • Visit to the Colosseum with guided tour
    Landmarks
    Colosseum
    Trevi Fountain
    Pantheon
    Piazza Navona
    Tiber River
  3. Day 3

    Rome to Sorrento

    Rome to Sorrento
    Meals
    Breakfast, Dinner (Southern Italian dinner with new friends, embracing the essence of the region)
    Accommodation
    Hotel (Isabella, Sorrento)

    Included Activities

    • Jetfoil cruise past Capri
    Landmarks
    Capri
    Bay of Naples
    Mount Vesuvius
    Itinerary Image 1
  4. Day 4

    Capri

    Capri
    Meals
    Breakfast
    Accommodation
    Hotel (Isabella, Sorrento)

    Included Activities

    • Orientation walk through Capri's narrow alleyways with a Local Expert

    Optional Activities

    • Guided visit to the Gardens of Augustus with a Local Expert and views of the Faraglioni Rocks
    • Limoncello tasting experience
    Landmarks
    Gardens of Augustus
    Faraglioni Rocks
  5. Day 5

    Pompeii - Alberobello

    Pompeii - Alberobello
    Meals
    Breakfast
    Accommodation
    Hotel (Grand Hotel La Chiusa di Chietri, Alberobello)

    Included Activities

    • Guided walk through Pompeii with a Local Expert
    Landmarks
    Pompeii
    Mount Vesuvius
    Itinerary Image 1
  6. Day 6

    Alberobello

    Alberobello
    Meals
    Breakfast, Dinner (Farm-to-Table dinner featuring recipes and flavours typical of the region)
    Accommodation
    Hotel (Grand Hotel La Chiusa di Chietri, Alberobello)

    Included Activities

    • Guided exploration of the Trulli of Alberobello UNESCO World Heritage Site with a Local Expert
    • Farm-to-Table dinner featuring traditional Apulian dishes made with seasonal produce

    Optional Activities

    • Guided exploration of Ostuni, a whitewashed historic town, with a Local Expert
    Landmarks
    Trulli of Alberobello
    Ostuni
  7. Day 7

    Alberobello

    Alberobello
    Meals
    Breakfast
    Accommodation
    Hotel (Grand Hotel La Chiusa di Chietri, Alberobello)

    Optional Activities

    • Guided exploration of Polignano a Mare with a Local Expert, including Adriatic views and historic town stroll
    Landmarks
    Polignano a Mare
  8. Day 8

    Matera

    Matera
    Meals
    Breakfast
    Accommodation
    Hotel (MH Matera Hotel), Hotel (UNAHOTELS MH Matera)

    Included Activities

    • Guided visit to the Sassi UNESCO World Heritage Site in Matera with a Local Expert
    • Wonder Grottole Project participation in Grottole village, including village exploration and aperitif with local snacks
    Landmarks
    Sassi
    Grottole
    Itinerary Image 1
  9. Day 9

    Strait of Messina - Taormina

    Strait of Messina - Taormina
    Meals
    Breakfast, Dinner (Dine-Around Evening at handpicked selection of local restaurants, each with its own ambience and distinctive cuisine)
    Accommodation
    Hotel (Hellenia Yachting Hotel & SPA), Hotel (Hellenia Yachting, Giardini Naxos)

    Included Activities

    • Ferry crossing of the Strait of Messina
    • Guided visit to the Greek Theater of Taormina with a Local Expert
    • Stroll along Corso Umberto and Piazza IX Aprile
    • Dine-Around evening at a selection of handpicked local restaurants
    Landmarks
    Strait of Messina
    Greek Theater of Taormina
    Corso Umberto
    Piazza IX Aprile
    Mount Etna
  10. Day 10

    Taormina Riviera

    Taormina Riviera
    Meals
    Breakfast
    Accommodation
    Hotel (Hellenia Yachting, Giardini Naxos)

    Optional Activities

    • Optional drive through the national park to Mount Etna, Europe's largest volcano
    Landmarks
    Mount Etna
  11. Day 11

    Taormina Riviera

    Taormina Riviera
    Meals
    Breakfast
    Accommodation
    Hotel (Hellenia Yachting, Giardini Naxos)

    Optional Activities

    • Optional excursion to Syracuse
    Landmarks
    Syracuse
  12. Day 12

    Taormina - Agrigento - Palermo

    Taormina - Agrigento - Palermo
    Meals
    Breakfast
    Accommodation
    Hotel (NH Palermo)

    Included Activities

    • Guided exploration of the Valley of the Temples in Agrigento with a Local Expert
    • Visit to the Temple of Concordia and Temple of Juno
    Landmarks
    Valley of the Temples
    Temple of Concordia
    Temple of Juno
  13. Day 13

    Palermo

    Palermo
    Meals
    Breakfast, Dinner (Local cuisine and wine served at a local restaurant)
    Accommodation
    Hotel (NH Palermo)

    Included Activities

    • Guided historical walk through Palermo's old city with a historian
    • Visit to the Palatine Chapel in the Palace of the Normans
    • Visit to Palermo Cathedral
    • Dinner at a local restaurant with local cuisine and wine

    Optional Activities

    • Independent exploration or shopping in Palermo
    Landmarks
    Palatine Chapel
    Palace of the Normans
    Palermo Cathedral
  14. Day 14

    Palermo

    Palermo
    Meals
    Breakfast
    Landmarks
    Palermo Falcone–Borsellino Airport

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What's Included

Expand All
  • Accommodation
  • Guide
  • Meals
  • Additional Services
  • Transport

What's Not Included

  • Flights
  • Insurance
  • Optional
  • Additional Services

Where You'll Stay

All accommodations are subject to change
Gold Operator
Rating
4.5(797 reviews)
Response time
within 2 days
Response rate
76%
Cancellation policy

Reviews from other tours by Insight Vacations

  • James
    June 2nd, 2026
    Our driver - Maria was an expert! Such a lovely personality, but most of all, we felt safe as we were in challenging...
    Show more
  • Jose
    October 16th, 2025
    ... a well organized and efficiently handled tour, the personnel in charge very professional... both the driver...
    Show more
  • Wendy
    July 4th, 2026
    Guide and driver excellent BUT why are we the customers expected to pay them a hefty “gratuity”? Don’t you- Insight...
    Show more

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Dates & Availability

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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
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Upcoming departures
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Ends on 15 Jul, 2026
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    16 Oct, 2026
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    From Saturday
    10 Oct, 2026
    To Friday
    23 Oct, 2026
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    This departure date is available and will 100% depart
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    US $5,291 per person
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  • Instant Confirmation
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    From Saturday
    10 Apr, 2027
    To Friday
    23 Apr, 2027
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    This departure date is available and will 100% depart
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    US $4,995 per person
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  • Instant Confirmation
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    To Friday
    7 May, 2027
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    From:
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  • Instant Confirmation
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    From Saturday
    8 May, 2027
    To Friday
    21 May, 2027
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    This departure date is available and will 100% depart
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    US $5,486 per person
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  • Instant Confirmation
    From Saturday
    15 May, 2027
    To Friday
    28 May, 2027
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    Filling Fast
    From:
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What our customers ask about this tour

The content in our FAQ section is subject to change.
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  • V

    Vincent

    Asked on August 25th, 2025

    Is there a more detailed itinerary for the "Rome with the Locals" locals day? We have a few extra days in Rome and want to avoid doubling up on the same attractions.

    Tour Details
    • Insight VacationsOperatorWritten August 2025

      The day 2 "Rome with the Locals" schedule includes breakfast at 07:30, followed by a hotel departure at 08:30. Sightseeing with the Local Expert begins at 09:00, including a visit to view the Vatican City. Guests will then have free time for an early lunch and souvenir shopping, before a panoramic drive across Rome at 12:00. At 13:00, the group will enjoy an included visit to the Colosseum, after which non-optional guests will be transferred back to the hotel. Please note that these are approximate timings and may be subject to change based on local conditions or scheduling adjustments. The detailed itinerary, including specific timings, will be through your Travel Director once the tour begins.

Can’t find the answer to your question?
Reach out to the experts at Insight Vacations with your enquiry, they usually respond within 2 days.
From
$5,550
-10%
US $4,995 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select Date

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
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Best price guarantee Learn More

Plan your adventure:

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Good to Know

Tour ID: 283442

  • 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 October 11th, 2026 a full payment is necessary. For tours departing after October 11th, 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