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2026

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2028

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Who is travelling?

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Country Roads of Southern Italy and Sicily (Classic)

14 days
From Rome to Palermo
4.5 (800 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

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2026

Jan
Feb
Mar
Apr
May
Jun
Jul
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Sep
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2027

Jan
Feb
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May
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Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
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Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

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Best price guarantee Learn More

Plan your adventure:
City & Culture
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

    Rome
    Meals
    Dinner (Savour dinner at a uniquely Roman 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 Colosseum with stories of ancient Roman entertainment
    Landmarks
    Colosseum
    Trevi Fountain
    Pantheon
    Piazza Navona
  3. Day 3

    Rome to Sorrento

    Rome to Sorrento
    Meals
    Breakfast, Dinner (Embrace the essence of southern Italy at dinner with your new friends)
    Accommodation
    Hotel (Isabella, Sorrento)

    Included Activities

    • Jetfoil cruise by Capri
    Landmarks
    Capri
    Bay of Naples
    Itinerary Image 1
  4. Day 4

    Capri

    Capri
    Meals
    Breakfast
    Accommodation
    Hotel (Isabella, Sorrento)

    Included Activities

    • Orientation walk through Capri's alleyways with Local Expert

    Optional Activities

    • Visit to Gardens of Augustus with Local Expert and views of Faraglioni Rocks
    • Tasting of limoncello
    Landmarks
    Gardens of Augustus
    Faraglioni Rocks
  5. Day 5

    Capri to Pompeii - Alberobello

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

    Included Activities

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

    Alberobello

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

    Included Activities

    • Guided exploration of Trulli of Alberobello with Local Expert

    Optional Activities

    • Guided exploration of Ostuni with 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 discovery of Polignano a Mare with Local Expert
    Landmarks
    Polignano a Mare
  8. Day 8

    Alberobello to Matera

    Alberobello to Matera
    Meals
    Breakfast
    Accommodation
    Hotel (UNAHOTELS MH Matera)

    Included Activities

    • Guided exploration of Sassi with Local Expert
    • Participation in the Wonder Grottole Project with aperitif and local snacks
    Landmarks
    Sassi di Matera
    Grottole
    Itinerary Image 1
  9. Day 9

    Matera to Taormina

    Matera to Taormina
    Meals
    Breakfast, Dinner (Choose from handpicked selection of local restaurants for Dine-Around Evening, each with its own ambience and distinctive cuisine)
    Accommodation
    Hotel (Hellenia Yachting, Giardini Naxos)

    Included Activities

    • Ferry crossing across Strait of Messina
    • Visit to Greek Theater of Taormina with Local Expert
    • Stroll along Corso Umberto and Piazza IX Aprile

    Optional Activities

    • Dine-Around evening at specially selected restaurants
    Landmarks
    Greek Theater of Taormina
    Corso Umberto
    Piazza IX Aprile
    Mount Etna
    Strait of Messina
  10. Day 10

    Taormina

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

    Optional Activities

    • Optional drive through national park to Mount Etna
    Landmarks
    Mount Etna
  11. Day 11

    Taormina

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

    Optional Activities

    • Optional Experience to Syracuse
    Landmarks
    Syracuse
  12. Day 12

    Taormina to Palermo

    Taormina to Palermo
    Meals
    Breakfast
    Accommodation
    Hotel (NH Palermo)

    Included Activities

    • Guided exploration of Valley of the Temples with Local Expert
    Landmarks
    Valley of the Temples
    Temple of Concordia
    Temple of Juno
  13. Day 13

    Palermo

    Palermo
    Meals
    Breakfast, Dinner (Experience local customs as you delve into tantalising flavours and rustic dishes served with Sicilian wine)
    Accommodation
    Hotel (NH Palermo)

    Included Activities

    • Guided walk with historian through old city gems
    • Visit to Palatine Chapel in Palace of the Normans
    • Visit to Palermo Cathedral
    Landmarks
    Palatine Chapel
    Palace of the Normans
    Palermo Cathedral
  14. Day 14

    Palermo

    Palermo

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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 (800 reviews)
Response time
within 1 day
Response rate
84%
Cancellation policy

Reviews from other tours by Insight Vacations

  • James5.0June 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
  • Jose4.0October 2025
    ... a well organized and efficiently handled tour, the personnel in charge very professional... both the driver...
    Show more
  • Leonard5.0August 2026
    Led by Greg
    Tour was Costsaver -Highlights of Scandanavia. Excellent TD prepared, fun, involved with clients . Highly recommended.

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Dates & Availability

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2026

Jan
Feb
Mar
Apr
May
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Sep
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2027

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Feb
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Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
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Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
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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 1 day.
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

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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 November 28th, 2026 a full payment is necessary. For tours departing after November 28th, 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
  • Insurance

    Our travel protection from our award-winning partner, XCover, means you and your travel companions can book with peace of mind knowing there’s protection available in case your trip doesn’t go to plan. At checkout you will be able to select between different options in case you or the tour are eligible for insurance. In case no option is available, you are always able to purchase travel insurance outside of TourRadar.

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  • 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