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2026

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2027

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2028

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Who is travelling?

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

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From
$5,375
US $4,730 per person

Country Roads of Southern Italy and Sicily (Classic)

14 days
From Rome to Palermo
4.5
783 traveler reviews
From
$5,375
-12%
US $4,730 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
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Apr
May
Jun
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Aug
Sep
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2027

Jan
Feb
Mar
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May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

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

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

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Plan your adventure:
Explorer
Curated to ignite your sense of adventure
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 (Roman-specialities dinner at a local restaurant, offering a perfect exploration of Lazio's typical flavours)
    Accommodation
    Hotel (Radisson Blu GHR, Rome)

    Included Activities

    • Dinner at a local Roman restaurant
    Itinerary Image 1
  2. Day 2

    Rome

    Meals
    Breakfast
    Accommodation
    Hotel (Radisson Blu GHR, Rome)

    Included Activities

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

    Rome to Sorrento

    Meals
    Breakfast
    Accommodation
    Hotel (Isabella, Sorrento)
    Landmarks
    Mount Vesuvius
    Itinerary Image 1
  4. Day 4

    Capri

    Meals
    Breakfast
    Accommodation
    Hotel (Isabella, Sorrento)

    Included Activities

    • Cruise by jetfoil to Capri
    • Orientation walk with Local Expert through Capri's alleyways
    • Visit Gardens of Augustus with Local Expert and view Faraglioni Rocks
    • Limoncello tasting
    Landmarks
    Gardens of Augustus
    Faraglioni Rocks
  5. Day 5

    Capri - Pompeii - Alberobello

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

    Included Activities

    • Walk with Local Expert through Pompeii
    Landmarks
    Pompeii
    Itinerary Image 1
  6. Day 6

    Alberobello

    Meals
    Breakfast, Dinner (Farm-to-Table dinner showcasing traditional Apulian dishes made with seasonal produce)
    Accommodation
    Hotel (Grand Hotel La Chiusa di Chietri, Alberobello)

    Included Activities

    • Guided tour with Local Expert of Alberobello's Trulli UNESCO World Heritage Site
    • Farm-to-Table dinner with traditional Apulian dishes

    Optional Activities

    • Guided exploration with Local Expert of Ostuni, a whitewashed town with striking architecture and Adriatic views
    Landmarks
    Alberobello Trulli
    Ostuni
  7. Day 7

    Alberobello

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

    Optional Activities

    • Guided discovery with Local Expert of Polignano a Mare, featuring Adriatic views and historic hometown of singer Domenico Modugno
    Landmarks
    Polignano a Mare
  8. Day 8

    Alberobello to Matera

    Meals
    Breakfast, Lunch (Delicious lunch accompanied by wine with participation in Wonder Grottole project, a regeneration initiative in Grottole, featuring local products from honey to olive oil)
    Accommodation
    Hotel (MH Matera Hotel), Hotel (UNAHOTELS MH Matera)

    Included Activities

    • In-depth guided exploration with Local Expert of Sassi UNESCO World Heritage Site in Matera
    • Participate in Wonder Grottole Project in Grottole
    • Explore Grottole historic old town
    • Aperitif with local snacks in Grottole
    Landmarks
    Sassi
    Itinerary Image 1
  9. Day 9

    Matera to Taormina

    Meals
    Breakfast, Dinner (Dine-Around evening with choice from 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 across Strait of Messina
    • Visit Greek Theater of Taormina with Local Expert
    • Stroll along Corso Umberto and Piazza IX Aprile
    • Dine-Around evening at specially selected local restaurant
    Landmarks
    Greek Theater of Taormina
    Corso Umberto
    Piazza IX Aprile
  10. Day 10

    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

    Meals
    Breakfast
    Accommodation
    Hotel (Hellenia Yachting, Giardini Naxos)

    Optional Activities

    • Optional experience to Syracuse
  12. Day 12

    Taormina to Agrigento to Palermo

    Meals
    Breakfast
    Accommodation
    Hotel (NH Palermo)

    Included Activities

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

    Palermo

    Meals
    Breakfast, Dinner (Dinner of delicious local cuisine and wine at a local restaurant, experiencing local customs and rustic dishes)
    Accommodation
    Hotel (NH Palermo)

    Included Activities

    • Guided walk with historian through Palermo's old city
    • Visit Palatine Chapel in Palace of the Normans
    • Visit Palermo Cathedral
    • Dinner at local restaurant with local cuisine and wine
    Landmarks
    Palatine Chapel
    Palace of the Normans
    Palermo Cathedral
  14. Day 14

    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(783 reviews)
Response time
10 hours
Response rate
68%
Cancellation policy

Reviews from other tours by Insight Vacations

  • Jose
    October 16th, 2025
    ... a well organized and efficiently handled tour, the personnel in charge very professional... both the driver...
    Show more
  • RANDY
    September 22nd, 2025
    This was a great tour- tour director was very well organized and knowledgeable. The name might be incorrect- the day...
    Show more
  • John
    September 20th, 2025
    Great guide, bys driver and itinerary

Dates & Availability

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2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
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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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    11 Jul, 2026
    To Friday
    24 Jul, 2026
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    To Friday
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    5 Sep, 2026
    To Friday
    18 Sep, 2026
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    12 Sep, 2026
    To Friday
    25 Sep, 2026
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    19 Sep, 2026
    To Friday
    2 Oct, 2026
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  • Instant Confirmation
    From Saturday
    3 Oct, 2026
    To Friday
    16 Oct, 2026
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    This departure date is available and will 100% depart
    Guaranteed departure
    From:
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    Multiple Room Types
  • Instant Confirmation
    -10%
    From Saturday
    10 Oct, 2026
    To Friday
    23 Oct, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $6,225
    US $5,603 per person
    Multiple Room Types

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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 10 hours.
From
$5,375
-12%
US $4,730 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
Save and compare this 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 August 27th, 2026 a full payment is necessary. For tours departing after August 27th, 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