• Home
  • Cruises
    • Weekly Cruise Deals
  • Vacations
  • Resources
  • Featured Promotions
  • Destinations
  • Videos
  • Upcoming Hosted Trips
  • Where in the World are Dick and Mary?
  • Contact Us
  • About Us
  • Book
  • Travel Pictures
  • Home
  • Cruises
    • Weekly Cruise Deals
  • Vacations
  • Resources
  • Featured Promotions
  • Destinations
  • Videos
  • Upcoming Hosted Trips
  • Where in the World are Dick and Mary?
  • Contact Us
  • About Us
  • Book
  • Travel Pictures

Country Roads of Southern Italy & Sicily - Small Group

Tour, Escorted tour
Offer Image
Country Roads Of Southern Italy & Sicily - Small Group
Indulge in Italy’s finest food and views during this 2-week guided tour. When in Rome, you will toss a coin into the Trevi Fountain during a walking tour with a Local Expert. In Sorrento, settle into a luxurious resort and take in the views of Mount Vesuvius, which buried Pompeii in a pyroclastic cloud of ash and lava stones in 79 A.D. Dine on traditional Apulian cuisine inside a historic trulli house – iconic to the region with their conical stone roofs. Enjoy seasonal dishes such as orecchiette, a traditional pasta of Puglia, honoring age-old recipes, with a deep connection to their land. In Palermo, a historian will take you through the old city, showing you its cathedral and the Palatine Chapel in the Palace of the Normans, where glittering 12th century mosaics will surely take your breath away.


Dining Summary
  • 7 Dinner (D)
  • 13 Breakfast (B)
Choice Highlights
  • Choose between two carefully selected activities
  • Capri: Discover the luxuriant Gardens of Augustus with a Local Expert and admire views of the Faraglioni rocks.
  • Capri: Learn about local traditions as you enjoy a tasting of limoncello.
Authentic Dining
  • Rome: Savor dinner at a uniquely Roman restaurant, offering a perfect exploration of Lazio's typical flavors.
  • Alberobello: Savor a freshly prepared Farm-to-Table meal featuring recipes and flavors typical of the region.
  • Giardini Naxos: Choose from a curated selection of restaurants in Giardini Naxos, each offering its own inviting atmosphere and culinary flair. Whether you're drawn to local Sicilian specialties or inspired by broader Mediterranean flavors, your Travel Director will be on hand to help you select a dining experience that reflects your tastes and the character of this coastal town.
  • Palermo: Experience local customs as you delve into tantalizing flavors and rustic dishes served with local wine.
Insight Choice
  • Capri: Discover the luxuriant Gardens of Augustus with a Local Expert and admire views of the Faraglioni rocks.
  • Capri: Learn about local traditions as you enjoy a tasting of limoncello.
Insight Experiences
  • Rome: Follow in the footsteps of gladiators for a deeper insight into life in ancient Rome when you enter the Colosseum.
Make Travel Matter
  • Grottole: Participate in the fascinating Wonder Grottole Project. This regeneration initiative works to rehabilitate the abandoned historic center and preserve village life. Your visit directly supports United Nations Sustainable Development Goal 11: Sustainable Cities and Communities.
Top Rated Highlights
  • Rome: Sightsee the local way, with a leisurely passeggiata through the backstreets, where a friend in Rome will explain how modern life takes place, around ancient treasures like the Trevi Fountain, the Pantheon and Piazza Navona.
  • Sorrento: Perched upon the cliffs, lookout to see the mighty Mount Vesuvius across the Bay of Naples.
  • Capri: Cruise by jetfoil to this famous isle through beautiful blue Mediterranean waters.
  • Pompeii: Walk with a Local Expert through the cobbled streets of this ill-fated town, frozen in time since the first century.
  • Alberobello: Led by a Local Expert, explore this UNESCO World Heritage Site showcasing the Trulli of Alberobello. Circular structures with conical roofs that are domed within, built from local limestone and stacked without using mortar.
  • Matera: With your Local Expert, visit the famous Sassi or cave dwellings, which were home to approximately 20,000 people until 1950s and are now a UNESCO World Heritage Site.
  • Taormina: Visit the ancient Greek Amphitheater with your Local Expert. Set on a cliff, open to the sky, take your seats and enjoy the view through the crumbling arches to Mount Etna.
  • Agrigento: Admire magnificent Hellenistic remains in the Valley of the Temples, such as the massive Temple of Concord and clifftop Temple of Juno.
  • Palermo: Discover the Sicilian capital with your Local Expert. See Pretoria Square and the 16th-century fountain. View the composite architectural styles of the Palermo Cathedral and visit the Palatine Chapel.

Interests
  • Small Group
About Insight Vacations
Insight Vacations logo
More trips from Insight Vacations

There's more to travel than simply visiting new places – join us for experiences that spark your curiosity and take you beyond traditional sightseeing. On our premium guided tours, every day is filled with fascinating facts and intriguing stories, while superior dining nourishes the body and stylish hotels rest the soul.

When you join a guided tour, you travel hassle-free. But when you join an Insight Vacations tour, you travel ‘business class’ - with all the perks.

Discover the superior touring experience you deserve.

Jun 13, 2026 through
Jun 26, 2026
Jun 9, 2026 7:00 PM
13 Nights from
$6,450.00 (USD)
Per Person
Airfare not included
Contact Us
Terms & Disclaimers
8889765
Terms and Disclaimers
Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' crew; gratuities on ferries, trains, and cruise ships; laundry; telephone; minibar; alcohol, beverages, and food outside of the contracted menu as presented at a hotel or restaurant (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature.
If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations.
Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.
More Dates
Jun 13, 2026 through
Jun 26, 2026
Jun 9, 2026 7:00 PM
13 Nights from
$6,450.00 (USD)
Per Person
Airfare not included
Contact Us
Terms & Disclaimers
8889765
Terms and Disclaimers
Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' crew; gratuities on ferries, trains, and cruise ships; laundry; telephone; minibar; alcohol, beverages, and food outside of the contracted menu as presented at a hotel or restaurant (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature.
If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations.
Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.
Itinerary Image

Itinerary

Day Destination
1 Welcome to the Eternal City of Rome
2 Rome with the Locals
3 Rome to Sorrento
4 Capri, the Isle of Dreams
5 Pompeii and Alberobello
6 The Trulli of Alberobello Relaxed Start
7 Alberobello at Leisure Relaxed Start
8 Journey West to Matera
9 To Sicily and the Taormina Riviera
10 Free Time on the Taormina Riviera Relaxed Start
11 A New Dawn in Sicily Relaxed Start
12 Agrigento, the Valley of the Temples and on to Palermo
13 Palermo and the Golden Age of the Normans
14 Depart Palermo
Detailed Itinerary
Prices are per-person based on double occupancy, unless otherwise noted.
Loading: Please wait...

Picture Perfect Travel | Call: 309-788-0500 | Email: cruisemaster18@yahoo.com