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Country Roads of Southern Italy and Sicily Classic Group

Code: E725N26

A 14-Day Insight Tours tour starting from $5,325.00

Dates & Prices

Start Date End Date Brochure Price Action
2026-04-11 2026-04-24 5,350.00 Get A Quote Best Value  
2026-04-25 2026-05-08 5,375.00 Get A Quote Best Value  
2026-05-02 2026-05-15 5,375.00 Get A Quote Best Value  
2026-05-09 2026-05-22 5,375.00 Get A Quote Best Value  
2026-05-16 2026-05-29 5,375.00 Get A Quote Best Value  
2026-05-23 2026-06-05 5,375.00 Get A Quote Best Value  
2026-05-30 2026-06-12 5,375.00 Get A Quote Best Value  
2026-06-27 2026-07-10 5,425.00 Get A Quote Best Value  
2026-07-11 2026-07-24 5,425.00 Get A Quote Best Value  
2026-08-08 2026-08-21 5,350.00 Get A Quote Best Value  
2026-08-22 2026-09-04 5,325.00 Get A Quote Best Value  
2026-08-29 2026-09-11 5,350.00 Get A Quote Best Value  
2026-09-05 2026-09-18 5,475.00 Get A Quote Best Value  
2026-09-12 2026-09-25 5,475.00 Get A Quote Best Value  
2026-09-19 2026-10-02 5,475.00 Get A Quote Best Value  
2026-10-03 2026-10-16 5,395.00 Get A Quote Best Value  
2026-10-10 2026-10-23 5,395.00 Get A Quote Best Value  
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Note: Departures appearing above in green are guaranteed to operate by the tour operator.

Airfare Disclaimer
A NOTE ABOUT AIRFARE: We encourage you to buy your airfare from the tour operator, because if your tour cancels then your airlines tickets will be covered. Purchasing flights separately at a lesser rate and incorporating it with a Non-Guaranteed Departure Date can result in loss of total cost of your flight investment. Depending on the fare rules, flights may be Non-Refundable and/or Non-Transferable. Neither the tour operator and/or Atlas Cruises & Tours will be held responsible for loss if a tour is cancelled for Lack of Participation.

Documents
TRAVEL DOCUMENTS: Necessary Travel Documents such as Passports and Visas is the responsibility of the traveler. Passports must be valid six months from your return travel date.


* Passports with a minimum of 6 months validity after return date are required and are at your expense. * Please contact the consulate/embassy and family doctor for further details on medical vaccinations that may be required for specific countries. * Non-US citizens please check with your nearest consulate. * Day 1 is the start date and first hotel night included with the journey. Please arrange flights to arrive on or before Day 1. * Guests arriving on Day 1 should arrive at least two hours before the last complimentary airport transfer time. Please note: This applies only to those trips eligible for the complimentary transfer service. * To give ample time for check-in and security, we recommend arriving at the airport 3 hours prior to your flight departure. * To review the Deposit, Payment, and Cancellation Fees, please refer to the booking conditions at: https://www.insightvacations.com/en-us/information/booking-conditions

All prices are per person, double occupancy, subject to availability and are quoted in U.S. Dollars. These pages are not endorsed or supported by the tour operator in any way. All information presented is based on promotional material provided by the tour operator. All prices, itineraries, accommodations and dates are subject to change without notice and at any time by the tour operators. Availability is limited and must be reconfirmed at time of booking. The prices on this website are not guaranteed. We are not responsible for errors, omissions, or changes in pricing. Please call us toll free at 888-942-3301 to confirm availability and pricing.

Escorted Tour Highlights

Countries Visited:

Italy

Cities Visited:

Rome, Rome, Vatican City, Rome, Rome, Sorrento, Sorrento, Capri, Sorrento, Sorrento, Pompeii, Alberobello, Alberobello, Alberobello, Alberobello, Matera, Matera, Taormina, Giardini Naxos, Giardini Naxos, Giardini Naxos, Giardini Naxos, Agrigento, Palermo, Palermo, Palermo,


Sightseeing Highlights

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.
Taormina: Choose from our handpicked selection of local restaurants for your Dine-Around Evening, each with its own ambience and distinctive cuisine.
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 Concordia 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.

Overview

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.

Year Round Offers

  • Save 5% if 5 or more people travel together
  • Travellers ages 5-17 save up to 10%
  • Save 5% on your second tour
  • Early Payment Discount save up to 10%

Country Roads of Southern Italy and Sicily Classic Group

Day 1: Welcome to the Eternal City of Rome
Welcome to Rome, a glorious city filled with classic antiquities, medieval buildings, Renaissance palaces and baroque churches. Settle in, before meeting your Travel Director. Later today, get to know your fellow travelers over Roman-specialties dinner at a local restaurant.

Day 2: Rome with the Locals
Rome is about art, antiquity, piazzas and palaces, and our guided walk with a Local Expert has it in abundance. Sightsee the local way, with a leisurely passeggiata through the backstreets, where a friend in Rome will explain how modern life takes place. Cross the Tiber river to enjoy ancient Rome. Enter the Colosseum and imagine the roar of the spectators as you hear stories of how ancient Romans liked to be entertained.

Day 3: Rome to Sorrento
As you leave the bustling streets of Rome behind, you enter the peaceful charm of the Italian countryside. The roads wind through sun-dappled hills, where fields of golden wheat and rows of olive trees stretch endlessly under a brilliant blue sky. Small villages dot the landscape, their stone houses nestled against rolling hills, offering a glimpse into authentic Italian life and the air carries the scent of wildflowers and citrus groves. The journey southward reveals itself like a beautiful postcard, with views of the sparkling Mediterranean beginning to emerge in the distance. As you approach Sorrento, the dramatic cliffs and coastal views unfold, the town 's pastel-colored buildings perched above the shimmering sea, welcoming you to this idyllic coastal paradise.

Day 4: Capri, the Isle of Dreams
The impossibly blue sea welcomes you to the sun-drenched island of Capri as you cruise by jetfoil. On arrival, meet your Local Expert for an orientation walk through the narrow alleyways. Explore Capri with Insight Choice. Choose to visit the immaculate Gardens of Augustus with a Local Expert and admire the views over the Faraglioni Rocks. Alternatively, enjoy a tasting of limoncello, Capri 's famous lemon liqueur.

Day 5: Pompeii and Alberobello
Start your day in Pompeii, buried in AD 79 by the historic eruption of Mount Vesuvius. Walk with your Local Expert through the cobbled streets to see a city frozen in time. Then venture on to Alberobello.

Day 6: The Trulli of Alberobello Relaxed Start
Join a Local Expert to explore one of Italy 's many UNESCO World Heritage Sites — the unique trulli of Alberobello, circular limestone dwellings with domed interiors and distinctive conical roofs, ingeniously built without mortar. You may also opt to join our Local Expert for an exploration of Ostuni, a whitewashed town that echoes the charm of a North African Arab Medina. Stroll through its winding cobbled streets and admire its striking architecture. In the evening, enjoy a Farm-to-Table dinner, showcasing traditional Apulian dishes made with seasonal produce.

Day 7: Alberobello at Leisure Relaxed Start
Today is yours to enjoy at leisure or unwind and make the most of the exceptional amenities at your remarkable hotel. You can also choose to discover cliffside Polignano a Mare with a Local Expert, enjoying Adriatic views and a stroll through the historic hometown of Volare singer Domenico Modugno.

Day 8: Journey West to Matera
Visit Matera with a Local Expert for an in-depth exploration of the UNESCO World Heritage Site of Sassi - a labyrinth of cave dwellings, churches, staircases and arches, hewn out of the solid rock. You may recognize Matera as the biblical backdrop for the film 'The Passion of the Christ. ' Continue to the small village of Grottole. Once a thriving community, it has lost most of its activity and population. Meet Andrea, a local striving to bring back the area's traditional way of living. On this MAKE TRAVEL MATTER® Experience explore the historic old town to learn about the fascinating history of the village and enjoy an aperitif with local snacks helping to preserve the culture.

Day 9: To Sicily and the Taormina Riviera
In the morning, travel along the Violet Coast to the very toe of Italy and board your ferry bound for Sicily, across the Strait of Messina. According to Grecian legend, this was home to the mythical sea monsters Scylla, a six-headed rock monster, and Charybdis, a whirlpool, based on either side of the strait. Together, they posed an inescapable threat to passing seafarers as avoiding one meant passing too close to the other. You will soon arrive at your hotel where you will spend three glorious nights on the Taormina Riviera. Join a Local Expert for a visit to the Greek Theater of Taormina, graced with the most spectacular of backdrops. Stroll along the elegant Corso Umberto to the Piazza IX Aprile and admire the panoramic views and hews of blue from the sky to the azure sea. Later, take your pick of specially selected restaurants for your Dine-Around evening.

Day 10: Free Time on the Taormina Riviera Relaxed Start
The day is at leisure to relax at your resort's private beach, or perhaps explore the medieval quarter? Don't miss the chance of an optional drive through the national park to Mount Etna, Europe's largest volcano.

Day 11: A New Dawn in Sicily Relaxed Start
Early risers may experience what D.H. Lawrence christened the 'dawn coast of Europe'. The day is free to explore at your leisure, or to embark on an Optional Experience to Syracuse.

Day 12: Agrigento, the Valley of the Temples and on to Palermo
Drive to Agrigento and explore the Valley of the Temples with a Local Expert. See the massive Temple of Concord and clifftop Temple of Juno, overlooking the sea. In the afternoon, continue to the Sicilian capital of Palermo.

Day 13: Palermo and the Golden Age of the Normans
Join a historian on a guided walk to see the gems of the old city. Visit the amazing Palatine Chapel in the Palace of the Normans. Outside, there are few clues to its astonishing interior, completely covered in glittering 12th-century mosaics. Continue to the Palermo Cathedral which has been altered over the years and observe its unique blend of architectural styles. In the afternoon, there is free time to explore or shop in Palermo or continue sightseeing. In the evening, join your fellow guests and Travel Director at a local restaurant for a dinner of delicious local cuisine and wine.

Day 14: Depart Palermo
Your journey draws to an end. Departure transfers arrive at Palermo Falcone-Borsellino Airport.



All prices are per person, double occupancy, subject to availability and are quoted in U.S. Dollars. These pages are not endorsed or supported by the tour operator in any way. All information presented is based on promotional material provided by the tour operator. All prices, itineraries, accommodations and dates are subject to change without notice and at any time by the tour operators. Availability is limited and must be reconfirmed at time of booking. The prices on this website are not guaranteed. We are not responsible for errors, omissions, or changes in pricing. Please call us toll free at 888-942-3301 to confirm availability and pricing.

Insight Tours



All prices are per person, double occupancy, subject to availability and are quoted in U.S. Dollars. These pages are not endorsed or supported by the tour operator in any way. All information presented is based on promotional material provided by the tour operator. All prices, itineraries, accommodations and dates are subject to change without notice and at any time by the tour operators. Availability is limited and must be reconfirmed at time of booking. The prices on this website are not guaranteed. We are not responsible for errors, omissions, or changes in pricing. Please call us toll free at 888-942-3301 to confirm availability and pricing.

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