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Country Roads of Southern Italy & Sicily

14 day tour to Italy
Tour Operator
Insight Vacations
Departures
Apr 10, 2027 – Oct 09, 2027
Prices From
$5,550

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.

Tour Itinerary

Day 1

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 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

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 the bay of Naples, the dramatic cliffs and coastal views unfold, the pastel-colored buildings perched above the shimmering sea, welcome you to the sun-drenched island of Capri as you cruise by jetfoil.

Day 4

This morning, 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.

Itinerary Dates & Prices

Start Date Apr 10, 2027
End Date Apr 23, 2027
Our Price $5,550
Guaranteed
Start Date Apr 24, 2027
End Date May 07, 2027
Our Price $5,650
Guaranteed
Start Date May 15, 2027
End Date May 28, 2027
Our Price $6,095
Guaranteed
Start Date May 29, 2027
End Date Jun 11, 2027
Our Price $6,075
Guaranteed
Start Date Jun 26, 2027
End Date Jul 09, 2027
Our Price $5,650
Guaranteed
Start Date Jul 10, 2027
End Date Jul 23, 2027
Our Price $5,650
Guaranteed
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