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Insight Vacations
OFFER ID 1592202
Country Roads Of Southern Italy
Indulge in Italy’s finest food and views during this 9-day guided tour. In Rome, discover the city on a walking tour with a Local Expert and see the Vatican City. In Sorrento, settle into a luxurious resort and take in the views of Mount Vesuvius, which buried Pompeii in a sea of lava in 79 A.D. Indulge your curiosity from an insightful MAKE TRAVEL MATTER® Experience in the village of Grottole to viewing the Trulli of Alberobello UNESCO World Heritage Site.
Dining Summary

8 nights from $2,835 per person
Insight Vacations: Country Roads of Southern Italy
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. Relax and settle in before joining your Travel Director and getting to know your fellow travelers over a delicious dinner with wine.
Accommodations: Room 007 Select, Rome
Meals: Dinner
Day 2 - Rome with a Local
Rome is about art, antiquity, piazzas and palaces. Join a Local Expert for an in-depth experience bringing millennia of history to life. Journey around the Vatican City and across the Tiber River to ancient Rome. See the incredible Circus Maximus. Admire the beautifully preserved Arch of Constantine and discover the history, the construction and the legends of the iconic Colosseum on a guided visit. As you stroll with your Local Expert, imagine the gladiatorial battles and roaring spectators around the arena. Later, perhaps continue your exploration of Rome to see the Pantheon and the stunning piazzas and fountains of the city.
Accommodations: Room 007 Select, Rome
Meals: Breakfast
Day 3 - Alberobello
The brilliant blue sky set against the whitewashed buildings of southern Italy’s towns and villages is sure to inspire any curious traveler. After a scenic journey south from Rome, you’ll arrive in Puglia, where the iconic trulli of Alberobello await. In the late afternoon, join a Local Expert for a guided stroll through this UNESCO World Heritage Site. Learn how these unique, conical-roofed dwellings were ingeniously constructed without mortar, and hear the stories behind their origins and preservation. As you wander through this enchanting town, you’ll uncover the region’s rustic charm and gain fresh insights into traditional Apulian life—an experience that’s both authentic and unforgettable.
Accommodations: Grand Hotel La Chiusa di Chietri, Alberobello
Meals: Breakfast, Dinner
Day 4 - The Trulli of Alberobello Relaxed Start
Today is yours to enjoy at your own pace. Spend the morning unwinding at your hand-picked hotel or head back into Alberobello to further explore its storybook streets at leisure. If you’re looking to uncover more of Puglia’s rural beauty, join an Optional Experience to the White Town of Ostuni and visit a traditional olive mill to learn about the region’s time-honored cultivation practices. Later in the afternoon, there's the opportunity to venture to the Adriatic coast on an Optional Experience to Polignano a Mare, famed for its dramatic limestone cliffs and sea-view terraces—a perfect spot to savor the golden hour.
Accommodations: Grand Hotel La Chiusa di Chietri, Alberobello
Meals: Breakfast
Day 5 - Discovering Lecce
Italy will enchant the most curious of travelers. Enjoy a visit with your Local Expert to one of the most beautiful cities of southern Italy, Lecce. The town is often referred to as the Florence of the South due to its dazzling architecture, ornate Baroque buildings and monuments dating back to Roman times. Amble along its spider's web of streets offering a kaleidoscope mix of long-range vistas and alluring glimpses. Next is the pretty seaside town of Gallipoli where you’ll view the Greek Fountain and medieval castle before making your way to a viewpoint looking out over the Ionian Sea. Later, deepen your discoveries joining an Optional Experience for a Masseria dinner.
Accommodations: Grand Hotel La Chiusa di Chietri, Alberobello
Meals: Breakfast
Day 6 - Journey South 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 reignite the traditional way of living of the area. On this MAKE TRAVEL MATTER® Experience explore the historic old town to learn about the fascinating history of the village. Later, enjoy an aperitif with local snacks helping to preserve the culture. This evening, reflect on your day of discoveries over dinner with your fellow travelers.
Accommodations: UNAHOTELS MH Matera
Meals: Breakfast, Dinner
Day 7 - Pompeii and Sorrento
Buried in A.D. 79 by the historic eruption of Mount Vesuvius, discover the archaeological site of Pompeii in the region of Campania. Walk with your Local Expert through the cobbled streets to see a city frozen in time. Venture on to the picturesque resort of Sorrento, perched upon the southern cliffs of the Bay of Naples and looking over to Mount Vesuvius.
Accommodations: Isabella, Sorrento
Meals: Breakfast
Day 8 - 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.
Accommodations: Isabella, Sorrento
Meals: Breakfast, Dinner
Day 9 - Depart Sorrento
This morning, wave goodbye to your fellow travelers as you depart Sorrento on a coach transfer to Rome airport.
Meals: Breakfast
All fares are quoted in US Dollars.
(616) 214-8995