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Insight Vacations Country Roads of Southern Italy & Sicily - Small Group, 2021 (E725)

14 Days from Rome to Palermo Print
Tour Style: Country Roads
2021-2022 Europe & Beyond
Visits: Italy, Rome, Sorrento, Capri, Alberobello, Castellaneta, Matera, Agrigento, Palermo

Experience the treasures of Rome, Pompeii and the Neapolitan Riviera. See the unique trulli houses of Alberobello and the Sassi di Matera, and witness the rich heritage of Sicily.

Authentic Dining

  • Rome: Enjoy a Welcome Dinner with your fellow travellers at a uniquely Roman local restaurant.
  • Alberobello: Meet your host Alessandro, who will share his philosophy of using only organic, seasonal produce that he grows himself. See nonna making orecchiette pasta, before savouring the fresh flavours of your Farm-to-Table Highlight Dinner.
  • Taormina Riviera: Choose from our handpicked selection of local restaurants for your Dine-Around Evening, each with its own ambience and distinctive cuisine.
  • Palermo: At a local restaurant, enjoy fresh, rustic dishes served with local wine at your Celebration Dinner.
  • Dining Summary: 13 Breakfast (B), 7 Dinner with Wine (DW)

Insight Choice

  • Capri: Choose between a visit to Cesare Augustus Gardens or alternatively, taste limoncello, Capri's traditional lemon liqueur.

Insight Experiences

  • Vatican City: Gain VIP access into the Vatican Museums and admire the famous Bramante Staircase. Witness the genius of Michelangelo in the Sistine Chapel and view the splendid dome of St. Peter's Basilica.

Make Travel Matter

  • Alberobello: Dine at Trattoria Terra Madre, where owner Alessandra and his nonna have built a restaurant that focuses on sustainability and creating jobs for locals. Everything is grown organically and harvested on site, and excess produce is donated to their community.Trattoria Terra Madre, advances SDG 12: Responsible Consumption & Production. The restaurant sources their produce locally, implements a strategy to reduce their food waste and promotes sustainable agricultural practices.

Top Rated Highlights

  • Scenic Drives: Admire the beauty of southern Italy as you travel along the Bay of Naples, past the Apennines and Calabria mountains, along Sorrento cliff top road and Capri cornich.
  • 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.
  • Vatican City: Venture inside St. Peter's Basilica and see Michelangelo's Pietà, and the splendid dome.
  • Sorrento: Perched upon the cliffs, lookout to see the mighty Mount Vesuvious across the Bay of Naples.
  • Isle of Capri: Relax and enjoy the views as you are driven in an iconic open-top taxi.
  • Pompeii: Walk with a Local Expert through the cobbled streets of this ill-fated town, frozen in time since the 1st 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 1950 and are now a UNESCO World Heritage Site.
  • Straits of Messina: Cross to Sicily by ferry.
  • Taormina Riviera: During your orientation with your Travel Director, visit the courtyard of Palazzo Corvaja, seat of the first Sicilian parliament, and stroll along Corso Umberto to Piazza IX Aprile.
  • Agrigento: A Local Expert will lead you through the magnificent remains of the Greek colony in the Valley in the Temples. See 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 Cathedral of Monreale.

Insight Vacations Tour Itinerary

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. Transfers depart from Rome's Fiumicino Leonardo da Vinci Airport for your hotel at 09:30, 12:30 and 15:30.Relax and settle in before joining your Travel Director at 17:30, and get to know your fellow travellers over a delicious Welcome Dinner with wine at a local restaurant.(Dinner with Wine)
Day: 2 Rome with the Locals
Rome is about art, antiquity, piazzas and pizza, and our included walking exploration with a Local Expert has it in abundance. Toss a coin into the spectacular Trevi Fountain, see the Pantheon, the best-preserved monument from the Roman period, and enjoy free time to do as the Romans do.Perhaps join a tour to discover an unknown quarter of Rome, Trastevere?(Breakfast)
Day: 3 VIP Vatican, St. Peters Basilica and on to Sorrento
Meet your Local Expert for a guided visit through the Vatican Museums, culminating beneath Michelangelo's famous ceiling in the Sistine Chapel. Your VIP visit includes fast-tracked entry and a behind-the-scenes look at the Bramante Staircase, a part of the Vatican closed to the general public. Continue with your Local Expert to visit St. Peter's Basilica, one of the largest churches in the world. Later depart for the picturesque resort of Sorrento, perched upon the southern cliffs of the Bay of Naples and looking over to Mount Vesuvius.(Breakfast)
Day: 4 Capri, The Isle of Dreams
Cruise by hydrofoil through the impossibly blue sea to the sun-drenched island of Capri. On arrival, enjoy an escorted ride in an open-top taxi to Capri Town and meet your Local Expert for an orientation walk through narrow alleyways. Explore Capri with Insight Choice. Choose between walking with your Local Expert through Augustus Cesare Gardens and admire the views over Faraglioni Rocks or alternatively, enjoy a tasting of limoncello, Capri's traditional liquor. Descend to the port by funicular, before returning to Sorrento where you are at leisure for the rest of the day.(Breakfast)
Day: 5 Pompeii and Alberobello
Start your day in Pompeii, buried in A.D. 79 by the historic eruption of Mount Vesuvius. Walk with your Local Expert through the cobbled streets to see a city frozen in time. Venture on to Alberobello.(Breakfast / Dinner with Wine)
Day: 6 The Trulli of Alberobello
Admire another of Italy's record number of UNESCO World Heritage Sites with a Local Expert. The Trulli of Alberobello are circular structures with conical roofs that are domed within. They are built from local limestone and stacked without using mortar. In the evening, meet Alessandro, the founder of Trattoria Terra Madre, who will share his philosophy of using only organic, seasonal produce that he grows himself. See nonna making orecchiette pasta, before savouring the fresh flavours of your Farm-to-Table Highlight Dinner.(Breakfast / Dinner with Wine)
Day: 7 Alberobello at Leisure
The day is free for you to enjoy this fascinating town. Perhaps visit Ostuni - reminiscent of a North African Arab Medina - with its stark, whitewashed buildings, narrow cobbled streets and arched stairways? Later, relax and indulge in the facilities of your remarkable hotel.(Breakfast)
Day: 8 Journey South to Matera
Journey along the country roads to the ancient town of Matera, specially selected as the European Capital of Culture for 2019. Meet with a Local Expert for an in-depth exploration of the extraordinary Sassi, a complex of cave dwellings carved into the mountainside, the most extensive example of their kind in the Mediterranean. A UNESCO World Heritage Site, Mel Gibson chose Matera as the setting for his film ‘The Passion of the Christ’.(Breakfast / Dinner with Wine)
Day: 9 To Sicily and the Taormina Riviera
In the morning, travel along the Purple 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 Theatre of Taormina, graced with the most spectacular of backdrops. Stroll on to the tiny courtyard of the Palazzo Corvaja, Taormina's grandest building. Further along the elegant Corso Umberto, the Piazza IX Aprile offers panoramic views. Take your pick of specially selected restaurants for your Dine-Around Evening.(Breakfast / Dinner with Wine)
Day: 10 Free time on the Taormina Riviera
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 vineyards to Mount Etna, Europe's largest volcano.(Breakfast)
Day: 11 A new dawn in Sicily
Early risers may experience what D.H. Lawrence christened the ‘dawn coast of Europe.' The day is free to explore Taormina at your leisure, or to embark on an Optional Experience to Syracuse.In the evening, venture to a local restaurant for a tasty meal accompanied by wine.(Breakfast / Dinner with Wine)
Day: 12 Agrigento, the Valley of the Temples and on to Palermo
Drive to Agrigento, and with a Local Expert, walk along the fortified ridge of the Valley of the Temples. See the massive Temple of Concord and clifftop Temple of Juno, overlooking the sea. In the afternoon, continue to the Sicilian capital of Palermo.(Breakfast)
Day: 13 Palermo and the Golden Age of the Normans
Join a historian to see the highlights of part of the old city. Palermo Cathedral has been altered over the years and a venture inside will help you to appreciate the blend of architectural styles. Continue to 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. 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 Celebration Dinner of delicious local cuisine and wine.(Breakfast / Dinner with Wine)
Day: 14 Depart Palermo
Your journey draws to an end. Departure transfers arrive at Palermo Falcone–Borsellino Airport at 06:00 and 08:00.(Breakfast)

Available Room Types: Single, Twin, TwinShare, Triple

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Insight Tour Dates


Guaranteed Departure  indicates Guaranteed Departure
*Air(USA) DepartsInsight RetailRequest Quote
05/22/2021 $4,875.00
08/07/2021 $4,825.00
09/11/2021 $4,950.00
10/02/2021 $4,850.00
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