14-Day Country Roads of Southern Italy & Sicily
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US$5028 ￥33713 €4469 C$7146 Rs.484305
US$6285 ￥42141 €5586 C$8933 Rs.605382
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10/03/2026
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Packages
A
Aug 2026 - Oct 2026
B
Apr 2027 - Oct 2027
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Child age: 0-12
Tour Overview
Highlights
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.
- 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.
Dates & Prices
Price in USD (per person, based on double occupancy)
Itinerary
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.
Rome, Italy
The history of this amazing city spans more than two and a half thousand years. It is one of the most historic places on the planet Earth, and it's artistic and cultural contributions have colored global development.
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.
Rome, Italy
The history of this amazing city spans more than two and a half thousand years. It is one of the most historic places on the planet Earth, and it's artistic and cultural contributions have colored global development.
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 sea 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.
Rome, Italy
The history of this amazing city spans more than two and a half thousand years. It is one of the most historic places on the planet Earth, and it's artistic and cultural contributions have colored global development.
Sorrento, Italy
This Italian town overlooking the Bay of Naples is a popular tourist destination. It has been settled since Roman times and been visited by many famous writers like Lord Byron, Henrik Ibsen, and John Keats.
This morning, meet your Local Expert for an orientation walk through the narrow alleyways on the sun-drenched island of Capri. Explore the island 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.
Sorrento, Italy
This Italian town overlooking the Bay of Naples is a popular tourist destination. It has been settled since Roman times and been visited by many famous writers like Lord Byron, Henrik Ibsen, and John Keats.
Capri, Italy
Capri is an island located in the Tyrrhenian Sea off the Sorrentine Peninsula, on the south side of the Gulf of Naples in the Campania region of Italy. The main town Capri that is located on the island shares the name. It has been a resort since the time of the Roman Republic.
Sorrento, Italy
This Italian town overlooking the Bay of Naples is a popular tourist destination. It has been settled since Roman times and been visited by many famous writers like Lord Byron, Henrik Ibsen, and John Keats.
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.
Sorrento, Italy
This Italian town overlooking the Bay of Naples is a popular tourist destination. It has been settled since Roman times and been visited by many famous writers like Lord Byron, Henrik Ibsen, and John Keats.
Pompeii, Italy
Pompeii is a vast archaeological site in southern Italy's Campania region. Once a thriving and sophisticated Roman city, Pompeii was buried in meters of ash and pumice after the catastrophic eruption of Mt. Vesuvius in 79 C.E.
Alberobello, Italy
A small town and comune of the Metropolitan City of Bari, Apulia, southern Italy. It has 10 735 inhabitants and is famous for its unique trullo buildings. The trulli of Alberobello have been designated as a UNESCO World Heritage site since 1996.
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 a 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.
Alberobello, Italy
A small town and comune of the Metropolitan City of Bari, Apulia, southern Italy. It has 10 735 inhabitants and is famous for its unique trullo buildings. The trulli of Alberobello have been designated as a UNESCO World Heritage site since 1996.
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.
Alberobello, Italy
A small town and comune of the Metropolitan City of Bari, Apulia, southern Italy. It has 10 735 inhabitants and is famous for its unique trullo buildings. The trulli of Alberobello have been designated as a UNESCO World Heritage site since 1996.
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 the advocate behind a local initiative dedicated to revitalising the traditional ways of living in the area. 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.
Alberobello, Italy
A small town and comune of the Metropolitan City of Bari, Apulia, southern Italy. It has 10 735 inhabitants and is famous for its unique trullo buildings. The trulli of Alberobello have been designated as a UNESCO World Heritage site since 1996.
Matera, Italy
This area has been settled since the Paleolithic era. Its town center, known as the Sassi, is home to a system of caves that have been used as housing for thousands of years.
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.
Matera, Italy
This area has been settled since the Paleolithic era. Its town center, known as the Sassi, is home to a system of caves that have been used as housing for thousands of years.
Taormina, Italy
A small city and comune in the Metropolitan City of Messina on the east coast of the island of Sicily. A tourist destination since the 19th century.
GIARDINI NAXOS, Italy
Giardini Naxos is a seaside town and comune on the east coast of Sicily, Italy, in the Province of Messina. Nestled at the foot of Taormina, it's famous for its beaches, historical significance as the first Greek colony in Sicily, and as a popular base for exploring Mount Etna and the surrounding area.
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.
GIARDINI NAXOS, Italy
Giardini Naxos is a seaside town and comune on the east coast of Sicily, Italy, in the Province of Messina. Nestled at the foot of Taormina, it's famous for its beaches, historical significance as the first Greek colony in Sicily, and as a popular base for exploring Mount Etna and the surrounding area.
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.
GIARDINI NAXOS, Italy
Giardini Naxos is a seaside town and comune on the east coast of Sicily, Italy, in the Province of Messina. Nestled at the foot of Taormina, it's famous for its beaches, historical significance as the first Greek colony in Sicily, and as a popular base for exploring Mount Etna and the surrounding area.
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.
GIARDINI NAXOS, Italy
Giardini Naxos is a seaside town and comune on the east coast of Sicily, Italy, in the Province of Messina. Nestled at the foot of Taormina, it's famous for its beaches, historical significance as the first Greek colony in Sicily, and as a popular base for exploring Mount Etna and the surrounding area.
Agrigento, Italy
A city on the southern coast of Sicily, Italy, and capital of the province of Agrigento. It is renowned as the site of the ancient Greek city of Akragas.
Palermo, Italy
Palermo is the largest city on the island of Sicily. Over 2,700 years old, it was first founded by the ancient Phoenicians. It is Sicily's main center of culture and economy.
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.
Palermo, Italy
Palermo is the largest city on the island of Sicily. Over 2,700 years old, it was first founded by the ancient Phoenicians. It is Sicily's main center of culture and economy.
Your journey draws to an end. Departure transfers arrive at Palermo Falcone–Borsellino Airport.
Palermo, Italy
Palermo is the largest city on the island of Sicily. Over 2,700 years old, it was first founded by the ancient Phoenicians. It is Sicily's main center of culture and economy.
Includes & Excludes
Price Includes
Additional Notes
- DAY 1: Complimentary arrival transfers depart Leonardo Da Vinci-Fiumicino Airport (FCO) at 09:30, 12:30 and 15:30 on the first day of the tour. Guests should arrive at least 2 hours before the last transfer time. Please be aware when booking your flights.
- DAY 14: Complimentary departure transfers depart Falcone-Borsellino Airport (PMO) at 06:00 and 08:00 on the first day of the tour.
- CHARGEABLE TRANSFERS: Chargeable transfers available in Rome and Palermo. Guests who have booked their extra hotel nights with Insight Vacations, or whose flight times do not coincide with the shuttle coach timings may purchase a chargeable transfer. However, guests booking independent hotel nights should make their own transfer.
- ITINERARY CHANGE: Please note that included highlight MTM Organic Farm-to-Table meal at Terre Madre Alberobello has been replaced with Farm-to-Table dinner in Alberobello.
Policies
All purchases are subject to re-confirmation within 2-3 business days after booking. Please do not book airline tickets until you have received the confirmation.
Complete operator information, including local telephone numbers at your destination, is included on your e-ticket. You must print the e-tickets and take them along on your trip; they are your proof of purchase.
Travel Documents
Each passenger must carry a valid travel document. (Valid visa for countries needed) (E.g. Green Card, Passport, Re-Entry Permit, and etc.) Tour operator is not responsible for lost or stolen personal items.
Each passenger must carry a valid travel document. (Valid visa for countries needed) (E.g. Green Card, Passport, Re-Entry Permit, and etc.) Tour operator is not responsible for lost or stolen personal items.
Cancellation penalties per person (request day and departure day are not counted)
30 days or more prior to departure - $175/person penalty.
2-29 days or more prior to departure - $280/person penalty.
Day of departure no show or late - 100% per person.
If the tour include airtickets, additional $75+airline surcharge will be charged as penalty.
Unused features are non-refundable. No shows forfeit entire payment.
Trips require a minimum number of participants to avoid cancellation. We reserve the right to cancel a scheduled trip to fully refund affected customers although tour companies will make every effort to maintain normal operations.
The refund amount will be credited directly to your TakeTours wallet as credits for future use. Or the refund can also be forwarded directly to your credit card with a 6% handling fee.
NOTE: We cannot grant any refunds more than 30 days after completion of the tour.
30 days or more prior to departure - $175/person penalty.
2-29 days or more prior to departure - $280/person penalty.
Day of departure no show or late - 100% per person.
If the tour include airtickets, additional $75+airline surcharge will be charged as penalty.
Unused features are non-refundable. No shows forfeit entire payment.
Trips require a minimum number of participants to avoid cancellation. We reserve the right to cancel a scheduled trip to fully refund affected customers although tour companies will make every effort to maintain normal operations.
The refund amount will be credited directly to your TakeTours wallet as credits for future use. Or the refund can also be forwarded directly to your credit card with a 6% handling fee.
NOTE: We cannot grant any refunds more than 30 days after completion of the tour.
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