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Country Roads of Southern Italy & Sicily (Summer 2027)
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Length
14 Days
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Quality
This indicates the overall quality of the tour operator's products. A low rating does not mean it is not good - it just means that it does not include as much, or perhaps is of a more standard quality than the higher quality tours. For example, a 3 star quality rating means that it is a more standard/economical tour, while 5 stars is a very luxurious tour that often includes a lot of amenities. -
Starts in
Rome (Italy)
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Ends in
Palermo (Sicily, Italy)
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Available Tour Start Dates
APR 10, 2027 to OCT 9, 2027
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Activity Level
No Rating Provided
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Language
English
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Guaranteed Date(s)
Yes means that there is at least one tour date that the vendor guarantees will occur. No means that there is not at least one tour date that the vendor guarantees will occur, which usually means that the vendor wants a certain amount of reservations on each tour in order for each one to occur. Of course, the terms and conditions of the vendor do allow for the vendor to cancel guaranteed tour dates for certain reasons (for example, a natural disaster).Yes
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Special Interest(s)
Off The Beaten Path
From
Pricing listed is per person, based on double occupancy, and is the least expensive price for at least one departure date of this tour. Price is for the tour only. Additional items, including but not limited to, airfare (unless noted otherwise), travel insurance, and more, are additional.
$5,272.50
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.
Visited During Tour
Agrigento (Sicily, Italy) | Alberobello (Italy) | Capri (Italy) | Giardini Naxos (Italy) | Matera (Italy) | Palermo (Sicily, Italy) | Pompeii (Italy) | Rome (Italy) | Sorrento (Italy) | Taormina (Sicily, Italy)
Dates, Offers & Prices
Tour Itinerary
More Details
Dates, Offers & Prices
The following are Country Roads of Southern Italy & Sicily (Summer 2027) tour dates available from Insight Vacations. Select a bonus offer graphic to view its details, including its terms.
Tour Itinerary
Insight Vacations Tour Code 429-1126
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Day
1Welcome 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.
- Meals Included:
- Dinner
Accommodations: Radisson Blu GHR, Rome -
Day
2Rome 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.
- Meals Included:
- Breakfast
Accommodations: Radisson Blu GHR, Rome -
Day
3Rome 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.
- Meals Included:
- Breakfast
Accommodations: Isabella, Sorrento -
Day
4Capri, 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.
- Meals Included:
- Breakfast
- Dinner
Accommodations: Isabella, Sorrento -
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5Pompeii 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.
- Meals Included:
- Breakfast
- Dinner
Accommodations: Grand Hotel La Chiusa di Chietri, Alberobello -
Day
6The 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.
- Meals Included:
- Breakfast
- Dinner
Accommodations: Grand Hotel La Chiusa di Chietri, Alberobello -
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7Alberobello 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.
- Meals Included:
- Breakfast
Accommodations: Grand Hotel La Chiusa di Chietri, Alberobello -
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8Journey 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.
- Meals Included:
- Breakfast
- Dinner
Accommodations: UNAHOTELS MH Matera -
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9To 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.
- Meals Included:
- Breakfast
- Dinner
Accommodations: Hellenia Yachting, Giardini Naxos -
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10Free 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.
- Meals Included:
- Breakfast
Accommodations: Hellenia Yachting, Giardini Naxos -
Day
11A 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.
- Meals Included:
- Breakfast
Accommodations: Hellenia Yachting, Giardini Naxos -
Day
12Agrigento, 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.
- Meals Included:
- Breakfast
Accommodations: NH Palermo -
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13Palermo 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.
- Meals Included:
- Breakfast
- Dinner
Accommodations: NH Palermo -
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14Depart Palermo
Your journey draws to an end. Departure transfers arrive at Palermo Falcone–Borsellino Airport.
- Meals Included:
- Breakfast
More Details
Insight Vacations is informing us of the following additional details regarding their Country Roads of Southern Italy & Sicily (Summer 2027) tour:
Travelers 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 arrive Palermo's Falcone-Borsellino Airport (PMO) on the last day of the tour at 06:00 and 08:00.* 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 arrangements.* NOTE: This trip falls under LEVEL 1. Please refer to the Deposit, Payment and Cancellations policies on our website.
Pricing listed above for tours is per person, in US Dollars, and is based on double occupancy. Pricing may change for other occupancy types. Pricing is based on the last time the vendor electronically sent us pricing data, which varies by vendor (usually occurs overnight or multiple times throughout each day).
Pricing and availability are subject to change and must be confirmed by one of our travel advisors, who can contact the vendor to do so. Intra-vacation air (also referred to as internal air) is usually based on economy class seating (do not assume otherwise, unless explicity noted otherwise) and may be 100% non-refundable at time of final payment. Air quotes (including intra-vacation airfare) may be subject to change until final payment has been received by the vendor. Flight confirmation may be based on availability. Air reservations may not be able to be confirmed until a passport copy is received by the vendor. The following charges are not included in the vacation price unless otherwise noted: airfare to and from the start of your vacation; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; International Air Transportation tax; agricultural tax; other per person taxes imposed by government entities; airport taxes and fees, including the September 11th Security fee, passenger facility charges, Federal domestic flight segment fees, and U.S. and international arrival and departure and other government-imposed fees added by the airline and applicable at time of booking; port taxes; passports; visas and vaccinations; tips to your Cruise Director, Local Host, driver, Local Guides, and/or ship's crew; gratuities on ferries, trains, and cruise ships; laundry; telephone; minibar; alcohol, beverages, and food outside of the contracted menu as presented at a hotel or restaurant or onboard your vessel (these extra items will be billed to you before leaving the hotel, ship, or restaurant); airport transfers on non-qualifying flights; optional excursions; additional activities and excursions purchased online; porterage at airports and train stations; Travel Protection; and all other items of a personal nature. Itinerary details are provided by the vendor. Vendors may reserve the right to change itineraries, even on existing reservations. There may be instances where the name of a tour contains a tour length in it, but where there is a version of the tour that is a different number of days in length. You can check the true length of a tour by referring to the length value listed in association with that tour. Destination images displayed on this web page, some which are supplied by the related vendor and some which are not, are intended to simply give a general representation of the region of the world being visited during the tour. Such images are not necessarily of the exact areas being visited during the tour. Hotel details (including, but not limited to: rating/class, descriptions, images, amenities and addresses) are provided by Insight Vacations. Hotel amenities may be communicated in shorthand by Insight Vacations (for example, if "Laundry" is listed that may only mean that the hotel has an optional fee-based service that would allow for your laundry to be done by their staff). We reserve the right to correct errors.