14D13N Country Roads Of Southern Italy and Sicily

14 Days Italy 2 to Go

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. A restaurant’s founder will share why the family uses only organic ingredients that they grow themselves — and you will indulge in those freshly picked vegetables during a Farm-to-Table dinner featuring fresh orecchiette pasta. 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.

DepartureRome
ReturnPalermo
Min. travellers2
Booking periodNow till October 2025
Travel periodApril till October 2025

Good to know

Tour Highlights

  • Organic Farm-to-Table Meal at Terre Madre Alberobello
  • Participate in the Wonder Grottole Project
  • Basilica of Saint Praxedes Visit
  • Visit Colosseum
  • Rome City Tour
  • Cruise by Jetfoil to the Isle of Capri
  • See Mount Vesuvius
  • Pompeii City Tour

Day-by-day itinerary

Day 1 Rome

2025 marks a Jubilee Year, a momentous Roman Catholic event celebrated every 25 years, turning Rome into a centre of celebration between December 24, 2024, and December 31, 2025. As festivities unfold, itineraries may be adjusted to ensure you make the most of your time as you visit the Eternal City.

Welcome to Rome, a glorious city filled with classic antiquities, medieval buildings, Renaissance palaces and baroque churches. Settle in, before meeting your Travel Director and fellow travellers. Tonight, enjoy Roman specialties during dinner at a local restaurant.

dinner

Day 2 Rome

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. Admire the spectacular Trevi Fountain, see the Pantheon, the best-preserved monument from the Roman period. Enjoy a private visit to the Basilica of Saint Praxedes, welcomed by the Rector of the basilica. Enter the Colosseum and imagine the roar of the spectators as you hear stories of how ancient Romans liked to be entertained.

breakfast

Day 3 Rome - Sorento

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-coloured buildings perched above the shimmering sea, welcoming you to this idyllic coastal paradise.

breakfast · dinner

Day 4 Sorrento - Capri - Sorrento

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.

breakfast

Day 5 Sorrento - Pompeii - 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

Day 6 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, join a MAKE TRAVEL MATTER® Experience using home-grown organic and locally sourced, seasonal produce, you sit down to a delicious four-course, Farm-to-Table dinner.

breakfast · dinner

Day 7 Alberobello

Today is yours to enjoy at leisure. You may wish 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. Later, unwind and make the most of the exceptional amenities at your remarkable hotel.

breakfast

Day 8 Alberobello - 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 recognise 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.

breakfast · dinner

Day 9 Matera - Taormina
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.

breakfast · dinner

Day 10 Taormina

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.

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Day 11 Taormina

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.

breakfast

Day 12 Taormina - Agrigento - 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.

breakfast

Day 13 Palermo

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.

breakfast · dinner

Day 14 Palermo

Your journey draws to an end. Departure transfers arrive at Palermo Falcone–Borsellino Airport.

breakfast

What's included

Included

  • Handpicked 4 & 5 star hotels in great locations
  • Daily breakfasts & many relaxed morning starts after 9am
  • ‘Business Class’ style coaches with extended legroom*
  • Local discovery led by Local Experts
  • Superior dining in top rated restaurants
  • 24/7 personal service – knowledgeable Travel Director & expert Driver
  • Insider Access, Insightful Encounters and Insight Choice experiences
  • Porterage, plus tips and gratuities at hotels and restaurants is included

Not included

  • ~ International flight ticket
  • Travel insurance
  • Others not mentioned above

Your hotels

Radisson Blu GHR Rome

★★★★

Rome Via Domenico Chelini, 41, 00197 Roma RM, Italy

Located in the heart of the charming Parioli district the Radisson Blue GHR Hotel Rome offers renaissance-style decor, making for a comfortable stay in Italy's capital city.

Hotel Isabella

★★★★

Sorrento Vico Primo Rota, 80067 Sorrento NA, Italy

Hotel Isabella is a newly refurbished Hotel in a great location with modern furnishings. Guest can relax by the pool or head into the beautiful town of Sorrento which is 1 mile from the Hotel.

Grand Hotel La Chiusa di Chietri

★★★★

Alberobello SS 172 dei Trulli, km 29, 800, 70011 Alberobello BA, Italy

The Grand Hotel La Chiusa di Chietri is a perfect place to relax and enjoy the scenic surroundings.

MH Matera Hotel

★★★★

Matera Via Germania, SN, 75100 Matera MT, Italy

The MH Matera is located moments from the UNESCO World Heritage Site of Sassi, surrounded by lush hills and landscaped gardens.

Hellenia Yachting Hotel & SPA

★★★★

Giardini Naxos Viale Jannuzzo, 41, 98035 Giardini Naxos ME, Italy

Situated in Giardini Naxos, 300 metres from Recanati Beach, Hellenia Yachting Hotel & SPA features accommodation with an outdoor swimming pool, free private parking, a fitness centre and a private beach area. 300 metres from Lido Bonday Beach and 800 metres from Dal Pirata Beach, the property provides a terrace and a bar. The accommodation offers a 24-hour front desk, airport transfers, room service and free WiFi throughout the property. The hotel offers a buffet or continental breakfast. At Hellenia Yachting Hotel & SPA you will find a restaurant serving Italian, Mediterranean and international cuisine. Vegetarian, dairy-free and vegan options can also be requested. The area is popular for cycling, and bike hire is available at this 4-star hotel.

NH Palermo

★★★★

Palermo Foro Italico Umberto I, 22/B, 90133 Palermo PA, Italy

Overlooking the beautiful gulf of Palermo, the understated NH Palermo is adorned with modern and stylish décor, perfectly complimenting the surrounding views. Located in a central location, perfect for those wanting to explore the historic architecture or foodies wanting to indulge in local cuisine.
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