Your itinerary
Day 1
Day 1: Welcome to Rome
Explore Rome independently. Meet your Travel Director and fellow travelers for dinner this evening.
Meals: Dinner
Day 2
Day 2: Explore the Ruins of Pompeii and Sorrento
Travel south from Rome to Pompeii. A Local Specialist leads a walking tour of the excavations, including the Gymnasium, Temple of Apollo and Basilica. Continue to your hotel in Sorrento.
Meals: Breakfast
Day 3
Day 3: Cruise to the Isle of Capri
Take a ferry to Capri and ascend to Capri town by funicular railway. Join a Local Specialist for a guided walk and see the Piazzetta. Enjoy free time at a local café before returning to the mainland. Spend free time in Sorrento or optionally visit Positano. Dinner this evening.
Meals: Breakfast,Dinner
Day 4
Day 4: Cross the Strait to Sicily
Drive south past Salerno and through Calabria, cross the Strait of Messina to Sicily, and continue to the beachside resort town of Giardini Naxos below Taormina. Dinner at the hotel.
Meals: Breakfast,Dinner
Day 5
Day 5: Greek Theater and More in Taormina
A Local Specialist leads a walking tour of Taormina on the slopes of Monte Tauro. Visit the Greek theater, walk along Corso Umberto to Piazza IX Aprile for views across the bay, and enjoy free time to shop, explore the terraced botanical gardens or have gelato.
Meals: Breakfast
Day 6
Day 6: Taormina Riviera Your Way
Enjoy a full free day to shop, relax or see the sights, or consider an Optional Experience. Your Travel Director is available to help. Tonight, enjoy a Be My Guest experience.
Meals: Breakfast,Dinner
Day 7
Day 7: Journey to Ancient Agrigento
Enjoy views of Enna on the way to Agrigento. A Local Specialist leads a visit to the Valley of the Temples, including the Temple of Concord and the Temple of Juno overlooking the sea.
Meals: Breakfast
Day 8
Day 8: Explore Erice and on to Palermo
Travel to Erice, a hilltop medieval town known for its cobbled streets, Norman castles and views across the sea, salt pans and wooded hillsides. You may walk to the ruins of Venus Castle and the Balio Gardens. Optional Experience with dinner available this evening.
Meals: Breakfast
Day 9
Day 9: Enjoy the Views in Monreale
Travel to Monreale for views of La Conca d’Oro and explore the 12th-century Norman Cathedral with a Local Specialist. Celebrate the journey with dinner at a local restaurant.
Meals: Breakfast,Dinner
Day 10
Day 10: Journey Home
Say arrivederci to Sicily and your fellow travelers at the end of the holiday.
Meals: Breakfast
What’s included
What’s not included
Additional information
Dining Summary
- 5 Dinner (D)
- 9 Breakfast (B)
How You'll Travel
- Deluxe coach travel
- Selected hotel dinners plus a locally hosted meal
- 4-star stays
Iconic Experience
- Pompeii: Walk with a Local Specialist through the cobbled streets of this ill-fated town, frozen in time since the 1st century.
- Capri: Join a Local Specialist for a guided walk through Capri’s elegant lanes and vibrant squares. Hear how this island has long attracted artists, writers and Hollywood icons. Visit historic landmarks and local boutiques, and discover how generations of islanders have lived alongside the glamour, from Roman emperors to the jet-set names of the 1950s and beyond.
- Taormina: Visit the ancient Greek Amphitheater with your Local Specialist. Set on a cliff, open to the sky, take your seats and enjoy the view through the crumbling arches to Mount Etna.
- Agrigento: A Local Specialist 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.
- Erice: Led by your Travel Director, explore the quiet alleys of this ancient walled town, as if you’ve stepped into the Middle Ages. See the medieval churches and marvel at the sea views from the gardens of the Castle of Venus.
- Monreale: The sombre exterior of the cathedral at Monreale gives away few clues to the riches inside. Step into a world where the walls glitter with 12th-century mosaics, the best of their kind in the world.
Operated By
Trafalgar
Monreale Cathedral & Conca d’Oro Views
Step inside Monreale Cathedral with a Local Specialist to admire its glittering 12th-century mosaics. Outside, take in views across the Conca d’Oro, the fertile valley surrounding Palermo.
Built under Sicily’s Norman rulers, the cathedral brings together artistic traditions from across the Mediterranean. Its restrained exterior gives little indication of the richly decorated interior, where biblical scenes cover vast expanses of wall in gold and colour.
Rome Welcome Dinner
Meet your Travel Director and fellow travellers over a welcome dinner in Rome. Share a meal and get to know the people accompanying you through southern Italy and Sicily.
The gathering offers a convivial introduction to the journey in the Eternal City, whose streets reflect centuries of Roman history and everyday Italian life. It is a hosted occasion rather than a scheduled sightseeing tour.
Pompeii Archaeological Walking Tour
Walk through the excavations of Pompeii with a Local Specialist, following ancient streets to the Gymnasium, the Temple of Apollo and the Basilica. The remains reveal the public spaces and daily routines of a Roman town.
Pompeii was buried beneath volcanic material when Mount Vesuvius erupted in AD 79. Its exceptionally preserved buildings make this UNESCO World Heritage Site a tangible encounter with life nearly two thousand years ago.
Capri Cruise & Guided Island Walk
Cross the water to Capri by ferry and ride the funicular up to Capri town. A Local Specialist leads a walk through the island’s lanes and lively Piazzetta, sharing the stories behind its enduring appeal.
Associated with sirens in Greek mythology, Capri has also drawn Roman emperors, artists and twentieth-century celebrities. The sea crossing, elevated streets and café-lined square offer distinct perspectives on this storied island.
Taormina Walking Tour & Ancient Greek Theater
Explore Taormina with a Local Specialist, visiting its ancient Greek theater and walking along Corso Umberto to Piazza IX Aprile. From the hillside town, take in broad views across the bay and towards Mount Etna.
Originally built in the Greek period and later adapted by the Romans, the open-air theater remains Taormina’s defining landmark. Its surviving stone tiers and dramatic setting connect Sicily’s classical heritage with the landscape around it.
Acireale Be My Guest Farm Dinner
Join Daniela and her family for a Be My Guest meal at their farm near Acireale. Hear stories about the house, life on the farm and its lemon and orange groves before enjoying home-cooked Sicilian food.
This locally hosted dinner offers a personal introduction to the island’s agricultural traditions. Conversation around the family table, fresh citrus growing nearby and generously served dishes give the evening its sense of Sicilian hospitality.
Agrigento Valley of the Temples
Explore the Valley of the Temples in Agrigento with a Local Specialist. See the remarkably preserved Temple of Concordia and the hilltop Temple of Juno among the remains of a powerful ancient Greek city.
Founded as Akragas, the settlement became one of the great centres of the Greek world in Sicily. Its monumental temples stand in an open landscape, making the scale and ambition of that civilisation especially clear.
Erice Medieval Town Walk
Walk Erice’s cobbled lanes with your Travel Director, exploring a walled hilltop town of medieval churches and stone houses. From the gardens near the Castle of Venus, look out towards the sea and western Sicily’s salt pans.
Erice’s elevated position has long shaped its history and character. Its quiet alleys and far-reaching views offer a contrasting experience to Sicily’s larger coastal towns, with layers of ancient and medieval heritage visible throughout.
Palermo Cathedral Exterior View
View Palermo Cathedral, one of the Sicilian capital’s most recognisable landmarks. Its exterior brings together towers, arches and decorative details that reflect the city’s long, layered history.
Founded in the 12th century and altered over many generations, the cathedral bears traces of Sicily’s Norman past and later architectural tastes. This is an exterior viewing opportunity; entry to the cathedral is not specified as part of the experience.
Palermo Celebration Dinner
Share a celebration dinner with your fellow travellers at a local restaurant in Palermo. The hosted meal provides a chance to exchange stories from your time in southern Italy and Sicily.
Palermo’s dining culture reflects the many influences that have shaped the island. The restaurant setting offers a sociable close to the journey, centred on conversation and a shared meal rather than a formal sightseeing activity.
Optional Visit to Positano
Choose to visit Positano during your time on the Sorrento Peninsula. This optional outing offers an opportunity to see the town’s steep, closely packed buildings overlooking the Amalfi Coast.
Positano is known for its narrow lanes and dramatic position between the mountains and the Tyrrhenian Sea. The itinerary does not specify a guided activity or particular stops. This experience is at additional cost and bookable on tour.
Optional Evening Experience with Dinner
Join an optional evening experience with dinner during your stay in Palermo. It offers an additional opportunity to spend time with fellow travellers over a meal in Sicily’s capital.
The itinerary does not specify the venue, menu or any accompanying activity, so these details can be confirmed with your Travel Director. This experience is at additional cost and bookable on tour.