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Civilisations of Sicily - Mediterranean crossroads: three thousand years of creativity

Covers all the island, showcasing the main sights and many lesser-known ones.

The whole gamut – Greek, Roman, Norman, Renaissance, Baroque and 19th century. 

A full tour but carefully paced and with only three hotels.

Cross the Straits of Messina to Reggio di Calabria to see the Riace Bronzes.

Several special arrangements to visit places not normally open to the public.  

Print itinerary (2022)

Print itinerary (2023)

17 - 29 Oct 2022 £5,090 Book this tour

  • Segesta, watercolour by Alberto Pisa, publ. 1911.
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Sicily is the pre-eminent island in the Mediterranean – the largest as well as the most eventful historically. It is also more or less in the middle, a stepping stone between Europe and Africa and a refuge between the Levant and the Atlantic. Throughout history Sicily was viewed as a fortuitous landfall by migrating peoples and a prized possession by ambitious adventurers and expansionist princes. And as the Mediterranean has been the catalyst and disseminator of a greater variety of civilisations than any other of the world’s seas, the island has accumulated an exceptionally rich and incomparably varied inventory of art, architecture and archaeological remains.

Here are to be found some of the finest surviving ancient Greek temples and theatres; Roman floor mosaics which have no peer in Europe; and wall and vault mosaics by Byzantine craftsmen which are unequalled anywhere. Medieval churches and Baroque palaces abound, and there are many memorable paintings, sculptures and other works of art. 

As much part of the experience as these masterpieces are the picturesque hill towns, coastal settlements lapped by a gentle sea, haphazard alleys and vibrant city boulevards ornamented with wrought-iron balconies. In every town there are buildings of unexpected magnificence and a plenitude of modest structures of ineffable charm. Some are well preserved, some are crumbling – witness to a deeper malaise.

For much of its history, Sicily was regularly one of the most prosperous of European territories, but political mismanagement and social dislocation led to a long, deep slump. Into the space vacated by absentee landlords and self-serving authorities, the ‘Honoured Society’ inserted itself as protector – though it has been even more exploitative and malign than the worst of earlier tyrants. And the region remains low in the tables of prosperity. 

Matters are improving, however. Conservation and curatorship have made great strides in recent years, the Mafia has lost its dominance, poverty has lessened, and other indicators of wellbeing – the high quality of cuisine among them – are more evident as each year goes by. Sicily has been a part of a unified Italy since 1861 and ethnically and culturally it is unmistakably Italian. But it is also distinctly Sicilian, a world apart. Forming the backdrop to all this are some ineluctable landscapes, the formidable stark hills of the interior and the glittering greens of intensely farmed valleys. The smoking bulk of Mount Etna, Europe’s largest active volcano, is visible from much of the eastern part of the island.

Day 1

Palermo. 2022: Fly at c. 8.00am from London Heathrow to Catania (British Airways), and drive across the island to Palermo. 2023: Fly at c. 8.30am from London City to Palermo, via Milan (ITA Airways). The largest and by far the most interesting city on the island, Palermo has been capital of Sicily since the period of Saracenic occupation in the ninth century. It reached a peak under the Normans and again during the Age of Baroque. First of six nights in Palermo.

Day 2

Palermo. A morning walk through the old centre includes visits to several oratories and outstanding Norman buildings including La Martorana with fine mosaics. Lunch is at a private palace, by special arrangement. In the afternoon see the collection of pictures in the 15th-century Palazzo Abatellis. In the evening there is an out-of-hours visit to the Palatine Chapel in the palace of the Norman kings. Entirely encrusted with Byzantine mosaics, this is perhaps the finest assembly of Byzantine art to survive anywhere.


Day 3

Monreale, Cefalù. The small town of Monreale dominates a verdant valley southwest of Palermo. Its cathedral is one of the finest Norman churches on the island and possesses the largest scheme of Byzantine mosaic decoration in existence. Cefalù, a charming coastal town, has another massive Norman cathedral, also with outstanding mosaics, and an art gallery with a painting by the 15th-century artist Antonello da Messina.


Day 4

Segesta, Selinunte. Set in an unspoilt hilly landscape, the almost complete but fascinatingly unfinished fifth-century temple at Segesta was built by indigenous if thoroughly Hellenised Sicilians. On an adjacent hill is a spectacularly sited theatre with views to the sea. Selinunte, founded by Greeks from the Attic city of Megara c. 650 BC, is a vast archaeological site, renowned for its many temples and acropolis.


Day 5

Agrigento. The remains of the Greek colony of Akragas at modern-day Agrigento constitute one of the greatest sites bequeathed by the ancient world. A relatively late foundation (580 bc), it rose rapidly to riches and constructed eight peripteral temples, the most numerous group in the Greek world. That dedicated to Olympian Zeus was the largest of all Doric temples before being felled by Carthaginians and earthquakes, while the Temple ‘of Concord’ is the best preserved.


Day 6

Palermo. San Giovanni degli Eremiti is a Norman church with five cupolas and a charming garden. The cathedral, a building of many periods (though largely medieval), has grand royal and imperial tombs. See also the archaeological museum, which displays one of the richest collections of Punic and Ancient Greek art in Italy.


Day 7

Palermo, Piazza Armerina. Visit Castello della Zisa, an Arab-Norman Palace. Then leave Palermo and drive through the hilly interior of Sicily. At Piazza Armerina are the remains of one of the finest villas of the late-Roman Empire, whose floor mosaics comprise the most vital and colourful manifestation of Roman figurative art in Europe. Continue to the east coast for the first of three nights in Taormina.


Day 8

Taormina. Free day in this extremely pretty town. The Teatro Greco (actually largely Roman) is incomparably sited with far-reaching views encompassing smouldering Mount Etna, the Ionian sea and the Calabrian coast of mainland Italy. The town itself, clinging to a hillside with beaches far below, has buildings from five centuries as well as further Roman structures. A smart resort since the 19th century, our hotel has shaded gardens which spill down a series of terraces. (Also a swimming pool which is usually open between March and October).


Day 9

Messina, Reggio di Calabria. Drive along the coast to Messina. The city was one of Caravaggio’s Sicilian refuges, and in the art gallery there are two paintings by him and the best-surviving work by the 15th-century painter Antonello da Messina. Cross the Straits of Messina by hydrofoil to Reggio di Calabria on mainland Italy to see the Riace Bronzes, over-life-size male nudes associated with Phidias and Polyclitus, among the finest Greek sculpture to survive. 


Day 10

Catania, Siracusa. Sicily’s second city, Catania was largely rebuilt after the earthquake of 1693 with long straight streets lined with Baroque palaces. Special arrangements to see a magnificent private palazzo and a Byzantine chapel, and visits to the enormous monastery of St Nicola and harmonious cathedral square. Continue to Syracuse: founded as a Greek colony in 733 BC, it became the most important city of Magna Græcia. Late-afternoon visit to the fifth-century bc theatre, the largest of its type to survive, and the Roman amphitheatre. Continue to Syracuse for the first of three nights.


Day 11

Syracuse. The Island of Ortygia, the ancient heart of Syracuse, is densely packed with structures from ancient Greek to Stile Liberty, and is one of the largest areas of unremittingly picturesque townscape to be found anywhere. The day’s walks thread through meandering alleys, little piazze and seaside promenades, lingering at buildings such as the cathedral, unique in incorporating a Doric temple of c. 480 BC, and the medieval Catalan-style Palazzo Bellomo. Great paintings include Antonello’s Annunciation and Caravaggio’s Burial of St Lucy. Visit also the excellent Museum of Antiquities.

Day 12

Near Syracuse, near Noto. The Castello Eurialo near Syracuse is a fortress built by Dionisio il Vecchio at the beginning of the fourth-century BC to defend the city, with later interventions. Drive towards Noto to see the archaeological ruins of Villa Romana del Tellaro, which date to the fourth-century AD – the villa was destroyed by a fire about 100 years later. There is a series of well preserved mosaics.


Day 13

Noto, Modica. Rebuilt after an earthquake in 1693, the hill town of Noto is one of the loveliest and most homogenous Baroque towns in Italy. All of honey-coloured stone, vistas are enlivened with carved stone balconies with elaborate ironwork. Visit the cathedral, a convent and a suite of Empire-style rooms in a palazzo. The exceedingly lovely town of Modica is situated at a conjunction of valleys at the foot of the Monti Iblei. See the cathedral, designed by Rosario Gagliardi. Fly from Catania, arriving London Heathrow at c. 10.45pm (in 2022), or c. 8.45pm (in 2023).

Dr Philippa Joseph

Following a successful career in academic publishing in the humanities, Philippa was reviews editor on the magazine History Today for five years. She is now an independent lecturer and researcher, and a tutor in art history at the Oxford University Department for Continuing Education. Philippa’s broad academic interests look at the many societies and cultures that have given Andalucía, Sicily, and the rest of the Mediterranean basin, their rich and diverse architectural and artistic heritage.

Image of Christopher Newall

Christopher Newall

Art historian, lecturer and writer. As well as being a specialist in 19th-century British art, he has a deep interest in Sicily, its architecture and political and social history. A graduate of the Courtauld Institute, he has organised various exhibitions including Pre-Raphaelite Vision: Truth to Nature (Tate Britain 2004) and John Ruskin: Artist & Observer at the National Gallery of Canada and Scottish National Portrait Gallery (2014). His interest in John Ruskin led to our tour Ruskin’s Venice.

Image of Jon McNeill

John McNeill

Specialist in the Middle Ages and Renaissance – lectures for Oxford University’s Department of Continuing Education. He is Honorary Secretary of the British Archaeological Association, for whom he has edited and contributed to collections of essays on medieval cloisters, chantries, Anjou, and King’s Lynn and the Fens. In 2010 he established a biennial series of international conferences on Romanesque visual culture. His most recent effort in this field – Romanesque Saints, Shrines, and Pilgrimage – was published in 2020. He is also author of the Blue Guides to both Normandy and the Loire Valley.

Price, per person

2022. Two sharing: £5,090 or £4,950 without flights. Single occupancy: £5,950 or £5,810 without flights.

2023. Two sharing: £5,360 or £5,190 without flights. Single occupancy: £6,250 or £6,080 without flights. 



2022. Flights (Euro Traveller) with British Airways (Airbus 320); travel by private coach throughout; hotel accommodation as described below; breakfasts; 5 lunches (including 1 picnic) and 7 dinners with wine, water, coffee; all admissions; all tips; all taxes; the services of the lecturer and tour manager.

2023. Flights (economy class) with ITA Airways; travel by private coach throughout; hotel accommodation as described below; breakfasts; 5 lunches (including 1 picnic) and 7 dinners with wine, water, coffee; all admissions; all tips; all taxes; the services of the lecturer and tour manager.



2022. Grand Hotel Piazza Borsa, Palermo: centrally located 4-star hotel housed in an assortment of historical buildings. Hotel Villa Belvedere, Taormina: charming 4-star family-run hotel in the old town, with its own garden (rooms vary in size and outlook). Grand Hotel Ortigia, Syracuse (September): old-fashioned but comfortable and friendly 5-star on the island of Ortygia. Hotel Gutkowski, Syracuse (October): boutique seafront 3-star on the island of Ortygia (more the standard of a 4-star). Single rooms are doubles for sole use throughout.

2023. Grand Hotel Piazza Borsa, Palermo (April, September): centrally located 4-star hotel housed in an assortment of historical buildings. Eurostars Centrale Palace, Palermo (October): centrally located 4-star hotel housed in a historical building with recently renovated rooms. Hotel Villa Belvedere, Taormina: charming 4-star family-run hotel in the old town, with its own garden (rooms vary in size and outlook). Grand Hotel Ortigia, Syracuse: old-fashioned but comfortable and friendly 5-star on the island of Ortygia. Single rooms are doubles for sole use throughout.


How strenuous?

This tour involves a lot of walking, some of it over rough ground at archaeological sites and cobbled or uneven paving in town centres. Fitness and sure-footedness are essential. There are also some long coach journeys. Average distance by coach per day: 73 miles.

Are you fit enough to join the tour?  

Group size

Between 10 and 22 participants.  

Travel advice

Before booking, please refer to the FCDO website to ensure you are happy with the travel advice for the destination(s) you are visiting.

Map for Civilisations of Sicily.

'A superb introduction to Sicily. Very well thought out.'

'Overall a well-balanced mix which brought together the disparate strands of history and art of Sicily. I especially liked the fact that most days had a particular theme.'

'So many unexpected treasures - that's what makes a Martin Randall holiday so special.'

'I was delighted and uplifted by the places I saw: a perfectly chosen mix.'

'Excellent, very well thought out, a rich combination of the obvious places where people would want to go, combined with the unexpected.'

'The quality of the hotels was excellent, we enjoyed delicious food and wine and the variety and interest in the places we visited would not have been possible if we'd arranged the tour ourselves. The guides enabled us to learn a great deal which would otherwise have passed us by.'

'The lecturer was brilliant and a gifted teacher. The depth of his knowledge on every aspect of the tour was extremely impressive, and he was always willing to answer all the questions and interact with us all. He was also a delightful person, with a dry sense of humour and a lot of fun.'

'The quality of the planning, the lecturer and the size of the group provided an excellent tour that would be hard to match.'