Classical Sicily

Over View

This all-encompassing one-week trip takes in the highlights of the largest Mediterranean island, Sicily. See its wealth of ancient historical sights, and have the chance to go up Europe's tallest active volcano, Mount Etna.

Agrigento – Visit Sicily's most famous Classical remains in the Valley of the Temples with its remarkable Doric architecture
Erice – Discover this walled medieval hilltop town with its maze of narrow winding cobbled streets and quaint shops
Villa Romana del Casale – See some of the best preserved and most extensive mosaics left in Europe at this Roman villa
Why Not Extend Your Trip? – This trip can be combined with our 'Malta and Gozo Discovery' (trip code: MLAS) to make a two week holiday to these varied Mediterranean islands

Itinerary

Day 1 Join trip in Syracusa

Arrive in Syracusa. During the Greek Classical period, this east coast city was the largest in the ancient world – even bigger than Athens. Now a UNESCO World Heritage Site, it is also notable as being the birthplace of antiquity’s greatest mathematician, Archimedes.

For those arriving on time our Leader plans to meet you in the hotel reception at 7pm for the welcome meeting and for those that wish, there is the chance to go out for dinner. There are no other activities planned today, so you are free to arrive in Syracusa at any time. If you would like to receive a complimentary airport transfer today, you’ll need to arrive into Catania Fontanarossa Airport (CTA), which is about an hours’ drive. Should you miss the welcome meeting, your Leader will inform you of any essential information as soon as you catch up.

If your flight arrives earlier in the day, perhaps you might choose to walk into the historic centre of Ortygia Island, which is about 20-30 minutes from our hotel. Artemis Fountain and the Baroque cathedral are lit up beautifully at night.

Tonight will be your first opportunity to sample Sicilian cuisine and wine. According to Greek legend the god Dionysus brought wine to Sicily, whereas it’s more likely that wine has been produced here since ancient times due to the island being blessed with plenty of sunshine and reliably moderate rainfall, along with fertile volcanic soils. Nowadays there is a huge variety of both delicious red and white wines to choose from.

Day 2 Discover Syracusa’s historic Neapolis and Ortygia Island

We start today by driving the short distance to the city’s Neapolis Archaeological Park, where a local guide will show us its famous Greek theatre hewn out of the hillside and the fine Roman amphitheatre where gladiators once fought.

We then drive over to Ortygia Island, where we have free time to have lunch and explore. This small island is the historical centre of the city and home to many landmarks such as the Fonte of Aretusa, Temple of Apollo ruins, Maniace Castle, and the narrow streets of the Jewish Quarter with its old baths found under the Residenza Alla Giudecca Hotel. Alternatively you could take a short boat trip along the rocky cave-strewn coastline. Ortygia Island is also a great place to go to a local cafe or restaurant and sit and watch the world go by. Its limestone buildings and pretty harbour front make it an ideal place to sip coffee and enjoy a cake. Perhaps try cannolo, a traditional Sicilian dessert, a crisp shell filled with sweet ricotta and chocolate chips topped with candied fruits. If you prefer a savoury snack then arancini is a rice ball stuffed with a range of fillings such as beef ragu and gooey cheese – it’s simply delicious.

Leaving Syracusa this afternoon we drive for a couple of hours inland to Piazza Amerina, a charming market town set amid rolling countryside, which will be our base for the night. This isn’t a town on the tourist trail and tonight you have the opportunity to dine in one of the delightful family run restaurants. As you stroll along through the peaceful streets and picturesque squares you can see the local men gathering to discuss the events of the day and to put the world to rights, like they will have done for generations.

Day 3 See the mosaics at Villa Romana del Casale and the Valley of the Temples

Today we will visit two of Sicily’s most important historic sites. We will start at the Villa Romana del Casale, which is just a short hop from our hotel and this should mean that we get to look around before the crowds arrive. A local guide will show us the ruins of this magnificent country mansion that contains some incredibly well-preserved and beautiful Roman mosaics, such as the famed bikini girls, fishing cupids and hunting scenes featuring exotic wildlife like tigers, rhinos and elephants. The mosaics are UNESCO-Listed and spread over a remarkable 3,500 square metres.

We drive on to Agrigento, which was once one of the most prosperous cities in Sicily. The ancient acropolis, now the modern city, overlooks a southern ridge, misleadingly named the Valley of the Temples. Visiting these temples with a local guide, we will walk around the ruins of the largest Doric temple ever constructed – the Temple of Zeus. Standing next to this monumental structure you are only as tall as the first few entry steps and so you tend to feel very small starring up at the gigantic pillars above you. We will also explore the perfectly-proportioned Doric columns of the Temple of Concord, as well as the oldest temple in the complex, honouring Hercules.

Later this afternoon, we will drive for a couple of hours north along the spectacular coastline to tonight’s hotel in Marsala. Our hotel this evening is about 25 minutes walk from the centre of town. We will go into the centre to the Porta Garibaldi from where our local guide will take us on a short walk through the old town. After time for dinner we’ll return to our hotel.

Day 4 Explore Erice and the Greek ruins of Segesta en route to Palermo

This morning we drive up the twisty mountain roads to one of Sicily’s best kept secrets, the delightful medieval hilltop walled town of Erice. Here we’ll have the morning free to soak up the atmosphere and get lost among the maze of cobbled narrow streets. At 750 metres above sea level, we hope to have impressive views over the valley and sea below (cloud permitting). The town is home to a number of churches that you may choose to visit and perhaps you’d like to go into the courtyard of the Norman fortress, Castello di Venere or the nearby Garden of Balio, which offers excellent views. It is also worth noting that Erice is home to Sicily’s most famous cake shop – Maria Grammatic.

Early afternoon will see us travelling on to Segesta – one of the best-preserved ancient sites. Once home to the Elymians, who it’s believed descended from the Trojans. The two most famous monuments found here are the Doric temple and the amphitheatre that sit on the slopes of Mount Barbaro in a stunning natural setting – no modern day structures mar our appreciation of the site. Along the old entrance roads to the city is the Sanctuary of Contrada Mango and the Agora – the central meeting place of the city. Near to the amphitheatre you can see the more recent remains dating from around 1442 of a castle, mosque and church. If you visit in springtime then on a walk around the site you can spot colourful wildflowers and giant fennel. The site is large and hilly, so there is a complimentary bus service that operates in the archaeological site, which we can make use of.

On leaving magnificent Segesta, we drive for around an hour along the north coast to our hotel in Sicily’s capital, Palermo where we have the evening free.

Day 5 Visit to the Palatine Chapel and Monreale Cathedral; free time in Palermo

This morning we will get to experience some of Sicily’s Norman history. In Palermo we will visit the Palatine Chapel with a local guide. This is the royal chapel of the Norman kings of Sicily and is packed with spectacular Byzantine mosaics.

Driving into the hills just a short distance out of the capital, we will go with our guide to visit the majestic Norman Cathedral of Monreale. Founded in 1174 by William the Good, the cathedral is also famous for its extensive mosaics, as well as its beautiful cloisters showing both Romanesque and Islamic influences.

Returning to Sicily’s capital, the afternoon is free to enjoy Palermo. The city stands at the foot of Monte Pellegrino, with the fertile valley of Concha d’Oro behind. It was one of the richest cities in Europe from the 9th to the 12th centuries AD when Islamic culture, Byzantine magnificence and medieval Europe were merging into a fascinating civilisation. Today, the city maintains a sense of cultural diversity and is famous for its art, music and food.

You might like to visit Palermo’s cathedral with its ornate facade, the grand Teatro Massimo opera house, the natural beauty of the Botanical Gardens or the extensive catacombs under the city, to name just a few of the attractions on offer.

If you fancy a snack whilst exploring then you could try panelle, which is a popular street food. It’s a fritter made from chickpeas eaten in a roll like a hot sandwich. If you fancy something sweet then cassata is Sicily’s most famous cake, which is normally covered in marzipan and green icing over a moist fruity sponge layered with ricotta.

Day 6 Drive along the coast with a stop in Cefalu en route to Giardini Naxos

Leaving Palermo this morning we drive along the spectacular northern coastline to the picturesque fishing village of Cefalu. Here we stop to explore the town and have the opportunity to go for a swim. You might like to visit the Norman Cathedral, with its stupendous mosaic of Christ Pantocrator. Alternatively if you’re feeling active then you can walk up the steps passed the Temple of Diana ruins to the Castle on the Rock (the ascent is 278 metres) and from here the sea views are incredible, and make the climb to get there worthwhile.

From Cefalu we’ll continue our drive along the coast and make a brief stop in Messina, where you have the chance to visit to the Messina Museum or the cathedral. After stretching our legs we’ll drive on to the small coastal town of Giardini Naxos, which will be our base for the next two nights. This sweet little fishing town sits in the shadow of Mount Etna and is the spot of the oldest Greek settlement in Sicily back in 735 BC. It’s a great spot for relaxing beside the sea and tucking into fresh fish and gelato. Sicily has some of the creamiest and most tasty gelato in Italy, so it’s definitely worth sampling.

Please note, on our 23 May, 06 June, 12 September and 10 October 2020 departures we will be staying in Taormina instead of Giardini Naxos on days 6 and 7. The towns are only a short distance apart along the coast. The itinerary inclusions will remain the same and you’ll still have the opportunity to visit Mount Etna, the only difference is that you won’t be visiting Giardini Naxos and your free time on day 7 will be spent in Taormina instead. If you still want to visit Giardini Naxos then it’s easily accessible on the hop-on public bus from Taormina.

Day 7 Chance to travel to Mount Etna; afternoon in Taormina

This morning, you have the opportunity to join a tour to explore the lunar landscape, craters and lava fields of Mount Etna – one of the most active volcanoes in Europe. You drive from our hotel to the cable car base at Rifugio Sapienza, which is on the south side of Etna and 1,900 metres above sea level. Here there are several cafes and gift shops and you can also see the old Silvestri Craters. From here you can board the cable car up to 2,500 metres where there’s another cafe and gift shop and you can have a walk around on the mountainside. From here you have the option of boarding a four-wheel drive coach up to 2,900 metres to take a short walk (around 45 minutes) with a mountain guide to view the craters formed in the 2002/3 eruptions and the fumaroles at around 3,000 metres, which is as close to the summit as we’re currently permitted to go. You then return down the mountain the same way.

Alternatively, you might prefer to enjoy a more sedate morning enjoying the coastal location of Giardini Naxos. Here there is an archaeological zone that doesn’t feature a huge number of ruins but it does offer a very pleasant walk through the citrus groves. There is also a small museum here with some interesting findings from different historical periods.

This afternoon, we will all meet back up and travel the short distance to Taormina, Sicily’s most famous resort. Once a favourite haven for the likes of D. H Lawrence and Oscar Wilde, Taormina is still today a popular tourist destination. After a walk around this chic and beautiful town, with its pretty medieval churches and charming streets, it’s easy to understand why. With a local guide we’ll visit the Greek Theatre. The snow-capped Mount Etna acts as a spectacular backdrop to the remarkably preserved columned stage and it’s easy to see why this is possibly the most famous view in all of Sicily and it makes for a superb photograph. We’ll also visit the Roman Odeon before having the rest of the afternoon free to explore before returning to Giardini Naxos in the early evening.

You might choose to visit the Villa Comunale Gardens which offer a peaceful escape from Taormina’s bustling main street. Here you can walk amidst magnolia, hibiscus and bougainvillea trees. If you’d like to enjoy a drink and a snack then we’d recommend taking a stroll down one of Taormina’s side streets where you’ll find a variety of less-busy bars and restaurants than in the very centre of town.

Day 8 Trip ends in Giardini Naxos

The trip ends after breakfast at our hotel in Giardini Naxos.

There are no activities planned today, so you are free to depart from Giardini Naxos at any time. If your flight is departing later in the day luggage storage facilities are available at our hotel. If you would like to receive a complimentary airport transfer today, you need to depart from Catania Fontanarossa Airport (CTA), which is about one hours’ drive.