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Classical Sicily

Classical Sicily

Italy

8 days / 7 nights


Guided Small Group Adventure Tour
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Guide Price £2,005 per person (based on 2 people sharing)
Guided Small Group Adventure Tour
Duration: 8 days/7 nights

Postcard-perfect scenery, fascinating history, and divine local dishes, explore Sicily on our all-encompassing tour. Delve into the island's rich past, ticking off ancient Greek and Byzantine greats, take on Etna, Europe's largest active volcano, and get lost amongst the streets of Taormina, the Pearl of the Ionian Sea. With gelato and arancini joints at every turn, and surrounded by the azure waters of the Mediterranean Sea, Sicily comes close to paradise.

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from £2,005

per person (based on 2 people sharing)
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Itinerary

Day 1 - Join Trip in Syracuse
Our tour of Sicily starts today in Syracuse. 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's also notable as being the birthplace of antiquity's greatest mathematician, Archimedes. For those arriving in time, our tour leader plans to meet you in the hotel reception at 7pm for the welcome meeting and the dinner. If you would like to join the included dinner tonight we reccomend booking flights to arrive no later than 6pm. If you'd like an airport transfer today, you'll need to arrive into Catania Fontanarossa Airport (CTA), which is about a one-hour drive away. Should you miss the welcome meeting, your tour leader will inform you of any essential information as soon as you catch up. If your flight arrives earlier in the day, you might like 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, however, 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's a huge variety of delicious red and white wines to choose from. You might also like to try a typically Sicilian dish such as pasta with sardines and wild fennel, aubergine stew or boiled pork in salsa verde and saffron.

Day 2 - Discover Syracuse's Historic Neapolis and Ortygia Island
We'll 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'll then drive over to Ortygia Island, where we'll 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. Thanks to its limestone buildings and pretty harbour, Ortygia Island is also a great place to sit and watch the world go by in a local café or restaurant. You could try cannolo, a traditional Sicilian dessert, a crisp shell filled with sweet ricotta and chocolate chips topped with candied fruits. If you'd prefer a savoury snack then arancini is just the thing - a rice ball stuffed with a range of fillings such as beef ragu and gooey cheese, it's simply delicious. Leaving Syracuse this afternoon, we'll drive for a couple of hours inland to our base for tonight, Piazza Amerina, a charming market town set amid rolling countryside. This town is off the tourist trail and tonight you'll 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 put the world to rights - just as their families have been doing for generations.

Day 3 - See The Mosaics At Villa Romana Del Casale and The Valley of The Temples
Today we'll visit two of Sicily's most important historic sites. We'll start at the Villa Romana del Casale, which is just a short hop from our hotel. We'll aim to arrive before the crowds. 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'll 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'll walk around the ruins of the largest Doric temple ever constructed - the Temple of Zeus. Standing next to this monumental structure, you feel tiny staring up at the gigantic pillars above you. We'll 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'll drive north along the coastline for three hours to tonight's hotel in Trapani.

Day 4 - Explore Erice, Drive to Palermo
This morning we have a later start to rest after the full day we had yesterday. We'll 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, on a clear day, you can see right across the valley to the sea below from here. The town is home to a number of churches that you can visit, you could also drop into the courtyard of the Norman fortress, Castello di Venere or the nearby Garden of Balio. It's also well worth noting that Erice is home to Sicily's most famous cake shop - Maria Grammatic. Early afternoon we'll drive for around one hour and a half along the north coast to our hotel in Sicily's capital, Palermo where we'll have the evening free.

Day 5 - Visit Monreale Cathedral Followed By Palermo City Tour The Palatine Chapel
Driving into the hills just a short distance out of the capital, we'll go with our guide to visit the majestic Norman Cathedral of Monreale. Founded in 1174 by William the Good, the cathedral is famous for its extensive mosaics, as well as its cloisters showing both Romanesque and Islamic influences. Returning to Sicily's capital, we'll enjoy a guided city tour of Palermo. Highlights include the historic Quattro Canti square, the magnificent Palermo Cathedral, the striking Shame Fountain (Fontana della Vergogna), and the grand Teatro Massimo opera house. We'll get a sense of the city's rich history and vibrant cultural life during this walking tour. After a break for lunch we complete our tour with a visit to the palatine Chapel. The afternoon is then free to explore Palermo at your own pace. 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 the Botanical Gardens, the extensive catacombs under the city, or simply wander the streets soaking in the atmosphere. If you fancy a snack whilst exploring, try panelle, a popular street food fritter made from chickpeas served in a roll like a hot sandwich. For something sweet, cassata is Sicily's most famous cake, 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'll drive along the spectacular northern coastline to the picturesque fishing village of Cefalu. Here, we'll stop to explore the town and have the opportunity to go for a swim. We will visit the Norman Cathedral, with its stupendous mosaic of Christ Pantocrator. 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) - the incredible seaviews make the climb worthwhile. Open toe shoes are strictly forbidden and this climb requires good fitness and sure-footedness. From Cefalu, we'll continue our drive along the coast 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 place for relaxing beside the sea and tucking into fresh fish and gelato. When in Sicily you have to sample the gelato… the region has some of the creamiest in all of Italy.

Day 7 - Travel to Mount Etna, Afternoon in Taormina
This morning, we'll travel to the base camp of Mount Etna to explore the lunar landscape, craters and lava fields of one of the most active volcanoes in Europe. We'll head directly 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. There's the option to 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, please note this is an additional expense, see the optional activities section for more details. 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. This afternoon, we'll meet back up at base camp (1,900) meters and travel the short distance to Taormina, Sicily's most famous resort. Once a haven for the likes of D. H Lawrence and Oscar Wilde, Taormina is still a popular tourist destination today. A short walk around the chic town, with its pretty medieval churches and charming streets, will show you just why it's so loved. We'll join a local guide to visit the Greek Theatre. The snow-capped Mount Etna acts as a spectacular backdrop to the remarkably preserved columned stage - it's easy to see why this is possibly the most famous view in all of Sicily. We'll also visit the Roman Odeon before having the rest of the afternoon free to explore. In the early evening, we'll return to Giardini Naxos. 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 bougainvillaea 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 plenty of authentic bars and restaurants (which are less crowded than in the centre of town).

Day 8 - Trip Ends in Giardini Naxos
Our trip ends after breakfast this morning at our hotel in Giardini Naxos. There are no activities planned today, so you're 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'd like an airport transfer today, you'll need to depart from Catania Fontanarossa Airport (CTA), which is about a one-hour drive away.

Departs: Selected departures March - June, August - November

Map

Classical Sicily

Price & Inclusions

Guide Price £2,005 per person (based on 2 people sharing)

Inclusions
  • 7 nights comfortable hotel
  • 7 breakfasts & 1 dinner
Exclusions
  • International flights not included

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    The tour itinerary, inclusions and departures are based on travel from 11/02/2026 to 31/12/2036. For holiday guide price terms and conditions, click here.

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