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Beautiful aquamarine blue waters of sea near Taormina and Etna, Sicily, Italy

Sicily Holidays


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Sicily holidays invite you to experience a captivating blend of history, culture, dramatic landscapes and world-renowned cuisine at the heart of the Mediterranean.

Sicily is a melting pot where ancient ruins, baroque cities, golden beaches and lively markets come together to create one of Italy’s most unique destinations. For a Sicilian city break, Palermo is a great starting point. Further south, the city of Syracuse enchants with its remarkably preserved Greek and Roman ruins, while the resort town of Taormina combines glamourous piazzas, atmospheric lanes and breathtaking views.

Mount Etna dominates the skyline of Sicily and remains one of the most active volcanoes in the world. Off the northern coast of the island, the UNESCO-listed Aeolian Islands await, offering striking volcanic scenery, unique black-sand beaches, natural hot springs, and the chance to unwind with restorative mud baths.

Sicily holidays are also a feast for the senses! Indulge in classic Sicilian flavours, from arancini and cannoli to the freshest seafood and wines produced on the island’s fertile volcanic soils. Each town and region offers its own culinary traditions, making Sicily a paradise for food lovers.

Trailfinders offers a range of Sicily holidays and our expert travel consultants are a mine of information about what to do here, often with first-hand travel experience. Whether you want an exciting city break or want to explore the whole island – they are the perfect people to ask.
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OUR HOLIDAYS TO SICILY

Here's a snapshot of some of our most popular Sicily holidays. If you don’t see what you’re looking for, give us a call and speak to one of our expert consultants.
Sicily's Natural & Historic Delights
Multi Centre Holiday
8 days / 7 nights

A jewel of the Mediterranean, Sicily has long since been a crossroad of Europe, leaving behind monuments and influences from the many empires and cultures that have claimed it.

Guide Price: €2,449 £1,949 pp

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Idyllic Italy & Gems of The Adriatic in Ultra Luxury
Cruise Holiday
17 days / 16 nights

From the canals and elaborate masks of Venice to the open-air wonders of ancient Rome – discover the Adriatic’s gems and the warm embrace of southern Italy aboard the lavish Silver Muse ® .

Guide Price: €10,099 £8,199 pp

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Sicily & the Aeolian Islands
Multi Centre Holiday
8 days / 7 nights

Discover dramatic landscapes from rugged coastlines to imposing volcanoes, explore fascinating ruins and geological wonders, and indulge in delicious Italian cuisine on the alluring islands of Sicily and Vulcano.

Guide Price: €2,579 £1,979 pp

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Sicily by Rail
Rail
12 days / 11 nights

Explore the best of Sicily on this epic rail adventure, taking you to the incredible capital city of Palermo, the picture-perfect seaside town of Taormina, the baroque city of Catania, and the stunning beaches of Syracuse.

Guide Price: €2,179 £1,805 pp

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Solo-ish Sicily
Guided Small Group for Solo Travellers
8 days / 7 nights

Jump headfirst into the wonders of Sicily on this eight-day Solo-ish adventure from Catania to Palermo.

Guide Price: €1695 £1519 pp

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Italy's Amalfi Coast and Sicily by Rail
Rail
15 days / 14 nights

Fall in love with Italy’s stunning coastal scenery with a holiday to the sparkling Amalfi Coast combined with Sicily’s Taormina, an incredible historic gem.

Guide Price: €5,149 £4,049 pp

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WHERE TO GO IN SICILY

Each area of Sicily boasts its own attractions and it’s no exaggeration to say each merits a holiday in its own right.

If you are looking for some inspiration, give us a call and speak to one of our expert travel consultants, or take a look at our guide to where to stay in Sicily.
Palermo
Palermo
Discover Sicily’s captivating regional capital of Palermo, offering a tantalising mix of Arabesque domes, Norman towers, spiced cuisine and frescoed cupolas. Wander the pretty streets, bypassing enchanting markets and taste incredible cuisine. Home to Italy’s largest opera house, enjoy fabulous architecture with opulent history. Boasting romantic scenery, vivacious energy and a beautiful coastline, the mesmerising metropolis of Palermo has plenty to offer.
Taormina
Taormina
Spectacularly perched on the side of a mountain, Taormina is one of Italy’s most historic holiday resorts. The beautiful cobbled streets, sumptuous food and exceptional ancient theatre have attracted visitors from all over the globe. From the splendid plazas of the town, a cable car transports visitors to the beaches and luxurious resorts below. With spectacular scenery and warm Sicilian hospitality, Taormina is a wonderful place to relax and enjoy authentic Italian luxury.
Aeolian Islands
Aeolian Islands
Rising from the Tyrrhenian Sea off Sicily’s north eastern coast, the Aeolian Islands are a volcanic archipelago offering a little piece of paradise. Easily accessed by ferry from the mainland of Sicily, each of the seven islands hold their own identity, from the livelier and largest island of Lipari to Stromboli and Vulcano that will bring out the nature lover in you. Clear waters await for swimming, kayaking, sailing and diving, while volcanic landscapes offer up a stunning backdrop for the endless hiking trails.

OUR RECOMMENDED HOTELS IN SICILY

We feature a great range of accommodation across Sicily, with something to suit all budgets. Stay in an elegant hotel in town or opt for a luxury resort right on the beach.

What you won’t find here are thousands of Sicily hotels to wade through. We have done the hard work for you and selected the best places to stay and our travel consultants are on hand to help, often with first-hand experience.
Villa Sant'Andrea, A Belmond Hotel
5 star

Sicily

Nestled in a tranquil bay, this 20th Century Sicilian seaside villa surrounded by subtropical gardens is now a stunning hotel.
Verdura Resort
5 star

Sicily

This luxurious Sicilian retreat sprawls along nearly a mile of stunning coastline.
Grand Palladium Sicilia Resort & Spa
4 plus star

Sicily

Set on a soft, sandy shore overlooking the crystal-clear waters of the Mediterranean Sea, this modern hotel is the ideal option for couples and families.
Minareto
5 star

Sicily

Perched atop a headland in the Plemmirio Nature Reserve, this stylish property is made up of fabulous bungalows dotted throughout colourful Mediterranean gardens overlooking the sparkling Ionian Sea.
The Ashbee Hotel
5 star

Sicily

This charming Sicilian villa hotel lies in the heart of Taormina, just steps away from the main street’s delightful local boutiques and a wealth of cultural hotspots.
Ortea Palace Luxury Hotel
4 plus star

Sicily

This distinctly authentic hotel, converted from the historic Palazzo delle Poste offers guests a beautiful waterfront setting in the historic centre of Syracuse.

Sicily Top Tips From Our Travel Experts

Lanie Shand -  expert
Lanie Shand

Sicily’s coastline is dotted with golden beaches, dramatic cliffs and charming fishing villages, but the island’s interior is equally as rewarding. Don’t miss the hilltop towns and rolling vineyards for a more authentic, slower-paced experience in Sicily.

Jordan Brown -  expert
Jordan Brown

Sicily’s calendar is packed with colourful festivals, from Easter parades and summer religious feasts to the famous Carnival of Acireale. Planning your trip around a local celebration is a fantastic way to immerse yourself in the island’s traditions.


Tales from the Trail

Top tips and travel inspiration from the Trailfinders team

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