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

Sicily & Aeolian Islands Holidays


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Delicately placed at the historic, Mediterranean crossroads between east and west, Sicily holidays offer an enchanting melting pot of landscapes, culture and cuisine.

For a Sicilian city break visit its vibrant capital, Palermo, home to striking and eclectic architecture. Explore the sprawling city of Syracuse in the south, renowned for its well-preserved Greek and Roman ruins, or discover the quintessential resort town of Taormina which exudes authentic Italian charm in the foothills of Mount Etna.

Imposing Mount Etna dominates the Sicilian skyline and remains to this day one of the world’s most active volcanoes. Visit here or perhaps explore the spectacular, UNESCO-listed Aeolian Islands just off Sicily’s northern coast, complete with unspoilt scenery, unique black sand beaches and relaxing mud baths.

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 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
Italy
Fly Drive 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. With beautiful rugged coastlines, fascinating ruins, fabulous cuisine, it is one of Europe’s most alluring islands.

Guide Price: €3,618 pp

Guide Price: £3,075 pp

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Sicily & the Aeolian Islands
Italy
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: €2,315 pp

Guide Price: £1,875 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.

Click on the tiles below for more details on each area. Alternatively, if you are looking for some inspiration, give us a call and speak to one of our expert travel consultants?
Palermo
Discover Sicily’s captivating regional capital of Palermo, offering a tantalising mix of Arabesque domes, Norman towers, spiced cuisine and frescoed cupolas.
Taormina
Spectacularly perched on the side of a mountain, Taormina is one of Italy’s most historic holiday resorts.
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.

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 below the historic hilltop town of Taormina, this 20th Century Sicilian seaside villa surrounded by lush, subtropical gardens is now a stunning hotel.
Verdura
5 star

Sicily

This luxurious Sicilian retreat sprawls along nearly a mile of stunning Mediterranean coastline and is the perfect retreat guests of all ages.
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 alike.
Minareto
4 star

Sicily

Perched atop a headland in the Plemmirio Nature Reserve, this stylish property sits within vibrant Mediterranean gardens overlooking the sparkling Ionian Sea.
Grand Hotel Timeo, A Belmond Hotel
5 star

Sicily

A romantic villa swathed in bougainvillea and surrounded by manicured gardens, the luxurious Grand Hotel Timeo, a Belmond Hotel offers an idyllic escape from the hustle and bustle of historic Taormina.
NH Collection Taormina
4 star

Sicily

Centrally located in the heart of Taormina, this seaside property is within easy walking distance of the city’s shops, restaurants and bars.

Tales from the Trail

Top tips and travel inspiration from the Trailfinders team

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