Luxury Sicily holidays

Sicily, Italy’s largest island, is a treasure trove of history, culture and natural beauty. From the striking Mount Etna, Europe’s most active volcano, to the pristine beaches of Taormina and Cefalù, Sicily offers landscapes as diverse as its heritage. Centuries of Greek, Roman, Norman and Arab influences have shaped its architecture, from the Valley of the Temples in Agrigento to Palermo’s ornate cathedrals and bustling markets. Explore charming hilltop towns like Noto and Ragusa, where Baroque architecture dazzles the eye, or wander through ancient streets in Syracuse, alive with tales of Greek philosophers. Sicily’s coastline is dotted with idyllic fishing villages and hidden coves, offering sun-soaked relaxation alongside seaside trattorias serving the freshest seafood. Olive groves, vineyards, and citrus orchards punctuate the inland landscapes, inviting you to slow down and enjoy the region’s famed cuisine and wines. With a mix of cultural riches, natural wonders and culinary delights, Sicily embodies la dolce vita in every corner.

 


Special experiences in Sicily

Sicily invites you to uncover its treasures through experiences that linger long after your visit. Explore the Valley of the Temples with a private guide, wandering among ancient ruins steeped in history before heading to the lush vineyards of Donna Carmela Resort & Lodges for a tasting of local wines amid fragrant gardens. Set sail on a private yacht around the Aeolian Islands, stopping at hidden beaches and swimming in crystal-clear waters, before returning to the island for a hands-on cooking class, where you’ll learn to prepare Sicilian specialties from fresh, local ingredients. For a truly unforgettable perspective, soar over Mount Etna on a private helicopter tour, taking in panoramic views of the island’s volcanic landscapes and sparkling coastline. From wandering charming hilltop villages to enjoying the freshest seafood at seaside trattorias, every day in Sicily can offer a curated blend of history, culture, and indulgence.

Taormina

Taormina

Vineyards on the foothills of Mount Etna

Vineyards on the foothills of Mount Etna

Cefalu, Sicily

Cefalu, Sicily

Where to stay in Sicily

Sicily’s luxury accommodations range from boutique hotels in historic city centres to stunning coastal resorts with panoramic views. Stay at Monaci delle Terre Nere, an eco-estate near Mount Etna, featuring stylish suites and organic dining. Villa Athena, located within the Valley of the Temples, offers boutique luxury with just 27 rooms, providing an intimate experience. For seaside elegance, Belmond Villa Sant'Andrea in Taormina offers romantic settings with views of the Mediterranean. Alternatively, Verdura Resort by Rocco Forte provides a comprehensive luxury experience with golf courses, a spa, and private beach access. Each property is hand-picked to provide impeccable service, elegant design, and an authentic Sicilian atmosphere, ensuring your stay complements the extraordinary experiences awaiting you across the island.


When to go to Sicily

Sicily can be enjoyed year-round, but the timing of your visit can shape your experience. For warm, sunny days ideal for exploring ancient ruins, strolling through Baroque towns and relaxing on the island’s pristine beaches, the period from April to June and September to October is perfect. During these months, the weather is pleasant, the crowds are thinner, and the Mediterranean sun bathes the coastlines in a golden glow.

If you seek the height of summer, July and August offer long, sun-drenched days and lively festivals, from open-air concerts to traditional village celebrations. However, temperatures can be high, especially inland and popular coastal towns may be busier. Winter, from November to March, brings cooler temperatures and occasional rain, but this is the ideal time to explore Sicily’s cultural and culinary heartlands without the crowds, enjoy quiet wine tastings and discover historic cities like Palermo and Catania at a more relaxed pace.


Suggested itineraries

Taormina, Sicily

Best of Sicily

8-day tailor-made self-drive from £1,830 pp excl. flights

This luxury road trip takes in the best of Sicily's ancient cities, pristine coastline and vineyard-studded interior, linking together the likes of Palermo, Cefalù and Taormina.

Vulcano
Special offer

Volcanic wonders of Vulcano & Sicily

8-day tailor-made holiday from £1,725 pp excl. flights

Save up to £230 pp – ends 30 Sep

Discover the wild and rugged volcanic landscapes of Vulcano in the Aeolian Islands before spending a couple of nights in the verdant foothills of Mount Etna on this delightful, off-beat Italian escape.

contemporary building among green vineyards with gated entrance

Sicily: Vineyards and Volcanoes

5-day tailor-made city break from £2,040 pp excl. flights

Escape to Sicily for four nights of relaxation at a romantic boutique resort. Experience the island like a local, tasting authentic foods and wines throughout.

Cefalu

Western Sicily & the Aegadian Islands

14-day tailor-made holiday from £3,635 pp excl. flights

Visit ancient temples, medieval hilltop villages and gorgeous beaches on this in-depth adventure around Western Sicily and the Aegadian Islands, along with stays in stylish, boutique accommodation throughout.

Taormina, Sicily

La Dolce Vita Orient Express: Shores of Sicily

4-day luxury rail journey from £4,755 pp excl. flights

Experience Sicily in ultimate style aboard the La Dolce Vita Orient Express, pairing iconic cities, fine dining and golden-age glamour with the island’s unforgettable charm.

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