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Sicily Vacations

Sicily is one of Italy’s most historically cosmopolitan regions. This enchanting island is full of art, history, breathtaking views and exquisite cuisine.

Sicily

Palermo is the biggest city on the island, and as such the main tourist hotspot, with its rustic winding streets, sea-front restaurants, charming markets and distinctive architecture. The equally beautiful, if not more sedate, towns of Siracusa and Catania are also worth exploring, and the spectacular sight of Mount Etna is a must, too.

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Four Seasons San Domenico Palace

Four Seasons San Domenico Palace

Taormina, Sicily, Italy

Perched on the coastal site of a 14th century Dominican convent high above the Ionian Sea, the iconic Four Seasons San Domenico Palace, with its elegant accommodation and superb views, epitomises timeless Sicilian charm.
Villa Igiea, a Rocco Forte Hotel

Villa Igiea, a Rocco Forte Hotel

Palermo, Sicily, Italy

Located just outside Palermo, Sicily's largest city, the Grand Hotel Villa Igiea is a historic building boasting original frescoes and antique furnishings, providing a unique base from which to explore the city and the island.
Belmond Grand Hotel Timeo

Belmond Grand Hotel Timeo

Taormina, Sicily, Italy

Belmond Grand Hotel Timeo is a stunning neo-classical hotel situated in the beautiful Sicilian town of Taormina. With breathtaking views of the bay and the magnificent Mt Etna, the hotel is the perfect base to discover the delights of Sicily.
Belmond Villa Sant'Andrea

Belmond Villa Sant'Andrea

Taormina, Sicily, Italy

Belmond Villa Sant’Andrea is a charming villa style hotel situated on a beautiful bay close to Mount Etna. Belmond Villa Sant’Andrea has a reputation as one of the most exclusive hotels in Taormina and retains the atmosphere of a private residence.
La Foresteria Planeta Estate

La Foresteria Planeta Estate

Menfi, Sicily, Italy

La Foresteria Planeta Estate is a charming boutique vineyard hotel in the north west of Sicily. With beautiful views over Menfi’s countryside, and within striking distance of the sea, this hotel is the perfect place to relax away from the bustling towns.
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10 nights
Scene Stealers: White Lotus Inspired Sicily

Scene Stealers: White Lotus Inspired Sicily

Palermo, Agrigento, Noto, Taormina, Sicily

Step into the world of The White Lotus on this curated Sicilian escape. From the grandeur of Palermo and the ancient wonders of Agrigento to the Baroque beauty of Noto and the show-stopping elegance of Taormina’s San Domenico Palace, this journey blends indulgent stays with insider access. With private guides, behind-the-scenes experiences and space to unwind, every day feels considered, crafted—and worthy of its own scene.

$13,600 pp

5 nights
Perfect Pairings: Taormina & Noto

Perfect Pairings: Taormina & Noto

Sicily

Steeped in an abundance of Baroque charm, this unique and sophisticated tour of Italy is like no other. Stay in stunning boutique Sicilian hotels while enjoying exclusive access to attractions, private tours and cultural explorations. Discover key historical sites through expert guided tours of unique buildings, medieval villages and Roman villas.

$10,200 pp

12 nights
Ultimate French & Italian Riviera Road Trip

Ultimate French & Italian Riviera Road Trip

Cannes, Côte D'Azur, Monaco, Cap-Martin, Portofino, Lake Como, France, Italy

Embark on the Ultimate French & Italian Riviera Road Trip, a personalized self-drive itinerary that takes you on a journey through the most glamorous destinations of the Riviera. Over the course of 12 nights, you'll experience the iconic charm of Cannes, the elegance of Monaco, the beauty of Portofino, and the serenity of Lake Como.

$12,700 pp

Why Scott Dunn for Sicily Vacations?

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Unique to You
Unique to you

  • We listen to your travel goals and craft unique trips that are personalized to you.
  • We’re with you every step of your life’s travel journey, from honeymoons to family trips and beyond.
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Seamless Service
Seamless Service

  • Global offices in the UK, US, Singapore, and Hong Kong for 24/7 seamless service.
  • We offer flexibility if your plans change so you can book with confidence and peace of mind.
     
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Carefully Curated Collection
Curated Collection

  • We’ve curated an elevated collection of accommodation, experiences, and guides.
  • Committed to fostering close global relationships to continue bringing you unique experiences.
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Luxury in Every Sense
Luxury in every sense

  • We deliver a sense of luxury that matters most to you.
  • Awarded Condé Nast Traveler’s Top Travel Specialists in the World 13 years in a row.