A five-day schedule lets you fully experience Sicily’s beauty and find everything from delectable cuisine to historic ruins.
Introduction
The largest island in the Mediterranean, Sicily is a world unto itself. The island boasts something for everyone: a unique mix of architectural marvels, natural settings, and a rich cultural heritage legacy. A five-day schedule lets you fully experience Sicily’s beauty and find everything from delectable cuisine to historic ruins. Whether your taste is adventure or leisure, Sicily guarantees a lifetime of memories. Our Sicily villas with pool provide the perfect base to unwind after each day’s exploration.
First day: The heart of Sicily – Palermo
Set out on your adventure in the vibrant capital of Palermo, Sicily. Renowned for Arab-Norman architecture, the city is a veritable gold mine of historical treasures. Wander through Ballarò and Vucciria’s energetic markets, where the air smells fresh arancini. See the gorgeous Palermo Cathedral, which combines Islamic, Baroque, and Gothic elements.
As dusk falls, savour Sicilian Street cuisine and relax with a glass of Nero d’Avola. For your stay, consider one of our luxurious Sicily villa rentals, offering an authentic Sicilian ambience with modern comforts.
Day 2: Ancient ruins and coastal cliffs – Agrigento and Scala dei Turchi
On your second day in Agrigento, visit the Valley of the Temples, a UNESCO World Heritage site. This archaeological park features remarkably well-preserved Greek temples against the backdrop of olive and almond farms. It is an otherworldly trip through the ancient ages.
Once you have explored the ruins, head toward the fantastic limestone cliff known as the Scala dei Turchi along the shore. Its unusual white rock formations stand out against the turquoise seas, perfect for an afternoon bath or a breathtaking photo. Alternatively, you can retreat to one of our luxury Sicily villas nearby, where you can relax by the pool and savour a serene evening.
Day 3: Baroque splendor – Modica and Ragusa
The third day transports you to the Val di Noto UNESCO site’s Ragusa and Modica baroque cities. Architecturally impressive, Ragusa Ibla boasts majestic settings and meandering streets. Miss the masterwork of Sicilian Baroque, the Duomo di San Giorgio.
Savour the well-known chocolate from Modica, a delicacy originating from Spanish rule. Modica is a must-try since its unique chocolate-making method produces a clear, gritty texture and intense flavour. As the day ends, please return to your villa, perhaps one of our exquisite Sicily villas with pool, perfect for unwinding after a day of discovery.
Day 4: Greek Impact and island enchantment — Syracuse and Ortigia
On day four, visit Syracuse, formerly a strong city-state in ancient Greece. Start in the Neapolis Archaeological Park, which boasts the magnificent Greek Theatre and the fascinating Dionysius cave ear. The ancient ruins of Syracuse provide a window into a period when the city challenged Athens in terms of might and culture.
Cross the bridge to Ortigia, the historic heart of the island. The Cathedral of Syracuse, constructed on the remains of a Greek temple, and the enchanting Fountain of Arethusa stand here. This site showcases Sicily’s rich history, where Baroque, Greek, and Roman influences blend seamlessly. Enjoy the best seafood Sicily offers tonight as you unwind during a leisurely meal by the sea.
Day five: Grandeur and nature; Mount Etna and Taormina
Every trip to Sicily is complete with seeing Mount Etna, the tallest active volcano in Europe. Take a guided tour to see its unearthly settings, and if conditions allow, explore its craters. The volcanic soil around Etna is rich in minerals, giving the wines a distinctive taste.
Go to Taormina in the afternoon, a charming village on a cliff facing the Ionian Sea. You will not forget the fantastic backdrop of Etna and the seaside provided by the old Greek Theatre here. Finish your Sicilian journey with a goodbye meal on Corso Umberto, the main street of Taormina, then withdraw to your villa.
Ultimately, an island of timeless beauty
Sicily is one island that engages all the senses. From the smell of fresh oranges in the countryside to the sight of old ruins and the taste of authentic Sicilian food, every moment here seems like a dream scene. Sicily offers something to appeal to you, whatever your interests—food, environment, or history. So, pack and get ready to follow a road not taken.
Plan your trip around these well-known Sicilian events, arranged by season, for a very immersive experience:
- One of Italy’s biggest religious celebrations, Festa di Sant’Agata in Catania (February), draws thousands of people with grand processions and pyrotechnics in honour of the city’s patron saint. This fantastic display of Sicilian faith and community pride fills the streets with vivid energy and custom.
- Renowned among Italy’s most beautiful carnivals, the Carnevale di Acireale (February) dazzles with vivid floats, ornate costumes, and colourful masks. This energetic celebration of happiness and imagination catches the joyful attitude of Sicilian society.
- This spring celebration, Infiorata di Noto (May), turns Noto’s main thoroughfare into a carpet of flowers using locally produced floral creations with great detail. Attracting guests from around, the Infiorata honours Sicily’s baroque splendour with a vibrant explosion of nature and artistry.
- Held at the historic Greek Theatre, Taormina Film Fest (June) presents notable films under the stars against Mount Etna as a magnificent backdrop. The celebration attracts movie buffs and stars, accentuating Sicily’s ancient beauty.
- Celebrated in honour of Palermo’s adored patron saint, Festino di Santa Rosalia in Palermo (July) boasts grand processions, music, and pyrotechnics. Celebrated with great enthusiasm, Santa Rosalia—also known as “la Santuzza—turns Palermo into a vibrant and energetic scene of festivity.
Sicily’s ageless beauty and appeal are always close by, whether you’re near a busy metropolis, along the glittering shore, or in the old, natural countryside. Every scene on this island feels like a different chapter in a gripping narrative, so every moment is unforgettable.
