Three Chapters of Sicily:

Palermo, Cefalù & Taormina – A 10-Night Story

Sunlit exterior façade and grand dome of the Palermo Cathedral featuring ornate Arab-Norman arches and palm trees in the surrounding piazza.

Day 1 - Arrival in Palermo: Palazzos, Piazzas & Cannoli

Your Sicilian journey begins in Palermo, where your private chauffeur will greet you at the airport and whisk you away to Villa Igiea, an iconic 5-star haven set along the coast. Once settled in, step outside and allow Palermo to introduce itself: faded palazzos, colourful balconies, grand churches, tiny workshops and lively piazzas where everyday Sicilian life spills onto the streets.

Wander towards the magnificent Teatro Massimo, stop for an espresso or your first creamy cannolo, and explore the little lanes surrounding the historic centre. As evening arrives, join the locals for an aperitivo before settling into a traditional trattoria for your first Sicilian dinner. Palermo isn't perfectly polished, and that's exactly what makes it so memorable.

Day 2 - La Maddalena by Private Yacht

Meet your private local guide this morning and dive deeper into Palermo's extraordinary story, shaped by Greeks, Romans, Arabs, Normans and Spanish rulers over thousands of years. Discover the magnificent Palermo Cathedral, elegant Quattro Canti and the city's extraordinary Arab-Norman architecture before slipping away from the grand monuments and into Palermo's everyday neighbourhoods.

Continue into one of the bustling historic markets, where stalls overflow with citrus fruits, spices, vegetables, seafood and local delicacies. Taste arancine, panelle and sfincione, meet local vendors and hear the stories behind recipes handed down through generations. Afterwards, wander through artisan workshops and hidden courtyards or venture out to Mondello, Palermo's beautiful seaside neighbourhood, for a swim or sunset aperitivo.

High-angle aerial shot of Mondello Beach bay and clear blue sea framed by the dramatic limestone cliffs of Monte Pellegrino in Palermo, Sicily.
High-angle landscape view of the ancient Greek Temple of Concordia standing along a ridge surrounded by olive trees and ancient stone walls at the Valley of the Temples in Agrigento, Sicily.

Day 3 - Ancient Sicily & The Valley of the Temples

Leave Palermo behind for the day as your private driver carries you through Sicily's rural interior towards Agrigento. Meet your expert guide at the UNESCO-listed Valley of the Temples, one of the great archaeological treasures of the Mediterranean, where magnificent Greek temples rise dramatically from a landscape of olive and almond trees. Walk between monuments more than 2,000 years old while uncovering the story of the ancient civilisation that once flourished here.

For an especially beautiful experience, time your visit towards the later afternoon when the warm Sicilian light turns the ancient stone golden. Depending on conditions, continue towards the coast to admire Scala dei Turchi, the extraordinary white cliffs descending towards turquoise Mediterranean waters, before returning privately to Palermo.

Day 4 - Carry on to Cefalù

After breakfast, your private driver will take you east along Sicily's northern coastline towards beautiful Cefalù and your boutique seaside hotel. Narrow cobbled lanes tumble towards the Mediterranean, laundry hangs from balconies and glimpses of brilliant blue water appear unexpectedly between honey-coloured buildings. Visit the magnificent Norman Cathedral and discover Cefalù's medieval washhouse, hidden beneath street level and fed by natural spring water.

Spend the afternoon exactly as Sicilians do: slowly. Browse independent boutiques and ceramic shops, stop for granita, wander along the old harbour and choose a waterfront table for a long seafood lunch. As the day-trippers begin to disappear, take an evening stroll along the beach and watch the old town glow in the sunset.

High aerial view of Cefalù’s historic old town nestled between the cliff of La Rocca and the blue Mediterranean Sea, showing the grand Norman Cathedral and waterfront buildings.

Day 5-  Cefalù Boating & Beach Living

Wake slowly this morning with nowhere you need to rush. Active travellers can climb La Rocca, the dramatic limestone mountain rising behind Cefalù, where the path rewards you with spectacular views over the terracotta rooftops, Norman Cathedral and endless blue Mediterranean. Afterwards, cool down with a swim or settle into a beach club for a leisurely lunch and chilled Sicilian wine.

Alternatively, take to the water aboard a private boat and cruise beyond Cefalù's main beach to discover quieter coves, rocky swimming spots and stretches of coastline difficult to reach from land. Return to town in the late afternoon for gelato, a little shopping and another relaxed evening by the sea.

Day 6 - Across Sicily to Glamorous Taormina

Your private chauffeur will collect you this morning for the journey across Sicily towards the eastern coast and Taormina. Arrive at an elegant 5-star hotel or luxurious boutique retreat overlooking the Ionian Sea. This is Sicily at its most glamorous, with flower-filled terraces, grand hotels, beautiful boutiques and extraordinary views towards Mount Etna.

Spend the afternoon exploring Corso Umberto before deliberately leaving the main street behind to discover quieter lanes, hidden stairways, tiny churches and ceramic shops. Before dinner, venture higher into the hills to Castelmola, the tiny village perched above Taormina, for spectacular views across the coastline and Mount Etna as the light begins to soften.

High-angle panoramic view of Isola Bella nature reserve connected to the pebble beach by a narrow tombolo sandbar in the turquoise Ionian Sea below Taormina.
Terraced vineyard rows planted in dark volcanic soil on the slopes of Mount Etna with rolling green mountains in the background under a blue sky in Sicily.
 

Day 8 - Taormina Ancient Theatre & Isola Bella

Meet your private guide this morning to uncover the history hidden beneath Taormina's glamorous exterior. Visit the spectacular ancient theatre, dramatically positioned above the coastline with Mount Etna rising behind it, before exploring historic streets, gardens and viewpoints tucked away from Corso Umberto.

After lunch, take the cable car down towards beautiful Isola Bella, Sicily's tiny "Pearl of the Ionian Sea." Spend the afternoon swimming in translucent water, relaxing at a beach club or exploring hidden caves and secluded swimming spots by boat. Return to Taormina as the crowds begin to disappear and enjoy an aperitivo on a panoramic terrace overlooking the twinkling coastline.

 
Aerial drone view of Ortigia Island in Syracuse with Maniace Castle guarding the tip, surrounded by vibrant turquoise Mediterranean waters.

Day 10 - Private Yacht, Hidden Bays & A Sicilian Finale

Your final day is dedicated entirely to la dolce vita. Board your private boat and cruise beneath Taormina's dramatic cliffs, passing Isola Bella, exploring sea caves and dropping anchor in secluded bays where the water shifts between turquoise and deep Mediterranean blue. Swim directly from the boat, relax on deck and enjoy a leisurely lunch accompanied by chilled Sicilian wine.

Return to Taormina with plenty of time to relax and dress for your final evening. Begin with sunset drinks overlooking Mount Etna before enjoying a memorable farewell dinner on a candlelit terrace. After ten days of markets, temples, volcanoes, vineyards, ancient towns and sparkling coastline, there's nowhere better to toast your Sicilian adventure.

 
Elevated panoramic view of the historic Tonnara di Scopello buildings and sea stacks rising from turquoise waters along the Sicilian coast.

Day 7 - Fire & Wine on Mount Etna

Today brings one of Sicily's great adventures. Travel privately into the foothills of Mount Etna, Europe's highest active volcano, where fertile vineyards and citrus groves gradually give way to black lava fields and an almost lunar landscape. Explore Etna by private 4x4 or Jeep with a specialist local guide, walking across ancient lava flows and craters while learning about the communities that continue to live beneath this extraordinary volcano.

Etna isn't only about adventure. Its mineral-rich soils produce some of Sicily's most exciting wines, so descend into the vineyards for a private winery visit, meet local producers and enjoy a tasting accompanied by a leisurely Sicilian lunch overlooking rows of vines growing directly from volcanic earth. For something particularly special, Etna can even be experienced from above on a private helicopter flight.

Panoramic wide-angle view of the ancient Greek Theatre of Taormina stone amphitheater overlooking the stage, sea, and distant silhouette of Mount Etna.

Day 9 - Syracuse, Ortigia & Noto Baroque Day Excursion

Travel south with your private driver and guide today to discover a completely different side of Sicily. Begin in ancient Syracuse, once one of the most powerful cities of the Greek world, before crossing onto the enchanting island of Ortigia, where honey-coloured Baroque palaces, elegant piazzas and narrow lanes lead unexpectedly towards the brilliant blue sea.

Explore the colourful food market, ancient Temple of Apollo and magnificent Piazza Duomo before stopping for lunch at a tiny local restaurant or seafood table overlooking the water. Spend some time getting pleasantly lost among Ortigia's artisan boutiques, courtyards and quiet lanes, or extend your day into the Baroque countryside with a visit to beautiful Noto before returning to Taormina.

 
Crystal-clear turquoise waters and white sand beach with yachts anchored in the calm Mediterranean bay near Taormina, Sicily.

Day 11 - Arrivederci Sardegna: Cagliari Departure

Enjoy one final cappuccino and breakfast overlooking the Ionian Sea before your private chauffeur meets you at your hotel for the comfortable journey to Catania Airport. Depart Sicily having experienced three very different sides of the island: Palermo's energy and food, Cefalù's relaxed seaside charm and Taormina's effortless glamour.

Along the way, you've walked among ancient Greek temples, tasted wine grown in volcanic soil, sailed through turquoise Mediterranean waters, wandered Baroque towns, eaten alongside locals and discovered a Sicily that extends far beyond its famous sights. Arrivederci Sicilia, until next time!