Sicilian Elegance

8 Days Through Italy’s Most Alluring Island

Style: Boutique luxury | Culinary & cultural immersion | Private touring
Best Season: April-June or September-October

Day 1

Arrival day
Palermoa - Villa Igiea

Arrive in Palermo, where a private driver will meet you and escort you to the magnificent Villa Igiea, a historic palazzo perched above the sea. Once a retreat for royalty and artists, this Rocco Forte hotel blends Old World glamour with modern elegance.

Take time to unwind in your sea-view suite, enjoy a stroll through the manicured gardens, or sip an aperitivo in the Belle Époque bar.

As the sun sets, indulge in a refined Sicilian dinner overlooking the marina.

Day 2

Palermo

Discover Palermo’s rich cultural layers with a private walking tour of the historic center, including the Norman Palace and Piazza Pretoria.

Sample local street food specialties in the Ballarò market, then tour the Teatro Massimo with behind-the-scenes access.

Tonight, dine at a charming family-owned trattoria in the heart of the Old Town.

Day 3

Day Trip - Cefalù

Take a scenic coastal drive to Cefalù, a picturesque seaside town with an iconic Norman cathedral.

Enjoy a relaxed day of exploring the old streets and beach promenade.

Stop for a seafood lunch overlooking the water, then return to Palermo for a relaxing evening.

Day 4

Etna Wine Country
Monaci delle Terre Nere

Depart Palermo and head inland to the dramatic volcanic landscapes of Etna’s wine region. Your destination is Monaci delle Terre Nere, a chic estate set on 60 acres of vineyard and forest.

Check into your private villa or countryside suite, where rustic charm meets sleek Italian design.

Spend the afternoon wandering the terraced gardens or relaxing by the pool.

In the early evening, enjoy a private wine tasting and cellar tour, followed by a slow, seasonal dinner served al fresco under the stars.

Day 5

Etna Wine Country

Today, you’ll explore Mount Etna with a private 4x4 and guide, visiting lava craters and enjoying panoramic views.

Savor a picnic lunch on the slopes, then return for a relaxed afternoon, or take part in a pasta-making class.

Optional in-room spa treatment or evening wine by the fireplace.

Day 6

Taormina

This morning, travel to the hilltop town of Taormina, a timeless jewel of the Mediterranean. You’ll check into the iconic San Domenico Palace, a former Dominican monastery turned luxury retreat, now managed by Four Seasons.

Your suite offers sweeping views of the Ionian Sea or Mount Etna, with interiors that fuse historic architecture and understated luxury.

Spend the afternoon wandering through Taormina’s stylish boutiques and cafés. Later, enjoy a glass of wine on your private terrace before dining at Principe Cerami, the hotel's Michelin-starred restaurant.

Day 7

Taormina

Start with a guided visit to the Greek Theatre, one of Sicily’s most iconic ancient sites.

In the afternoon, board a private yacht for a half-day coastal cruise, with swim stops and lunch on board.

Return in time for sunset drinks and one final walk through Taormina.

Day 8

Departure day

Enjoy a final breakfast at the hotel before your private transfer to Catania Airport for your onward flight.