Luxury Sicily Itineraries & Private Tours

Every Cognoscenti Travel itinerary is custom-designed to match your style, interests, and pace

Sicily rewards the curious—and indulges the discerning. Our luxury itineraries are handcrafted by local experts to reveal the island’s layered soul: baroque hill towns and Greek theaters, moonlit palazzi and vineyard lunches on Etna’s volcanic slopes, yacht days along cerulean coasts and slow evenings in Michelin‑starred kitchens. From Palermo’s grandeur to the cliffside allure of Taormina and the Aeolian Islands’ wild beauty, every day blends insider access, refined stays, and seamless logistics. Consider this your invitation to experience Sicily at its most cinematic—tailored entirely to you.

Chef's Tour - Fennel and oranges served on a plate

Chef's Tour through Sicily

A food lover’s dream. From bustling street markets and hands-on cooking classes to Michelin-starred dining and exclusive vineyard visits, this tour is a true culinary Journey.

Duration: 7 days
White Lotus itinerary

Glamorous Sicily: White Lotus

The ultimate luxury tour through Sicily’s most iconic sights. Stay in opulent hotels and noble palaces, and unwind along glamorous coastlines. This is the best of the Best.

Duration: 8 days
Itinerary Etna and wine

Discovering Etna Volcano & Vineyards

Experience the raw beauty of Europe’s largest active volcano. Hike or drive through its scenic foothills and enjoy tastings at some of Sicily’s most extraordinary wineries.

Duration: 5 days
Turqoise Water on Lipary Island Shores , Aeolian Islands , Sicily, Italy

Sailing the Aeolian Islands

Set off on a private island-hopping adventure through Sicily’s volcanic Aeolian Islands. Sail in style and discover hidden gems off the coast.

Duration: 7 days
The Cathedral of Syracuse

Discovering Syracuse & Baroqueshire

Explore the culture-rich coastal cities of Siracusa and Ortigia, then journey inland to the beautifully preserved Baroque hill towns of Noto, Modica, and Ragusa.

Duration: 7 days
Antiche saline in disuso sull'Isola Lunga (Marsala).

Customize Your Travel

Let us build your perfect Sicilian getaway, tailored to your schedule, group dynamic, and interests—whether it’s a weekend escape or a month-long journey.

Duration: 5 days

Explore more of Sicily

Map of Sicily