Journey Overview

Sicily is a destination layered with history, culture, dramatic landscapes, and some of Italy’s most vibrant culinary traditions. From coastal villages and bustling local markets to volcanic landscapes and seaside dinners, this curated Incontro itinerary is designed to immerse travelers in the beauty, warmth, and atmosphere of Sicily at a slower, more intentional pace.

This journey blends boutique luxury, local food and wine, historic cities, scenic coastal escapes, and meaningful cultural experiences.

Perfect for travelers who appreciate Mediterranean beauty, culinary travel, historic charm, local culture, and immersive island experiences.

Day 1 — Arrival in Taormina

A graceful introduction to Sicily

• Private airport transfer
• Boutique hotel check-in overlooking the sea
• Evening stroll through Taormina
• Sunset aperitivo with coastal views

Recommended Stay:
- San Domenico Palace, Taormina
- Grand Hotel Timeo
- Atlantis Bay

Evening Dining:
Fresh seafood dinner featuring regional Sicilian wines and local specialties.

Day 2 — Taormina & Coastal Sicily

Historic beauty and Mediterranean atmosphere

• Ancient Greek Theatre visit
• Explore hidden alleyways and boutiques
• Sicilian pastry and espresso stops
• Coastal lunch overlooking the sea
• Relaxed beach club afternoon

Optional Add-On:
- Private boat excursion
- Mount Etna wine experience

Day 3 — Mount Etna & Wine Country

Volcanic landscapes and Sicilian wine culture

• Scenic Mount Etna excursion
• Boutique Etna winery tastings
• Vineyard lunch with local cuisine
• Olive oil and regional specialty tastings
• Scenic countryside drive

Evening:
Relaxed evening back in Taormina.

Day 4 — Syracuse & Ortigia

Historic Sicily and timeless elegance

• Transfer to Syracuse
• Explore Ortigia Island
• Morning market visit
• Historic piazzas and seaside walks
• Sunset waterfront aperitivo

Evening Dining:
Traditional Sicilian dinner in historic courtyard setting.

Day 5 — Slow Sicilian Living

Markets, cafés, and local encounters

• Leisurely café breakfast
• Artisan shopping
• Cooking class or culinary experience
• Free afternoon to explore
• Sunset seaside dinner

Optional Add-On:
- Private chef experience
- Sailing excursion

Day 6 — Palermo

Energy, architecture, and Sicilian culture

• Explore Palermo’s historic center
• Street food and market experiences
• Historic churches and architecture
• Rooftop cocktails overlooking the city

Evening:
Farewell Sicilian dining experience.

Day 7 — Departure

A final Sicilian moment

Suggested Experiences:
• Morning espresso and pastries
• Last coastal stroll or market stop
• Private transfer coordination

Optional Extensions:
- Aeolian Islands
- Amalfi Coast
- Puglia
- Malta

Included Concierge Services

Incontro Curates:
• Boutique hotel recommendations
• Personalized itinerary design
• Restaurant and wine recommendations
• Transportation coordination
• Cultural experiences and local encounters
• Scenic route planning
• Optional luxury upgrades

Ideal For

• Couples
• Food & wine travelers
• Mediterranean luxury travelers
• Honeymoons
• Cultural explorers
• Slow travel experiences

Incontro Philosophy

“The most meaningful journeys are the ones that allow you to slow down, immerse yourself in local culture, and experience the beauty of a destination beyond the expected.”