Signature Tours
SIGNATURE WESTERN SICILY JOURNEY September 2026
10 Days / 9 Nights
Maximum group size
14
Starting price
$6,750
Snapshot
Journey type
Signature (small group)
Group size
14
Dates
September 3, 2026
to
September 12, 2026
Start / End Location
Palermo Airport
Pace
Relaxed and immersive
Price per person
Double occupancy
€6,750
€7,450
Single occupancy
Deposit To Reserve:
€3,000
Per person deposit confirms your place and is fully refundable in the first 14 days. The remaining balance is due at your convenience, up to 60 days before departure.
Why this journey?
This journey reflects the way we experience Sicily ourselves which is through relationships, shared tables, and a rhythm that allows life to unfold naturally.
Western Sicily is a place where daily life moves at a generous pace. Markets spill into streets, meals stretch into conversation, and the landscape invites you to linger rather than rush on. We’ve designed this journey to honor that rhythm, spending meaningful time in fewer places so you can truly settle in, not just pass through.
Along the way, you’ll be welcomed by people we know personally: farmers, winemakers, cooks, and guides who share their Sicily with warmth and pride. The experiences are immersive, the hospitality genuine, and the moments memorable because they feel real.
This is Sicily as it was shared with us and the Sicily we’re proud to share with you.
Preview Your Journey
Over ten days, the journey unfolds across Western Sicily’s countryside, historic towns, and coastal communities. Each day has a clear focus, balanced by time to pause, explore, and enjoy simply being present.
Day 1: Arrival & Welcome
Upon arrival, your driver will greet you at the airport and bring you comfortably to your hotel. After settling in, enjoy an introduction to the estate by walking through olive groves and vineyards. That evening, come together for a memorable welcome dinner which is the perfect moment to meet your fellow travelers and begin the journey ahead.
Days 2 & 3: Marsala & Surroundings
Discover Sicily’s wine country and the shimmering salt pans, where windmills and white salt mounds glow under the Sicilian sun. Enjoy a scenic lagoon cruise, time to relax poolside, and an intimate winery dinner paired with local vintages. The following day, savor a relaxed morning in Marsala before a guided historic stroll and a cozy dinner at a beloved local trattoria.
Days 4 & 5: Countryside & Ancient Sicily
Journey into Sicily’s quieter side, where rolling countryside, artisan food traditions, and ancient history come together beautifully. Visit local producers and enjoy a memorable countryside lunch overlooking the vineyards, then unwind with a relaxed aperitivo in a picturesque hilltop village glowing in the evening light. Step back in time at one of Sicily’s most important ancient temple sites by the sea.
Days 6 & 7: Slow Living & Local Traditions
Embrace the rhythm of rural Sicily as you experience traditional cheesemaking, meet passionate local artisans, and savor leisurely countryside lunches set among vineyards and rolling hills. Gather for a warm farm-to-table experience rooted in local flavors, then enjoy a peaceful evening at your leisure.
Days 8 & 9: Cefalu
Experience Sicily from historic streets to sparkling seaside moments as you settle into your coastal retreat and explore the charm of this beloved coastal town, with time to wander at your own pace and enjoy a relaxed dinner. Continue with a private boat experience along the stunning coastline, and a golden-hour aperitivo overlooking the sea. Your journey concludes in the mountains with a visit to a picturesque village rich in local tradition, followed by free time to savor the coast one last time and a memorable farewell gala dinner celebrating the beautiful days shared together.
Day 10: Departure
Breakfast together before private transfers and onward travel.
What's Included?
Everything is thoughtfully arranged. You simply arrive.
Your Stay & Comfort
• 9 nights in boutique 4- and 5-star accommodations
• Daily breakfast
• 7 dinners and 6 lunches featuring regional cuisine
• All private ground transportation throughout Sicily
• Personal hosting by Santi and Dara
• Certified local guides
• All scheduled activity and site entry fees
• Curated welcome gifts
Experiences Included
• Marsala wine tasting in historical cellar
• meet the wine makers experience, visit with tasting and hosted dinner
• Traditional caseificio visit and tasting
• Ancient grain mill visit with pane nero tasting
• Guided visit of salt pans
• Two-hour salt lagoon boat tour
• Entry to archaeological park
• Farm-to-table countryside lunch
• Palermo street food and market tour
• Rooftop aperitivo experience
• Scheduled spa access at resort
• Sunset aperitivo in quiet Sicilian hilltop town
• Casual pizza dinner
• Professional photography session to capture timeless moment
• Gala arrival and farewell dinners
Featured Stays
Throughout the journey, you’ll stay in a collection of hand-selected boutique properties, chosen for their comfort, character, and connection to place.
Stays may include:
Vineyard Estate Stay
A charming historic wine resort set among vineyards overlooking the sea and the Egadi Islands, where classic Sicilian character meets warm hospitality and sweeping sunset views.
Countryside Resort Retreat
A tranquil countryside retreat surrounded by olive groves and Mediterranean landscapes, featuring stylish rooms, spa facilities, and a peaceful atmosphere designed for true relaxation.
Elegant Coastal Sea Stay in Cefalu
An elegant seaside retreat tucked along the Cefalù coast, where refined Mediterranean style meets crystal-clear waters and private beach access. With panoramic sea views and lush gardens, it’s the perfect setting to unwind in understated Sicilian luxury.
Each property is selected for quality, atmosphere, and warm Sicilian hospitality. Listed accommodations are representative and may be substituted with comparable properties of equal standard.
Featured Stays
Throughout the journey, you’ll stay in a collection of hand-selected boutique properties, chosen for their comfort, character, and connection to place.
Stays may include:
Vineyard Estate Stay
A charming historic wine resort set among vineyards overlooking the sea and the Egadi Islands, where classic Sicilian character meets warm hospitality and sweeping sunset views.
Countryside Resort Retreat
A tranquil countryside retreat surrounded by olive groves and Mediterranean landscapes, featuring stylish rooms, spa facilities, and a peaceful atmosphere designed for true relaxation.
Each property is selected for quality, atmosphere, and warm Sicilian hospitality. Listed accommodations are representative and may be substituted with comparable properties of equal standard.
Good To Know
ACTIVITY LEVEL MODERATE ACTIVE: This is a moderately active and immersive tour best suited for travelers in good health who are comfortable walking reasonable distances. Exploring Sicily often involves cobblestone streets, narrow passageways, and some uneven or gently sloped terrain. Walking portions are always optional, and you may choose to remain on the coach at any time.
DIETARY RESTRICTIONS: Sicily’s cuisine is diverse and naturally accommodates various dietary requirements. Should you have specific needs, we are happy to accommodate you. Upon booking you will be prompted to inform us in advance regarding any dietary restrictions and food allergies.
WHAT TO PACK: When packing for your trip to Sicily, consider the time of year and expected weather, which can be temperate and unpredictable. Dress for comfort with versatile layers and lightweight cotton for daytime and a sweater or jacket for cooler evenings or higher elevations. A detailed packing list will be provided upon booking.
Why Small Group Travel?
Traveling in a small group allows for a more relaxed pace, easier access to local places, and genuine connection — both with the destination and with fellow travelers.
It means quieter moments, shared tables, and the flexibility to adapt when something unexpected appears. For Sicily, this way of traveling makes all the difference.
What Guests Say
Ready To Join This Journey?
Please select single or double occupancy
Reserve your spot now by paying a deposit - the balance is due 60 days before your journey starts
Or pay the full amount now
A member of our team will be in touch with next steps once your reservation is confirmed.
Ready To Join This Family Journey?
To learn more about this tour and pricing for your family group, please send us a message and tell us about who will be travelling with you and their ages. We'll get back to you as soon as possible.
From The Journal
