Harvest Time in Sicily: Experience a Sicilian Wine Journey - 7 Days of Vino, Volcanoes & Villages

  • Sunny view of the historic Piazza Duomo in Syracuse, with its impressive baroque architecture and tr
  • Scenic image of the small town of Militello in Val di Catania, featuring its unique buildings and vi
  • Picturesque panorama of a village on the slopes of Mount Etna, with the volcanos peak in the distan
  • Picturesque scene of a small town on the slopes of Mount Etna, with the volcano towering in the back
  • Picturesque shot of Catanias Piazza del Duomo, featuring the iconic baroque architecture and serene
  • Beautiful coastal vista, highlighting the town’s colorful houses, rocky hills, and the glistening
  • Stunning aerial view of expansive salt flats, with a lighthouse in the distance, captured during the
  • Captivating view of a historic hilltop village at twilight, showcasing beautiful architecture and wa
  • Dramatic shot of Mount Etna erupting at night, with bright lava flowing down its snow-covered slopes

Overview

Embark on a luxurious and immersive weeklong journey through Sicily’s most storied wine regions—where dramatic landscapes, timeworn villages, and volcanic terroir meet the warmth of southern Italian hospitality. From the fertile slopes of Mount Etna to the sun-drenched coastlines of Vittoria, Menfi, and Marsala, this curated itinerary blends premier wine tastings with breathtaking scenery and authentic culinary moments.

You’ll stay at exclusive wine estates and boutique agriturismos, meet pioneering winemakers, and taste Sicily’s most celebrated varietals—from crisp Carricante and structured Nerello Mascalese to the elegant Frappato, bold Cerasuolo di Vittoria, and Marsala’s iconic fortified wines. Guided vineyard walks, cellar tours, and chef-paired meals provide intimate insight into Sicily’s deep-rooted wine traditions, while optional cultural excursions add texture and depth to the experience.

Whether you’re admiring Baroque architecture in Ragusa, wandering Etna’s lava flows, or savoring seafood along the salt flats of the western coast, this journey is a celebration of Sicily’s soul—earthy, expressive, and unforgettable.

Optional Add-Ons to Enrich Your Journey:

Pre-Tour Experience in Taormina (2 nights / 3 days)
Begin your adventure early with a luxurious stay in the glamorous cliffside town of Taormina. Explore ancient ruins, sip aperitivi with sea views, and ease into island life before heading to Mount Etna.

Sicilian Cooking Class with Wine Pairings
Deepen your culinary connection to Sicily with a hands-on cooking class led by local chefs. Learn to prepare traditional dishes, then enjoy a meal paired with regional wines.

Sunset Boat Tour near Menfi or Marsala
End your day with a golden-hour cruise along the southwestern coast—perfect for a romantic interlude or a relaxed group moment with wine and sea breezes.

Private Photographer to Document the Journey
Capture the beauty of Sicily—and your time in it—with a professional photographer who discreetly joins for key moments, delivering a custom gallery of your trip.

Wine Shipping Assistance
Fallen in love with Sicilian wines? We’ll help arrange international shipping for bottles purchased along the way, so you can bring a taste of Sicily home without hassle.

Itinerary

Where we Visit : Catania, Mt. Etna,  |  Meeting Location : Catania (CTA)

Upon arrival at Catania Airport, a private transfer brings you to the slopes of Mount Etna, where you'll check into your wine resort-either the serene Monaci delle Terre Nere or the elegant Villa Neri. The afternoon is yours to relax, stroll through nearby Zafferana, or unwind at the spa. In the evening, enjoy a welcome aperitivo followed by a vineyard dinner featuring Etna DOC wine pairings, a perfect introduction to the region’s volcanic terroir.

Where we Visit : Catania, Mt. Etna, Sicily

After breakfast, the day begins with a visit to a prestigious Etna winery like Barone di Villagrande or Tenuta delle Terre Nere. You’ll explore terraced vineyards and taste wines shaped by the mountain’s unique soils. Lunch is served at a winery, showcasing seasonal Sicilian fare. In the afternoon, a private guide leads you across Etna’s dramatic lava landscapes. Return to your resort for a light dinner or a relaxed meal at a local wine bar.

Where we Visit : Ragusa, Italy,

Today you travel south through scenic countryside to Vittoria, checking in at the charming Baglio Occhipinti, a rustic-luxe vineyard estate. In the afternoon, visit COS Winery, pioneers of amphorae-aged and biodynamic wines. A guided tasting introduces you to Frappato and Cerasuolo di Vittoria. Dinner is a relaxed farm-to-table experience, either at the estate or a local wine-focused bistro.

Where we Visit : Ragusa, Modica, Ragusa Ibla

Begin the day with a visit to Arianna Occhipinti’s winery, where her natural winemaking philosophy comes alive through elegant, expressive wines. Enjoy a picnic or tasting lunch among the vines. In the afternoon, take an optional trip to Modica or Ragusa Ibla to explore their stunning Baroque architecture and try the region’s famous chocolate. Return to the estate for a peaceful evening, perhaps with a sunset aperitivo by the pool.

Where we Visit : Menfi, Agrigento,

Travel west to Menfi and check in at La Foresteria Planeta, a sophisticated wine resort overlooking the Mediterranean. Spend the afternoon touring the estate and tasting Planeta’s acclaimed wines. In the evening, enjoy a gourmet dinner prepared by the in-house chef, with pairings that highlight the richness of the region’s ingredients and vintages.

Where we Visit : Marsala, Sicily, Sicily

Embark on a day trip to Marsala, visiting Donnafugata Winery for Passito and signature reds, followed by a tasting at Florio Winery, known for its historic Marsala wines. Lunch is enjoyed near the picturesque salt flats of Stagnone, with fresh seafood and a glass of Grillo. Return to Menfi or opt to stay overnight in Marsala for a final night.

Where we Visit : Segesta,

Depart via private transfer to Palermo Airport (approx. 2 hours). If time permits, stop to explore the ancient temple of Segesta or enjoy a quick stroll through Palermo’s historic streets. Reflect on a week rich with Sicilian wine, volcanic landscapes, and timeless village charm as you head home.

Inclusions/Exclusions

Tour Highlights and What's Included

What's Included

  • 6 nights of luxury accommodations
  • Private transportation with an English-speaking driver
  • Daily breakfast
  • Selected lunches and dinners (as specified in the itinerary)
  • Premium wine tastings
  • Private guided vineyard and cellar tours
  • Personalized 24/7 travel support
  • Local taxes and service charges
What's Not Included

What's Not Included

  • International or domestic airfare
  • Meals not specified in the itinerary
  • Optional activities and add-ons (unless added by request):
  • Personal expenses
  • Travel insurance
  • Porterage & gratuities
  • Hotel City Taxes

Pricing & Availability

Please contact us today by either phone or email for assistance with this booking.
Email : team@italyvacationspecialists.com
Toll Free : 1-866-779-2565


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