Sicily 2027 (Oct 27 - Nov 5)

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Overview

Sicily 2027 (Oct 27 - Nov 5)
Sicily, Italy
Oct 27 - Nov 5, 2027
Group size: 1 - 16
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Explore Oeno
$6,670
Deposit: $1,000

About this trip

Sicily is a civilization, layered and volcanic, sun-scorched and endlessly surprising. Wine is simply how you access it. On this ten-day experience through the island's most compelling regions, we trace a path from the ancient lava fields of Mount Etna to the Baroque stone towns of the southeast, through the wild interior of central Sicily and on to the salt-white coast of Marsala. Along the way, we drink seriously, eat magnificently, and stand inside some of the most extraordinary landscapes on earth. This is an immersive tour, designed for people who want to understand a place through what it grows, what it makes, and what it remembers. Sicily rewards the curious. See you in 2027!

What's included

Hotels

All hotels and accommodations are included

Transportation

All transportation, excluding airfare and transportation to and from the airport, is included

Some Meals

Breakfast + group meals scheduled in the itinerary are included

Planned Activities

All fees associated with planned activities are included

What's not included

Airfare

Airfare is not included

Airport Transfers

Airport transfers are not included

Some Meals & Activities

Costs associated with independent meals or activities

Travel Insurance

Travel insurance is not included

Day 1

Day 1  image

Arrival in Catania

Guests will arrive independently in Catania and check in at Una Palace Catania.

Walking tour of historical Catania.

Welcome Apericena with the group.


Night in Catania at Una Palace Catania.

Day 2

Day 2 image

The Beauty and Mystique of Mount Etna

Benanti Winery

  • One of Etna's pioneering estates, Benanti led the modern revival of indigenous varieties on the volcano. Their wines from ancient Nerello Mascalese vines, many over a century old, are renowned for their mineral precision and haunting depth. Expect tour, tasting, and lunch at the winery.

Palmento Costanzo Winery

  • Named for the traditional lava-stone palmento (pressing house) at the heart of the estate, Palmento Costanzo crafts wines of elegance and terroir from south-facing Etna vineyards. A beautiful property with a deep respect for biodynamic viticulture. Our group will enjoy a tour and tasting of their wines.

Return to Catania

Dinner on your own.

Night in Catania at Una Palace Catania.

Day 3

Day 3 image

From Ancient Harbors to Baroque Dreams

In the morning, we will drive to Siracusa to explore the old town with the group.

Lunch on your own in Siracusa.

In the afternoon, we will drive south to Noto, the crown jewel of Sicilian Baroque.

Hotel check-in at La Depandance.

Dinner with the group.

Night in Noto at La Depandance.

Day 4

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The King and The Jewel: Nero d'Avola and Cerasuolo

Winery Visit

  • In Noto, for a tour, tasting, and lunch at the producer. Nero d'Avola will be the focus of our visit here!

Winery Visit

  • In Vittoria, Sicily's only DOCG. We will experience a tour and tasting and learn about the varieties and history of this DOCG.

Dinner on your own.

Night in Noto at La Depandance.

Day 5

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From the Grove to the Empire

In the morning, we will visit a self-sufficient almond and fruit farm. As a group, we will get to enjoy Sunday Brunch on the farm.

In the afternoon, we will drive to Villa Romana del Casale to see the extraordinary 4th-century Roman mosaics.

Hotel check-in for our stay at Leano Agriresort

Dinner with the group at the Agriresort.

Night at Leano Agriresort near Piazza Armerina

Day 6

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Where the Salt Meets the Vine

Murgia Lamanno Olive Oil

  • In the morning, we will join the group for a tour and tasting at an artisan olive oil producer. Here, they are working within the prestigious Valle del Belice DOP, home to the ancient Nocellara del Belice olive, the same variety prized for both table olives and extraordinary oil. After the tour, we will enjoy lunch with the group featuring their products.

Marco De Bartoli

  • A legend of Sicilian wine. Marco De Bartoli almost single-handedly rescued Marsala's reputation and the indigenous Zibibbo grape of Pantelleria. His Vecchio Samperi, an unfortified oxidative wine, is one of Italy's great originals. This visit will be a highlight of the trip.

Hotel check-in at the Dome Hotel in Marsala's historic center.

Independent dinner.

Night in Marsala at the Dome Hotel.

Day 7

Day 7 image

The Road to Palermo

Florio Winery

  • Founded in 1833, Florio is the great historic house of Marsala. Its cavernous bagli (cellars) hold barrels stretching back generations. A visit here is as much history as wine: the Targa Florio racing legacy, the Florio dynasty, and the golden age of Sicilian commerce all live within these walls.

After, we will head to Segesta to visit the breathtaking ancient Greek temple.

Arrive in Palermo for hotel check-in at Locanda di Santa Marina.

Independent dinner.

Night in Palermo at Locanda di Santa Marina.

Day 8

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Palermo: A City Best Tasted

This morning we explore Palermo’s food culture on foot with a local guide who has spent years navigating the local markets and the stories behind them. She is also a member of an association that actively promotes businesses which have refused to pay protection money to the mafia. Our route will take us through one of Palermo's great historic markets, where we'll graze our way through whatever is freshest and most local. Expect panelle (crispy fried chickpea batter, a Palermo staple), fresh fish straight from the ice, and if you're feeling adventurous, a pani câ meusa, the legendary spleen sandwich that has been feeding Palermitans for centuries.

In the afternoon, you will have free time to explore at your own pace.

Independent dinner.

Night in Palermo at Locanda di Santa Marina.

Day 9

Day 9 image

Art, History, and the Mafia

In the morning, we will join the group for a walking tour of Palermo to learn about the city's rich history, incredible art, and fascinating stories of the Mafia.

Guests will have the afternoon free for last minute shopping and packing.

In the evening, we will gather one last time for a farewell dinner with the group.

Night in Palermo at Locanda di Santa Marina

Day 10

Day 10 image

Departure

Guests will depart for home or their next destination. Airport transfer not included.

Grazie Mille!

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1. Sicily, Italy

Sicily, Italy

About your organizer

EO
Explore Oeno

Explore Oeno connects you with wine professionals and experienced travel guides who will lead you through unforgettable wine experiences across the globe. Itineraries are curated to highlight the very best of a region's wine, food, and culture. From guided tours and exclusive tastings to stellar accommodations, we offer personalized itineraries that cater to your passion for wine and travel.

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