Flavors of Sicily

A Culinary & Cultural Journey with a Sommelier Leading the Way

Learn More

Tour Highlights

From the markets of Catania to the vineyards of Alcamo, this 9-day tour immerses you in Sicily’s rich flavors, landscapes, and ancient heritage. Begin in Catania with a welcome dinner and food tour through its vibrant market, then explore the hilltop charm of Taormina. Wander pistachio groves near Mount Etna and indulge in a wine-paired lunch at the famed Donnafugata estate. Visit Siracusa’s stunning Ortigia island and taste Nero d’Avola near the sea. Discover Baroque jewels like Ragusa and Modica, sample heritage chocolate, and dine at a Michelin-starred bistro. Continue to Agrigento’s Valley of the Temples and sip local wines in a historic “baglio.” In Palermo, experience 2,700 years of history and conclude with a grand finale—wines and traditional fare in Alcamo. With expert guides, boutique accommodations, and meals that celebrate Sicilian tradition, this is a true taste of the island—authentic, flavorful, and unforgettable.

  • When October 1 2026 - October 9 2026
  • Duration 9 days
  • Price $4,900 per person
  • Availability Limited spots

What's Included

  • 9 days, 8 nights
  • 3 nights in the 4-star Il Principe Hotel, in Catania. Breakfast included.
  • 2 nights in the 4-star San Giorgio Palace, in Ragusa Ibla. Breakfast included.
  • 1 night in the 4-star Scala dei Turchi Resort, near Agrigento. Breakfast included.
  • 2 nights in the 4-star Hotel Piazza Borsa, in Palermo. Breakfast incuded.
  • 17 meals, including multi-course meals with wines.
  • Full-time tour guide and wine host.
  • Private bus transportation to tour destinations.
  • 5 winery tours and tastings.
  • Food tour in Catania with local expert for 2.5 hours.
  • Local expert in Noto, 2 hours.
  • Local expert in Agrigento includes tickets to the Valley of Temples, 2 hours.
  • Local expert in Palermo, 3 hours.
  • Pistacchio farm tour and tasting of pistacchio specialties.
  • Modica chocolate tasting.
  • Headsets audio system for the entire tour.

Your Itinerary

Book A Call with us

Arrive in Catania and check into your centrally located boutique hotel, ideally situated for exploring the city’s historic center. Meet your sommelier host, tour manager, and fellow travelers for a brief orientation outlining the journey ahead. Kick off the experience with a welcome dinner at a nearby restaurant, featuring classic Sicilian dishes and local wines.

Accommodation Il Principe Hotel, Catania Included Meals dinner

Join a local expert for a guided food tour through Catania’s bustling market, sampling iconic street foods and learning about Sicilian culinary traditions. Enjoy free time to relax before heading north along the coast to Taormina. Take in sweeping views of Mount Etna and the Ionian Sea, stroll Taormina’s elegant main street, and enjoy time at leisure before returning to Catania.

Accommodation Il Principe Hotel, Catania Included Meals Breakfas, Food Tour (lunch)

Travel to Bronte on the slopes of Mount Etna to visit a pistachio farm and taste sweet and savory specialties made from this prized ingredient. Continue around Etna to Randazzo for a visit to Donnafugata, one of Sicily’s most renowned wineries. Enjoy a leisurely wine-paired lunch featuring Etna DOC and indigenous grape varieties before returning to Catania for an evening at leisure.

Accommodation Il Principe Hotel, Catania Included Meals breakfast and lunch

Check out and depart for Siracusa and explore the enchanting island of Ortigia with a local expert, discovering ancient ruins and Baroque architecture. Enjoy free time for lunch, shopping, or seaside wandering. Visit a countryside estate near the Mediterranean for a tasting of Nero d’Avola and other local wines, then continue to Ragusa Ibla for overnight.

Accommodation San Giorgio Palace, Ragusa Ibla Included Meals Breakfast

Enjoy a relaxed morning in Ragusa Ibla, with optional scenic walks offering views of domes, staircases, and limestone valleys. Travel to Modica to learn about and taste its famous heritage chocolate, produced using centuries-old methods. Visit the Occhipinti winery for a tasting, then return to Ragusa Ibla for a traditional dinner at a Michelin-guided bistro.

Accommodation San Giorgio Palace, Ragusa Ibla Included Meals Breakfast, Chocolate Tasting, Dinner

Journey west to the Agrigento wine region and enjoy a farmhouse lunch at a restored baglio, paired with local wines. Visit the extraordinary Valley of the Temples with an expert guide, exploring some of the best-preserved Greek ruins in the world. Check in near the Scala dei Turchi and enjoy a relaxed evening with dinner at the resort overlooking the Mediterranean.

Accommodation Scala dei Turchi Resort, near Agrigento Included Meals Breakfast, Lunch, Dinner

Depart Agrigento and travel to Palermo, Sicily’s vibrant and historic capital. Meet a local expert for a guided walk through Palermo’s layered history, architecture, and artistic treasures. Enjoy a free evening to dine independently and explore the city’s lively streets and markets.

Accommodation Hotel Piazza Borsa, Palermo Included Meals Breakfast

Travel to Alcamo to visit Tonnino Winery, a historic estate surrounded by vineyards. Enjoy a wine-paired lunch featuring multiple Sicilian courses matched with estate wines. Return to Palermo for free time before gathering for a festive farewell dinner celebrating Sicilian cuisine and the journey shared.

Accommodation Hotel Piazza Borsa, Palermo Included Meals Breakfast, Lunch, Dinner

Enjoy breakfast and check out of the hotel. Transfer to Palermo airport on your own, taking home lasting memories of Sicily’s wines, flavors, and landscapes. Transfer is 35 minutes by taxi. Public buses are also available.

Included Meals Breakfast

Your Organizer Discovering great wines, one glass at a time.

At Crush Wine Experiences, our mission is to introduce you to your favorite craft winery or distillery.

A Wine, Culture and Culinary Adventure Discovering Sicily

Sicily, a captivating Mediterranean island, boasts a rich history and vibrant culture that has been shaped by various civilizations. From the ancient Greeks, Romans, and Phoenicians to the Byzantines, Arabs, and Normans, each empire left its mark on the island’s architecture, cuisine, and traditions.

This diverse heritage is evident in its temples, captivating mosaics, and unique folk festivals. The island’s cultural tapestry is interwoven with outstanding foods such as arancini and cannoli – not to mention great wines – making Sicily a true paradise for cultural enthusiasts and culinary adventurers alike.

Bold cuisine and vibrant street life Catania

  • Explore one of Italy’s most vibrant and authentic food markets with a local expert, immersing yourself in Sicilian culinary traditions, regional ingredients, and daily life.

  • Sample a generous selection of classic street foods—such as arancini, fried seafood, savory pastries, and sweet specialties—while visiting market stalls, bakeries, and specialty shops.

  • Discover hidden corners of the historic center, including a unique lava-stone tunnel, as stories of Mount Etna and Sicilian food culture bring the city to life.

A fertile region Mount Etna

  • Volcanic Wine Country – Explore one of Europe’s most exciting wine regions, where high-altitude vineyards on ancient lava flows produce elegant, mineral-driven wines from indigenous grapes like Nerello Mascalese and Carricante.

  • Contrade & Terroir – Discover Mount Etna’s unique contrade system, where each historic lava flow creates distinct soil, climate, and character—making this a true “cru” region of Sicily.

  • Bronte Pistachio Farms – Visit pistachio groves growing directly out of volcanic rock, where hand-harvested, prized pistachios are transformed into celebrated Sicilian specialties.

Sicily’s Ancient Vines, Modern Expression Sicilian Wine

  • A Journey Through Sicily’s Wine Regions – Taste wines across 5 distinct terroirs—volcanic Etna, coastal Syracuse, expressive Vittoria, sun-drenched Agrigento, and historic Alcamo—each offering a unique expression of Sicily.

  • Meet the People Behind the Wines – Enjoy tastings hosted by winemakers, winery owners, and estate managers who share firsthand insights into their vineyards, philosophy, and the challenges and rewards of winemaking in Sicily.

  • Indigenous Grapes & Immersive Experiences – Discover native varieties such as Nerello Mascalese, Carricante, Nero d’Avola, Frappato, and Grillo through guided winery visits, often paired with local cuisine and a strong sense of place.

A multitude of cultures Ancient History

Over more than 2,700 years, Sicily has been shaped by an extraordinary succession of cultures, each leaving an indelible mark on the island’s identity. Ancient Greeks established thriving city-states, none more impressive than the community near today’s Valley of the Temples in Agrigento, where monumental Doric temples still rise above the landscape as a testament to their power and sophistication. Phoenicians, Romans, Byzantines, Arabs, Normans, Spaniards, and Bourbons followed, layering Sicily with influences visible in its architecture, language, cuisine, and customs. Arab rule introduced citrus, spices, and irrigation; Normans blended Northern European design with Islamic artistry; Spanish influence shaped grand Baroque towns. The result is a living mosaic—an island where history is not confined to museums but woven into daily life, food, and traditions, making Sicily one of the most culturally rich destinations in the Mediterranean.

The Soul of Sicily Palermo

  • A Crossroads of Civilizations – A living tapestry shaped by Phoenician, Arab, Norman, and Spanish rule, revealed through UNESCO-listed monuments, grand palaces, and centuries-old streets.

  • Street Food Capital of Sicily – Home to legendary open-air markets and iconic bites like arancini, panelle, cannoli, and cassata—bold, authentic, and unforgettable.

  • A City of Striking Contrasts – Where raw energy meets refined beauty, historic grit meets elegance, and tradition lives vividly alongside modern Sicilian life.

  • Sea, Sun, and Setting – Dramatically set between the Tyrrhenian Sea and surrounding mountains, with palm-lined boulevards and easy access to Mondello’s golden beaches.

Meet Our Expert Sommelier & Tour Leader

Sam Kimball (on the left) is not just a sommelier—he’s a storyteller. Leading Flavors of Sicily, Sam brings the island’s wines to life by connecting landscape, history, and culture in every glass. From the mineral-driven wines of Mount Etna to expressive Nero d’Avola, Frappato, and Grillo, he guides guests through Sicily’s extraordinary diversity—sharing insight, context, and the stories behind the wines and the people who make them.

Talk with Sam

Pricing

Double Occupancy Private Room $4,900 p/person

Includes:
  • 4 Star Hotels
  • Expert Sommelier Guidance
  • Transportation services
  • Local Expert City Guides
  • Winery Visits and Tastings
  • 17 meals

Single Occupancy Private Room $5,600 p/person

Includes:
  • 4 Star Hotels
  • Expert Sommelier Guidance
  • Transportation services
  • Local Expert City Guides
  • Winery Visits and Tastings
  • 17 meals
Boutique, intimate tour experience, limited to 18 guests + 2 hosts

What People Say

Read what our satisfied customers have to say about us on Google

As seen in The New York Times
Based on 337 reviews powered by

Vineyard Tour from NYCDay Trip To New York's Wine Country™

Experience the #1 wine tour from NYC, with a certified Sommelier as your guide for the day. Enjoy unparalleled access at award winning wineries.

Learn More
Rating Out of4.9 (337)

Day Trip To Wine Country™

    Request Info

    Please complete the form to receive detailed information about the "Flavors of Sicily" tour


    Flavors of Sicily

    Preferred Contact Method*