Private Insider Wine & Gastronomy ExperiencesHosted by Chef Marcus & Jamie Guiliano
VIP Winery Vacations
Plan Your Journey
Plan Your Journey
Sicily Wine, Gastronomy & Cultural Experience

Unlock Sicily’s Secrets on a VIP Culinary & Wine Adventure​​

Journey with acclaimed restaurateurs Marcus & Jamie Guiliano to uncover the hidden gems of Palermo, the volcanic majesty of Mt. Etna, the ancient allure of Taormina, and the sun-drenched vineyards in between.

Call Us (845) 647-3000 Join the Priority Waitlist
Customize Private Adventure
Priority Waitlist

Only 8–14 guests per journey.

Marcus or Jamie will personally share more tour details after you request information.

Destination
Sicily, Italy
Dates
TBA
Experience
Sicily Wine, Gastronomy & Cultural Experience
Hosts
Marcus & Jamie Guiliano

Experience Sicily's Wine, Culinary & Cultural Wonders

Discover the Charms of Sicily: Italy’s Stunning Island Destination!

Located just off the “toe” of Italy’s “boot,” Sicily is the largest Mediterranean island and a true gem of Italy. With its stunning scenery, rich history, and unparalleled cuisine, there’s never a bad time to visit this captivating destination.

From the majestic Mount Etna in the east to the idyllic vineyard island in the west, Sicily offers a wealth of diverse experiences. Whether you’re exploring historic ruins, soaking up the sun on a gorgeous beach, or savoring the flavors of world-renowned Italian cuisine, every inch of Sicily is breathtaking.

So why wait? Book your trip to Sicily today and immerse yourself in the beauty and culture of this unforgettable destination. With so much to see and do, you’ll never want to leave!

Your Curated Sicilian Culinary & Wine Expedition

  • Your journey begins with a warm Sicilian welcome the moment you land. We’ll greet you at Palermo Airport for a seamless, comfortable transfer to your opulent lodging in the city’s heart.
  • You’ll settle into your palatial stay at the Grand Hotel Et Des Palmes, a luxurious sanctuary in Palermo.
  • Prepare for a chef’s introduction to Palermo. With Marcus & Jamie (or our trusted local connoisseur), you’ll meander through bustling Palermo markets and savor delectable street food – an explosion of colors, aromas, and authentic tastes you won’t find in any guidebook.
  • Tonight, we dine together as friends, relishing a soulful Sicilian dinner at a hand-picked local restaurant offering authentic culinary experiences. It’s the perfect start to our “family feel” journey.
  • We’ll journey to the heights of Castelluccimiano in the Madonie Mountains, a world away from the usual tourist trails. Here, you’ll meet the passionate trio – agronomist Piero Buffa, enologist Tonino Guzzo, and president Antonino Piazza – who are crafting extraordinary wines against a stunning mountain backdrop.
  • You are invited to an immersive vineyard walk among sustainably farmed, high-altitude Perricone and Catarratto vines. This is a chance to understand the unique terroir and connect directly with the land and the visionaries who tend it.
  • Later, indulge in a gourmet lunch paired with their remarkable wines, a true “wine-to-table experience.”
  • We return to Palermo, allowing you an evening to explore or relax, perhaps with a recommendation from us for another hidden culinary gem.
  • Your accommodation for the night is again the Grand Hotel Et Des Palmes.
  • Our travels take us to Tasca Tenuta Sallier de la Tour. You’ll learn about the estate’s aristocratic history while sampling indigenous varietals.
    Next, a guided tour will reveal the Segesta Temples, Sicily’s breathtaking architectural jewels.
    Dinner this evening will be a special indulgence at the Baglio Soria Hotel’s own wine resort.
    Your accommodation is the Baglio Soria Hotel.
  • We navigate to Mozia Island (boat and museum tickets arranged by your tour leader, Marcus).
  • An aperitif awaits at Bar Mamma Caura, offering panoramic views of Saline dello Stagnone.
  • You’ll explore Caruso & Minini, a winery where Stefano and Giovanna Caruso carry forward a legacy, blending innovation with cherished tradition. We love their commitment to indigenous Sicilian varietals.
  • A short 5-minute walk brings us to Cantine Florio, a place steeped in nearly two centuries of wine-making history, for a memorable Marsala tasting.
  • We then visit Trapani for an exploration of the historic salt pans.
  • Another delightful aperitif will be enjoyed in Saline dello Stagnone at a bar with views of “Mamma Caura”.
  • You’ll have time to visit and walk around Marsala.
  • Dinner is an Italian feast at La Foresteria wine resort.
  • Your accommodation for the night is La Foresteria, nestled on the Planeta wine estate.
  • Today includes a visit to Tenute Lombardo for a wine tasting, a tour of their estate, and a delightful lunch.
  • A truly special experience awaits as you learn the art of olive oil making with the passionate cousins at Olio Arke’.
  • Dinner will be conveniently onsite at Villa Flora Relais.
  • Your accommodation is the charming Villa Flora Relais.
  •  
  • We visit Amaro Amara, renowned for their blood orange Amaro – a true taste of Sicilian terroir.
  • A guided walking tour and lunch in the historic city of Catania will immerse you in its vibrant culture.
  • Dinner options will be available in and around your hotel, allowing for personal preference.
  • Your accommodation is Firriato Hospitality – Cavanera Etnea, a unique wine resort with the majestic backdrop of Mount Etna.
  • Our journey continues to Graci Winery, celebrated for its exceptional Mount Etna wines.
  • We then proceed to Terrazze dell’Etna for a gastronomic experience, savoring flavors shaped by the volcano.
  • Dinner tonight will be a delicious immersion in Sicilian flavors at an authentic local restaurant.
  • You’ll be staying once more at Firriato Hospitality – Cavanera Etnea.
  • Meet our friend Beniamino at Botromagno for a captivating tour and tasting paired with more delicious local cuisine. We’ll then explore Alberobello’s iconic trulli before settling into our coastal hotel, the Oriente Hotel Bari, for a memorable farewell dinner, sharing stories and wines with new friends.
  • We venture to Tenuta Tascante for an insightful wine tasting and lunch, experiencing their commitment to quality.
  • The famed town of Taormina awaits, where we’ll enjoy a guided walk, including a visit to its ancient Greek Theatre.
  • You’ll experience the local gastronomy in Taormina for dinner.
  • Your final night on Etna is at Firriato Hospitality – Cavanera Etnea.
  • After a memorable journey, we provide a comfortable 1-hour transfer to Catania airport for your departure.
Request an invitation

Begin the Conversation

Every VIP Winery Vacations departure begins with a private consultation.

We learn how you prefer to travel, what regions interest you, and what level of immersion you seek. European cellars. Agave fields at their source. Producer homes no visitor has seen before.

Each winery vacation package is built from the conversation — never from a catalog. Planned personally. Managed by the same people who pour your wine at the estate.

Only once we understand your expectations do we extend an invitation to join an upcoming departure.

A Personal Invitation from Chef Marcus