Keepers of Tradition & Culture in Travel

Sicily Food & Wine

A Slow Journey through Sicily's Culinary Excellence

This small group journey explores Sicily through its vineyards, kitchens, and coastline. It blends the island’s culinary traditions with its natural beauty and sense of place. Centered in the countryside near Catania, the trip is designed for travelers who appreciate delicious meals, thoughtful detail, local connection, and the kind of ease that defines true luxury. Each day balances immersion and indulgence, with curated wine tastings, cooking experiences, and time to enjoy the slower pace of Sicilian life.

Like anything good in life – food and wine is at the heart of this journey. You will be accompanied by classically trained chef and sommelier, Dana Beninati. The week includes visits to family-run vineyards and kitchens, to discover what makes Sicily so special. Private tastings and classes will highlight the evolution of Sicilian cuisine and winemaking, with a focus on authenticity and terroir. Every meal will be intentional, celebrating seasonal ingredients and producers who define the island’s current food culture.

Accommodations are at Tenuta Cavanera, a luxury countryside escape on the slopes of Mount Etna. The property combines contemporary design with the raw beauty of its surroundings: rooms with clean lines and gorgeous vineyard views, a panoramic pool overlooking the valley, and a restaurant that reinterprets Sicilian flavors with refinement. Mornings begin with a farm-to-table breakfast featuring freshly baked pastries, local cheeses, seasonal fruit, and honey from nearby hives. Every detail is handled, from transfers to luggage, so guests can relax fully into the experience.

Raccomended reading: Sicilian Volcanic Wines: A Wine Lover’s Guide to Mount Etna and Beyond

What’s Included?
  • Five nights at Tenuta Cavanera Wine Resort
  • Culinary workshops with Dana
  • Daily farm-to-table breakfast
  • Select lunches and dinners with curated wine pairings
  • Vineyard visits and tastings
  • Cultural experiences
  • Group airport transfers and all local transportation
  • Dedicated luggage and concierge support
  • LBR onsite facilitator
  • International airfare
  • Travel insurance
  • Select meals and optional activities

Meet Your Guide(s)

Dana Beninati

is a chef, sommelier, and storyteller of flavor. Known as Food Network’s Resident Sommelier, she has spent her career guiding Americans through the art of food and wine pairing, teaching in Michelin-starred kitchens, and sharing her passion on TV and in top publications. With Sicilian roots of her own, returning to the island as your facilitator is not just professional—it’s personal. Dana can’t wait to share Sicily’s traditions, tastes, and stories with you in the most authentic way.

,
Jonathan L'epée Urbani - Life Beyond the Room
Jonathan L’Epée Urbani

is a photographer, creative director, and passionate explorer of Italy. With both Italian and Swiss roots, he has traveled through all twenty regions of the country, returning to Sicily time and again to uncover its hidden gems. As one of the most experienced small group leaders in the region, Jonathan combines his eye for storytelling with a deep knowledge of local culture, cuisine, and landscapes, making every journey a truly immersive experience.

Departures Available
September 27- October 2, 2026
Starting at
€ 5.550
Single Occupancy Adjustment
€1.500
Maximum Group Size
10 Travelers

Meet Your Facilitator(s)

Dana Beninati

is a chef, sommelier, and storyteller of flavor. Known as Food Network’s Resident Sommelier, she has spent her career guiding Americans through the art of food and wine pairing, teaching in Michelin-starred kitchens, and sharing her passion on TV and in top publications. With Sicilian roots of her own, returning to the island as your facilitator is not just professional—it’s personal. Dana can’t wait to share Sicily’s traditions, tastes, and stories with you in the most authentic way.

,
Jonathan L'epée Urbani - Life Beyond the Room
Jonathan L’Epée Urbani

is a photographer, creative director, and passionate explorer of Italy. With both Italian and Swiss roots, he has traveled through all twenty regions of the country, returning to Sicily time and again to uncover its hidden gems. As one of the most experienced small group leaders in the region, Jonathan combines his eye for storytelling with a deep knowledge of local culture, cuisine, and landscapes, making every journey a truly immersive experience.

Wine Tasting on Mount Etna

Experience an exclusive Mount Etna wine tasting in Sicily’s renowned volcanic vineyards. This Sicily adventure lets you savor unique wines shaped by Etna’s mineral-rich soil, as you enjoy panoramic views over the lava fields and vineyards that define this remarkable terroir.

Wellness Retreat in Nature

Unwind in a serene Sicilian wellness retreat, designed for ultimate relaxation amid Sicily’s natural beauty. Embrace holistic wellness through tailored sessions in a luxury setting, combining nature, tranquility, and rejuvenation in the heart of Sicily’s stunning landscapes.

Discover Baroque Sicily

Explore Sicily’s UNESCO-listed cities filled with Sicilian Baroque architecture and charm. Wander the streets of Ragusa, Modica, and Noto, uncovering their unique history and elegance on this unforgettable journey through Sicily’s cultural treasures.

Culinary Journey Through Sicily

Indulge in an authentic Sicilian food experience as you sample the island’s iconic dishes. From local markets to traditional kitchens, each bite tells a story, blending flavors from Sicily’s diverse culinary heritage and the passion of its people.

Rich, Meaningful, Memorable Travel Awaits

Life Beyond the Room (LBR) is a sensorial™ travel concierge dedicated to creating custom, unique itineraries for travelers seeking authentic experiences immersed in the lifestyle, flavors, and culture of each region. Our local managers live in the destination countries and speak the local languages, allowing us to create incredible partnerships so our travelers can step off the beaten path, beyond the hotel room, and discover places unknown to most tourists.

Our commitment to sustainability ensures that your impact is positive. You will have the trip of a lifetime while making a long-lasting positive impact on the places you visit and the people you encounter. You will meet as a guest and leave as a friend! If you have questions about this group trip or are interested in custom travel design, don’t hesitate to contact us!

Group photo of Life Beyond the Room's Preferred Travellers

Preferred Traveler Program

The Life Beyond the Room preferred traveler program allows our frequent travelers to pay for their trips over time via a monthly subscription. Perks include discounts, access to exclusive destinations, and more!

Credits never expire and can be redeemed at any time towards a small group trip of your choice or any custom trip!

Group photo of Life Beyond the Room's Preferred Travellers

Want to Learn More About This Trip?