Sicily with Andrew Zimmern

Benvenuti a Sicily! After settling in at our hotel, we’ll meet up with Andrew and convene for a welcome reception. The local spread—a generous pairing of Sicilian of small plates and aperitivos —is the ideal introduction for 9 days of true immersion in the cultural and culinary delights of this historic island.

After breakfast we’ll load into our jeeps and head out to visit majestic Mount Etna, an active volcano that towers almost 11,000 feet over the island — and occasionally glows red with lava! Along the way, we’ll stop to forage for our lunch with the help of Andrew and a local naturalist guide. 

We’ll head for, I Custodi dei Vigni where heritage vines clamber up the volcano’s slopes to an altitude of over 3,000 feet, producing delicate whites and intense, fruit-forward rosés and reds.

Following our tasting, we’ll sit down to a family-style lunch—our foraged veggies in tow—under the benevolent eye of Le Mamme del Borgo, a collective of local grandmothers who will teach us how to knead the ancient flours into a supple pasta dough for our maccarruni, a typical Sicilian pasta that’s traditionally rolled by hand and served in a wild boar sauce. 

After this experience, we’ll make our way back to the hotel to recharge before reconvening for an on-site dinner.

This morning we’re off to Taormina, pearl of the Mediterranean, to explore on foot starting with its ancient Greek amphitheater, overhanging the crashing surf below. From our perch at arguably the world’s most famous outdoor theater, the views of the bay of Giardini Naxos to the south, and mainland Italy to the north, are spectacular. 

But it’s not just the panorama we’re after—this small city is also known for its simple and stunning cuisine. As we weave through its cobblestoned streets and alleys, we’ll be treated an eclectic array of local favorites like involtini di pesce spada, a masterpiece of swordfish, breadcrumbs and local herbs.

We’ll have the balance of the day to ourselves. Feel free to join us us for an informal aperitivo where Andrew—an insider in the local food scene—will be happy to scribble a few recommendations on a cocktail napkin!

We’ll head for Siracusa today, wending our way across the island to this 2,700-year-old seaside wonder that’s an intricate blend of Greek, Roman, Byzantine and North African influences.

Siracusa’s ancient heart is the island of Ortigia; we’ll dive in on a walking tour of its cobblestone alleyways — crowded with markets and temples, castles and churches, tucked around every corner. We’ll keep an eye out for fresh vegetables to use for our dinner later this evening.

Then we’ll head to Tenuta Cavasecca for a visit to its olive groves and the ancient temple that now houses vats of freshly pressed oil as it rests after harvesting and milling. Finally, we’ll head to the ancient hall for a tasting of this liquid gold, followed by a family lunch straight from the garden.

Practically floating from lunch, we’ll settle in for a meandering road trip through the countryside. It’s a fine opportunity to catch up on sleep, a podcast or dive into the history of southwestern Sicily. As a long afternoon gives way to evening, we’ll arrive at our stunning estate and punctuate the day with a casual collaborative dinner.

This morning is exquisitely slow. We’ll take some time to enjoy our hotel and its surrounding gardens, only readying ourselves for adventure by the late afternoon. At the golden hour, we’ll head to Agrigento. This former Greek colony was established in the 6th century BC and was a leading city-state in the Mediterranean world. Agrigento’s magnificent Doric temples dominate the ancient town, much of which still lies intact among acres of olive, pistachio, almond and fruit trees.

We’ll drink in the sumptuous beauty of the gardens and ramble down the road for a special dinner. There, we’ll sit down for a picnic with a local shepeard, feasting on homemade ricotta and local pasta.

Today, we lace up our boots and roll up our sleeves and step firmly into the world of Sicilian food and wine. Our day begins with a visit to Planeta Umo for an enriching wine tasting experience, where you’ll sample exquisite Sicilian wines and gain insights into the winemaking process. Following this, alongside Andrew, we’ll partake in a hands-on cooking class, followed by a relaxed late lunch to savor the flavors of our creations.

The afternoon offers free time for personal exploration or relaxation. Dinner—whether at a local trattoria or within the serene ambiance of the hotel—is up to you.

As we bid farewell to our current haven and set our sights on Palermo, our first stop will be the iconic Salt Plains of Marsala. Here, we’ll explore the striking landscape of salt water pools divided by narrow strips of land, known as “la via del sale” or the Salt Road, where ancient Phoenician salt culture meets modern-day production methods, offering a glimpse into centuries-old traditions.

Continuing our exploration, we’ll indulge in a delightful visit to a Marsala winery, where we’ll discover the secrets behind the production of this renowned fortified wine. Immerse yourself in the aroma of oak barrels and sample a selection of traditional Western Sicilian wines during a memorable tasting session. Afterward, we’ll enjoy a leisurely lunch at the winery, savoring the flavors of Sicily’s culinary heritage.

Next, we’ll journey to the medieval hilltop town of Erice, where we’ll treat our tastebuds to a pastry tasting, sampling delectable treats crafted with love and tradition. As the day draws to a close, we’ll check into our hotel and prepare ourselves for beautiful Palermo tomorrow.

Dinner tonight is true surprise and delight—let’s just say Andrew has helped us curate both the meal and the ambience.

There’s no better introduction to Palermo than the Ballaro market; as we wander the stalls, listening to the singsong calls of vendors and inhaling an intoxicating swirl of aromas, we’ll be tantalized by the sharp tang of Sicilian citrus fruits, fragrant sesame-seed loaves pulled from a wood-fired oven, savory arancini (fried rice balls) and thick slices of sfincione topped with  sweet tomato sauce.

Next, we’ll be treated to a historical tour as we take in Palermo’s stunning seafront, its terraces and courtyards a tapestry of hanging gardens perfumed with subtropical essence. After a a few hours of independent exploration, we’ll meet up again for a magical farewell dinner. Alongside Andrew and our new friends, we’ll toast to an incredible Sicilian experience!

Arrivederci Sicilia! We’re off this morning after nine immersive days of adventure and culinary adventure. After breakfast we’ll say ciao to Andrew, and to each other, knowing the memory of our adventure together will live in our hearts forever! We’ll organize a group transfer to Palermo’s PMO airport for flights to mainland Italy and beyond.