Your Italian island adventure begins in Palermo, Sicily’s captivating capital. After your airport transfer and hotel check-in, explore the city on a guided walking tour through lively piazzas, colorful markets, and baroque streets filled with the aromas of espresso and citrus.

A rooftop visit to Palermo Cathedral offers sweeping views over the old town and the Mediterranean. In the evening, meet your fellow travelers over aperitivo before enjoying a welcome dinner in one of Palermo’s atmospheric historic restaurants.

Today you meet the fleet: classic Alfa Romeo Spiders prepared for the journey ahead. Following a detailed briefing, your first drive traces sections of the legendary Targa Florio through Sicily’s Madonie Mountains.

Twisting mountain roads, forested valleys, remote villages, and sweeping panoramas create one of Europe’s great driving experiences. After a traditional Sicilian lunch, continue toward Cefalù, where medieval streets, sandy beaches, and Norman architecture provide the perfect coastal finale to your first day behind the wheel.

Today’s route follows Sicily’s spectacular north coast eastward toward Mount Etna. The road alternates between dramatic seaside stretches and winding inland climbs, passing ceramic villages, vineyards, and quiet mountain landscapes.

As Etna grows larger on the horizon, the scenery transforms into lava fields, volcanic vineyards, and chestnut forests. Your destination is a peaceful golf and spa resort set near the volcano’s slopes — the perfect place to relax after a memorable driving day.

This morning you climb the southern slopes of Mount Etna in your Alfa Romeo Spider. With every curve, the landscape shifts from green forests to black volcanic rock and lunar-like craters.

After taking in the dramatic scenery, descend toward Gambino Winery for a relaxed lunch and tasting overlooking Etna and the Ionian coast. The combination of volcanic wines, Sicilian cuisine, and panoramic roads makes this one of the highlights of the entire tour.

A gourmet dinner near Linguaglossa completes the evening.

Before leaving Sicily, enjoy one final drive into the hills to Savoca, one of the island’s most authentic mountain villages and famous filming location from The Godfather.

Quiet stone lanes, panoramic terraces, and relaxed cafés capture Sicily at its most timeless. Later, return the Alfa Romeos and transfer to Catania Airport for your flight to Rome.

After checking into your centrally located hotel, the evening is yours to experience the Eternal City at your own pace.

Today belongs entirely to Rome. Spend the morning exploring iconic neighborhoods, elegant piazzas, cafés, boutiques, and hidden side streets before joining a guided afternoon city tour.

Highlights may include St. Peter’s Basilica, Piazza Navona, Campo de’ Fiori, or the Vatican area depending on the itinerary. In the evening, enjoy a traditional Roman dinner at the historic trattoria Checco er Carrettiere — a true local institution.

After a relaxed morning in Rome, an executive transfer carries you north into Tuscany’s rolling countryside.

Near Monteriggioni, check into your elegant Tuscan hotel surrounded by vineyards, olive groves, and cypress trees. Later, visit the renowned Rocca delle Macìe winery for a cellar tour and tasting before gathering for dinner at one of the region’s beloved countryside osterias.

The Tuscan driving portion of your Grand Tour begins today. After selecting your Alfa Romeo Spider and receiving your roadbook briefing, you head through the scenic Colline Metallifere region.

Quiet country roads wind through forests, medieval villages, and rolling hills before reaching the ferry port at Piombino. Crossing to Elba Island with the classic Alfa Romeos aboard is one of the journey’s unforgettable moments.

By afternoon, you arrive at the elegant Villa Ottone near Portoferraio, your luxury waterfront retreat on Elba.

Today is dedicated to one of Italy’s most scenic coastal drives. Elba’s cliffside roads deliver endless curves, dramatic sea views, hidden coves, and charming harbor towns perfectly suited for open-top touring in a classic Alfa Romeo.

Stops include Marciana Marina and Marina di Campo, where waterfront cafés and relaxed Mediterranean atmosphere invite lingering breaks. In the evening, enjoy a memorable dinner at a traditional agriturismo high above the island.

This morning’s drive explores eastern Elba, beginning with the elegant harbor town of Porto Azzurro before climbing to the hilltop village of Capoliveri.

Narrow stone lanes, artisan boutiques, panoramic terraces, and sea views create the perfect setting for a relaxed afternoon. Later, return to Villa Ottone for time by the sea before ending the day with dinner at Sapereta Winery among the vineyards.

Your final driving stage leads back across the mainland through Tuscany’s iconic countryside of cypress-lined roads, vineyards, and medieval villages.

After a farewell lunch together, the classic Alfa Romeo Spiders are returned and a private transfer takes you to Florence Airport. What remains are unforgettable roads, extraordinary landscapes, and the feeling of having experienced Italy in the most authentic way