Tuscan Vineyard Retreat: 7 Days in Italy with Your Dog

Tuscany is arguably the world's most beautiful wine region, and it's incredibly welcoming to dogs. This 7-day itinerary takes you through the best of Chianti, Val d'Orcia, and Siena.

Day 1–2: Florence Arrival

Arrive in Florence and check into the Belmond Villa San Michele, where your dog receives a luxury welcome kit. Spend the afternoon walking the gardens and settling in. Dogs are welcome in outdoor dining areas at most Florentine restaurants.

Day 3–4: Chianti Wine Country

Drive through the vine-draped hills of Chianti to your private villa. Many of these historic estates have vast grounds perfect for exploring with your dog. Visit the charming village of Greve in Chianti where dogs are practically worshipped in the main piazza.

Day 5–6: Val d'Orcia

The UNESCO World Heritage landscape of Val d'Orcia is pure magic. The iconic cypress tree-lined roads make for spectacular walks. Stay at Castello Banfi, an exceptional winery estate that warmly welcomes dogs.

Day 7: Siena & Departure

Spend the morning exploring Siena's magnificent Il Campo. Many restaurants here have outdoor seating where dogs are welcome. Depart in the afternoon feeling restored and enriched.