For Castello di Casole (Four Seasons). The Four Seasons property in the Sienese hills — the restored medieval castle above the Elsa valley, the vineyards, the 4,200-acre estate. White PP linen for the hotel pool; a navy PP linen shirt with linen trousers for him and the Amelia linen dress shirt in Oyster for her for the Castello restaurant evening.

For Rosewood Castiglion del Bosco. The Rosewood property in Montalcino — the working Brunello di Montalcino wine estate, the private golf course. A composed PP couple's wardrobe in warm naturals for the wine estate walk and the cellar tour: both in warm natural PP linen with linen trousers. The vineyard landscape rewards natural fabric in natural colourways.

For the Pienza and the Val d'Orcia. The UNESCO World Heritage landscape — the cypress avenues, the rolling hills, the Renaissance town of Pienza. White or warm natural PP linen with linen trousers for him; PP women's linen shirt in white or a warm natural with linen trousers and leather shoes for her. The Val d'Orcia dawn light is among the most photographed natural landscapes in the world.

For the Siena Palio context. The Palio di Siena — the twice-yearly horse race in the Piazza del Campo. A navy PP linen shirt with linen trousers and leather shoes for him; the Amelia in Hibiscus or Coral Orange for her. The Sienese red and black civic colours reward the most vivid Amelia colourways for this specific occasion.

What to Wear at Lake Como as a Couple  ·  What to Wear in Sardinia as a Couple