Wine Tastings from Villa Fiorenzani in Tuscany: Casole d’Elsa, Chianti Senese & San Gimignano

Enjoy a refined wine and relaxation escape in the heart of Tuscany, with carefully selected tastings across Chianti Senese, San Gimignano (Vernaccia) and Casole d’Elsa (Camporignano area).With Villa Fiorenzani in Radicondoli as your elegant base, you can experience panoramic wineries and historic estates at a comfortable pace, then return to peace, privacy and comfort at the end of the day.

Why choose Villa Fiorenzani as your wine-tour base

• A strategic location between Siena countryside, Chianti and San Gimignano

• A slower, higher-quality rhythm: one winery per day (two at most)

• A quiet, stylish retreat to come back to after tastings

• Tailor-made suggestions based on your preferences (reds, whites, food pairings)

1. Casole d’Elsa & Camporignano: authentic Tuscany with open views

Distance from the villa : 15 minuts by car

For guests who love a more secluded side of Tuscany, Casole d’Elsa offers rolling hills, scenic country roads and a calm, elegant atmosphere.The Camporignano area is ideal for a curated tasting surrounded by countryside views, perfect as a half-day outing before returning to Villa Fiorenzani for a relaxing afternoon.

Practical tip: book for late morning or mid-afternoon to avoid rushed timings and enjoy the best light.

2. Chianti Senese: castle wineries, iconic reds and unforgettable panoramas

Distance from the villa : around 60 minuts by car

Chianti Senese is the natural home of Sangiovese and some of Tuscany’s most atmospheric tastings: castles, historic estates and terraces overlooking vineyards.

Recommended experiences (selected for prestige and setting):

• Castello di Brolio (Barone Ricasoli): history, architecture and a complete Chianti experience

• Castello di Meleto: a true castle atmosphere with enjoyable, well-structured tastings

• Castello di Ama: refined, detail-driven and beautifully curated

• Castello di Volpaia: a postcard-perfect wine village surrounded by vines

• Rocca di Montegrossi: intimate, high-quality tastings in a charming setting

Practical tip: choose one Chianti area for the day (Gaiole or Radda and surroundings). The roads are stunning but slow, so fewer transfers means more enjoyment.

San Gimignano: Vernaccia tastings and picture-perfect views

Distance from the villa : around 30 minuts by car

San Gimignano combines a beautiful medieval town with a signature white wine: Vernaccia di San Gimignano. It’s ideal for balancing Chianti reds with something fresh, elegant and local.

For the best experience, look for tastings that include:

• Vernaccia in different styles

• local food pairings (when available)

• a panoramic vineyard setting

Practical tip: visit the town early in the morning, then enjoy your tasting in the early afternoon, when the pace is calmer and the light is perfect.

Suggested 3-day itinerary from Villa Fiorenzani

Day 1: Casole d’Elsa + CamporignanoA relaxed morning at the villa, an afternoon tasting, then back to Villa Fiorenzani for a quiet evening.

Day 2: Chianti Senese “Castles & Reds”One castle estate with a full tasting (a second stop only if nearby). Return comfortably to the villa.

Day 3: San Gimignano + VernacciaTown visit in the morning, a light lunch, a Vernaccia tasting in the afternoon, then back to your retreat.

Practical luxury tips for a truly smooth experience

• Always book ahead: the best time slots fill quickly

• 1–2 wineries per day: quality over quantity

• Prefer tastings with food pairings (olive oil, cheeses, local cured meats)

• For maximum comfort, consider a private driver for your Chianti day

• Take home a “favorite bottle” and relive Tuscany later 🍾