Val d'Orcia Wine Tour | Tuscan Hills Experience from Florence

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Day trip from Florence exploring Chianti and Val d'Orcia: wine tastings of Chianti and Nobile di Montepulciano, olive oil tasting, and visits to Pienza and Montepulciano.

About This Tour

Tiered Cancellation

Free cancellation up to 2 days before the event

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Mobile Voucher

Printed Voucher

Group: Max 30 people

My Tour in Italy

What you'll do

Immerse yourself in the gently undulating landscapes that have defined Tuscany for centuries.

The journey departs from Florence and winds through the famed Chianti countryside, where sunlit rows of vines and cultivated groves create a patchwork of colour and texture across the hills. Travellers will pass through the iconic Val d'Orcia, a region celebrated for its painterly panoramas and timeless rural charm.

Pienza greets visitors with elegant streets and intimate viewpoints; its compact centre rewards slow exploration and quiet appreciation of architectural detail. Further on, Montepulciano rises majestically on its hilltop, with grand Renaissance façades, historic churches and expansive terraces that frame sweeping views of the surrounding countryside.

Throughout the day, there are chances to stroll medieval squares, browse artisan shops and absorb the local atmosphere at a relaxed pace. The return to Florence is set against a final display of Tuscan light, offering memorable vistas and plenty of opportunities for photography.

This full-day experience emphasises culture, heritage and the evocative scenery that has inspired artists and poets for generations.

Included / Excluded

Professional local guide

Olive oil tasting and Tuscan bread

Wine tastings at two cellars (Chianti and Nobile di Montepulciano)

Tips or gratuities

Any additional food or drinks not already specified

Before You Go

Opportunity to take photographs — bring a camera or smartphone

Free time to explore and have lunch in Pienza and Montepulciano

Tour Highlights

Two cellar visits with expert explanations and sampling.

Regional olive oil sampling to complement local flavours.

Picturesque landscapes and photo stops along the route.

Time to explore towns independently and enjoy authentic local cuisine.

Perfect for lovers of gastronomy, history and scenic beauty seeking a rewarding day trip from Florence.

Val d'Orcia Wine Tour | Tuscan Hills Experience from Florence

Tuscany Wine and Hills Tour from Florence

What you'll do

Meeting Point

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Tour Highlights