Best Siena Wine Tours & Tastings (2026)

These are the best wine tours in Siena, 5 in all, ranked by real traveler ratings — from half-day tastings to full-day vineyard trips. Every tour books through a trusted partner with free cancellation on most.

★ Top rated 3 hours 📍 Siena

Siena: A Wine Tour and Tasting Experience

★ 5.0 391 reviews

🕑 Morning

from $100 / person

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★ Top rated 4 hours 📍 Tuscany

Tuscany Hiking Tour from Siena Including Wine Tasting

★ 4.9 122 reviews

🕑 Half-day

from $71 / person

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★ Top rated 2 hours 30 minutes 📍 Siena

Siena walking tour with lunch & Chianti wine

★ 4.8 100 reviews

🕑 Morning 🍽 Lunch included

from $99 / person

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11 hours 📍 Siena

San Gimignano, Siena, Monteriggioni: Fully Escorted Tour, Lunch & Wine Tasting

★ 4.5 177 reviews

🕑 Full-day 🍽 Lunch included

from $92 / person

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10 to 11 hours 📍 Siena

Siena: Val d’Orcia Wine Tour with Lunch & Brunello

★ 4.0 105 reviews

🕑 Full-day 🍽 Lunch included

from $114 / person

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