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Italian Tuscany Complete Guide 2026: Florence, Siena, San Gimignano, Pisa, Chianti, Val d'Orcia

Browse more guides: Italy travel | Europe destinations Italian Tuscany Complete Guide 2026: Florence, Siena, San Gimignano, Pisa, Chianti, Val d'Orcia TL;DR I have walked Tuscany in three different seasons and I still come back. The region sits in central Italy, covers about 22,994 square kilometres, holds roughly 3.7 million residents, and receives more than 50 million visitors a year, which is a heavy load for a place that mostly looks like a series of postcards stitched together with cypress avenues. Florence is the capital and the gateway. Siena, San Gimignano, Pisa, Pienza, and the wider Val d'Orcia all carry UNESCO inscriptions, and together they tell the story of Etruscan ancestors, medieval city-state rivalries, and a Renaissance that reshaped how Europeans painted, built, banked, and thought. For a first visit in 2026 I would budget five days as a minimum. That covers Florence for two and a half days, a day in Siena and San Gimignano, and a half day in Pisa. Seve...