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Home/Destinations/San Gimignano/San Gimignano Tuscany
Tuscany · San Gimignano itinerary

San Gimignano & Tuscany: The Best Itinerary

The countryside around San Gimignano is quintessential Tuscany. Here is how to explore it — with the best-rated tours to book.

At a glance

  1. 1Countryside
  2. 2Cypresses
  3. 3Villages
  4. 4Wine

The hills

Cypress roads and vineyards.

The villages

Hilltop Tuscan towns.

The wine

Tastings in the country.

Book the experiences in this itinerary

Top-rated tours for exactly what this plan recommends in San Gimignano — prices per person.

Private Tour in San Gimignano and Chianti Day Trip from Florence
Florence
Private Tour in San Gimignano and Chianti Day Trip from Florence
5.0(34)·8 hours
from$194/ person
via Viator
Guided Winery Tour and Wine Tasting in Siena
Siena
Guided Winery Tour and Wine Tasting in Siena
5.0(77)·2h 30min
from$86/ person
via Viator
Chianti Wine Tour from Florence to San Gimignano with 2 Wineries
Florence
Chianti Wine Tour from Florence to San Gimignano with 2 Wineries
5.0(33)·7–8 hours
from$313/ person
via Viator
Siena & San Gimignano: Exclusive Tuscany Day Trip from Florence
Florence
Siena & San Gimignano: Exclusive Tuscany Day Trip from Florence
5.0(33)·8 hours
from$629/ person
via Viator
Private Day Tour of Pisa, San Gimignano and Siena from Florence
Florence
Private Day Tour of Pisa, San Gimignano and Siena from Florence
5.0(33)·9–10 hours
from$452/ person
via Viator
Volterra and San Gimignano: a taste of medieval Tuscany!
Florence
Volterra and San Gimignano: a taste of medieval Tuscany!
5.0(33)·9 hours
from$1,002/ person
via Viator
Private Tour: Siena and San Gimignano Day Trip from Rome
Rome
Private Tour: Siena and San Gimignano Day Trip from Rome
5.0(30)·11 hours
from$869/ person
via Viator
Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence
Florence
Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence
5.0(29)·8 hours
from$441/ person
via Viator

San Gimignano Tuscany — FAQ

What is the Tuscan countryside like?
Rolling hills of vineyards, olive groves and cypresses.
How do you explore it?
By car, minibus or even vintage Fiat tours.
Is it good for photography?
Yes — the light and hills are unforgettable.

Explore more in San Gimignano

Medieval TowersVernaccia WineChianti ToursSiena Day TripsVolterra Tours