Curated Itineraries for Siena
Whether you have a weekend or a week, we've planned it out for you. Browse our day-by-day guides to make the most of your trip.
1 Day1 Day in Siena Itinerary
Designed for those visiting on a day trip, this fast-paced itinerary covers the absolute masterpieces of the city. It focuses entirely on the central ridge, minimizing extreme hill climbing while maximizing visual impact. You will experience the sheer gothic grandeur of the main square and the jaw-dropping artistic detail of the Cathedral. It is a perfect introduction to the wealth and ambition of the medieval republic.
DAILY THEMEDay 1 Gothic Marvels and the Heart of the Republic5 Stopsview itinerary
3 Days3 Days in Siena: Medieval Immersion Itinerary
This balanced itinerary allows you to explore the major sites thoroughly while leaving time to discover the quieter, more atmospheric corners. By spreading out the heavy sightseeing, you can appreciate the world-class art collections without fatigue. It also ventures slightly off the main tourist drag to explore the city's relationship with its saints and its surrounding landscape. You will leave with a deep understanding of what makes the city tick.
DAILY THEMEDay 1 The Core LandmarksDay 2 Saints and MasterpiecesDay 3 Views and Local Life9 Stopsview itinerary
5 Days5 Days in Siena: Deep Dive Itinerary
For the slow traveller, this extensive itinerary peels back the layers of the city's complex history. It affords the luxury of wandering aimlessly through the diverse neighbourhoods, diving deep into underground tunnels, and sitting for hours in historic cafes. You will experience the rhythm of local life, moving from monumental public architecture to the intimate, hidden traditions of the contrade. This is the ultimate way to truly absorb the spirit of the ancient republic.
DAILY THEMEDay 1 Introduction to GreatnessDay 2 Civic Pride and HeightsDay 3 The Mystical City+ 2 more days...11 Stopsview itinerary
