Overnight in Siena Italy – Here’s What Most Tourists Miss

Most people only visit Siena for a few hours. We stayed for two days — and discovered a quieter, deeper, and more local side of the city that most tourists never get to see.

In this video, we explore Siena’s medieval streets, stay overnight in a beautiful design suite, join a walking tour with skip-the-line access to the stunning Duomo, learn about the Palio and Siena’s unique contrade system, and enjoy some unforgettable Tuscan food — with a thunderstorm or two thrown in for good measure.

If you’ve ever wondered whether Siena is worth more than a day trip, this video shows what it’s like to slow down, stay the night, and experience the real heart of Tuscany.

🎥 Catch up on the previous episode here: https://youtu.be/4n2tF18vNMs

🗺️ In this video:
00:00 – Introduction
00:22 – Sorrento to Siena via Rome and Florence
04:35 – Arriving in Siena by train
05:00 – Checking into Relais degli Angeli
06:30 – Breakfast and morning walk
07:00 – Walking tour of Siena (Basilica Cateriniana, Contrade, Palio, Piazza del Campo)
08:30 – Visit to Siena Cathedral (Duomo di Siena)
10:20 – Lunch in town
11:00 – Wandering Siena’s alleyways
11:50 – Evening passeggiata, dinner & red wine
12:34 – Next time

🔗 Helpful links:
🏨 Hotel: Relais degli Angeli: https://tinyurl.com/RelaisDegliAngeli
🎟️ Guided tour booked through Get Your Guide: https://tinyurl.com/SienaWalkingTour
🎥Watch the full Italy series: https://youtube.com/playlist?list=PL8DvUO0nQ89obNiKMV0J_BnAUDuGFxpTb&si=s7FJbtEWC-Wy_di6

✈️ Planning a trip to Siena?
Drop your questions or thoughts in the comments — and don’t forget to subscribe right here!
Next stop: Florence.
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#Siena #Tuscany #ItalyTravel

4 Comments

  1. ✨ Most people only spend a few hours in Siena — but we stayed overnight, and it completely changed the experience.
    💬 Have you been to Siena? Would you stay the night or just do a day trip?
    🏛 Got questions about the hotel, the Palio, or our itinerary? Drop them below — we’re always happy to help fellow travellers.
    🔔 Don’t forget to subscribe — next up, we’re spending a full week in Florence!

  2. You're absolutely right! The best way to enjoy and appreciate a place is to experience it day and night, particularly if it's not a big city! You get a different perspective.

  3. Nice one Mick. You did forget to mention the Strade Bianchi, a fabulous bike race across the white gravel roads ot Tuscany that finishes in the same square as the horse race. Weirdly, ive just been watching a strge of the Giro that is finishing there as well (from Sunday). Staying for a week nearby so will add the collingwood cathedral to the list.

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