Sienna Trip
Joy Yang

Sienna Trip

5 days in Sienna
Published on 9th March 2025
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Activities
Map
Jul
10
7pm  
1
 
Check in and dinner
Hotel options: Ii Chiostro Del Carmine NH Siena Food: Pizzeria Gurgu Kebab? ($5-10) ...
Hotel options: Ii Chiostro Del Carmine NH Siena Food: Pizzeria Gurgu Kebab? ($5-10)
8pm  
2
 
Piazza del Campo
Take a self-guided evening walk through Piazza del Campo, the heart of ...
Take a self-guided evening walk through Piazza del Campo, the heart of Siena. The square is beautifully lit at night and full of energy.
Jul
11
9am  
3
 
Sienna Walking Tour and Sienna Cathedral
Free Walking Tour – Siena offers tip-based walking tours (you can contribute ...
Free Walking Tour – Siena offers tip-based walking tours (you can contribute ~$5). Learn about the city's Palio horse race, medieval history, and contrade (neighborhoods). Visit the Siena Cathedral (Duomo di Siena) and admire the facade. Entry to the main area is free, but for ~$10, you can access the library and crypt. Coffee and pastry at Blandis Cafè & Wine Bar (~$5).
12pm  
4
 
Lunch
Lunch: Il Bocconcino for a delicious sandwich (~$5-7)
Lunch: Il Bocconcino for a delicious sandwich (~$5-7)
1pm  
5
 
Contrada Musuems, Piazza del Mercado, and Porta Camollia
Visit Contrada Museums (free or very low-cost) to learn about Siena's unique ...
Visit Contrada Museums (free or very low-cost) to learn about Siena's unique district traditions. Explore hidden alleyways and panoramic spots, like Piazza del Mercato, for amazing views over Tuscany.
7pm  
6
 
Dinner
Osteria di Kamollia
Osteria di Kamollia
8pm  
 
Relax at Orto de’ Pecci
Relax at Orto de’ Pecci
Relax at Orto de’ Pecci
Jul
12
9am  
8
 
Basilica of San Domenico
can stop by Nannini Bakery for traditional pastries
can stop by Nannini Bakery for traditional pastries
12pm  
9
 
Brunch and get ready for wedding
Grab takeaway food at Poppi, famous for its focaccia and pizza ...
Grab takeaway food at Poppi, famous for its focaccia and pizza (~$5)
1:30pm  
10
 
Wedding
Jul
13
9am  
11
 
Option 1: Day Trip to San Gimignano
Breakfast: Nannini Bakery for traditional pastries Take a bus (~$10 round trip) ...
Breakfast: Nannini Bakery for traditional pastries Take a bus (~$10 round trip) to San Gimignano. Explore for free, climb the city walls.
9am  
12
 
Option 2: Siena’s medieval city walls and Botanical Garden
Walk along Siena’s medieval city walls (free). Visit Botanical Garden of Siena (~$5).
Walk along Siena’s medieval city walls (free). Visit Botanical Garden of Siena (~$5).
12pm  
13
 
Lunch
Try Gelateria Dondoli for world-famous gelato (San Gimignano)
Try Gelateria Dondoli for world-famous gelato (San Gimignano)
1pm  
14
 
Option 1: Return to Siena in the afternoon and relax at Fortezza Medicea
Return to Siena in the afternoon and relax at Fortezza Medicea (free).
Return to Siena in the afternoon and relax at Fortezza Medicea (free).
1pm  
15
 
Torre del Mangia
Relax at Piazza del Campo, buy souvenirs, and Watch the sunset from ...
Relax at Piazza del Campo, buy souvenirs, and Watch the sunset from Torre del Mangia
6pm  
16
 
Dinner
Il Vinaio di Bobbe e Davide for a cozy Tuscan meal (~$10-12) La ...
Il Vinaio di Bobbe e Davide for a cozy Tuscan meal (~$10-12) La Taverna di Cecco, a great spot for homemade pasta (~$10).
Jul
14
9am  
 
Breakfast and Checkout
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