Experience the best of Siena

Curated by Headout, this collection features the city’s top-rated tours, iconic attractions, and unmissable things to do.

Loved by over 57 million guests worldwide

Top experiences

14 Top experiences

Slide 1 of 12, Siena Cathedral interior with striped columns and ornate vaulted ceiling.

Siena Cathedral & Piccolomini Library Tickets with Audio Guide

Slide 1 of 14, Siena Cathedral facade with OPA SI Pass logo in foreground.

Siena Cathedral Complex OPA SI Pass with Immersive Audio Guide

Slide 1 of 13, Siena cityscape with historic buildings and lush greenery during Chianti Half Day Wine Tasting Tour.

From Florence: Pisa, Siena, San Gimignano & Chianti Day Trip with Wine Tasting & Lunch

Free cancellation

11 hrs 30 mins - 12 hrs

from

€77

Slide 1 of 11, Siena Cathedral facade and San Gimignano tower under blue sky.

Combo: Siena Cathedral Tickets + San Gimignano Museum Pass

Siena Private Walking Tour with a Local Guide

Slide 1 of 11, Participants in a cooking class in Siena preparing dough at a long table.

Siena Pasta and Tiramisu Cooking Class

Free cancellation

3 hrs

€69

Slide 1 of 9, Siena Cathedral facade with visitors in Piazza del Duomo, Italy.

Siena Icons: Cathedral, Piccolomini Library and Papesse Palace Pass

Slide 1 of 9, Aerial view of San Gimignano with medieval towers and surrounding countryside.

From Florence: Siena & San Gimignano Day Trip with Wine Tastings & Lunch

Slide 1 of 6, Siena Cathedral facade at sunset, featured in self-guided walking tour app.

Siena Self-Guided Audio Tour

Free cancellation

Flexible

€5

Slide 1 of 10, Tour group exploring a wine cellar in Montepulciano, Italy, with large wooden barrels.

From Florence: Private Siena, Cortona, Montepulciano & Val d'Orcia Day Trip with Wine Tasting

Slide 1 of 6, Horseback rider in countryside near Siena.

Tickets to 1.5-Hour Horseback Riding Experience from Siena

Free cancellation

1 hr 30 mins

€90

Slide 1 of 7, Siena Cathedral facade and bell tower under a blue sky.

Siena Self-Guided City Exploration Game: Game of Families

Free cancellation

1 hr 15 mins

€11.99

Slide 1 of 10, Woman enjoying wine overlooking Tuscany vineyards on Rome to Siena day trip.

From Rome: Tuscany Day Trip to Siena and San Gimignano by High-Speed Train with Lunch and Wine Tasting

Slide 1 of 9, Siena Cathedral facade with visitors in Piazza del Duomo, Italy.

Siena Cathedral & Piccolomini Library Guided Tour

1 hr

from

€27

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Siena Attractions

Slide 1 of 12, Siena Cathedral interior with striped columns and ornate vaulted ceiling.

Siena Cathedral & Piccolomini Library Tickets with Audio Guide

Slide 1 of 14, Siena Cathedral facade with OPA SI Pass logo in foreground.

Siena Cathedral Complex OPA SI Pass with Immersive Audio Guide

Slide 1 of 9, Siena Cathedral facade with visitors in Piazza del Duomo, Italy.

Siena Icons: Cathedral, Piccolomini Library and Papesse Palace Pass

Siena Tours

Slide 1 of 12, Siena Cathedral interior with striped columns and ornate vaulted ceiling.

Siena Cathedral & Piccolomini Library Tickets with Audio Guide

Slide 1 of 13, Siena cityscape with historic buildings and lush greenery during Chianti Half Day Wine Tasting Tour.

From Florence: Pisa, Siena, San Gimignano & Chianti Day Trip with Wine Tasting & Lunch

Free cancellation

11 hrs 30 mins - 12 hrs

from

€77

Slide 1 of 9, Aerial view of San Gimignano with medieval towers and surrounding countryside.

From Florence: Siena & San Gimignano Day Trip with Wine Tastings & Lunch

Slide 1 of 9, Siena Private Walking Tour with a Local Guide

Siena Private Walking Tour with a Local Guide

Slide 1 of 6, Horseback rider in countryside near Siena.

Tickets to 1.5-Hour Horseback Riding Experience from Siena

Free cancellation

1 hr 30 mins

€90

Slide 1 of 9, Siena Cathedral facade with visitors in Piazza del Duomo, Italy.

Siena Cathedral & Piccolomini Library Guided Tour

1 hr

from

€27

Slide 1 of 10, Tour group exploring a wine cellar in Montepulciano, Italy, with large wooden barrels.

From Florence: Private Siena, Cortona, Montepulciano & Val d'Orcia Day Trip with Wine Tasting

Slide 1 of 10, Woman enjoying wine overlooking Tuscany vineyards on Rome to Siena day trip.

From Rome: Tuscany Day Trip to Siena and San Gimignano by High-Speed Train with Lunch and Wine Tasting

Food & Drink in Siena

Slide 1 of 9, Aerial view of San Gimignano with medieval towers and surrounding countryside.

From Florence: Siena & San Gimignano Day Trip with Wine Tastings & Lunch

Slide 1 of 11, Participants in a cooking class in Siena preparing dough at a long table.

Siena Pasta and Tiramisu Cooking Class

Free cancellation

3 hrs

€69

Adventure in Siena

Slide 1 of 6, Horseback rider in countryside near Siena.

Tickets to 1.5-Hour Horseback Riding Experience from Siena

Free cancellation

1 hr 30 mins

€90

Top Classes in Siena

Slide 1 of 11, Participants in a cooking class in Siena preparing dough at a long table.

Siena Pasta and Tiramisu Cooking Class

Free cancellation

3 hrs

€69

Siena Specials

Slide 1 of 11, Siena Cathedral facade and San Gimignano tower under blue sky.

Combo: Siena Cathedral Tickets + San Gimignano Museum Pass

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