

Things to do in Siena
Quick answer
What are the best things to do in Siena?
Outty ranks 120 bookable experiences in Siena, Italy. The highest scoring is Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena at 95 out of 100, followed by Skip the Line: Siena Duomo and City Walking Tour, Siena: A Wine Tour and Tasting Experience, Small-Group Montepulciano and Pienza Day Trip from Siena. Prices start at $3 per person and 2 experiences score 90 or above, putting them in the Outty 90+ Club.
- Ranked experiences
- 120
- In the 90+ Club
- 2
- From
- $3 per person
- Bookable today
- 120
Most Popular in Siena
The experiences travelers book most right now.


Small-Group Chianti Trip with Wine Tasting from Siena

Tuscany Hiking Tour from Siena Including Wine Tasting

Small-Group San Gimignano and Volterra Day Trip from Siena

Hidden Castles & Chianti Wine Experience– Small Group

Siena walking tour with lunch & Chianti wine
Most Highly Reviewed in Siena
Highest traveler sentiment with enough reviews to trust it.

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Skip the Line: Siena Duomo and City Walking Tour

Siena: A Wine Tour and Tasting Experience

Small-Group Montepulciano and Pienza Day Trip from Siena

Siena’s Ultimate Food Tour: Full Tuscan Meal by Do Eat Better

Tuscan Cooking Class in Siena with Handmade Pasta, Wine & Dinner
Last Minute in Siena
Confirmed availability today or tomorrow.

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Skip the Line: Siena Duomo and City Walking Tour

Siena: A Wine Tour and Tasting Experience

Small-Group Montepulciano and Pienza Day Trip from Siena

Siena’s Ultimate Food Tour: Full Tuscan Meal by Do Eat Better

Tuscan Cooking Class in Siena with Handmade Pasta, Wine & Dinner
Family Friendly in Siena
Works with children in tow, by age policy and pacing.

A Brunello Cooking Class with Vineyards View Winery

Classic Wine Tasting with Traditional Tuscan Products

Siena: Chianti Sunset Tour with Dinner & Wine Tasting

Hidden Castles & Chianti Wine Experience– Small Group

Siena walking tour with lunch & Chianti wine

Full-Day 2 Wineries Tour in Montepulciano with Tasting and Lunch
Food & Drink in Siena
Food tours, tastings, markets and dinner experiences.

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Siena: A Wine Tour and Tasting Experience

Siena’s Ultimate Food Tour: Full Tuscan Meal by Do Eat Better

Tuscan Cooking Class in Siena with Handmade Pasta, Wine & Dinner

A Brunello Cooking Class with Vineyards View Winery

Small-Group Chianti Trip with Wine Tasting from Siena
Culture & History in Siena
Museums, landmarks and stories behind the streets.

Skip the Line: Siena Duomo and City Walking Tour

Small-Group Montepulciano and Pienza Day Trip from Siena

Tuscan Cooking Class in Siena with Handmade Pasta, Wine & Dinner

A Brunello Cooking Class with Vineyards View Winery

Brunello di Montalcino Wine Tour of 2 Wineries with Pairing Lunch

Small-Group Tuscan Cooking Class with Wine & Lunch from Siena
Outdoors in Siena
Fresh air, water, trails and skyline views.

Tuscany Hiking Tour from Siena Including Wine Tasting

Exclusive Wine Tasting in the Historic Center of Siena

Horsebackriding - explore Tuscan nature

Small Group E-Bike Chianti Tour with farm lunch from Siena

Exciting ATV tour in the Tuscan countryside

E-Bike rental in Tuscany
Nightlife in Siena
After dark: bars, shows and evening cruises.

Tuscany Hiking Tour from Siena Including Wine Tasting

Discover the Medieval Charm of Siena on a Private Walking Tour

Siena: Chianti Sunset Tour with Dinner & Wine Tasting

Small-Group Chianti and San Gimignano Sunset Trip from Siena

Siena Underground Wine tasting in a Medieval Cave

2 Hours Visit and Wine Tasting with tastings in Val D'Orcia
Planning questions about Siena
- What are the best things to do in Siena?
- Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena is the highest ranked experience in Siena, scoring 95 out of 100 on the Outty Ranking from 1,017 traveler reviews. Skip the Line: Siena Duomo and City Walking Tour, Siena: A Wine Tour and Tasting Experience, Small-Group Montepulciano and Pienza Day Trip from Siena, Siena’s Ultimate Food Tour: Full Tuscan Meal by Do Eat Better round out the top five. Outty ranks 120 bookable experiences in Siena, Italy, and 2 of them score 90 or above.
- How much do activities in Siena cost?
- The median price across everything we rank in Siena is $75 per person, and the cheapest starting price is $3 on Skip the Line: Siena Duomo and City Walking Tour. Guided, small-group and skip-the-line versions sit above the median, and peak weekends price higher than midweek mornings.
- Can I book something in Siena for today?
- Yes. 120 of the 120 experiences we rank in Siena currently show same-day availability. Same-day slots are limited, so book early in the day where you can.
- Is Siena good for families?
- Yes. 26 of the experiences we rank in Siena are family friendly, covering short, low-cost activities as well as full-day outings. Check the minimum age on each experience page before booking.
- How many days do you need in Siena?
- Three full days covers the headline sights without sprinting: one anchor experience each morning, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
- When is the best time to visit Siena?
- Prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
- Can I cancel a booking in Siena?
- 117 of the 120 experiences we rank in Siena offer free cancellation, usually up to 24 hours before the start time. The exact window is shown on each experience page before you book.
- How does the Outty Ranking work?
- Every experience in Siena gets a single 0 to 100 score built from traveler sentiment, the depth of review evidence, recent booking momentum, price fairness against comparable options in the same city, operator standing and cancellation flexibility. Scores are benchmarked within Siena so a strong local option is not buried by global volume, and anything at 90 or above joins the Outty 90+ Club.