Siena’s best tours cut straight to the heart of this spectacular medieval city. Local licensed guides – who really know their stuff – walk you through must-sees like the stunning Duomo cathedral, the shell-shaped Piazza del Campo, and the surrounding Chianti wine country. My favorite tours combine the main sights with hidden corners most travelers miss. For a special treat, catch a guided tour of the cathedral’s incredible marble floor mosaics – it’s only uncovered a few months each year. The small-group walking tours are good, but splurging on a private guide gives you the most memorable experience.
Ready to explore Siena? These are our top-rated tours…
Good To Know
Highly-rated small-group guided tours of Siena’s Cathedral offer insights into the city’s medieval history and local culture, with pre-reserved skip-the-line tickets.
Private guided tours led by licensed local guides provide immersive experiences with flexible pacing to explore Siena’s highlights like the Duomo and Piazza del Campo.
Unique guided experiences include a tour focused on the impressive marble floor of Siena Cathedral, with a whisper and headset system for clear communication.
Outdoor and scenic guided tours offer opportunities to explore the Chianti region’s vineyards and countryside via private hikes or bike tours.
Family-friendly guided walking tours cover Siena’s top sights with personalized attention, accessibility for wheelchair users and stroller operators, and inclusive of entrance tickets and gratuities.
Discover Siena With Its Cathedral Guided Tour
What better way to discover the wonders of Siena than with a guided tour of its iconic cathedral? This highly-rated small-group experience offers a deep dive into Siena’s medieval history and local culture.
Highlights include the stunning Piazza San Domenico, the towering Torre del Mangia, and the magnificent Siena Cathedral.
With pre-reserved skip-the-line tickets, you’ll avoid the crowds and maximize your time. The expert local guide provides engaging commentary, sharing insights on St. Caterina and the legendary Palio horse race.
Whether you choose the 2 or 3-hour option, you’re sure to leave with a newfound appreciation for this Tuscan gem.
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Private Guided Tour of Siena With a Licensed Local Tour Guide
This private guided tour of Siena provides travelers with an immersive experience led by a licensed local guide.
Explore the city’s highlights, including the stunning Duomo, Piazza del Campo, and churches, at your own pace.
The 100% traveler-recommended tour earns praise for the guide’s charming commentary on Siena’s history, culture, and famous Palio.
While the tour isn’t wheelchair accessible, it’s stroller-friendly and allows service animals.
Priced from $118.68 per person, the tour offers flexible booking and free cancellation up to 24 hours in advance.
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Private Guided Tour to the Cathedral and Its Amazing Marble Floor
Have you ever wondered about the impressive marble floor within Siena Cathedral?
This private guided tour offers a unique opportunity to explore the cathedral’s stunning interior, including its remarkable marble floor.
Led by a licensed local guide, the tour provides insights into the cathedral’s history and architecture.
With a whisper and headset system, you’ll hear the guide’s explanations clearly as you admire the intricate marble designs.
The tour takes place in a small group, ensuring a personalized experience.
At just €8 for adults, it’s an affordable way to discover the beauty of Siena Cathedral.
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Private Tour: Guided Hike in Tuscany With Transport From Siena
For those seeking to explore the picturesque Tuscan countryside, this private guided hike from Siena offers an immersive experience.
The 7-hour tour takes hikers through Chianti’s vineyards along the historic Via Francigena pilgrimage route. Guests can expect to visit ancient villages, olive groves, and the medieval town of San Gimignano.
A scenic picnic lunch with local specialties is included. With a maximum group size of 8, this moderate hike is suitable for those in good physical condition, though uneven and steep terrain make it unsuitable for those with walking difficulties.
Roundtrip transportation from Siena is provided.
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Guided Walking Tour of Siena With Cathedral
A guided walking tour of Siena allows visitors to discover the city’s rich history and architectural gems.
The 2-hour tour covers top sights like Piazza del Campo, the town hall, Basilica of San Domenico, and Siena Cathedral. Travelers learn about the city’s past from a local guide and enjoy admission to the cathedral, except on Sundays and specific dates.
With a maximum of 25 travelers, the tours provide personalized attention, though some visitors found the group size or language barriers problematic.
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Siena Like a Local (With a Licensed Tour Guide)
Although Siena is renowned for its historic cathedral and picturesque Piazza del Campo, exploring the city with a local guide offers a unique perspective.
The “Siena Like a Local” tour provides an intimate glimpse into the city’s culture and history. Lasting 2-3 hours, the tour covers key landmarks like the City Hall tower and Il Campo, the famous central square.
Led by a professional, licensed guide, the tour accommodates up to 10 travelers and includes all necessary tickets. While not wheelchair accessible, the tour is stroller-friendly and suitable for most visitors, excluding those with walking difficulties or serious medical conditions.
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Siena Private Walking Tour With A Professional Guide
This 2-hour private walking tour showcases Siena’s top sights with a professional local guide.
Explore the iconic Piazza del Campo, the stunning Basilica of St. Francis, and the impressive Medici Fortress. The guide will provide insights into the city’s rich history and impressive architecture.
The tour is fully customizable based on your preferences and starts from the convenient meeting point at Bar Ristorante Fonte Gaia.
Wheelchair and stroller accessible, the tour costs $241.11 for up to 15 people.
With 4.7 stars from 3 reviews, the tour has received praise for its knowledgeable guides and enjoyable experience.
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Guided Tour of Castiglione Della Pescaia
Explore the picturesque coastal town of Castiglione della Pescaia on a guided tour led by a professional and certified tourist and environmental guide.
This private tour is available for your group only, with transportation provided to the starting point. The tour starts at 8 AM, and you’ll have up to 15 people in your group.
This wheelchair and stroller-accessible experience requires a moderate fitness level, and infants can join.
With a 4.5-star rating and a lowest price guarantee, this tour offers excellent value, and you can reserve now and pay later.
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Guided Walking Tour of the Streets of Siena With Aperitif
Visitors can embark on a guided walking tour of Siena’s historic streets, culminating in an aperitif experience. For $101.91 per person, groups of up to 14 travelers can explore the city with a guide.
The tour starts at Piazza San Domenico and ends in Via di Città. Included is one aperitif per person, with alcoholic beverages and snacks.
The tour is wheelchair and stroller accessible, with infant seats available. Participants can conveniently access public transportation.
With a 5.0-star rating from 1 review, this tour offers an immersive and enjoyable way to discover Siena’s charm.
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Siena Private Guided Tour for Families
Are you looking for a private guided tour in Siena that’s perfect for families? The Siena Private Guided Tour offers just that.
With a perfect 5.0 rating based on 5 reviews, this tour provides a personalized experience for your group. Entrance tickets and tips for guides are included, and the tour is wheelchair and stroller accessible.
Starting in Piazza San Domenico and ending in Piazza del Campo, the tour showcases Siena’s top sights. Priced at €210.00 for up to 6 people, it’s a great value.
Plus, you can cancel for free up to 24 hours beforehand.
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Vespa Tour in Tuscany (Guided)
While Siena is renowned for its historic architecture and charming piazzas, a guided Vespa tour offers visitors a unique way to experience the scenic Tuscan countryside.
This popular activity includes a Vespa rental, helmets, fuel, and transportation to and from the meeting point. With a knowledgeable guide leading the way, you will explore the rolling hills and quaint villages surrounding Siena.
The tour also includes a stop for a traditional Tuscan lunch. With an overall rating of 4.0/5 based on reviews, this guided Vespa tour is an excellent choice for adventurous travelers seeking an immersive experience in the heart of Italy.
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Siena : Private Custom Tour With a Local Guide
Siena’s charming historic center offers visitors a chance to explore the city’s renowned architecture and picturesque piazzas through a private custom tour with a local guide.
This walking tour allows for a flexible itinerary based on traveler preferences. The guide can assist with booking tickets for desired visits.
Pickup is available at centrally located hotels, and the tour may conclude at a different location. While the tour is accessible for wheelchair users and stroller operators, recent reviews have been mixed, with concerns about the guide’s absence and lack of communication.
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Have You Ever Taken a Guided Tour of Siena?
If you’ve had the chance to explore the historic city of Siena, you may have considered taking a guided tour to fully appreciate its renowned architecture and picturesque piazzas.
With a 100% recommendation rate and a Badge of Excellence, a private guided tour of Siena is an excellent way to discover the city’s rich history and cultural heritage.
The tour starts at the Basilica Cateriniana San Domenico and ends at the iconic Piazza del Campo, allowing you to experience Siena’s top attractions.
Whether you’re a first-time visitor or a seasoned traveler, this guided tour is accessible to most and offers a memorable experience.
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Siena: Guided Tour of Siena INCLUDING the Cathedral or Museum
This guided tour of Siena offers visitors a comprehensive exploration of the city’s rich history and iconic landmarks. Covering the Duomo or Museum, the tour provides an informative and engaging experience led by knowledgeable guides like Elena, Rita, and Constanza.
With a maximum of 20 travelers, the tours typically last 1-2 hours, delivering local insights and historical context. Despite some challenges with dual-language tours and meeting point navigation, the majority of reviews praise the guides’ passion and the tour’s ability to deepen visitors’ understanding of Siena’s architecture, culture, and charm.
Most travelers can participate, though steep climbs may be tiring.
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Lapi&Tour Guided Tour of the Cellars With Wine Tasting
For visitors seeking a deeper dive into Siena’s renowned winemaking tradition, the Lapi&Tour Guided Tour of the Cellars With Wine Tasting offers an immersive experience.
This 3-hour tour takes guests to the Winery San Giorgio a Lapi, where they’ll explore the cellars, learn about the winemaking process, and enjoy a tasting of the estate’s wines paired with a delicious brunch.
Priced from $63.04 per person, the tour accommodates a maximum of 10 travelers and boasts a 5.0 rating from 25 reviews, with all guests recommending the experience.
Highlights include the knowledgeable guides, scenic views, and family-run atmosphere.
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Guided Winery Tour and Wine Tasting in Siena
A guided winery tour and wine tasting in Siena offers visitors an immersive experience into the renowned winemaking traditions of the region.
The tour, which boasts a 100% recommendation rating from travelers, takes guests on a journey through organic vineyards, a wine cellar, and a sensorial tasting of 5 organic wines.
Accompanied by a knowledgeable guide, such as the engaging Maya, travelers will also enjoy an afternoon meal featuring seasonal Tuscan cuisine and alcoholic beverages.
The tour’s excellent reviews highlight the educational content, delicious food and wine pairings, and the beautiful vineyard setting as memorable highlights of Tuscany.
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2 Hour Private Walking Tour in Siena With Local Guide
A 2-hour private walking tour of Siena with a local guide offers an intimate and personalized exploration of the city’s highlights.
The tour includes visits to Piazza del Campo, Siena Cathedral, and Basilica Cateriniana San Domenico. Guests will enjoy a leisurely pace, admiring the city’s cobbled streets and Italian architecture.
A stop at a local bakery provides included snacks. The tour starts at the Basilica Cateriniana San Domenico and ends at the iconic Piazza del Campo.
With a maximum group size limited to your party, this tour provides an experience beyond typical solo travel.
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4-Hour Guided Bike Tour for Small Groups in Chianti
Travelers seeking an immersive Chianti experience can embark on a 4-hour guided bike tour through the picturesque Tuscan countryside.
This small-group tour, limited to 8 travelers, offers an intimate exploration of the region. Equipped with bikes, helmets, and bottled water, you will cycle through the rolling hills, accompanied by a knowledgeable guide.
The tour includes private transportation, a breakfast stop, and gratuities. While not recommended for those with physical limitations, the moderate fitness level required ensures an enjoyable and active adventure.
Custom meeting points within the Chianti area can be arranged upon request.
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2 Hour Siena Private Guided Walking Tour
Although Siena’s UNESCO-recognized historic center captivates visitors with its Gothic architecture and rich culture, the best way to truly take in the city’s medieval charm is through a private guided walking tour.
This 2-hour experience allows groups of up to 15 travelers to explore key sites like Piazza del Campo, Siena Cathedral, and the Via Francigena.
Led by a professional, licensed guide, the tour delves into Siena’s neighborhoods and local lifestyles, offering a personalized and in-depth glimpse into the city’s storied past.
Priced at $346.71 per group, the tour includes gratuities and flexibility with departure times.
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Highlights of Siena Private City Tour With Local Guide
Providing an immersive exploration of Siena’s historic center, the Highlights of Siena Private City Tour with Local Guide allows visitors to discover the city’s iconic landmarks and hidden gems.
Led by an English-speaking local licensed tour guide, the private tour includes entrance to the Duomo of Siena and Torre del Mangia.
At $240.60 per person, the non-refundable tour begins at Piazza San Domenico and ends at Siena Cathedral.
While not wheelchair accessible, the tour is suitable for most travelers, with confirmation received at booking and hotel pickup and drop-off included.
Gratuities are optional for this tour provided by Orange Umbrella Tours.
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The Sum Up
Siena offers a variety of guided tours that allow visitors to explore the city’s rich history and stunning architecture. From walking tours of the historic center to specialized tours of the cathedral and its marble floor, there’s something for every interest. Whether you prefer a private guide or a small group, you can discover the highlights of Siena and gain valuable insights into its cultural and artistic heritage.