Free Tour Guide to Siena: Top Sights & Delights – Wingman

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Explore Siena: Your Ultimate Guide to the Heart of Tuscany

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Picture this: You’re wandering through a city where every stone tells tales of medieval brilliance and ancient splendor.

The air hums with the legacy of famous horse races and the craftsmanship of Renaissance masters.

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Siena is a place where you can savor a perfectly brewed cappuccino in a charming café and then stroll to admire the iconic Piazza del Campo and the stunning Gothic architecture that defines the city.

It’s a city that cherishes its rich history while buzzing with a vibrant, modern energy. This unique blend of timeless charm and contemporary flair will captivate your senses and spark your curiosity.

And guess what? Wingman is here to make sure you don’t miss a single unforgettable moment in this incredible city.

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SIGHTS, SOUNDS, AND SIENA

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That Siena’s iconic Palio horse race dates back to the 14th century? This thrilling event, held twice a year, pits the city’s districts against each other in a high-energy, bareback race around the Piazza del Campo! It’s a tradition that adds a dash of excitement to Siena’s historical charm.

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Top wingman tour in Siena

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From charming hidden courtyards to the rich history of Siena’s iconic landmarks, our tours offer the perfect mix of excitement and culture.

Lace up your shoes, grab your camera, and join us for an unforgettable adventure through the enchanting streets of Siena!

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The Heart of Tuscany – Siena

Siena is a city of unparalleled charm, perfectly preserving its medieval heart and set against a landscape that looks like it was painted by a Renaissance artist.

The city’s historic center, a UNESCO World Heritage site, exudes old-world charm with its narrow, winding streets and beautiful brick buildings. Siena’s artistic heritage is equally impressive and a must-see experience.

Breathe in the beauty, experience the passion, and taste the best wines of Tuscany with Wingman!

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Get 50 extra credits

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Sign up today and grab 50 free credits (that’s up to 100 EUR!) to use on any of our awesome audio tours.

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tourist traps and scams

to avoid

in Siena

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We know your vacation time is precious, and nothing grinds gears like falling into a tourist trap. So, buckle up as Wingman navigates you away from the “tourist tax” and guides you through a trap-free travel experience with the following slide show…

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  • What to Watch Out For: Some gelato shops near popular tourist areas, like Piazza del Campo, can charge exorbitant prices for a small scoop of gelato.
  • How to Avoid It: Look for gelato shops frequented by locals and always check the prices before ordering. Authentic gelato is usually stored in covered containers, not heaped high in bright, artificial colors.

[/et_pb_slide][et_pb_slide heading=”Restaurant Cover Charges” button_text=”Get the app!” button_link=”https://www.wman.com/download” image=”https://www.wman.com/wp-content/uploads/2024/07/siena-italy-.jpeg” _builder_version=”4.22.2″ _module_preset=”default” global_colors_info=”{}” sticky_transition=”on”]

  • What to Watch Out For: Some restaurants add hefty cover charges or service fees, especially in tourist-heavy zones.
  • How to Avoid It: Before sitting down, ask about any additional charges. Opt for places with transparent pricing, and consider dining a bit further from the main tourist spots.

[/et_pb_slide][et_pb_slide heading=”Fake Tour Guides in Siena” button_text=”Get the app!” button_link=”https://www.wman.com/download” image=”https://www.wman.com/wp-content/uploads/2024/07/siena-tour-guide-italy.webp” _builder_version=”4.22.2″ _module_preset=”default” global_colors_info=”{}” sticky_transition=”on”]

  • What to Watch Out For: Unlicensed tour guides offering “authentic” city tours at bargain prices.
  • How to Avoid It: Stick with reputable tour companies like Wingman. Verify the guide’s credentials and read reviews online before booking any tour.

[/et_pb_slide][et_pb_slide heading=”Overpriced Siena Souvenirs” button_text=”Get the app!” button_link=”https://www.wman.com/download” image=”https://www.wman.com/wp-content/uploads/2024/07/siena-souvenir.jpeg” _builder_version=”4.22.2″ _module_preset=”default” global_colors_info=”{}” sticky_transition=”on”]

  • What to Watch Out For: Souvenir shops near tourist attractions often mark up prices significantly.
  • How to Avoid It: Venture into less touristy areas or local markets for better prices and more authentic items. Compare prices at a few different shops before making a purchase.

[/et_pb_slide][et_pb_slide heading=”Fake “Antique” Items” button_text=”Get the app” image=”https://www.wman.com/wp-content/uploads/2024/07/siena-flea-market-antique.jpeg” _builder_version=”4.22.2″ _module_preset=”default” global_colors_info=”{}” sticky_transition=”on”]

  • What to Watch Out For: Street vendors selling “antique” items that are actually cheap knock-offs.
  • How to Avoid It: Purchase antiques only from reputable shops with good reviews. If a deal seems too good to be true, it probably is. Always ask for a certificate of authenticity if you’re buying something valuable.

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hidden gems of Siena

 

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Siena is more than just its magnificent cathedral and the bustling Piazza del Campo. It’s a city brimming with hidden corners and lesser-known treasures waiting to be discovered. From peaceful gardens tucked away in ancient neighborhoods to charming sites that tell captivating stories of the past, Siena offers countless unique experiences beyond the typical tourist trail.

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Orto de’ Pecci

Tucked behind the medieval walls of Siena, Orto de’ Pecci is a beautiful garden that feels like a hidden oasis. Once a hospital’s kitchen garden, today it’s a serene escape with panoramic views of the city.

Insider Tip: Visit during the late afternoon to enjoy a leisurely stroll and perhaps spot some local wildlife.

Coordinates: 43.3206° N, 11.3300° E

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Fontebranda

One of Siena’s oldest and most significant fountains, Fontebranda is a hidden gem that offers a glimpse into the city’s medieval past. Once a vital water source, it’s now a peaceful spot to relax and reflect.

Insider Tip: Bring a book and enjoy a quiet moment by the water’s edge, away from the hustle and bustle of the city center.

Coordinates: 43.3193° N, 11.3285° E

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Pinacoteca Nazionale

While everyone flocks to the Duomo, the Pinacoteca Nazionale remains a quieter treasure trove of Sienese art. This gallery showcases masterpieces from the 13th to the 16th century, offering a deep dive into the city’s rich artistic heritage.

Insider Tip: Take advantage of the free entry on the first Sunday of each month to explore without spending a dime.

Coordinates: 43.3167° N, 11.3302° E

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Santuario di Santa Caterina

This sanctuary, dedicated to Siena’s patron saint, Catherine of Siena, is a spiritual and historical gem. Nestled in the heart of the city, it includes her family home and a beautiful church with stunning frescoes.

Insider Tip: Spend some time in the peaceful cloister, a perfect spot for quiet contemplation.

Coordinates: 43.3173° N, 11.3312° E

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upgrade travel to joy

 

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At Wingman, we’re passionate about transforming your travel experiences from typical to tremendous.

Each city is a new chapter in your adventure book, filled with unique cultures, sights, and sounds for you. 

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Why stop at one? Explore our global network of destinations, from the romantic streets of Paris to the vibrant landscapes of Bangkok.

Dive into diverse cultures with our expertly crafted tours designed to enlighten and entertain.

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Sign up today and receive 50 free credits, worth up to 100 EUR, to use on any of our captivating audio tours.

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culinary delights of Siena

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From the tender, succulent Bistecca alla Fiorentina to the rich, flavorful layers of Pappardelle al Cinghiale, Siena is a paradise for food lovers. We’ve curated a list of must-visit restaurants where you can savor authentic Tuscan dishes bursting with flavor. Picture biting into a crispy bruschetta topped with ripe tomatoes and basil, or indulging in the freshest truffle pasta paired with a glass of local Chianti. Hungry yet?

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Osteria Nonna Gina – Pappardelle al Cinghiale

Experience the hearty flavors of Tuscany at Osteria Nonna Gina, where the Pappardelle al Cinghiale (wild boar pasta) is the star. This family-run gem is known for its warm hospitality and rustic dishes that feel like a hug from Nonna herself.

Insider Tip: Save room for their homemade tiramisu – it’s legendary!

Coordinates: 43.3199° N, 11.3312° E

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La Taverna di San Giuseppe – Ribollita

Step into La Taverna di San Giuseppe and indulge in their famous Ribollita, a traditional Tuscan bread soup packed with vegetables and flavor. The charming, historic setting adds to the authentic dining experience.

Insider Tip: Ask for a tour of their wine cellar – it’s a hidden treasure.

Coordinates: 43.3174° N, 11.3309° E

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Ristorante Da Enzo – Bistecca alla Fiorentina

For a taste of the quintessential Bistecca alla Fiorentina, Ristorante Da Enzo is the place to be. This beloved spot offers a perfectly grilled T-bone steak that will melt in your mouth, all served in a cozy, inviting atmosphere.

Insider Tip: Pair your Bistecca with a glass of local Chianti for an unforgettable meal.

Coordinates: 43.3181° N, 11.3296° E

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Antica Osteria da Divo – Truffle Pasta

Antica Osteria da Divo is where you can indulge in the freshest truffle pasta, a true delicacy. Located in an ancient Etruscan tomb, this unique restaurant offers a dining experience steeped in history and flavor.

Insider Tip: Try their truffle-infused dishes for a taste of luxury.

Coordinates: 43.3180° N, 11.3295° E

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cultural insights of Siena

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From majestic cathedrals that whisper tales of medieval knights to vibrant festivals that turn plazas into lively stages of music and celebration, Siena is a city where history and contemporary culture come together seamlessly.

Join us as we uncover the hidden gems and celebrated events that capture the essence of this enchanting Italian city.

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Museo dell’Opera del Duomo

Step into the Museo dell’Opera del Duomo, a treasure trove of Siena’s artistic heritage. Home to masterpieces by Duccio di Buoninsegna and Donatello, this museum offers a breathtaking journey through centuries of art and history. The stunning views from the museum’s panoramic terrace are an added bonus.

Insider Tip: Climb to the top of the museum’s Facciatone for a spectacular view of the city.

Coordinates: 43.3182° N, 11.3303° E

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Teatro dei Rinnovati

Experience the magic of live performance at Teatro dei Rinnovati, a historic theater in the heart of Siena. With its elegant neoclassical architecture and rich cultural programming, this theater is the perfect place to enjoy opera, ballet, and contemporary plays.

Insider Tip: Check the schedule in advance to catch a special performance during your visit.

Coordinates: 43.3170° N, 11.3288° E

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Santa Maria della Scala

Visit Santa Maria della Scala, a former hospital turned museum complex that dates back to the 9th century. This expansive site features fascinating exhibits on medieval healthcare, stunning frescoes, and underground tunnels that tell the story of Siena’s past.

Insider Tip: Don’t miss the breathtaking frescoes in the Pellegrinaio Hall, depicting the history of the hospital.

Coordinates: 43.3185° N, 11.3307° E

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user testimonials

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These aren’t just reviews; they’re passports to your next great adventure.

[/et_pb_text][/et_pb_column][/et_pb_row][et_pb_row _builder_version=”4.22.2″ _module_preset=”default” global_colors_info=”{}”][et_pb_column type=”4_4″ _builder_version=”4.22.2″ _module_preset=”default” global_colors_info=”{}”][et_pb_testimonial author=”Theresa from Spain” portrait_url=”data:image/svg+xml;base64,PHN2ZyB3aWR0aD0iNTAwIiBoZWlnaHQ9IjUwMCIgdmlld0JveD0iMCAwIDUwMCA1MDAiIHhtbG5zPSJodHRwOi8vd3d3LnczLm9yZy8yMDAwL3N2ZyI+CiAgICA8ZyBmaWxsPSJub25lIiBmaWxsLXJ1bGU9ImV2ZW5vZGQiPgogICAgICAgIDxwYXRoIGZpbGw9IiNFQkVCRUIiIGQ9Ik0wIDBoNTAwdjUwMEgweiIvPgogICAgICAgIDxyZWN0IGZpbGwtb3BhY2l0eT0iLjEiIGZpbGw9IiMwMDAiIHg9IjY4IiB5PSIzMDUiIHdpZHRoPSIzNjQiIGhlaWdodD0iNTY4IiByeD0iMTgyIi8+CiAgICAgICAgPGNpcmNsZSBmaWxsLW9wYWNpdHk9Ii4xIiBmaWxsPSIjMDAwIiBjeD0iMjQ5IiBjeT0iMTcyIiByPSIxMDAiLz4KICAgIDwvZz4KPC9zdmc+Cg==” quote_icon_color=”#4d4388″ _builder_version=”4.22.2″ _module_preset=”default” global_colors_info=”{}”]

The Wingman audio guide was amazing! It felt like having a personal tour guide in my ear, revealing Siena’s hidden gems and fascinating history.

[/et_pb_testimonial][/et_pb_column][/et_pb_row][et_pb_row _builder_version=”4.22.2″ _module_preset=”default” global_colors_info=”{}”][et_pb_column type=”4_4″ _builder_version=”4.22.2″ _module_preset=”default” global_colors_info=”{}”][et_pb_testimonial author=”Tsuki from Japan” portrait_url=”data:image/svg+xml;base64,PHN2ZyB3aWR0aD0iNTAwIiBoZWlnaHQ9IjUwMCIgdmlld0JveD0iMCAwIDUwMCA1MDAiIHhtbG5zPSJodHRwOi8vd3d3LnczLm9yZy8yMDAwL3N2ZyI+CiAgICA8ZyBmaWxsPSJub25lIiBmaWxsLXJ1bGU9ImV2ZW5vZGQiPgogICAgICAgIDxwYXRoIGZpbGw9IiNFQkVCRUIiIGQ9Ik0wIDBoNTAwdjUwMEgweiIvPgogICAgICAgIDxyZWN0IGZpbGwtb3BhY2l0eT0iLjEiIGZpbGw9IiMwMDAiIHg9IjY4IiB5PSIzMDUiIHdpZHRoPSIzNjQiIGhlaWdodD0iNTY4IiByeD0iMTgyIi8+CiAgICAgICAgPGNpcmNsZSBmaWxsLW9wYWNpdHk9Ii4xIiBmaWxsPSIjMDAwIiBjeD0iMjQ5IiBjeT0iMTcyIiByPSIxMDAiLz4KICAgIDwvZz4KPC9zdmc+Cg==” quote_icon_color=”#4d4388″ _builder_version=”4.22.2″ _module_preset=”default” global_colors_info=”{}”]

Loved every minute of the Wingman tour! The stories were captivating and made exploring Siena so much more enriching. Highly recommend

[/et_pb_testimonial][et_pb_testimonial author=”Emma from Australia” portrait_url=”data:image/svg+xml;base64,PHN2ZyB3aWR0aD0iNTAwIiBoZWlnaHQ9IjUwMCIgdmlld0JveD0iMCAwIDUwMCA1MDAiIHhtbG5zPSJodHRwOi8vd3d3LnczLm9yZy8yMDAwL3N2ZyI+CiAgICA8ZyBmaWxsPSJub25lIiBmaWxsLXJ1bGU9ImV2ZW5vZGQiPgogICAgICAgIDxwYXRoIGZpbGw9IiNFQkVCRUIiIGQ9Ik0wIDBoNTAwdjUwMEgweiIvPgogICAgICAgIDxyZWN0IGZpbGwtb3BhY2l0eT0iLjEiIGZpbGw9IiMwMDAiIHg9IjY4IiB5PSIzMDUiIHdpZHRoPSIzNjQiIGhlaWdodD0iNTY4IiByeD0iMTgyIi8+CiAgICAgICAgPGNpcmNsZSBmaWxsLW9wYWNpdHk9Ii4xIiBmaWxsPSIjMDAwIiBjeD0iMjQ5IiBjeT0iMTcyIiByPSIxMDAiLz4KICAgIDwvZz4KPC9zdmc+Cg==” quote_icon_color=”#4d4388″ _builder_version=”4.22.2″ _module_preset=”default” global_colors_info=”{}”]

The Wingman audio guide was perfect for our trip. We learned so much and it was so easy to use. Siena came alive with every stop

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SIena top sights

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1. Piazza del Campo

Fact: Piazza del Campo is renowned for its unique shell shape and serves as the heart of Siena. It is also the site of the famous Palio di Siena, a historic horse race held twice a year, which has been a tradition since the 17th century.

2. Siena Cathedral (Duomo di Siena)

Fact: The Siena Cathedral is famous for its stunning Gothic architecture and intricate marble facade. Inside, you’ll find the Piccolomini Library adorned with vibrant frescoes by Pinturicchio and Michelangelo’s early sculptures.

3. Torre del Mangia

Fact: Standing tall in Piazza del Campo, the Torre del Mangia is one of the tallest secular towers in Italy at 102 meters. Climbing its 400 steps rewards visitors with breathtaking panoramic views of Siena and the surrounding Tuscan countryside.

4. Basilica of San Domenico

Fact: The Basilica of San Domenico is notable for housing the relics of Saint Catherine of Siena, including her head and thumb. The church’s stark, fortress-like exterior contrasts with its rich interior, which includes important artworks and frescoes.

5. Palazzo Pubblico and Museo Civico

Fact: The Palazzo Pubblico, Siena’s historic town hall, is celebrated for its elegant Gothic architecture. The Museo Civico inside the palace contains remarkable frescoes, including the famous “Allegory of Good and Bad Government” by Ambrogio Lorenzetti, which provides insight into medieval political and social ideals.

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What are you waiting for?

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Subscribe to our Adventure Club and become part of the Wingman community. Stay updated on the latest tours, hidden gems, and exclusive content directly to your inbox.

Sign up today and we’ll gift you 50 free credits to start your journey with Wingman! These credits, worth up to 100 EUR, can be used towards any of our audio tours across the globe.

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Create Your Tour with Wingman

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Ever dreamed of crafting your own tour, showcasing your favorite spots or hidden gems? With Wingman, it’s not just a possibility—it’s your next venture! Our platform empowers locals and travel enthusiasts alike to build personalized tours, add unique landmarks, and even earn money with every purchase made.

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Turn your local knowledge into a lucrative opportunity. Whether you’re guiding visitors through bustling city streets, serene parks, or to the doorstep of the obscurest eateries, your insights are valuable. Each tour purchase puts money right back in your pocket.

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By joining Wingman, you’re not just building tours; you’re joining a community of creative and passionate tour architects from around the world. Share ideas, get inspired, and expand your reach as you bring your unique perspective to travelers eager for authentic experiences.

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More cities to discover

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Europe

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Budapest, Hungary
Amsterdam, Netherlands
Paris, France
Vienna, Austria
Berlin, Germany
London, United Kingdom
Barcelona, Spain
Lisbon, Portugal
Dublin, Ireland
Prague, Czech Republic

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Brussels, Belgium
Cologne, Germany
Dortmund, Germany
Düsseldorf, Germany
Frankfurt, Germany
Hamburg, Germany
Leipzig, Germany
Gelsenkirchen, Germany
Munich, Germany
Stuttgart, Germany

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Alicante, Spain
Athens, Greece
Florence, Italy
Funchal, Portugal
Lucca, Italy
Madeira, Portugal
Madrid, Spain
Malaga, Spain
San Gimignano, Italy
Siena, Italy
Pisa, Italy
Toledo, Spain

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Asia

Istanbul, Turkey
Dubai, UAE

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North America

New York City, Newark, USA

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Africa

Cairo, Egypt

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Wingman Guide 2023 ® all rights reserved

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