Tuscany Walking Tours

Discover Siena and Pisa beyond the postcard.

Walk with us to uncover the spirit behind the scenery.

Step into two of Italy’s most evocative towns—Siena and Pisa —each offering its own story, flavor, and rhythm. Our tours in Pisa and Siena go beyond the surface, pairing you with local guides who bring these medieval towns to life.

Learn how Pisa’s maritime past shaped its golden age, and why Siena’s contrada neighborhoods still define its soul today. Enjoy skip-the-line access, well-paced itineraries, and small groups that make space for connection and conversation.

OUR SCHEDULED TOURS IN TUSCANY
Top-Rated Experience
€44

Pisa: Guided Tour with the Leaning Tower and Miracles Square

Discover the most famous architectural masterpieces of Pisa’s religious center in one tour. Choose to climb the leaning tower of Pisa with pre-reserved tickets and visit the Cathedral and the Baptistery with an expert guide.

Begin your journey at the breathtaking Square of Miracles—one of the finest architectural complexes in the world and a masterpiece of European medieval art. With your guide, admire the four remarkable religious monuments: the Cathedral, the Baptistery, the Camposanto, and the world-famous Leaning Tower.

Step inside the Pisa Cathedral with skip-the-line tickets and marvel at its richly decorated interior, complete with intricate marble mosaics and elegant Byzantine-inspired arches. Learn about the renowned Tuscan artists who left their mark on this extraordinary space.

Then, enter Italy’s largest Baptistery with your pre-reserved ticket. Discover its unique blend of architectural styles and enjoy the surprise acoustic demonstration that transforms this sacred space into a living musical instrument.

If you select the tower-included option, you’ll enjoy the highlight of any Pisa tour: climbing the Leaning Tower. Your guide will share the fascinating story of its centuries-long tilt, and you’ll ascend all 251 steps at your own pace to admire sweeping views of Pisa from the top.

Whether you’re here for a quick visit or a deeper dive, this tour gives you everything you need to understand, appreciate, and remember Pisa’s most iconic treasures.

Exclusive experience in Siena
€64

Siena Guided Tour with Cathedral Complex and optional OPA SI Pass

On a guided walking tour, discover Siena, its famous monuments, and hidden treasures. Catch quiet moments in tucked-away squares and cobbled streets as you explore the medieval neighborhoods. Enhance your experience with an OPA Si Pass for an extended visit to the Cathedral Complex, Crypt, and Museum.

Meet your guide and small group tour in Siena Center to start exploring this medieval gem of a city. Catch quiet moments in tucked-away squares and cobbled streets as you stroll through Siena’s winding and well-preserved medieval neighborhoods. Learn the history behind the renowned Palio horse race from your expert guide.

Walk down a winding path that offers glimpses of the Duomo (or Cathedral) and Torre del Mangia from afar. Stop for a lingering first glance of Siena’s famous skyline before continuing towards Piazza Del Campo. Discover how this seashell-shaped square (a UNESCO World Heritage Site often called one of the most beautiful piazzas in Italy) resulted from an enlightened, 14th-century government.

Siena is a city with strong traditions, the most notable being its Palio horse race, which has divided Siena for centuries into unique neighborhoods called “Contrada.” As you stroll through the contrada, which are almost like independent towns, imagine how they brazenly challenge each other during the Palio, which is held twice a year. Walk through one of the most typical Contrada and immerse yourself in Siena’s authenticity.  Ask your guide where to find typical Ricciarelli or Panforte sweets before moving on to the second part of the tour.

See the magnificent Fonte Gaia fountain which adorns the higher part of Piazza del Campo. Take a break as your guide points out decorated reliefs of The Creation of Adam and The Flight from the Garden of Eden.

Our pre-booked tickets make entering the stunning Cathedral a breeze, and our small groups or private tours offer each of our guests a more personalized, intimate experience.

Use your priority access tickets to enter the Cathedral and enjoy a tour of the magnificent marble mosaic inlay floor and the astonishing decorations by the Tuscan artists. Explore the medieval masterpieces by Duccio and Pisano and admire the stained glass sparkling in the sun. The Cathedral houses many Renaissance highlights: several Donatello, Michelangelo, and Bernini sculptures and the frescoes by Pinturicchio in the Libreria Piccolomini, where a first-time painter took the first steps before the imminent fame Raphael.

Please notice that the floor mosaics are completely uncovered from 27th June until 31st of July, and from 18th August until 16th October. The rest of the year the floor is partially covered.

Enhance your experience with the extended tour if you want a more profound knowledge of the cathedral’s complex. After a tour inside the Duomo with your knowledgeable guide, continue your adventure at the enchanting Crypt, a true medieval gem.

Marvel at the frescoes illustrating biblical episodes that had remained hidden for five hundred years, making the Crypt an authentic time capsule. Admire the vibrant colors, the level of detail, and the beauty of mural paintings, which, with their exceptional preservation state, will allow you to have an authentic glimpse of how a medieval church looked.

Once outside, you’ll discover the intriguing tale of the unfinished Duomo Nuovo, a visionary project intended to build the largest medieval cathedral in Europe. Visit the Museo dell’Opera and marvel at the original cathedral sculptures by Donatello and Giovanni Pisano, as well as the original stained glass window by Duccio di Buonisegna. Delve into this artist’s production by looking at the Maestà, and learn about the unique iconography and storytelling of one of the greatest medieval altarpieces.

After the guided portion of the tour in the Museo dell’Opera, say goodbye to your guide and seize the opportunity to climb the unfinished façade of the New Cathedral, known as the Facciatone, at your own pace. From the top of the Facciatone, enjoy an unparalleled panorama of Siena and its unique countryside, the perfect way to conclude your tour.

 

Let us design your private tour

Looking for a different itinerary, a bespoke tour experience? We create private experiences tailored entirely to you — whether you’re planning a family adventure, a corporate retreat, or marking a special occasion. Each itinerary is shaped around your interests and pace, with exclusive access, personal insight, and seamless delivery at every step.

Rated as a 5-Star Tour Experience