Top Siena Private Sightseeing Tours - page 5

In the heart of Tuscany and Chianti. Hills, vineyards, unspoiled nature. Intact medieval cities. Unforgettable atmospheres.

Discover Siena's perfectly preserved medieval splendor with our self-guided audio tour app, allowing you to explore this Tuscan jewel at your own pace. Begin at the magnificent Piazza del Campo, the shell-shaped square that hosts the legendary Palio horse race and remains the heart of Sienese civic life after seven centuries. Marvel at the soaring Torre del Mangia and the Gothic grandeur of the Palazzo Pubblico, then ascend to the heavenly Duomo where Pisano's pulpit and the Piccolomini Library showcase Renaissance mastery. Wander through the contrade neighborhoods where medieval rivalries still define local identity, their fountains, flags, and parish churches marking territories unchanged for centuries. Discover the Pinacoteca's golden altarpieces and the Basilica of San Domenico where St. Catherine's head is reverently preserved, then lose yourself in the winding vicoli that reveal unexpected piazzas and artisan workshops.

Once you have booked the tour, you can go to our rental point to pick up your bikes, so you can leave with our Virtual Guide who will accompany you step by step. The tour is a ring of about 23 km in the Maremma Natural Park, designed to be accessible and to be experienced in 2 - 3 hours including stops. You cycle among some of the most representative views of the park, with passages between ancient olive trees, Mediterranean scrub and coastal landscapes. The route includes the Collelungo area and the Collelungo Tower, with panoramic stretches towards the sea and towards the mouth of the Ombrone, one of the most characteristic environments of the protected area. It is an ideal tour for a relaxed half day. Bring water, a snack and a charged phone to enjoy the ride with serenity.

Discover Siena through a unique immersive audio experience, among medieval mysteries, spirituality, folk legends and timeless traditions. With the audio guides of i-tourist.it you can explore the city in total autonomy directly from your smartphone, without groups and without fixed times. Stroll through Piazza del Campo, Siena Cathedral, Fontebranda and the ancient medieval alleys listening to engaging tales about Palio, Contrade, knights, esoteric symbols and hidden stories of the city. The experience also includes deep guided meditations in the most suggestive places of Siena, perfect for relaxing and connecting with the authentic soul of the city. Ideal for those who love History, Culture, Mystery, Wellness and Emotional Trips off the classic tourist routes. Experience Siena slowly, at your own pace, letting yourself be guided by unforgettable atmospheres, emotions and stories.

Discover the folklore of Siena with an exciting urban trek that will take you to discover the 17 fountains of the district. Drive 8 km through historic streets as you explore the city famous for the Palio no i suoi three-thirds. This treasure hunt-like tour offers a unique way to immerse yourself in the local culture and discover the secrets of Siena. - Explore the 17 historic fountains of the district on an interactive tour - Enjoy an 8 km trek with a difference in altitude of 200 meters - Discover the rich culture and folklore of Siena, famous for the Palio - An experience suitable for all lovers of walking and history

Explore Siena at your own pace with a self-guided walking tour on your phone. You get a clear map of all 12 stops, simple directions through Google Maps, and short audio stories you can play when you reach each location. The route covers Siena's historic center, from Piazza del Campo to Monte dei Paschi di Siena, passing sites like the Palazzo Pubblico, Torre del Mangia, and Fonte Gaia. Start anytime, pause whenever you like, and explore freely. No groups, no schedules. Audio and text available in 7 languages.

Siena, a medieval city rich in history and spirituality, is one of the most fascinating destinations for those who wish to have a unique religious and cultural experience. On this tour, accompanied by an experienced Catholic guide, you will discover the heart of the Sienese faith through a visit to Siena Cathedral, one of the most beautiful churches in Italy, and the House of St. Catherine, the place that holds the memories of the city's patron saint.

Let our local guide guide you to discover the irresistible city of Siena, unique for having maintained its unmistakable medieval style intact. The main foundation of Siena's history, customs and popular traditions is the Palio, a horse race that takes place in the city twice a year, an event of great importance to the Sienese, who divide their supporters into contrade (districts) rich in legends, fervour and ancient symbols. The main attractions that our guide will show you during the tour are the splendid Piazza del Campo, with its characteristic shell shape, the majestic Palazzo Pubblico, the Torre del Mangia and the Fonte Gaia, a model of Renaissance sculpture. No less important, strolling through the alleyways of the centre, you will reach one of the most beautiful cathedrals in Italy, the Duomo di Siena. There are also alleys, narrow streets, ancient palaces, artisan shops, wineries and the many shops of the typical sweets of Siena: panforte, ricciarelli, cavallucci.

Discover the timeless charm of Siena with the help of a top-rated local guide at your disposal. This immersive 3-hour walking tour takes you through the heart of one of Tuscany’s most enchanting towns, unveiling its rich history, and deep-rooted traditions. Your journey begins at the Basilica of San Domenico, home to sacred relics of Saint Catherine of Siena. Explore this 13th-century Gothic church and learn about the life and legacy of the city's beloved patron saint. Next, stroll through the elegant Piazza Salimbeni, a refined square flanked by historical palaces, and wind your way through charming alleys to reach Piazza del Campo, the city’s shell-shaped square. Marvel at the beauty of this unique space, which hosts the Palio horse race twice a year. Towering over the square is Torre del Mangia, the slender 14th-century bell tower that symbolizes Siena’s civic pride. Finally, step into the awe-inspiring Duomo of Siena (Siena Cathedral), a masterpiece of Italian Gothic art.

Discover the beauty of Siena on a private walking tour through its most iconic landmarks, where medieval charm, art, and spirituality blend in perfect harmony. Your journey begins at Piazza San Domenico, closely tied to the life of St. Catherine, Siena’s patron saint. Just a short stroll away lies the Santuario Casa di Santa Caterina, a peaceful complex built around the birthplace of the saint. Nearby, you’ll come to Fontebranda, one of Siena’s oldest fountains. Your walk continues into the beating heart of the city: Piazza del Campo, a breathtaking shell-shaped square often considered one of Europe’s finest. Lined with graceful palaces and crowned by the Palazzo Pubblico and the Torre del Mangia, this is the stage for the world-famous Palio horse race. No visit to Siena would be complete without exploring the Duomo, a Gothic masterpiece adorned with black-and-white marble stripes, richly decorated interiors, and priceless works of art by masters such as Michelangelo.

Exploring Siena with kids has never been so much fun! Your kid-friendly guide will introduce your family to Saint Catherine of Siena—one of Italy’s most important saints—with tales that spark imagination and curiosity. Then, make your way through the city’s narrow streets toward Piazza del Campo, where the legendary Palio horse race takes place, and your guide will share the thrilling traditions, pageantry, and playful rivalries. Nearby, you’ll discover Fontebranda, one of the oldest fountains in the city, and you’ll pause outside the Torre del Mangia. Even without climbing it, this tall bell tower inspires awe—and laughter—when kids learn the funny origin of its name. The tour concludes with a visit inside the magnificent Siena Cathedral. Its bold black-and-white marble stripes, intricate floors, and awe-inspiring sculptures are the perfect finale to your family’s journey. This family-friendly tour is a wonderful way to experience Siena’s beauty, history, and legends together.

Discover the secrets of Siena on an incredible kid-friendly private tour of its best highlights! Your family will be captured by the beauty and the rich heritage of this city. We will take a leisurely walk through the historical center, which is part of the UNESCO World Heritage, and learn about art and history in a fun way! Our guide will keep your little ones engaged thanks to trivia, quizzes and interactive games: the past will come to life on this thrilling adventure! Among the landmarks you are going to see there are the Duomo of Siena, the Piccolomini Library with its stunning artifacts and the peculiar Piazza del Campo. Siena is waiting for you!

Skip the crowds - this is a private tour only for your group! Welcome to Siena, one of the most charming and picturesque cities in Italy. Join us on a 2-hour family walking tour and explore the city’s top attractions. Begin our tour at the Basilica Cateriniana San Domenico, a magnificent church dedicated to Saint Catherine of Siena. Then we will walk down Via Banchi di Sopra, a bustling shopping street lined with elegant boutiques and landmarks. Next, we discover at Piazza del Campo, Il Campo, one of the most beautiful medieval squares in Europe, and the heart of Siena. After that, head to Piazza del Duomo and marvel at the stunning Cathedral of Siena, one of Italy’s most impressive Gothic cathedrals. We’ll also visit Piazzetta Silvio Gigli, a lovely little square with a great view of the cathedral. Our tour ends at Porta Tufi, S.da dei Tufi, one of the medieval gates of Siena, and a perfect place for taking memorable family photos.

Explore Quaint Villages and Timeless Landscapes Our journey will take you off the beaten path, winding through both lesser-known hamlets and iconic landmarks alike. Immerse yourself in the rich history and culture of each village we visit, from hidden gems tucked away in the countryside to well-known destinations steeped in tradition. Capture Every Moment, Embrace Every View As we traverse the rolling hills and winding roads, there will be ample opportunities to pause and soak in the panoramic views. Experience the Joy of Open-Air Travel Feel the sun on your face as you cruise through the Val d'Orcia on your Vespa. This isn't just a tour – it's an immersive journey into the heart of Tuscany's natural beauty. Let the open road be your guide as you embrace the freedom of outdoor exploration. Don't Miss Out on This Unforgettable Experience Join us for a Vespa adventure like no other and discover the magic of Val d'Orcia in a whole new way.

Discover Siena on an immersive walking tour through one of Tuscany’s most enchanting medieval cities, a UNESCO World Heritage Site. We discover the historic Palazzo Salimbeni, headquarters of the Bank Monte dei Paschi, and the city’s deep financial and cultural heritage. Continue through narrow medieval streets filled with artisan shops and local flavors. Visit the spectacular Piazza del Campo, famous for its shell shape and the legendary Palio horse race held twice a year. Admire the Palazzo Pubblico, Torre del Mangia, Loggia della Mercanzia, and Fonte Gaia while learning about the traditions of the city’s Contrade. The journey continues through charming alleys where you can find Tuscan specialties such as local wines and salami. The tour concludes with exterior views of the stunning Baptistery of St.Giovanni and the magnificent Duomo of Siena, masterpieces of white and black marble that define the city’s skyline. An experience that blends history, culture, and authentic Tuscan life

Hop on a full-day private tour to Florence and San Gimignano from Siena. Your adventure kicks off with a drive from Siena to Florence to explore the city center. Take a guided walking tour of the historic center and see key landmarks, including the Duomo, the Uffizi Gallery, and the Ponte Vecchio. Then, it's off to experience the medieval town of San Gimignano, known as the "medieval Manhattan."

Embark on this Full-Day Private Montalcino and Montepulciano Wine Tour and indulge your senses in the heart of Italy's renowned wine country! Your day begins with a personalized, chauffeur-driven journey through the stunning Tuscan countryside, setting the scene for an unforgettable adventure. As you traverse the picturesque landscape, you will visit two prestigious wineries - in Montalcino and Montepulciano - each with its own unique charm and distinctive wines. Expert sommeliers and winemakers will guide you through tastings of exceptional Tuscan varietals, sharing their deep knowledge and passion for winemaking. Enjoy a delightful Tuscan lunch at a selected vineyard, paired with local specialties, perfectly complementing the wines you've tasted throughout the day. Don't miss this opportunity to create lasting memories on this Private Montalcino and Montepulciano Wine Tour, escaping the hustle of Siena for a day of indulgence and appreciation of Italy's vinicultural heritage.

Step into the heart of Tuscany with a charming walk through San Quirico d’Orcia, a town where time seems to linger. Begin at the Gate to the Capuchins and stroll medieval lanes like Poliziano Street before arriving at elegant Chigi Square and its majestic Collegiate Church. Soak in the lively local life at Liberty Square, then find peace in the beautifully manicured Leonini Gardens. Pass the historic Scala Hospital and gaze up at the commanding Cassero Tower. End your journey on Dante Alighieri Street, where artisan shops and cozy cafés invite you to relax and take in the town’s soulful beauty.

Explore the mesmerizing medieval cityscapes of Siena, “the ideal embodiment of a medieval city” described by UNESCO, composed of romantic hilly streets, vibrant atmosphere, rich culture, and numerous significant historic and architectural landmarks, including Salimbeni Palace – the headquarters of the oldest bank in the world in continuous operation, the Sanctuary House of Saint Catherine – the birthplace of a globally influential Catholic Saint, the pristine 11th-century Fontebranda with its sophisticated system still in use, the Gothic treasure of Siena Cathedral and its unfinished successor, the elegant Loggia of Merchandise - the iconic early trading venue of the medieval city, and the charming Camp Square - one of Europe's greatest medieval squares.

This is an exclusive tour for you and your loved ones and, comfortably seated in the car you can enjoy the beauty of the places. In fact, we will see fascinating landscapes that are a little lost in time. In fact, the Maremma, in addition to being considered the new Eldorado for its powerful and elegant wines, offers wild and splendid landscapes. The typical local cuisine is Mediterranean. The people of Maremma are the most outspoken in Italy. Furthermore, the story I told will take us back in time to the Etruscans. As our ancestral ancestors did, you can, if you wish, take a thermal bath in the Saturnia waterfalls. New shower and toilet rooms available.

Discover the medieval charm of Monteriggioni on a private luxury e-bike experience, ride scenic Tuscan roads, enjoy a curated lunch paired with fine wines, and end with an exclusive winery visit scheduled just for your group. More than a bike tour, this is a curated Tuscan experience for couples, families, and small groups seeking an authentic, relaxed, and elevated way to explore. Led by a professional local cycling guide, far from crowded routes, your ride is tailored to your pace, allowing you to fully enjoy the landscape and timeless atmosphere. Premium e-bikes ensure a smooth, accessible ride with minimal effort. The experience concludes with a refined lunch and wine pairing in a carefully selected winery, featuring a private dining room reserved for you and a private cellar visit without overlapping guests. A seamless Tuscan day blending cycling, culture, landscape, and fine wine — designed for comfort, privacy, and authenticity.

Uncover the soul of Tuscany on this 8-hour private tour through three of its most iconic towns: Siena, San Gimignano, and Monteriggioni. Travel in style aboard a luxury NCC van, accompanied by a local guide who brings the history and culture to life. Siena: Stroll through the medieval streets of this UNESCO World Heritage city, marvel at the stunning Piazza del Campo, and visit the inspiring Cathedral. San Gimignano: This hilltop town will enchant you with its skyline of towers and artisan shops. Enjoy free time to explore the village. Monteriggioni: Step back in time in this perfectly preserved medieval village nestled among olive groves and vineyards. Its fortress walls and quiet charm will transport you to another era. No Tuscan journey is complete without indulging in its world-renowned flavors. You’ll be treated to an exclusive wine tasting experience at a local winery, sampling celebrated Chianti wines paired with regional delicacies like pecorino cheese, and cured meats.

Join our expert guide with your family on this kid-friendly, outdoor tour of Siena. You will discover the historic center, declared World Heritage Site, with its highlights, such as Piazza del Campo and Fonte Gaia, and discover the history of this beautiful medieval city. The guide will keep everyone involved with quizzes, trivia and games while sharing with you unique insights and commentaries about the landmarks of the town, including the Cathedral, Torre del Mangia and Palazzo dei Tolomei. You will also learn about the Francigena road and the life of Santa Caterina da Siena, one of Italy's patron saints. This 2-hour fun and informative tour will be a great way to explore the city, spend time with your children and play enjoyable activities. This will be a great way to live a memorable experience with the all family!