Tours in Siena

Visit the iconic Santa Maria del Fiore Cathedral in Florence on this guided tour from Siena. With a licensed guide, explore the stunning architecture and rich history of one of Italy's most famous landmarks. Enjoy skip-the-line access, so you can dive straight into the beauty of the cathedral. The tour includes round-trip train tickets, giving you the freedom to explore Florence at your leisure after the guided experience. Plus, receive a 3-day valid ticket to visit the Baptistery, the Opera del Duomo Museum, and the ancient basilica of Santa Reparata independently. - 1-hour guided tour of the Florence Duomo Cathedral - Round-trip train tickets from Siena to Florence included - Free time to explore Florence after the tour - 3-day ticket to additional historical sites included

This private walking tour takes you through the historical center of the city and shows you some things you would most likely not find on your own. You may have already had the opportunity to stroll around the center of Siena, and gotten to know the main squares and streets of the city. This 2-hour tour offers you something more than that, outside of your typical tour. The tour will be tailored by your local guide following your interests.

Want to capture your amazing honeymoon? Family vacation while the kids are still little? Your perfect couples retreat from everyday busy life? A solo trip without asking strangers to take pictures of you? Stop searching, we got you here! We are the largest network of local vacation photographers in the world! Besides Siena, we operate in over 700 destinations worldwide! We always make sure that every special moment of each client is captured well. We believe in our service and quality of our photos so much that we even offer a 100% money back satisfaction guarantee for your photo shoot. Which means, if you don’t like the result of your photo shoot, you can contact us within 7 days and claim your money back! So what are you waiting for? Become one of our hundreds of happy customers by treating yourself to this special experience! Your family and friends will love the result too!

Embark on a one-of-a-kind adventure through the rolling Tuscan hills in a classic Fiat 500 – an authentic Italian icon. This rental offers a perfect blend of relaxation, nostalgia, and discovery as you cruise along scenic country roads, explore charming historic villages, and take in the beauty of vineyards and olive groves. What makes this rental truly unique is the combination of slow travel, vintage charm, and the chance to connect with Tuscany’s landscape and traditions at your own pace. Optional stops at local wineries offer opportunities to taste renowned Chianti wines right at the source (tastings not included). Ideal for couples, friends, or anyone seeking a memorable and stylish way to explore Tuscany, this tour combines freedom, authenticity, and the timeless joy of driving a vintage car.

The Chauffeur of Positano provides a convenient and affordable way to get around in Italy. Our private transfer service runs to and from major airports, railway stations, ports, private residences, and hotels across many cities and towns in Italy. Our team has more than 20 years of industry experience and is dedicated to providing consistent, courteous, and reliable transfer services for your day trips or travel needs. We only hire fully licensed and insured drivers who offer attentive, flexible, and friendly professional services. You can count on us for everything from simple transportation to extended tours with locals who give you interesting historical information and live experience for more cultural insights on your journey. Our team is flexible and understanding when it comes to itinerary changes and customized transport schedules. Our vehicles are well-maintained, luxurious, and spacious so that you can enjoy a comfortable journey.

When we say "exclusive" we mean it. In this tour we have selected for you, unique experiences in each of the 3 wineries you are going to visit. Only the "best of the best". No discussion. The first winery will reserve you a special welcome, and the tasting will be done in an exclusive location so that you can enjoy with your family and friends their incredible wines. Enjoy your complete Tuscan Lunch in a unique location. An incredible view on the Val d'Orcia will be the background for your pairing lunch, something unrepeatable, in addition to a vertical of their Brunellos. In the afternoon, we will visit a luxury wine villa, with incredibly high quality of wines, and the atmosphere of the ancient cellar will make a memory that you will bring home with you after this once-in-a-lifetime experience. Private transportation: our driver will pick you up at your hotel or villa and be you guide during the day, so much to say about Tuscany and its wines, history, culture.

Chianti and its ancient roads, some of which reconnect with the history of spirituality, archeological and rural traditions of this land. There are only a few places in the world like Chianti where the natural landscape becomes one with the millenary history. There are quite a few footpaths that take you on the trail of the Middle Ages, which left deep and still well-kept evidence among these hills. Together with a local hiking Guide you will have the chance to walk along these age-old routes, considered strategic in the past history of Chianti that for centuries have attracted pilgrims to this sublime territory. This experience represents the best way of enjoying the landscape that Tuscany has to offer in full harmony with nature. Then just slow down and merge yourself with it. Different hiking level and routes available to make this outdoor activity suitable for everyone. To complete the experience, you will enjoy a Typical Tuscan Lunch paired with wine.

Fly the sweet hills and vineyards of Tuscany with a hot air balloon flight through the Val d'Orcia. Discover the magic of flight through the energy of the wind and fire. Get at an altitude of about 2000 feet and beyond, every day nature leads us to discover new landscapes. Surprising your family with a fantastic and unique tour.

Harmonizes body and mind with the view of the sea from the most beautiful and exclusive viewpoint of Castiglione della Pescaia

Enjoy an unforgettable half day e-bike guided tour in Chianti region, one of the most known wine region in the World. You’ll cycle surrounded by vineyards and olive groves, while enjoying the amazing views of the Tuscany countryside. The bike tour will take you to PIevasciata before to come back to Siena along the Eroica route, on paved and gravel roads. During the ride we’ll stop in a winery for a Chianti wine tasting.

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.

This quad tour is much more than just a ride – it’s a journey into the most authentic side of Tuscany, following scenic dirt and country roads far from mass tourism, with breathtaking views around every corner. In 4 hours, you’ll experience the perfect blend of adventure, culture, and nature, discovering iconic spots such as the Sentiero del Nobile, San Biagio Temple, Madonna della Querce, and the famous zig-zag cypress road. You’ll explore hidden gems you wouldn’t find on your own, including Gladiator movie locations, the legendary Quercia delle Checch, and peaceful woodland trails. With your expert guide, every kilometer will be safe, exciting, and full of local stories. The perfect experience for travelers who want to live the real Tuscany, filled with thrill and beauty.

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.

Experience Tuscany's spirit on a tour that will show you the art of searching truffles. Taste the typical dishes of the Tuscany and enjoy a tour in one of the most renowned wineries in the Brunello area. Tour guide is not included.

Book your private Departure transfer from Chianciano Terme Thermal Resorts to Florence Peretola Airport (FLR). Your driver will be waiting for you at a scheduled time and you will travel comfortably to your destination. • Meeting with a Nameplate • We track your Flight • Door-to-door Service • No Hidden Charges • Clean cars & Professional drivers

Why spend your precious time waiting in long shuttle or taxi lines. Avoid the language barrier and currency exchange. Travel in style from your Hotel in Siena City Center to Siena Airport SAY by private vehicle and reach your final destination relaxed and refreshed.

One of the best wine region of the world with a local hiking guide and wine connoisseur, born and raise in the area. Private tour in a boutique winery, walking through the most scenic vineyards of Montepulciano

Cycle at your own pace with a local English-speaking guide who can tell you about the area. Admire the famous Val d’Orcia area close up, stopping when you want for photos. Enjoy a coffee in Pienza the main town on top of the valley, just like the local cyclists do.

Imagine being guided on a unique sensory journey among Tuscan wines... but with your eyes closed! During the Blindfolded Wine Lesson, you will discover the flavors and aromas of the best local wines through touch, smell and taste.

The journey takes place mainly along white gravel country / dirt roads and as much as possible away from traffic. During the tour, travelers will be accompanied by an outdoor environmental guide who will indicate the route, presenting the visited area. A tour that explores the magnificent hills of Chianti Classico, among history, nature, and postcard-perfect landscapes. Cycling along old country roads, we’ll have the chance to visit some of the most famous and suggestive castles and villages in the area. And obviously, we couldn’t miss a Tuscan lunch accompanied by a tasting of Chianti Classico.

With the help of our local expert guide, you will learn about Siena's unique history and anecdotes, savoring local cuisine like a true Tuscan while exploring our traditional way of life. We start with a wonderful walk in the heart of medieval Siena, with an expert local guide, you will see the most important points of the city, the Basilica of San Domenico where you will see the flags of the 17 Contradas, the main Corso, Piazza del Campo, and the Duomo, with anecdotes and stories, and then pass by a suggestive underground place in ancient Siena with a tasty and authentic Tuscan tasting. The tour is certainly suitable for those who want to immerse themselves in the authentic culture of this territory, feel the emotions and sensations of being within a great artistic, cultural framework with a pinch of magic, the one that gives you a visit to the underground crypt with easy access only to those who book with Mi Diverto. A memorable experience!

Take the worry out of your departure to Firenze Airport and pre-book a private transfer to suit your group size (up to 8 people). Avoid the long lines for taxis at the hotel, and travel in the comfort of a Premium car or minivan.

Intact, unspoiled nature in the Maremma Park with a carriage ride of about an hour or, depending on the availability of the Park Guides or reservations within the park system, we could change with an Easy Naturalistic Walk with tales of legends, stories of pirates, kidnapped girls and monsters of the sea. The duration is about 1 hour and a half. The Tarot Garden is, together with the Park Guell in Barcelona, the only splendid example of artistic architecture that the whole world envies us! The 4-course lunch in the typical Osteria will take you back in the time of healthy and local cuisine.

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.