Top Siena How to Get Around in 2026

Have a special night in Chianti's vineyards, enjoying dinner under the stars. Visit the farm's wineries for wine tastings, and savor local dishes in a cozy setting with candles. Have a BBQ with fresh farm food and taste Chianti's red wine. Allow the warmth of the barbecue, the fragrances in the air, and the essence of the grapevines to elevate your dining experience. The charming rural setting ensures a relaxing evening in the vineyards located in the stunning Chianti region.

Learn to make traditional Italian ceramics in a 2- to 3-hour class.  Choose from multiple start times and let the hands-on lesson begin. The class is a great creative experience for adults and children alike, making it the perfect family activity.  After observing the ceramics making process, put your own design onto a magnet and another object. Pick up your creations the following day or have them delivered at your own expense.

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.

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.

On this wine-tasting tour, you will sample some of the region’s best Tuscan wines. Every glass is perfectly paired with local cured meats, cheeses, and a homemade pasta dish, or a full course meal, depending which wine tasting experience you choose (please inform us if you have any dietary restrictions).

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.

Tuscany and Pisa have always been synonymous with rich and fine food and there are many and varied aspects of the city that you can discover with our food and wine tour. Along with the locals, who live the city every day, we will take you to the city’s most popular and historic places and we will make you try the real “pisano” taste and flavours: starting from the typical rural tuscan salamis and cheeses, to the traditional focaccia “cecina” (from italian “ceci”: chickpeas), to conclude with an ice cream in one of the historical ice-cream stores in the city. If you want to really enjoy Pisa food tradition walking downtown and entering in restaurants that only local people know, join our Pisa food tour!

Have you noticed that there are certain times of the day when art cities are overrun by tourists or extreme heat? Well, this tour is designed specifically for the visitors who want to avoid both! It is a private 1 and ½ walking tour that focuses on the city’s main landmarks during quieter times. You can choose between a morning slot (7:00 AM to 10:00 AM) or an evening slot (6:00 PM to 9:00 PM). The tour covers the city's key sites, such as Piazza del Campo—where the twice-yearly Palio horse race takes place—and Piazza del Duomo, featuring the magnificent Cathedral of Santa Maria Assunta. We will also walk along Via Banchi di Sopra, once a pilgrimage route to Rome. In short, like all brief tours, we will visit the most important sights... but at a more relaxed pace and with the night street lights on!

Discover Siena from a gastronomic point of view in this food and wine-tasting tour through Siena's scenic historical center! Accompanied by a local expert, you'll discover the gastronomic traditions of the city and uncover Siena's secrets and curiosities. Walking though the world-famous alleyways of the beautiful historical center, your guide will introduce you to five renowned restaurant stops where you'll taste local delicacies, like Pici and Ricciarelli. You will have the chance to experience a unique and authentic food tour with a local host, hand-selected by Eatwith, the world’s largest community for authentic culinary experiences. If you're looking to experience the regional flavors of Siena's food and wine, then this tour is a must to add to your itinerary.

Experience the flavors of Tuscany with a hands-on cooking class set on a charming farm in the Chianti countryside. Begin your experience with a guided lesson led by a professional chef, who will introduce you to traditional Tuscan recipes and techniques. Using fresh, local ingredients, you’ll prepare a selection of classic Italian dishes, including homemade pasta and flavorful sauces, learning step by step how to recreate them. After the cooking session, relax and enjoy a guided wine tasting featuring a selection of regional wines, including IGT, Chianti, and Chianti Classico. Discover the characteristics of each wine and the traditions behind their production, while pairing them with local specialties such as bruschetta and salami. Finally, sit down to enjoy the meal you’ve prepared, accompanied by Tuscan wines in a welcoming countryside setting.

Discover Siena by ebike, an easy and fast way to get around the city and see all the sights. Your guide is a local and will provide lots of insights to the life in Siena and its history.

This is not a simple walk with alpacas, but a bachelorette party designed as an authentic moment of sharing, immersed in the true Tuscan countryside. The experience is completely private and customizable: each group is welcomed in an intimate and relaxed atmosphere, away from mass tourism. Alpacas are not only a scenic presence, but an integral part of the experience, with which you can interact up close and live spontaneous and fun moments. The relaxation area is custom-made for the bride-to-be, creating an environment with attention to detail, perfect for unforgettable photos and for a special toast with dearest friends. Here you will not find a standardized event, but an experience built around your group, where nature, friendship and party come together to create authentic memories before the big day.

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.

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.

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.

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.

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

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.

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

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.

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.

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.

Tuscany is one of the great food and wine destinations in Italy, and, indeed the world. The scenery is unbelievably beautiful with large tracts of agricultural land, including wheat fields, vineyards and olive groves, placed on rolling hills, dotted with cypress trees and criss-crossed by white gravel roads. So just imagine this: An unforgettable week in southern Tuscany, tasting some exceptional wines, learning how to cook like an Italian, visiting some spectacular medieval towns and enjoying sumptuous gourmet meals. All while staying in luxurious accommodation in the beautiful Val d'Orcia World Heritage area while in the company of other like minded people. Our Food and Wine Experiences are unique as they consist of small groups ensuring a more personalised and intimate experience.