Top Siena Adventure Tours

The hot air balloon tour is a magical experience, a true adventure carried out in total safety by flight professionals. Our pilots, all with great experience, are ENAC certified commercial pilots. They will guide you during your trip, sharing with you detailed information about hot air balloons and satisfying all your curiosities about the flight and its navigation. Don't wait any longer, immerse yourself in this extraordinary adventure.

Get views you can't find anywhere else on this hot-air balloon ride over Tuscany. Starting in Siena, float above the countryside and take in scenic views of the low-rolling hills, some clad in grape vines, others crowned by a rustic ancient villa. Ascend as high as 2,000 feet (609 meters) and enjoy seeing the countryside and surrounding ancient villages and towns. Upon landing, enjoy a glass of sparkling wine to celebrate your experience.

See the top sights in Siena without the hassle of a guidebook or map with this small-group walking tour through the medieval old town. Join your local guide for a stroll along picturesque historic lanes to take in landmarks like the Piazza del Campo, Basilica of San Domenico, and Sanctuary of St. Catherine of Siena. Opt to add on a visit to the city’s magnificent Cathedral, rich in artworks by Renaissance masters.

Tuscany is world-renowned for its wine, so ensure you get an insider’s glimpse into the industry during a tasting tour of the vineyards surrounding Siena. Receive personalized attention in a small group as you visit a historical cellar and educate your palate to recognize subtle flavors with the help of a sommelier.

Avoid the hassle of organizing transport and winery visits in Tuscany on your own. This small-group experience simplifies a day in Chianti, combining scenic travel with curated tastings at local wineries and time to explore Monteriggioni’s medieval charm. Enjoy a relaxed, well-paced outing that lets you focus on the region’s flavors and landscapes rather than the logistics.

The Tuscan countryside is a premier hiking destination, but navigating unfamiliar trails and country roads on your own can be daunting. On this private hiking tour, explore the rolling hills and vineyards stress-free with a guide leading the way. Meet in Siena and transfer to the trailhead by minivan, setting off through the verdant countryside and past rustic villages. Take a break to relax over a classic lunch of Tuscan treats and then travel via minivan to San Gimignano for a stroll through town and along a stretch of the Via Francigena before the return ride to Siena.

Immerse yourself in the Tuscan countryside on a small-group ATV excursion.  Select a start time that works for you and get a briefing from your guide. Test out the ATV until you feel comfortable. Then, enjoy the adrenaline rush as you discover the UNESCO-listed Crete Senesi area from Chianti to Val d’Orcia by ATV. Your guide is on hand at all times to offer assistance or answer questions.

Spend your day through the picturesque Tuscan landscape on an original Vespa scooter, enjoying peaceful roads that wind through the rolling hills of Chianti. This unique experience allows you to immerse yourself fully in the sights, scents, and sounds of the Tuscan countryside. As you navigate the winding roads, take in panoramic views of vineyards, olive groves, and ancient farmhouses dotting the landscape. Midway through your excursion, make a stop at a renowned winery nestled in the heart of the Chianti region. Here, indulge in a delightful wine tasting experience, savoring the flavors of locally produced wines that have been crafted with passion and expertise. After replenishing your energy, discover hidden gems off the beaten path, uncovering the rich history and culture that define this beloved region.

Explore the landscape of Tuscany on a private, full-day cycling tour from Siena. With the full attention of your guide, follow a route along the Via Francigena, an ancient pilgrimage route that once linked Canterbury to Rome and a popular destination for photographers. Rest and refuel after a day of activity with a three-course lunch and wine pairings at a Tuscan vineyard. Hotel pickup and drop-off is included.

Experience the enchanting Tuscan countryside as if you've stepped into an old Italian movie, cruising in a vintage FIAT 500 across the rolling hills of Chianti. Let us transform this dream into reality for you on our scenic driving tour along the most captivating routes and stops at the most charming villages. These hidden gems offer a glimpse into the authentic essence of Tuscany, preserving their timeless beauty for centuries. Immerse yourself in the sights and sounds of the region as you drive through winding roads, bordered by vineyards and olive groves. Marvel at medieval village, each one a testament to Tuscany's rich history and culture. During your journey, take a break to join a wine tasting at a Chianti winery. Savor the flavors of the region as you sip on locally produced wines, surrounded by breathtaking scenery that seems straight out of a painting.

Splendid Classic Siena Tour with guaranteed departure from Via di Città at 11am in English and at 12.15pm in Italian. An expert local Guide will introduce you, in an interesting and pleasant way, to the history of Siena, the Duomo, Piazza del Campo and other monuments of the city. We will talk about the Palio, the districts and visit the lesser known and quieter corners of the city. Including entrance ticket to the Duomo. In case of religious celebrations or extraordinary closures (such as Sunday morning for Mass), the visit will be moved to the Antico Ospedale di Santa Maria della Scala, still guaranteeing a complete experience.

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.

Experience the delight of cruising through the Tuscan countryside aboard an original Piaggio Ape Calessino. Revel in the unique charm of Chianti's landscapes as you wind along peaceful roads, surrounded by the fragrant scents of the countryside and the gentle hum of farm life. Join our daily tour and immerse yourself in the heart of Tuscany's medieval villages, guided by our knowledgeable escorts. Pass through the Chianti hills, taking in the picturesque scenery at every turn. Your journey will culminate in a visit to a renowned winery, where you'll indulge in a wine tasting and a delightful light lunch.

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.

Explore Chianti’s backroads and beautiful vistas while traveling in a private 4WD on this tour with hotel pickup. Soak up the scenery while a driver handles the country roads, stopping at off-the-beaten-track cellars and cantinas to taste several Chianti Classico wines along with Tuscan olive oil, honey, and other specialty products. Balance out all that wine with a traditional Tuscan lunch at a scenic family estate.

Join a journey through the breathtaking hills of Chianti aboard our state-of-the-art and high-speed ATVs. Pass through scenic trails amidst the iconic landscapes of Tuscany, enveloped by fields of shimmering gold and verdant vineyards, immersing yourself in the unrivaled beauty of nature. Experience the excitement of riding our quadricycles firsthand as you explore the Chianti Area under the expert guidance of our seasoned escorts. Feel the adrenaline surge as you discover hidden treasures and marvel at the stunning vistas along the best routes. Join an exclusive winery experience with panoramic views, savoring every sip while absorbing the tranquility of your surroundings. After this journey, return to the starting point where your ATV adventure began, ready to share your unforgettable experience with friends and relive the magic of Chianti's enchanting landscapes.

Once you have booked the tour, you can go to the rental point to pick up your bikes and leave with the Virtual Guide who will accompany you step by step. This ring e-bike tour starts near Siena and follows a fairly easy route, ideal for cycling calmly through Tuscan landscapes, history and small villages. The itinerary develops on minor roads with little traffic, dirt roads and short cycle paths, resulting in smooth and non-technical. From the first kilometers you enter the Sienese countryside, among hills, vineyards, cultivated fields, farms and tree-lined rows. Along the way you reach Montaperti, a town linked to the famous battle of 1260 between Siena and Florence, today immersed in a rural context of great charm. The tour also touches Pianella, Pievasciata and the area of Pieve a Bozzone, among authentic views, quiet streets and typically Tuscan atmosphere.

Join this adventure through the picturesque countryside of Tuscany aboard our ultra-modern Polar 6-seater quad, expertly driven by our skilled guide. Immerse yourself in the natural beauty of Tuscany and indulge in a wine tasting in a winery. Experience the perfect blend of adrenaline and nature, creating unforgettable memories of Tuscany to cherish and share with your loved ones. Discover hidden corners of the countryside inaccessible by other means of transportation, from ancient farmhouses to medieval castles, charming hamlets, and breathtaking vistas. Spot wildlife such as boar, deer, foxes, hares, and pheasants as you venture through this untamed landscape. Traverse winding paths amidst vineyards and crystal-clear streams teeming with fish, soaking in the tranquility of nature.

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.

Experience the culinary delights of the Chianti region on a half-day tour from Florence to a Tuscan farmhouse. Go in search of truffles with an expert guide and his trained dog during a 1-hour forest walk, then enjoy a traditional lunch that features the fresh truffles accompanied by extra virgin olive oil and Chianti Classico wine. Includes tastings of wine, olive oil, and honey, and a 3-course lunch.