Top Siena Half-day Tours

ATV Excursion in the hearth of Tuscany, in province of Siena, in Crete Senesi UNESCO heritage, between Chianti and Val d'Orcia

Take the stress out of planning a day in Tuscany on this half-day small-group tour of the Chianti wine region from Siena, including transport. Enjoy an air-conditioned ride over to two popular wineries to taste wines and oils locals love. Plus spend some free time in Monteriggioni, and catch a glimpse of the town’s well-known medieval castle.

There’s only one way to see Tuscany: from above. And the best way to do that is via hot air balloon. This 1-hour hot air balloon flight from Siena takes you above Tuscany to get a breathtaking view 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) as you get a commanding view of the countryside and surrounding ancient villages and towns. Upon landing, enjoy a nice glass of sparkling wine to celebrate the amazing trip through the Tuscan heavens.

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 limited to 12 as you visit a historical cellar and educate your palate to recognize subtle flavors with the help of a sommelier. Plus, a choice of morning or afternoon departure means you can slot this tour into even the busiest of sightseeing schedules.

Spend an afternoon in the wine town of Montalcino, tasting the prestigious Brunello di Montalcino and learning about wine production. This tour from Siena that tasting of local wine paired with salami and cured meat. Admire views of the Tuscan countryside from the pretty hill town and discover the region’s generations-old winemaking traditions.

Spend an enchanted evening at a winery estate in Chianti on this half-day tour from Siena. Travel through the scenic landscape of Tuscany to reach the winery estate, then take a tour of the winery, capped off by wine tasting. Afterward, find your seat at a festively decorated table situated in the vineyards for a barbecue dinner accompanied by wine and music.

This is a private tour so you will have a private vehicle and all the attention you need to enjoy your trip with a five-star service. A private tours will give you the advantages to enjoy truly the experience instead of the big bus tours where you have to follow a strict schedule. So relax while we discover the history of the Chianti region, visit the Fortress of Monteriggioni and the beautiful Winery. All the tour is performed by a licensed tour guide that will make you feel like a local.

Experience the Tuscan countryside from a perspective rare to visitors on a private Vespa tour with round–trip transport from your Siena hotel. In addition to navigating for you, your guide ensures the best views and stops for photo opportunities along the way. The day includes a Tuscan–style lunch and complimentary wine tasting with vineyard views.

Bus tours of Tuscany can feel out of touch with the beautiful, rolling countryside that travelers love. This tour allows you to get out of the bus and into the landscapes of the Tuscan countryside on a bike, following routes designed for casual cyclists or professionals. It’s a small-group affair, includes hotel pickup and drop-off, and finishes with a lunch of Tuscan dishes and wine.

Spend a day in the iconic landscape of the "Chianti Hills", among cypress avenues, vineyards, sunflowers and medieval villages. Visit the historic village of San Gimignano and admire its ancient towers, enjoy homemade lasagna and savour 8 of the best wines of the Tuscan countryside on a typical farm. Itinerary: • Our driver will pick you up at your hotel, B&B or private flat and take you on a journey through the rolling hills of Tuscany. • Later we will move among olive groves, cypresses and vineyards. You will see the magnificent towers of San Gimignano and the typical old town. San Gimignano is known for its famous white wine Vernaccia, produced by the ancient grape variety Vernaccia. You will go up to the highest tower-museum (Torre Rognosa) where you will see an incredible tuscan panorama. • Then we will move to a typical Tuscan farm, to understand the secrets of wine production and enjoy a lunch with lasagna or homemade pasta, bruschetta, percorino cheese and 8 wine tastings.

Get a deeply immersive experience in the Contrada’s daily life by visiting exclusively one of 17 museums where the most meaningful antique trophies and memories are preserved. Learn the history behind the renowned Palio horse race from your expert guide. Walk with your knowledgeable local guide through hidden alleys and narrow streets and discover some of the 17 Contradas with their fascinating traditions. Choose to visit the Cathedral with pre-reserved tickets at the end of the tour

Discover the sights and flavors of Tuscany by bike on a private 6-hour tour. Set along gentle roads and trails, the countryside excursion is the perfect way to immerse yourself in the region’s world-famous landscape. Pedal your way to a traditional family farm and wine cellar. There you enjoy a filling meal paired with four different wines. Sample honey and homemade olive oil with bruschettas, cold cuts, and more.

Travel off-road through the Chianti valley on this day-long Tuscan wine tour. As your guide drives a vintage SUV, you'll gaze out at the gentle green hills and grapevine groves that typify the landscape. Stop at three wineries to sample several varietals of wine along with local products such as honey and olive oil, then relax over a traditional Tuscan picnic for lunch at your final stop. The tour starts and ends in the village of Castellina in Chianti.

Participate in the Tuscan tradition of grape stomping on a private four-hour tour in the Chianti hills.  Explore a local vinyard with your private guide and discover the wine making process. In addition to living out your Italian dreams of crushing grapes with your bare feet, you’ll also enjoy a wine tasting, along with a homemade lunch.

Explore the Val d'Orcia Region of Tuscany on a private, full-day tour. Stop in Montepulciano to soak up the history of the medieval town and visit a winery where you taste the region’s wines. Sit down for a traditional Tuscan lunch before continuing on to Pienza, a fifteenth-century village filled with antique shops and known to be the birthplace of Pecorino cheese. Finally stop in Montalcino and tastethe sought after Brunello di Montalcino wines while you admire the vineyards and olive groves.

Take off your shoes and - literally - immerse yourself into ancient Tuscan culture on a grape stomping excursion to the Chianti hills.  In addition to grinding grapes into juice with your bare feet, you’ll also get an up close look at life at a Tuscan winery. A visit to the wine cellar and tasting is also included. After you’ve stomped to your heart’s content, replenish your strength with a homemade lunch.

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.

Go off-road in a vintage SUV on this Chianti Valley tour from Greve. With a small group of just eight people or fewer, travel through the famous wine-producing region to learn the vintners' secrets. Stop at three cellars for 15 tastings of different varietals as well as local products (olive oil, honey) and a traditional Italian lunch.

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.

Siena is one of Tuscany’s most picturesque medieval towns and this private walking tour is ideal for first-time visitors or those short on time. Take in the highlights of the UNESCO-listed center, stroll around lively Piazza Del Campo, and admire landmarks such as San Domenico Basilica, Palazzo Tolomei, and Cathedral of Siena.

Travelling in Val d'Orcia is an unforgettable experience. Your eyes become dazzled by the beauty of the colours of this land, unsurprisingly a UNESCO World Heritage Site. This tour has been created for you to discover the most painted corner of Tuscany, made of enchanted landscapes, tree-lined avenues. Sunrises and sunsets of extraordinary, unique colours in the world are one great addition when wandering the road from Montalcino through Pienza, considered one of the most amazing routes of Italy.

This is the perfect half day walking tour for first time travelers to Siena who would like to get a great introduction to this Medieval town with a fun and friendly Tuscan local! I am a professional tour guide with twenty years of experience showing travelers the beauty of Tuscany and introducing people of all ages (couples, families, groups) to the history and culture of Italy. My background is in foreign languages, art history and history, but I am also passionate about wine, food, culture, and above all sharing my region with visitors from around the world. This totally private tour can be fully customized to fit your needs and level of knowledge, please feel free to send me any information about you and your group before arrival.

With our many years of experience in the area, we offer our customers a tour of these two towns that they represent, the emblem of true Tuscany. We will be happy to recommend places to eat well and drink excellent wine. Siena and San Gemignano speak for themselves, it is not easy to explain them in words but only by visiting these magical places, you will have the opportunity to understand why they are a must on the international tourism scene. NOT TO BE MISSED.

Explore Chianti’s backroads and beautiful vistas while traveling in a vintage SUV. Soak up the scenery while a driver handles the country roads, stopping at off-the-beaten-track cellars and cantinas to taste plenty of famous Chianti wine along with Tuscan olive oil, honey, and other specialty products. Balance out all that wine with a gourmet picnic lunch at a scenic family estate.

Enjoy a small group tour to discover Siena with its famous monuments and hidden treasures on a walking tour. Benefit from our pre-reserved skip-the-line tickets for the Cathedral and never wait in a line again. Catch quiet moments in tucked-away squares and gardens as you troll through the winding and well-preserved medieval neighborhoods Learn the history behind the renowned Palio horse race from your expert guide.