Top Siena Adventure Tours

Immerse yourself in the Tuscan countryside on a two-hour ATV excursion.  Select a start time that works for you and get a briefing from your private 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.

Tuscany is know for its natural beauty and historical places. Here we offer the chance to see Tuscany from a different viewpoint! Here you can enjoy a day out on the Mediterranean where our guests can relax in a totally different atmosphere. A day on SV Idyllic, a comfortable 1980's cruiser During the day we will provide a freshly prepared lunch and drinks and snacks throughout the day. A tour of the local seascape where you will see the outlines of the islands of Gorgona, Capraia, Elba and perhaps Corsica. The more adventurous may want to take part in the sail (conditions permitting) being able to take the helm, raise, sheet and lower the sails and more. We can pause for a ocean swim if required where we also have a paddle board available. Day can be tailored to your needs (duration and start time). We can include the sunset if you don't mind a later start! - Also check out our three day sail to Elba option Tour is cancellable due to inclement weather!

Bus tours can make many stops in a short amount of time, but they can be plodding affairs and leave travelers feeling out of touch with the landscapes they drive through. This tour—which takes to the roads of the Chianti region on vintage Fiat 500s—allows visitors more fun and the chance to drive themselves while they follow a guide. Pass medieval villages, rolling countryside, and wineries, and stop for a Tuscan lunch and wine tasting.

Drench yourself in the fabled Tuscan countryside on this private, day-long hiking tour from Siena. Meet your expert guide in Siena and then drive in a comfortable minivan to the trail where you perambulate through verdant vineyards, rustic villages, and over the classic rolling hills of Tuscany. Stop halfway along the hike to indulge in a classic lunch of Tuscan treats and then travel via minivan to the town of San Gimignano, known as the ‘medieval Manhattan’ for its many gothic towers that form a medieval skyline in the 21st century. 

For a classic Italian experience, cruise through Tuscany’s famous Chianti wine region in a restored vintage Fiat 500! Take the wheel on this self-drive, tag-along adventure from Florence, and feel the freedom of the open road as you wind through a landscape of medieval villas, olive groves and rolling vineyards. Midday, stop at a local winery for an authentic Tuscan lunch and a chance to taste the region’s famous bounty.

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.

Hop on a scooter to explore the rolling landscapes of Chianti on this 7.5-hour Vespa tour from San Gimignano. Settle on a Vespa and ride around vine-coated hills, cypress groves and old villages, soaking in the views of this famous wine producing region. Your tour includes a wine tasting and lunch, plus the option to ride as a passenger with an escort driver or to upgrade to drive your Vespa.

Get out of Florence and zip through the Tuscan countryside on an electric bike during this guided tour. See the scenic Chianti region, including olive groves and vineyards, on two wheels without the hassle of navigating. The itinerary includes a stop at a local winery for lunch and a tasting of several wines.

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.

Discover the Tuscan countryside behind the wheel of a classic Fiat 500 on a private six-hour tour. Starting from Florence, hit the open road with your guide.  Along the drive, you’ll visit three historic villages, stopping whenever you like.  Later, enjoy a traditional Tuscan lunch with wine tasting  at a 19th century villa.

Take in the Tuscan countryside from the air with this scenic hot air balloon flight. Meet your pilot at the launch site outside of Siena, then float up to 2,000 feet (600 meters) to admire hilltop villas and castles surrounded by vineyards and olive groves. Celebrate your flight with a glass of bubbly and picnic breakfast after landing.

Discover the secrets of the most authentic Tuscan Maremma, guided by expert Maremmagica personnel, immersed in the uncontaminated nature of the Diaccia Botrona Regional Nature Reserve, the last strip of the ancient Marsh of Castiglione della Pescaia, the "Lago Prile" of the Roman era.

Venture on this exciting journey to the hills of Chianti. Start up and set off on this pure adrenaline-filled ATV adventure in the Chianti Area, aboard our ultra-modern, fast ATV. Explore scenic trails among the typical landscapes of the Tuscany region, among expanses of golden fields and verdant vineyards, and enjoy a wonderful day in close contact with nature and its elements.

This personalized wine tour of Tuscany takes you off-road through the scenic landscapes outside Florence. Set off with your own private party into the Chianti wine region aboard a 4WD vehicle, and indulge in the ultimate wine-and-dine experience. You’ll visit two prominent wineries for seven wine tastings, food pairings, and lunch.

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.