Top San Gimignano Outdoor Activities

Discover the Tuscan countryside on this all-day horseback riding tour. Designed for experienced riders, you’ll explore the wild region of Maremma Toscana, crossing wooded areas and small rivers and traveling past medieval villages. The horses are reliable and sure-footed; there are several opportunities to trot and canter. A picnic lunch is included.

With medieval villages hidden among rolling hills and dense forests, the Tuscan countryside is an outdoor adventure-lover’s dream destination, with plenty of opportunities for exciting exploration. On this beginner rider’s tour, delve into the Tuscan wilderness on horseback and see the best of Tuscany from the saddle. With all safety equipment included on your tour, enjoy a scenic introduction to the sport of horse-riding.

Add a dose of adventure to your wine-tasting with this exhilarating horseback ride around a Tuscan vineyard. Gentle enough for beginning riders, the tour includes hands-on instruction. Discover scenic, hilly trails with your guide as you work up an appetite. Then, settle down for a four-course meal made from fresh regional products, from truffle lasagna to roasted meats. You’ll finish with a tasting of local reds and whites from the on-site winery.

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 into the Tuscan countryside on a small-group horseback riding tour near Montieri. Ride through charming towns, verdant meadows, and pretty woods with your guide. Best for riders with at least intermediate experience.

Get out of restaurants and cooking classes and into the outdoors for a truffle hunt. With this tour, a guide and truffle-hunting dogs take you to look for white and black truffles while teaching you to identify the trees they grow on. After the hunt is complete, have a lunch of traditional Tuscan food products, and taste local wine, olive oils, vinegar, and truffle oil.

Experience the history and beauty of the Italian Countryside on a private horseback riding and wine tasting tour of the Chianti region of Tuscany. Start with an overview of the area and get to know your horse. Then spend the day riding through medieval villages, and stopping at olive groves to learn about olive oil production and picturesque vineyards where you stop and taste wines at well-known wine cellars and wineries

Enjoy a week-long horse riding holiday and discover the beauties of Tuscany on horseback! Have your first lessons or join the tours for experienced riders. During these trail rides in this wild part of Maremma Toscana, you will cross native woods and small rivers, pass medieval villages, canter along blooming meadows and have great views. Our horses are very reliable and sure-footed and you will have lots of fun.

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.

Enjoy a week-long horse riding holiday and discover the beauties of Tuscany on horseback! Have your first lessons or join the tours for experienced riders. During these trail rides in this wild part of Maremma Toscana, you will cross native woods and small rivers, pass medieval villages, canter along blooming meadows and have great views. Our horses are very reliable and sure-footed and you will have lots of fun.

Enjoy the most stunning views on the medieval town losing yourself in landscape and nature, walking up the rolling hills among vineyards and olive groves

Discover the pearls of Tuscany, Florence and San Gimignano with its wine and a view from the sky. We have created this experience to give a unique service to those who want to discover Tuscany and the beauties of the region thanks to a helicopter flight that will depart from Florence, giving a 360° view of the beautiful monuments, hills and cities. Enjoy a sky-high bird's eye view of the Chianti region with its vineyards and colorful medieval towns such as San Gimignano and Florence. Embark on a helicopter ride that reveals one of the most beautiful and breath-taking views in existence. Once aboard, depart from Florence and fly over the Arno River, giving you a 360° view of the beautiful city as you admire its most famous monuments. Then, reach San Gimignano where you will cross all of the beautiful hills of Chianti and its medieval villages.

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

Let's explore the wildest side of San Gimignano! With this hike we will discover the ancient village of Castelvecchio, situated inside a Nature Reserve in the countryside very close to the Manhattan of Middle Ages.

Taste Tuscan wine at the source with a vineyard tour and light lunch. Explore beyond the center of San Gimignano and visit an organic farm where grapes and olives are grown. Learn about how wine is made and meet the people behind the winery. Sample extra virgin olive oils along with a lunch that includes bruschetta, pasta, and a selection of pecorino cheeses.

Discover the beautiful Tuscan hills in a vintage Fiat 500. Visit three quaint villages during your 6-hour tour with English-speaking guide. Enjoy a homemade lunch with a wine-tasting session at a 200 year old villa. Visit its ancient wine cellar.

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.

Truffle hunting with truffle hunter and truffle dogs Tasting of typical products Dinner or lunch based on truffles

You go back in time enjoying the Tuscan countryside. Let's get to know Siena with the first hospital in the world. We walk the ancient via Francigena letting ourselves be carried by the E bike. We will certainly take breaks for the photos as Monteriggioni and San Gimignano itself will rise before our rapt eyes. The stop can take place in Monteriggioni at the small square of the characteristic village of Osterie, basically we are in full DOCG Chianti! In San Gimignano we will be very surprised to recognize the "Manhattan of the Middle Ages" with its tall towers. In Siena the tour takes place on foot. We will collect the E bikes with which we will make the tour of 49 km total for San Gimignano and back

Our San Gimignano tour includes: - Delivery of your Vespa (125cc, automatic gears) at hotel Villa Ducci - Technical and informative briefing. - Half day guided driving. - A stop in Monteriggioni where you can relax, stretch and visit the town. - Aperitif at hotel Villa Ducci when tour finished. Kalitumba Tours offers you to see Tuscany through the eyes of a real local on a Vespa. Experience the Italian lifestyle in a unique way and enjoy 'La Dolce Vita Italiana'. We have selected the most scenic and calm routes for you to ride, and suggest the most cosy and qualitative restaurants to enjoy. After the tour you can taste an Italian aperitivo; the famous 'Vernaccia di San Gimignano'. This will be offered by us to wind down and relax after your Tuscan Vespa tour at hotel Villa Ducci, which will be the point of departure and return.

Our San Gimignano tour includes: - Delivery of your Vespa (125cc, automatic gears) at hotel Villa Ducci. - Technical and informative briefing. - Half day guided driving. - A stop in Monteriggioni where you can relax, stretch and visit the town. - Aperitif at hotel Villa Ducci when finished. Kalitumba Tours offers you to see Tuscany through the eyes of a real local on a Vespa. Experience the Italian lifestyle in a unique way and enjoy 'La Dolce Vita Italiana'. We have selected the most scenic and calm routes for you to ride, and suggest the cosiest and qualitative restaurants to enjoy. After the tour you can taste an Italian aperitivo; the famous 'Vernaccia di San Gimignano'. This will be offered by us to wind down and relax after your Tuscan Vespa tour at hotel Villa Ducci, which will be the point of departure and return.

A wonderful walk along the Via Francigena to discover the most panoramic company "cru". We will talk about our reality and we will discover all the secrets that link native vines with a territory unique in the world. We will visit, if interested, the Parish Church of Cellole, one of the most beautiful and mystical Romanesque churches in the region. In the shade of an oak tree, with a breathtaking view of San Gimignano, we will taste 3 of our organic wines with Tuscan appetizers. Upon returning to the Company, visit our simple but professional wine cellar.