Top Tuscany Adventure Tours

This self-guided bike tour allows travelers to explore country roads between Lucca and Pisa on their way to the Leaning Tower of Pisa. Follow a 20-mile (33 kilometers) route on dirt and asphalt backcountry roads around the Monti Pisani hills. A little over the halfway mark, stop for a break in San Giuliano Terme’s charming central square. Return to Lucca on a direct bike route or short train ride (own expense).

Just 20 minutes from Florence, Chianti reveals itself as the heart of historic Tuscany. You’ve likely tasted its world-renowned wine, but have you ever breathed in the air above the vineyards where it’s made? It’s a unique experience that goes beyond the typical food and wine tour, something you should try at least once in your life. - Explore Tuscany from above with an exciting hot air balloon ride, departing from San Casciano in Val di Pesa. - Be amazed by the unparalleled beauty of the Tuscan countryside during a panoramic flight that offers breathtaking views of hills dotted with villas, castles, vineyards, and olive groves. - At the end of this unforgettable experience, celebrate the moment with a glass of prosecco as you land.

Begin your 90-minute panoramic journey through Florence and its surrounding hills, discovering the peaceful beauty that embraces the city. From your eco-friendly open-air Golf Cart, glide along elegant avenues and winding country roads framed by olive groves, cypress trees, and Renaissance villas. Your local guide will lead you to some of Florence’s most breathtaking viewpoints. Admire the grandeur of Villa del Poggio Imperiale, the serenity of Arcetri, and the timeless charm of San Miniato al Monte, where the city unfolds beneath you in all its splendor. Continue to the iconic Piazzale Michelangelo for unforgettable photos, then enjoy the quiet elegance of Bellosguardo Hill and Via di Marignolle, where the Tuscan landscape reveals its most authentic side. As you travel through these sun-drenched hills, you’ll experience Florence from a unique perspective — one of calm, beauty, and history. This panoramic experience is a relaxing, elegant, and eco-friendly.

Tick off several of Tuscany's most renowned locations during this full-day Vespa tour. Enjoy some photo stops in the vineyards and take a guided stroll through the picture-perfect village of San Gimignano, with free time to explore. The tour includes a typical Tuscan light lunch paired with a tasting of some local wines and olive oils.

Open the doors of the Sienese countryside on horseback and immerse yourself in the breathtaking landscapes of the Tuscan countryside. Cross vineyards, rivers, olive groves and roads with cypress trees. See and touch the flora and fauna of the Sienese countryside with a guide who will explain the various plants and animals and the history of the places you will encounter during the tour. The walks in the Sienese countryside are suitable for everyone, from beginners to experts. The horses used for the tours are well trained and calm, suitable for everyone. Stop for a picnic in the shade of the river in the Siena area or for a tour and tasting in a winery. Spend an unforgettable day and discover Tuscany with different eyes as you ride your horse, seeing and touching the historic countryside and traditions of Siena.

Explore the enchanting Tuscan hills on an electric bike ride from Florence without the hassle of following a map. Travel off the beaten tourist path into the surrounding countryside, where you’ll cycle past vineyards, churches, and olive groves. Make a stop at a local farm to sample olive oil with fresh homemade bread, then learn about the harvest and production in the garden. Explore hidden corners of Tuscany and make a stop at San Miniato al Monte for breathtaking views of Florence.

Get off of crowded tour buses and behind two wheels of a zippy Vespa on this “ultimate” tour of Chianti. After a short skill check test at our base, explore the Tuscan countryside and Chianti hills past vineyards, olive tree groves, and rural villas. A small group means more attention from your guide. Then, ride the scenic Chianti Road on the return journey.

With this self-guided tour, get a taste of Chianti without long day trips or drives—just hop on an e-bike and follow GPS directions to a vineyard on the outskirts of Florence. Easily scale the lovely Florentine hills with a battery-assisted boost and directions on an included GPS device. Sample Chianti-style wine and other Tuscan products at a vineyard in the ancient Etruscan town of Fiesole, and enjoy inspiring views of Florence on the ride back down.

Explore the Tuscan countryside in true Italian style — on a Vespa! After a short van ride from Florence and a riding lesson, spend the morning zipping along scenic country roads from the seat of your very own two-wheeler. Cap off your ride with a traditional Tuscan lunch and Chianti wine tasting before heading back to Florence in time for other planned activities—or an afternoon nap.

Explore Florence quickly and efficiently on a guided bike tour, available in both the morning and afternoon. Pedal past attractions such as the Dante House Museum (Museo Casa di Dante), where the author of the Inferno was born. Stop at landmarks such as the Ponte Vecchio, Piazza della Signoria, the Duomo, and Piazza della Repubblica.

Get a true taste of Tuscan life on this small-group bike tour from Florence with lunch. Start in the quieter Oltrarno district and cycle along scenic country roads, avoiding busy city traffic. Take in the panoramic views and learn about the local culture from your guide. Visit a family-run farm to taste regional wine and extra virgin olive oil before sitting down to a traditional Tuscan lunch.

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.

Admire Italy's most famous Renaissance city from new heights with this exclusive hot air balloon flight over Florence. Float above the Arno River to admire Ponte Vecchio and, depending on where the wind takes you, the soaring dome of the cathedral and other landmarks in the historic center. Views stretch across the city to the Chianti countryside beyond, making for unforgettable photos.

Ride your own Vespa through Tuscany on this group tour from Florence. A local guide leads the way up through the scenic hills, where you pass the famous Piazzale Michelangelo and the Church of San Miniato al Monte. Afterward, head back to a country estate for a traditional Italian meal to top off your journey.

Ideal for travelers looking for off-the-beaten-path adventures, Italian-style, this tour pairs an all-terrain vehicle (ATV) off-road session with wine tastings and medieval village visits. After a quick lesson, explore the Chianti countryside riding your own ATV or on the back of someone else's. Then, hop on the tour minivan and head to the Tuscan hill towns of Montefioralle and Piazza Matteotti for exploring and shopping. Finish the day with a generous lunch and six wine tastings at a classic Tuscan winery.

Discover the best of Tuscany in this immersive tour. Enjoy a serene horseback ride through vineyards and olive groves, visit the medieval gem of San Gimignano, and explore the fascinating 1300 Museum. Indulge in a guided wine tasting paired with a Tuscan lunch at a local winery. This small-group tour is a perfect blend of history, scenery, and flavors.

Explore the rolling hills, sun-blushed vineyards, and winding country lanes of Tuscany from a classic Italian Vespa. Hop aboard your own 50cc Original Piaggio Vespa scooter or share one with a friend, and follow your guide on a scenic tour of the Chianti region. Enjoy the views of the skyline of the Medieval walled city of San Gimignano, jump off to admire the views, and enjoy a delicious wine-tasting lunch at a Tuscan winery.

Explore the Tuscan countryside during a full-day tour from Florence with horseback riding. Your guide provides a gentle horse and riding gear, then leads you through the vineyards, olive groves, and rolling hills of the Chianti region. Afterward, visit the medieval town of San Gimignano, and enjoy a typical Tuscan light lunch with a wine pairing. Option available to substitute a farm tour for the horseback ride if desired.

Explore the picturesque Tuscan countryside on this self-guided bike tour from Lucca to Montecarlo. Pedal through scenic vineyards, olive groves, and historic villas as you traverse the renowned wine roads. Take breaks for wine tastings or enjoy a traditional Tuscan lunch at charming trattorias in Montecarlo. With an easy-to-follow app and a self-guided kit, you can set your own pace while soaking in the stunning views. Perfect for biking enthusiasts, this tour promises an authentic taste of Tuscany. - Self-guided tour with flexible itineraries and a mobile app - Choose between E-bike or Trekking bike for your adventure - Enjoy a scenic 54 km roundtrip, usually taking 5 hours in total - Wine tasting and lunch options available in Montecarlo

One of the best ways to see the Tuscan countryside is up close by bike. This half-day small-group bike tour conveniently departs from Florence and takes care of the itinerary and equipment rentals for you. Focus on sightseeing while your guide handles the navigation. Enjoy a tasting of local foods such as olive oil, fresh bread, and Tuscan cold cuts paired with a glass of Chianti wine.

Rent an e-bike in Pisa, and follow the Trammino bicycle path that leads from the city to Pisa Marina. You’ll pass some of the locally loved landmarks such as the Arno’s Mouth and the "retoni" fishing nets en-route to the bustling harbor where restaurants, gelato shops, and a beach beckons. Even better: You’ll enjoy the cycle without the effort of a manual bike, or the emissions of a car.

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.

Explore the beautiful villages of Cinque Terre during this full-day tour from Florence. With round-trip transportation included, you can skip the hassle of renting a car for travel to and between Manarola, Monterosso, and Vernazza, nestled on cliffs by the sea. Coach transportation to and from Florence and train tickets in between the villages are included.