Top Siena Transportation Rentals

Become a pilgrim of sorts and take a scenic hike on the historic Via Francigena, an old pilgrimage route that stretched from Canterbury in England to Rome. The rural route takes you through villages, vineyards, and some of the most scenic countryside in Tuscany. Best of all, once you get to the medieval village of Monteriggioni you're rewarded with a wine tasting. At the end, head back to Siena via train.

Skip the crowds and delays of the train and opt for this stress-free private transfer directly from your Siena hotel to your final destination in Florence. Avoid the hassle of lugging your heavy bags and relax on board a quiet, air-conditioned vehicle while you enjoy the Tuscan views along the drive. Arrange drop-off at any location in Florence, including the airport, train station, or any city hotel.

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.

Begin your unforgettable e-bike adventure in Castellina in Chianti, exploring the stunning Tuscan hills, vineyards, and historic villages at your own pace. Thanks to the electric assistance, this tour is accessible to all fitness levels, allowing you to fully enjoy breathtaking, postcard-perfect landscapes without the strain of challenging terrain. Combining gentle exercise, nature, and culture, this experience offers a truly unique way to discover the beauty of Chianti in a single day.

Embark on a one-of-a-kind adventure through the rolling Tuscan hills in a classic Fiat 500 – an authentic Italian icon. This rental offers a perfect blend of relaxation, nostalgia, and discovery as you cruise along scenic country roads, explore charming historic villages, and take in the beauty of vineyards and olive groves. What makes this rental truly unique is the combination of slow travel, vintage charm, and the chance to connect with Tuscany’s landscape and traditions at your own pace. Optional stops at local wineries offer opportunities to taste renowned Chianti wines right at the source (tastings not included). Ideal for couples, friends, or anyone seeking a memorable and stylish way to explore Tuscany, this tour combines freedom, authenticity, and the timeless joy of driving a vintage car.

Renting a Vespa for the day offers a truly immersive and unforgettable way to explore the heart of Chianti. Glide through picturesque Tuscan landscapes—lined with vineyards, olive groves, and golden fields—at your own pace, soaking in the sights, scents, and silence of the countryside. What sets this experience apart is the sense of freedom, intimacy with nature, and the iconic charm of riding a Vespa through postcard-perfect scenery. Easy to handle and ideal even for beginners, each Vespa comfortably seats two—perfect for couples or friends sharing the adventure. This is not just a ride; it’s an authentic slice of Tuscany, seen and felt from the seat of a classic Italian scooter.