moderate
3–6 hours daily
Participants should have stamina for multiple days of sustained riding on mixed terrain.
Tackle Tuscany’s iconic roads aboard a lightweight Wilier GTR TEAM with Smile & Ride in Pisa. Six days of cycling that blend high-tech gear with Italy’s rich landscapes and culture.
Set against the timeless backdrop of Pisa, Italy, Smile & Ride offers a premium six-day road cycling journey that merges high-performance technology with the distinct terrain of Tuscany. Known worldwide for its iconic Leaning Tower, Pisa is more than just a historic city; its surrounding landscapes provide a dynamic canvas for cyclists craving both challenge and exhilaration. The Ride is centered around the Wilier GTR TEAM bike—a precision-engineered, carbon frame road bike outfitted with Shimano Ultegra components—balancing speed and comfort for those long rides through rolling hills and rustic villages.
Cycling enthusiasts will find themselves navigating a patchwork of cobblestone streets, vineyard-lined country roads, and gentle Tuscan slopes, where the air carries the scent of cypresses and wildflowers. This part of Italy is rich with geological features, including limestone formations and river valleys, which shape the smooth yet varied elevation profile perfect for sustained endurance rides and surprise sprint segments. Smile & Ride’s trip setup equips riders with essentials such as a lock and repair kit, ensuring confidence on the road, while optional gear upgrades accommodate customized comfort and safety needs.
This experience stands apart by blending expertly maintained equipment with a deep connection to local culture and geography—making it ideal for intermediate to advanced riders who appreciate both the machine and the scenery. Beyond the rides, participants can savor local Tuscan flavors and historic hamlets untouched by mass tourism, delivering an authentic immersion into this region’s outdoor lifestyle.
Smile & Ride’s presence in Pisa highlights how road cycling can be more than sport: it’s an engagement with history, landscape, and Italian craftsmanship—turning every mile into a journey worth remembering.
Tuscan routes shift between paved town streets and rural roads; anticipate changes in surface quality, especially near villages.
Flat tires are common on road trips; Smile & Ride includes one, but knowing basic repairs helps keep you on the road.
Routes include some public roads shared with vehicles—always stay alert, signal turns, and yield where required.
Tuscany’s warm climate can dehydrate riders quickly; bring water bottles to refill during stops.
Pisa’s cycling routes often cross paths with medieval trade trails and Roman roads, blending sport with centuries of history.
Local initiatives promote sustainable tourism and cycling to reduce car traffic and preserve the Tuscan countryside.
Mandatory for safety, especially on variable road surfaces.
Protect hands and improve grip during long rides.
Keeps you dry during sudden showers or chilly morning starts.
spring|fall|winter specific
Critical to stay hydrated, especially under the strong Tuscan sun.
summer|null specific