Starting and ending in Campiglia Marittima, the route crosses white roads, medieval villages, rolling hills, vineyards and coastal stretches, creating a journey that goes far beyond simple cycling.
Everyone chooses their own pace, stops, places to sleep and way of experiencing the adventure.
1. The white roads: the Tuscany Trail between dust, hills and freedom
• The Tuscany Trail often begins like this: the bike ready, a light backpack and the feeling of heading towards something completely different. The iconic Tuscan white roads become the heart of the journey, surrounded by panoramic climbs, cypress-lined paths and countryside that changes color throughout the day.
• The main route stretches over 440 km, crossing some of Tuscany’s most iconic landscapes, with more than 5,000 meters of elevation gain through gravel roads, trails and secondary roads.
• Here, reaching the destination is not the only thing that matters: the rhythm matters too. You stop for a photo, a coffee in a small village or simply to admire the landscape in silence.
The white roads are the perfect choice for those looking for Tuscany’s most authentic, sporty and free-spirited side.
2. Tuscan villages: the Tuscany Trail between stops and discovery
• Along the route, the Tuscany Trail passes through some of the region’s most fascinating places: Massa Marittima, Volterra, San Gimignano, Monteriggioni, Siena and Pienza, among medieval squares, scenic ups and downs and small villages where time seems to slow down.
• One of the most charming stops is Massa Marittima, with its medieval old town, stone alleys and beautiful Piazza Garibaldi, which has become one of the favorite spots among Tuscany Trail participants over the years.
• From May 22, 2026, the Pian dei Mucini Resort reopens in the heart of the Maremma, becoming the perfect place for those who want to enjoy the final days of the Tuscany Trail surrounded by nature, relaxation and local discovery.
• It’s the perfect moment to slow down: an outdoor lunch, a fountain in the square to refill your water bottle or a walk through historic streets and artisan shops.
The villages are the ideal choice for those who want to experience the Tuscany Trail as a journey of discovery and territory.
3. Sea and nature: the Tuscany Trail between coastline and open views
• One of the most surprising aspects of the Tuscany Trail is the constant change of scenery. From the hills, the route suddenly reaches the sea, with pine forests, coastal paths and beaches that become perfect spots for a relaxing break.
• The trail also crosses areas of the Tuscan Maremma and the Etruscan Coast, where cycling means alternating gentle climbs, open views and long stretches immersed in nature.
• In 2026, there will also be the new Chianti Detour, an optional section dedicated to the legendary white roads of Chianti, among vineyards and historic villages.
The coast is the perfect choice for those who want to combine sport, nature and moments of pure relaxation.
4. The Tuscany Trail after sunset: sharing and new connections
• The Tuscany Trail is not only about cycling: it’s also about sharing the journey. After a day on the bike, campsites, squares and meeting points become places where people exchange stories, routes and experiences from the road.
• Every year, thousands of participants from all over the world take part in the event, creating an international community united by the same desire for adventure and freedom.
• Even fatigue takes on a different meaning: it becomes part of the experience, together with laughter, dust on your shoes and shared kilometers.
This is the perfect choice for those who see the Tuscany Trail not just as a route, but as an unforgettable experience.
Which one to choose?
It’s not just a trail, it’s the way you want to experience Tuscany.
– The white roads are perfect if you’re looking for freedom, sport and iconic landscapes.
– The Tuscan villages, such as Massa Marittima, are ideal if you love discovering authentic places while staying at the Pian dei Mucini Resort, reopening from May 22, 2026.
– The Tuscan coast is the right choice if you want to combine cycling, sea and relaxation.
– The atmosphere of the after sunset moments is perfect if you’re looking for sharing, encounters and a spirit of adventure.
The Tuscany Trail is the perfect opportunity to cross Tuscany in a completely different way, one kilometer at a time.