Virtual Tuscany Trail Challenge

Tuscany Trail, a virtual route challenge on Route Rally.

Take on one of Europe's most celebrated bikepacking and gravel routes from your own roads and trails. The Tuscany Trail covers roughly 443 km (about 276 miles) through Tuscany's hills, forests, vineyard valleys and medieval hilltop towns, linking remote gravel roads and ancient tracks across one of Italy's most scenic regions. Route Rally turns every synced ride, run or walk into progress along this epic Italian circuit.

  • Route: Tuscany Trail
  • Distance: 443.5 km
  • Elevation gain: 8837 m
  • Epic gravel and mountain bike adventure
  • Best for: Longer rallies of your own for cyclists, runners and walkers, and multi-month endurance goals

Planning your challenge

A cyclist averaging 150 km/week finishes in about three weeks; a runner at 40 km/week takes around eleven weeks, and a walker at 30 km/week completes it in roughly fifteen weeks.

This is a Long route by Route Rally distance bands, and one of the longer international routes in the catalogue. Best for those who want a substantial multi-month goal with strong visual appeal.

Works well for cyclists, gravel riders and runners who want a long Italian route with real character as a sustained training target.

Create your own rally for your own Tuscany Trail target, solo or with a group sharing one leaderboard.

Why this route

  • The Tuscany Trail is one of Europe's best-known bikepacking routes, covering about 443 km (276 miles) through the hills and forests of central Tuscany on gravel roads, tracks and trail.
  • As a virtual challenge you cover the distance in your own time, with rides, runs and walks from wherever you train all counting towards the Italian circuit finish.
  • The route passes through some of Tuscany's most iconic landscapes: the Crete Senesi clay hills, the Maremma coast, the Apennine forest and the vineyards of the Chianti hills.
  • Its long distance makes it a substantial multi-month goal for cyclists and a serious endurance target for runners and walkers.
  • The strong visual appeal of Tuscany gives it broad attraction beyond the gravel cycling audience, and the distance means it works well as a flagship target for a longer rally.

Highlights

  • Follow ancient gravel roads and tracks through the rolling hills and cypress avenues of central Tuscany
  • Pass through medieval hilltop towns including Volterra, Massa Marittima and Montalcino
  • Descend to the Maremma coast and the Etruscan landscape of southern Tuscany
  • Climb through the Apennine forests and the Chianti wine country on the return leg

Common questions

How do my rides count towards the Tuscan circuit?

The feed does it for you. With Strava or Apple Health linked, every ride, run or walk on it takes you further through the hills and gravel roads of the loop. At 150 km a week a cyclist finishes in about three weeks, while a runner at 40 km a week takes around eleven.

Do I have to ride gravel, or be in Italy?

Neither. The trail is a distance to cover rather than a surface or a place, so road miles, trail miles and treadmill miles all count the same. The real event is a bikepacking route through Volterra, Montalcino and the Chianti hills; the virtual version lends you its length and its map.

Is the Tuscany Trail a cycling-only route?

The real Tuscany Trail is a bikepacking and gravel cycling event, but Route Rally counts any discipline towards your virtual distance. Runners, walkers and road cyclists can all take on the same virtual route.

How long does it take to cycle?

At a steady 150 km a week you finish in about three weeks. Push to 250 km a week and you can complete the circuit in under two weeks. The end date is chosen when you create the rally, so the pace is up to you.

Start your Tuscany Trail Conquest

Joining is free. Connect Strava or Apple Health once and every ride, run or walk you record syncs automatically, moving you along the route without anything else to log.

Start your Tuscany Trail Conquest, free to join