The Grand Escape · The Route Guide · Tuscany 2027
Riders on a winding road through the bare clay hills of the Crete Senesi

The Grand Escape

Tuscany

The Route Guide

600 km · 7,500 m of climbing
Saturday 9 October 2027 · Campiglia Marittima

Contents

  1. —Before anything else2 minHow the fourteen chapters are put together, the three questions riders ask first, and what you won't find here.
  2. 1What The Grand Escape is2 minOne tarmac loop, one shared Saturday start, then your own pace and the beds you book yourself.
  3. 2What it isn't1 minNo ranking, no guide, no van behind you. The things it is not, so you know if it's for you.
  4. 3The web app2 minWater, food, workshops and beds along the loop on one map, before you leave and while you ride, even with no signal.
  5. 4Before the start1 minPicking up your pack in Campiglia Marittima on Friday, rolling out together on Saturday, and what to sort at home first.
  6. 5The lands you ride through11 minFrom the sea at Campiglia Marittima to Pitigliano on its rock, the climb to Radicofani, Florence at sunset and back.
  7. 6A typical day2 minFrom the alarm you set to dinner, with coffee, the WhatsApp group, a climb and the long hours alone.
  8. 7Where you sleep1 minHotels, B&Bs and agriturismi instead of a tent, and why Pitigliano, Sorano and Radicofani need booking early.
  9. 8The questions you don't ask15 minEight doubts riders keep to themselves, from your legs and your bike to riding alone, each with a straight answer.
  10. 9The voices2 minRiders filmed during the event on what stays after Tuscany, the quiet, the camaraderie and Monday back at work.
  11. 10Prepare & Pack9 minWhat to buy, how to load the bags, a list to print, following a GPS track and three months of training.
  12. 11How to get to Campiglia Marittima2 minOne station for start and finish, trains from Pisa and Rome, the Pisa Mover from the airport, and the Aurelia by car.
  13. 12How to get in1 minRegistration opens one morning in January. How the list hears 24 hours earlier, and the one step after you register.
  14. 13The promise1 minThree promises, and every question in this guide answered in a single line.

Before anything else

This guide answers the questions you probably have in your head, so you can find out if you are one of them.

Something about The Grand Escape Tuscany caught your eye. You haven't decided anything yet. That is exactly the right place to start. This is not a brochure. No pile of adjectives, no sales pitch, and no hiding the uncomfortable parts. Each chapter takes one question riders ask before they sign up and answers it with facts you can check.

Fourteen chapters, in the order your questions come. You start with what The Grand Escape is, what it isn't and the web app that rides with you. Then you ride through the lands, a typical day and the places where you sleep. After that come the questions you don't ask out loud, the voices of those who rode it, how to prepare and how to get in.

The voices in these pages belong to people who rode it for real. Their words are left as they wrote them, signed without surnames. Read them the way you would read a message from a friend after a long day in the saddle.

You are here to find out if you are one of them. Maybe you already know. Maybe some questions still sit at the back of your mind, the ones you don't say out loud. For this route, these are the ones riders carry most often.

Three questions come up first for this loop, and each has a number and a chapter.

Is this loop worth the trip for me? You ride a 600 km ring from the sea to Florence and back to the sea, starting and finishing in Campiglia Marittima. Read «The lands you ride through».

Can my legs handle the hills? You climb 7,500 m, and that is a lot. Most of it comes as one hill after another rather than one big pass, so your legs keep working all day. Read «Can I actually do this?»

How many days off do I need to take? Most riders finish in three to five days, so you choose the pace that fits your leave. Read «How many days off do I need?»

Read in order, or jump straight to your question.

This guide is written on the 2026 routes. The 2027 routes are not fixed yet, so some places you read about may change. The GPS track is not in here. You get it when you sign up.

Chapter ten is yours either way. It is called Prepare & Pack and covers your bike, your bags, the packing list, the GPS track and training. It is useful even if you decide not to sign up.

1

What The Grand Escape is

A loop on tarmac you ride at your own pace, starting and finishing with everyone else in the same place.

You ride one loop and you end where you began. The loop is 600 km with 7,500 m of climbing, and it starts and finishes in Campiglia Marittima. It is 100% tarmac, on cycle paths and quiet secondary roads. There are no gravel sections to plan around. The bike you already ride on the road is enough.

You start together, then the road is yours. You start with everyone else on a Saturday in October. From that moment you set the pace. Some riders put in long days. Others stop for a photo, a coffee, a view they want to keep. Most riders finish in three to five days.

You follow the track on your own screen. You get the track when you sign up, and you follow it on your GPS or your phone. There is no group to keep up with and no one telling you when to stop. You ride alone, or with the riders you meet along the way. Nobody checks your time.

A rider with loaded bags in the low evening sun, cypresses behind

Every road on the loop has been ridden, not drawn on a screen. The places are beautiful, ready to welcome riders, and see few cars. When the route climbs, it has a reason. The climb takes you somewhere worth seeing, or it keeps you off a busy road.

Three editions share the same format. Italy/Slovenia rides in June, Germany/Austria in September, Tuscany in October. The land changes from one to the next. The way you ride stays the same, and you join thousands of riders since 2023 who have ridden it that way.

«I don't like racing anymore and these are perfect in such a mood, I love them.»

Salvatore, Italy/Slovenia 2025

You plan your own nights. You choose where to sleep and you book it yourself. The freedom to stop wherever you like comes with that planning, and it stays in your hands from the first night to the last.

How it works

  1. You get the track when you sign up.
  2. Everyone starts together on a Saturday.
  3. You ride at your own pace.
  4. You decide where to sleep each night.
  5. You finish where you started.
  6. Nobody records your time.
2

What it isn't

Here is what The Grand Escape is not, so you can tell straight away if it is for you.

  • Not a race. There is no ranking, no stopwatch and no checkpoint. Nobody waits at the finish to note who rolled in last.
  • Not a guided tour. No guide rides in front of you and there is no group to keep up with. You set off when you want and ride with whoever you like.
  • Not a package holiday. You choose where to sleep and you book it yourself. Nobody carries your bags, so everything you need rides on your bike.
  • Not a supported ride. No van follows you and there is no medical or mechanical assistance along the road. That freedom is also your responsibility, and the safety nets have their own chapter.
  • Not a gravel event. The whole route is on tarmac. You ride asphalt from the first pedal stroke to the last.
  • Not a ride for special bikes. Road, endurance, gravel and e-bikes all work. The bike you already own is very likely the right one.
  • Not a test of anything. You decide how long each day is and where you stop. Nobody is watching the clock because there is no clock.

«I like that it is not a race. It's more of an experience… you can choose how far you want to ride depending on how you feel that day.»

Camilla, Germany/Austria 2025

Take all of this away and what is left is the road. You ride it at your own pace.

Riders raising their glasses at a table under a wooden pergola
3

The web app

You get a web app that shows you what is ahead on the loop, before you leave and while you ride.

When you sign up, you get access to the event web app. Every rider on the start line has the same app. You save it on your phone as an icon. It works without signal too, so a valley with no coverage does not leave you guessing.

At home, you plan the trip from the sofa. You open the map of the route with its elevation profile and download the GPX file. Then you prepare, step by step.

  • You follow a list of things to do before the start, in order, and tick each one as you go.
  • You read the useful notices of the moment.
  • You search across everything, from water and trains to your race pack, weather and beds.

On the map, the loop is already full of what you need. You see water fountains, bars, restaurants, grocery shops, bike workshops and places to stay. Places to stay sit on the map with prices and availability, so you see your options for the night before you even pack.

«Really well planned how it went past water fountains and food stops at the right points.»

Rider, Italy/Slovenia 2025

In the saddle, you open «where am I». You see where you are, at which kilometre, and what comes next to eat and to sleep. You are in a village you have never heard of, and you already know where the next fountain is.

You know how much light is left. The app gives you the weather and the time of sunset, so you decide whether to push on or stop early. You can share your position with someone at home. The emergency number 112 stays close at hand.

This guide is written on the 2026 routes and app. Something may change in 2027.

The app tells you where things are. It does not decide for you. Where you stop and where you sleep, you choose and you book yourself.

Preview · you've read 4 of 14 chapters

Read the whole guide

Leave us your email and the whole guide opens right away, all fourteen chapters.

Locked chapter

4

Before the start

Picking up your pack in Campiglia Marittima on Friday, rolling out together on Saturday, and what to sort at home first.

Unlock with your email

Locked chapter

5

The lands you ride through

From the sea at Campiglia Marittima to Pitigliano on its rock, the climb to Radicofani, Florence at sunset and back.

Unlock with your email

Locked chapter

6

A typical day

From the alarm you set to dinner, with coffee, the WhatsApp group, a climb and the long hours alone.

Unlock with your email

Locked chapter

7

Where you sleep

Hotels, B&Bs and agriturismi instead of a tent, and why Pitigliano, Sorano and Radicofani need booking early.

Unlock with your email

Locked chapter

8

The questions you don't ask

Eight doubts riders keep to themselves, from your legs and your bike to riding alone, each with a straight answer.

Unlock with your email

Locked chapter

9

The voices

Riders filmed during the event on what stays after Tuscany, the quiet, the camaraderie and Monday back at work.

Unlock with your email

Locked chapter

10

Prepare & Pack

What to buy, how to load the bags, a list to print, following a GPS track and three months of training.

Unlock with your email

Locked chapter

11

How to get to Campiglia Marittima

One station for start and finish, trains from Pisa and Rome, the Pisa Mover from the airport, and the Aurelia by car.

Unlock with your email

Locked chapter

12

How to get in

Registration opens one morning in January. How the list hears 24 hours earlier, and the one step after you register.

Unlock with your email

Locked chapter

13

The promise

Three promises, and every question in this guide answered in a single line.

Unlock with your email

Preview · 4 of 14 chaptersUnlock