Self-Guided Cycling in Italy | Explore Tuscany at Your Own Pace
Living in Japan and dreaming of cycling in Italy? Cicloposse Japan, based in Okayama, is the Japan-side partner of Cicloposse Italia. Contact us to start planning your tour.
A different way to travel, beyond guided tours
There's more than one way to explore Italy by bike. On a guided tour you ride with a local guide and learn about the culture and history. On a self-guided tour you ride freely at your own pace, with detours and breaks whenever you like.
Both are special ways to experience the real Italy, but a self-guided tour has a charm of its own.
A long ride on your own strength brings a sense of achievement and a special kind of experience. The joy of moving at your own rhythm is what self-guided touring is all about.Source: Cycle Sports
Why choose a self-guided tour
A flexible schedule Adjust your pace and breaks to how you feel each day.
Room for detours and discoveries Small villages, a café that catches your eye, a local market: chance encounters become part of the trip.
A private experience Travel with trusted friends or a small group, with no one else to worry about.
A worry-free package Hotels, restaurant bookings and luggage transfers are arranged in advance, so you can focus on riding and enjoying yourself.
Great value With no guide fees the tour costs less, and you get to choose your dates, companions and detours.
Perfect for you if you
want to travel at your own pace
love taking your time over photos and videos
value small discoveries and local experiences
want to travel with trusted friends or a small group
How it differs from a guided tour
On a guided tour you ride with someone who knows the area inside out, so you learn about culture, history and hidden spots efficiently. On a self-guided tour you enjoy more freedom and a more private trip. Both have their appeal, and the right choice depends on your goals and travel style.
How a self-guided tour works
Cicloposse designs each route on quiet country roads with little traffic. Hotels are carefully chosen to be cyclist-friendly, with safe bike storage and e-bike charging. Your luggage is moved to the next hotel every day, so you ride light.
On the first day you meet our local staff in person for bike delivery, bike fitting and a route briefing.
Navigation without stress
Routes are preloaded in RideWithGPS, a cycling app, together with points of interest and daily information. It works offline and offers voice navigation. Route notes and maps are provided too.
Self-guided, but never on your own
During your trip, an emergency number connecting you to our local staff is always available. Our local team knows the roads, hotels and weather, and can help with anything from a mechanical issue or feeling unwell to simply wanting a later start in the morning.
Living in Japan? Contact Cicloposse Japan and we'll help you plan your trip.
Self-guided tours since 1995
Cicloposse has been running self-guided tours since 1995, and the very first ones were born right here in Tuscany. Our team are cyclists who live here, so we know which roads are a joy to ride.
Which bike? Exploring Italy by road bike
For details, see our bike lineup page.
Six things to check before you book
Hotels: check the hotel list before you confirm.
Local support: is there someone on site to help if something goes wrong?
Bikes and equipment: what type of bike, and what equipment comes with it?
Luggage: are there limits on the number or weight of bags?
Navigation: is there an app or road book, and does it work offline?
What's included: what does the price include, and what doesn't it?
Before comparing prices, compare what's included.
In summary
How you ride the real Italy is up to you. With hotels, restaurants and luggage transfers all arranged, you're free to set off on your own adventure.
See Cicloposse Japan's most popular self-guided tour here.
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