Clear, honest answers to help you plan your cycling trip in Italy —
from booking to bikes, logistics, safety, and travel planning.
If you can’t find the answer here, contact us — we usually reply within 24 hours
🗓 Booking & Payments
Yes. We offer scheduled group bike tours, which you can find in our Tour Calendar
Self-guided tours, private tours, and custom trips are available on request, with flexible dates.
We recommend booking at least 3–6 months in advance, especially for peak season (May–September), to ensure the best availability of bikes and accommodations.
A deposit is required to confirm your booking.
The remaining balance is usually due 6–8 weeks before departure.
Cancellation terms vary depending on the tour type and departure date.
You can read the full policy here: Cancellation Policy
Yes — every tour page includes a “Book Now” button.
After you submit your request, we reply within 24 hours to confirm availability.
- For scheduled group tours, confirmation is usually immediate
- For private, custom, and self-guided tours, we first verify hotels, bikes, and logistics before confirming
Payment can be made by bank transfer or credit card (Visa and Mastercard).
Credit card is the most commonly used option, as it’s fast and secure.
As a licensed tour operator, we can process card payments remotely in a safe and compliant way.
🚴 Bikes & Equipment
We provide premium road, gravel, e-gravel, hybrid, and e-bikes.
All bikes are regularly serviced and professionally fitted to your size and riding style.
Our main bike fleet is available for all our guided tours and for self-guided tours in Tuscany, Umbria, and Sardinia.
For self-guided tours in other destinations (such as Puglia, Sicily, and Romagna), we work with trusted local partners and provide high-quality bikes, with full specifications shared before confirmation.
Yes — you’re welcome to bring your preferred pedals or saddle. We’ll install them for you.
Yes. Helmets are provided — and helmet use is mandatory on all Cicloposse tours. You’re also welcome to bring your own.
In general, no — our bikes are reserved for guests traveling with Cicloposse.
This ensures availability and reduces the risk of theft, since we manage accommodations and secure storage.
In special cases (for example, private groups staying in a villa with secure storage), exceptions may be possible on request.
Yes, absolutely. Many guests travel with their own bike.
We recommend considering transport logistics, packing, airline handling, and local support — and we’re happy to advise.
If you’re reserving a bike for the tour, we use your height to reserve the correct frame size.
Riding a properly fitted bike is essential for comfort, performance, and enjoyment — whether it’s a road bike, gravel bike, or e-bike.
You can enter your height in meters or feet — whichever you prefer.
💪 Fitness & Difficulty
Our tours range from moderate to challenging — we do not offer true “easy” rides.
A minimum level of training is strongly recommended, especially to feel comfortable spending several hours in the saddle. We’re happy to help you choose the right tour.
In many cases, it’s possible to add extra mileage or extend rides.
Reducing difficulty is sometimes possible by shortening distances, but the terrain remains the same — Italy’s hills are part of the experience.
Yes — e-bikes are available on all Cicloposse tours, making climbs and longer distances more accessible.
🧳 Logistics & Accommodation
Yes — luggage transfer between hotels is included on all Cicloposse tours, so you can ride light and focus on the experience.
We carefully select boutique hotels, agriturismi, and small luxury properties, chosen for their comfort, character, location, and warm hospitality.
Transfers are not always included, but we provide clear instructions to reach the tour starting point using public transportation.
If preferred, we can connect you with trusted professional drivers for airport or train station transfers.
Tour inclusions typically cover accommodation, breakfasts, selected meals, bike rental, route planning, luggage transfer, on-tour support, and selected activities.
Exact inclusions are clearly listed on each individual tour page.
🧭 Self-Guided Tours
You ride independently using GPX tracks on RideWithGPS, with luggage transfer, detailed route notes, and on-call local support.
Yes — routes are carefully curated, tested, and intuitive.
With our RideWithGPS Tour Operator account, maps are available offline, making navigation reliable even in remote areas.
You’ll have clear emergency contacts, assistance instructions, and local support whenever needed.
🌦 Weather & Best Season
Spring (April–June) and fall (September–October) are ideal, with mild temperatures and beautiful scenery.
Summer is also possible with early starts, adjusted distances, and smart pacing.
We adapt plans to keep the experience enjoyable and safe.
Depending on conditions, we may offer alternative routes, flexible schedules, rest days, or — in case of heavy rain — a hotel-to-hotel transfer on self-guided tours.
🛡 Insurance & Safety
Yes — we strongly recommend comprehensive travel insurance, including medical coverage and trip cancellation protection.
We cannot provide insurance directly — coverage must be purchased in the traveler’s country of residence.
Yes — our routes prioritize quiet roads, scenic backroads, and safety-focused planning.
You’ll receive clear emergency contacts, assistance instructions, and local support whenever needed.
👨👩👧 Families & Kids
In general, our tours are not suitable for families with young children.
Our destinations often involve hilly terrain, longer distances, and several hours in the saddle, which can be demanding for small kids.
For families with younger children, we’re happy to suggest alternative destinations better suited to flat cycling paths.
Our tours are generally best suited for teenagers aged 13 and older, depending on fitness, confidence, and itinerary.
We evaluate each request individually.
In Italy, e-bikes are not legally allowed on public roads for riders under 14 years old.
They may only be used in private areas such as courtyards or parks.
We help families plan legal and appropriate bike options.
🎨Traveling in Italy
Visa requirements depend on your nationality. We recommend checking official government sources.
Please ensure your passport is valid for at least 6 months beyond your travel dates.
We’re happy to assist with arrival logistics and extra nights before or after your tour.
We don’t book flights, but we can suggest airlines and routes for internal travel within Italy.
♻ Sustainability & Responsible Travel
We are a Travelife Partner, following internationally recognized sustainability standards.
We actively work to:
- Support local businesses and communities
- Reduce environmental impact and emissions
- Design low-impact cycling tours
- Promote slow, meaningful travel
Learn more here: Sustainability at Cicloposse
Yes — we prioritize local guides, boutique hotels and rural country houses, wineries, restaurants, and chefs, supporting regional economies and authentic experiences.
What makes
you different
from another
bike tour
company?
We are not focused to look for differences but highlight why we are better than other!
The main thing that we would like potential clients be aware is that we create our own trips using ingredients (hotels, guides, experiences) that we’ve discovered ourselves.
We aren’t dishing up travel as an impersonal commodity or selling someone else’s trip, we’re carefully crafting unique itineraries based on first-hand experience.
We develop our own relationships, form our own opinions, and work with whom we think does the best jobs
What makes
you experts?
30 years of experience!
We’ve worked in the travel business for a shockingly long time as cyclist travelers, guides, reporters, researchers, planners.
We’ve been to the places we send clients, and we live in out main destination Tuscany we offer.
We think that fun is a serious business.
Your bike guides are able to assemble bikes, that means they are able to solve quick mechanic problems that may occur!
You are always in a iron barrel (an Italian way to say: se in una botte di ferro)
How long
does it take
to plan a trip?
It depends on a variety of factors.
We’ve planned trips in as little as a week, while others have taken more to finalize. One thing you can be sure of is that we share your enthusiasm for finalizing the details as quickly as possible.
The more advance notice we have, the faster and easier it is to confirm a trip and the more likely it is that you’ll get exactly the trip you want.
If you wait until the last minute, it’s invariably more difficult to secure hotel availability.
Last-minute requests require an extra degree of flexibility and the planning process gets compressed but we try to do our best.
If you are a group of people asking private guided tour, please give us plenty of notice.
Can I plan
the trip
myself?
We’ve always said that in theory anyone can plan any trip, just as anyone can build their own house or fix their own car.
The more relevant question is whether or not it makes sense to do so. It’s not neuroscience, but planning a brilliant bike trips take know-how, experience, contacts, and a lot of time. Fitting the right pieces together in the right way is more challenging than it may seem. If you have the patience and gumption to tackle your own trip planning, by all means do, it can be very rewarding.
But if you’re tight on time, short on expertise, or simply “don’t want to risk blowing a day” then it makes a lot of sense to hire the right people for the job
Can I book
my own
hotels?
NO.
In order for us to plan comprehensive, seamless trips we’ve learned that we need to be in control of all the key ingredients including hotels.
It is also very important in bike tour stay in a cyclist friendly accommodation, hotel that we trust and will offer safe spot for bikes.
Anyway feel free to ask if you desire to overnight in a special hotel you heard about, we will check is possible.
How far in
advance
should I book?
We have no precise terms but much depends on the period in which you want to make your tour.
The best months for a bike tour in Tuscany, Umbria, Sardinia, Puglia, Piedmont are May, June, September and October.
We consider those four months the high season.
Sometimes it is a problem to find rooms in our first choice hotels. That is why it is best to book in advance.
Do you have
a brochure?
We don’t print brochures.
we only have digital brochures
It is part of our sustainability actions, so we pass our savings & energy directly on to you giving good price considering the high quality of accommodations, bikes and services. We try to update as much as possible the website with every information about company, itineraries, bikes and gear
Can I book
online?
To make a reservation, please choose one of the following options:
- Send us an email message to contact us: info@cicloposse.com
- Fill out our Let’s Planning form or the Check Availability form you find on web site.
- Contact us via WhatsApp (+393450371289) to inquire about availability.
The reason is we need to check the availability of hotels and bikes, before send you confirmation.
Especially for Self guided Bike tour
Can kids
join a
bike tour?
We believe that our bike tours may not be suitable for babies and young children. We typically recommend our tours for participants who are 12 or 13 years old and above.
Teenagers accompanied by adults are welcome to join.
The main reason for this recommendation is the challenging nature of the terrain. Our tours often involve steep inclines and descents, and the routes often share secondary roads and gravel paths with cars. These conditions can pose risks and may be more suitable for adult cyclists.
We suggest considering other areas in Italy that are better suited for family bike tours, such as the Dolomite region. There, you can find tours on dedicated cycle paths in the valleys, which provide a safer and easier experience. If the terrain is flat or consists of gentle rolling hills, children can comfortably ride distances of around 40 to 50 kilometers.
We prioritize the safety and enjoyment of all participants, and we believe that considering the physical abilities of children is crucial in ensuring a positive biking experience for everyone involved.