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Discover authentic Italy by bike

Welcome to Cicloposse Japan

Travelling from Japan? We are here for you.

Our tours are guided in English by our Italian team. Cicloposse Japan, our office in Japan, helps you with planning, booking and any question before you leave, in your time zone.

Contact in Japan

✔︎ Planning, booking and questions handled from Japan.

English-speaking guides

✔︎ All tours are guided in English by our Italian guides.

Japanese support

✔︎ Available on request. Japanese staff join selected departures.

Small groups, relaxed pace

✔︎ Small groups, solo or with friends. Time to savour each place.

Choose your style

✔︎ Guided or self-guided. Local support either way.

Tours in Italy: Tuscany, Puglia, Sardinia

Here are our tours in Italy. Our signature tour is "Cycling × Cooking", the most popular choice at Cicloposse Japan.

Ride through the picture-perfect landscapes of Tuscany, Puglia and Sardinia, taste the wines of each region, and cook authentic Italian dishes with local people. Come and experience the real Italy.

We also offer gravel tours on the legendary white roads of the "Strade Bianche", luxury tours with wine tastings, self-guided tours at your own pace, and more.

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TuscanyCycling & Cooking

Cycling × Cooking

🇯🇵 Japanese support

Beginner–intermediate

Departs 4/16

With Japanese staff

ご希望の日程で出発できます

Tuscany
Cycling & Cooking

The definitive taste of real Italy. Ride, eat and live like a local.

7 days / 6 nights

approx. ¥651,200~

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Short EscapeTuscany

Self-guided gravel

🇯🇵 Japanese LINE support

Intermediate–advanced

10/15〜出発

日本語スタッフ同行

Choose your own dates

Short Escape
Tuscany

A 5-day gravel tour on Tuscany's white roads and the Eroica route, with food and wine.

5 days / 4 nights

approx. ¥227,040~

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Luxury TuscanyWine Tour

Self-guided

🇯🇵 Japanese LINE support

Intermediate–advanced

10/15〜出発

日本語スタッフ同行

Choose your own dates

Luxury Tuscany
Wine Tour

A luxurious ride through the Tuscan hills, with cooking experiences and wine tastings.

6 days / 5 nights

approx. ¥536,800~

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PugliaCycling & Cooking

Cycling × Cooking

🇯🇵 Japanese support

Intermediate

Departs 4/23

3 dates

ご希望の日程で出発できます

Puglia
Cycling & Cooking

Gleaming white trulli, endless olive groves and a food journey full of rustic flavours.

7 days / 6 nights

approx. ¥651,200~

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Gravel Strade Bianche

Self-guided

🇯🇵 Japanese LINE support

Intermediate–advanced

10/15〜出発

日本語スタッフ同行

Choose your own dates

Gravel Strade Bianche

An adventure for serious riders on the legendary white roads of the Strade Bianche.

7 days / 6 nights

approx. ¥360,800~

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SardiniaCycling & Cooking

Cycling × Cooking

🇯🇵 Japanese support

Intermediate

Departs 4/18

10 dates

ご希望の日程で出発できます

Sardinia
Cycling & Cooking

A cycling journey through the real Sardinia: unspoiled nature and UNESCO sites.

7 days / 6 nights

approx. ¥651,200~

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Since 1994 | Cicloposse: authentic cycling tours in Italy

Cicloposse was founded in Tuscany in 1994, born from a deep love for Italy and a passion for cycling.

With a team that includes an AIS-certified sommelier, an exercise science specialist and professional mechanics, we have spent more than 30 years sharing "the real Italy" by bike: beautiful landscapes, great food and encounters in small villages.

The name combines "Ciclo" (bicycle) and "Posse" (a group of friends).

 

Selected for the EU "First Mile Project" (one of only 80 companies in Europe) and Travelife Partner certified, we bring decades of experience to every trip.

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Ride through the Italian hills, enjoy regional food and wine, and connect with local people. That is the journey we offer.

 

All tours are guided in English. If you are travelling from Japan, our Japan office is your point of contact from the first question to the end of your trip.

Japanese-language support is also available, and on selected departures Japanese staff join the group in Italy.

What our guests from Japan say

"Five days of Tuscan country roads. The kind of roads you simply can't ride in Japan, stretching on and on."

Hara-san (Tuscany Food Tour)

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"The bikes were of excellent quality, the GPS routes were perfect and the accommodation was fantastic!"

Karen Selleck (Gravel Strade Bianche)

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"Over five days the scenery changed a little every day. I loved it so much I wanted to live there."

Hikichi-san (Tuscany Food Tour)

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From our blog

FAQ

Q1. Can I join if I'm not very fit, or with children?

A. Anyone aged about 12-13 or older who rides a bike regularly can join. If you are worried about fitness, e-bikes are available, so you can enjoy the scenery without overdoing it.

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Q2. What language are the tours in?

A. All tours are guided in English by our Italian guides. If you are travelling from Japan, contact us: we help with planning, booking and any questions before departure. Japanese-language support is also available by LINE and email (you can also call us), and we can advise on staying connected in Italy (e.g. travel eSIMs).

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Q3. Are you a licensed tour operator? How do payment and deposits work?

A. Yes. Our Italian head company, Cicloposse Srl, is a licensed and insured tour operator in Italy (with international sustainability certification). Cicloposse Japan is its Japan office.

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  • Payment: bank transfer or credit card.

  • Deposit: a deposit is required at booking (self-guided tours €300 / guided tours €500).

  • Currency: prices are shown in yen as an estimate; payment is made in euros. To avoid exchange-rate risk, you can also pay the full amount in advance.

 

See the cancellation policy page for details

Contact us

Travelling from Japan? Don't hesitate to contact us about bookings, custom plans or any question.

We know both Japan and Italy and will be happy to help.

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