ride like a local, ride the dreamland

Discover Tuscany’s Hidden Roads

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tour overview

Tuscany is a land where cycling and culture come together in perfect harmony. Tuscany has always been deeply connected to Italian cycling, from the legendary white gravel roads to the champions who made these hills their training ground, and every ride here feels like a journey into the very soul of the sport.
This 7-day tour takes you through some of Tuscany’s most captivating landscapes, including the Siena and Chianti region, the rolling hills of the Val d’Orcia and Crete Senesi, and the classic white roads made famous by Strade Bianche and L’Eroica.

From Chianti’s vineyards to tuscany’s iconic strade bianche, ride where legends trained and the spirit of cycling was born

Your experience will be a balance of road and gravel riding, combining quiet country lanes, rolling hills, coastal panoramas, and unforgettable white roads. Along the way, you’ll also savor the region’s deep wine tradition, enjoying both the elegance of Chianti and the Montepulciano to name two, paired with the unique flavors of Tuscan cuisine, from rustic breads, the handmade pasta and the Bistecca Fiorentina, each taste a reflection of the land that you’ll ride through.
A special highlight is the opportunity to experience the Giro d’Italia live on the road, following the riders and soaking up the atmosphere of Italy’s greatest race in person.
The tour concludes in Bologna, adding a new cultural and cycling dimension to the experience. Here, we’ll explore the surrounding hills and tackle the famous San Luca climb and its portici, before enjoying time in one of Italy’s great food cities.

Inclusions & Details

Accommodation

Your home for the week will be carefully selected 3 and 4-star cycling-friendly hotels, chosen for comfort, location, and hospitality. All stays are in twin share rooms with private bathrooms, with the option of single occupancy available on request. Where possible, a cycling kit laundry service is included, so you can focus on the rides without worrying about the small details.

Ride Support

Every ride is fully supported by our experienced guides, both on and off the bike. We keep our groups small, with a maximum of 12 guests including guides, to ensure a personal and friendly atmosphere. One guide will ride alongside you, while another follows in the support van carrying daypacks, spare parts, hydration, and ride snacks. Mechanical support is always close at hand, and we’ll provide downloadable GPS routes with assistance for setting up your device.

Transfers to and from Airport

From the moment you arrive in Italy, we’ll take care of all transfers. Pick-up and drop-off services are arranged from airports and agreed locations at the start and end of the tour. We’ll also transport all baggage and bikes, as well as handle internal transfers between daily destinations, regions, and hotels, so your focus remains on enjoying the ride.

Bike rental

To make your trip easier, we offer high-quality road bike rentals at a great weekly rate, so, you can travel light without worrying about transporting your own bike. Tell us if it is your preference. As part of the experience, a gravel bike rental is included for one full-day adventure, giving you the chance to discover the iconic white roads of Tuscany in true local style.

Mangia e bevi

Cycling in Italy is as much about food as it is about the ride. During the tour, daily breakfast is included, giving you the energy to start each day on the bike. Lunches and dinners are not included, so we can remain flexible and choose the best local trattorie and restaurants along the way, discovering authentic Tuscan cuisine and world-famous wines. This also gives you the freedom to enjoy a relaxing evening at your own pace if you prefer to explore the town on your own. On the bike, nutrition is provided, like bars, gels, and drinks, and of course, the essential coffee and pastry stops are on us.

InGiro cycling kit

Each tour features a custom InGiro cycling kit, designed to capture the spirit of the journey. You’ll receive a premium jersey and bib shorts, along with a special welcome pack prepared with our compliments. It’s both a keepsake and a practical companion, something you’ll wear proudly on the roads of Italy and beyond.

KEY DETAILS

WHAT’S INCLUDED
  • Accomodation
  • Ride support
  • Transfer
  • Daily breakfast
  • Few dinners will be included as a group, to be confirmed closer to the tour
  • Bike nutrition
  • InGiro cycling kit
  • Bike box storage
WHAT’S NOT INCLUDED
  • Bike hire
  • Airfare
  • Travel and international medical insurance
  • Guide gratuities
  • Lunches and dinners
TRAVEL PLANS

Arrivals: Our meeting point will be in Bologna airport or train station on 12th May 2027, to join the scheduled group transfer (exact time to be confirmed). It is recommended to arrive with plenty of time to reach the meeting point, and if you plan to arrive before the 12th, we’re happy to recommend nearby accommodation, just let us know.

Departures: Please share your travel plans for after the cycling tour, and we’ll arrange your transfer to Bologna train station, the airport, or elsewhere nearby.

Private transfers outside the scheduled group transfers at the beginning or end of the tour can be arranged at an additional cost.

Contact

Thinking about joining one of InGiro’s tours and want to know more?
Or planning to travel to Italy on different period and interested in organizing a private cycling experience?
We’d love to hear from you, tell us your plans, and we’ll help you create your perfect Italian ride.

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