We have a flexible cancelation policy – please take a look at our cancellation policy at the time of booking. If you have any doubts please reach out and we’re happy to help.
Scheduled
6 nights
Intermediate
320 km
5850 m
Welcome to the picturesque Chianti region, a perfect place to be introduced to Tuscany. Ride out to the quaint and charming villages of the region. In Greve, discover the architectural history and extrordinary Italian food & wines that make this region so unique. Gaiole offers a preview of what were the battles for local power that dominated these lands for over a hundred years. Pedal through the stunning vineyards and villages of Castelnuovo Berardenga as well as the UNESCO Siena hills. You’ll ride the “Crete Senesi” and a section of “Le Strade Bianche” passing through Asciano and San Giovanni D’Asso. This experience will allow you to fully immerse yourself in the beautiful Tuscan region of Italy.
The tour takes you to luxurious hotels across the Tuscan region. The first two nights are at the Realis Il Vignale in Radda in Chianti with a panoramic terrace overlooking the Chianti Hills. The Restaurant is an authentic example of culinary excellence, paired with their local wines. The next hotel, Certosa di Maggiano is loacted just outside of Siena. Enjoy wonderful hospitality and relax on the terrace overlooking the Chianti hills. Osteria dell Orcia is the final hotel for the tour in Bagno Vignoni it is situated in the UNESCO countryside, Val d’Orcia and is a 16th Century, historic building.
Dine out each evening at local restaurants and at your hotel on the more challenging ride days. The team will ensure you get to see and taste the best parts of the region. Each restuarant offers something different & our selection is designed to showcase the best food in the region. Lunches are served by your guide team in scenic locations along each route and feature healthy, fresh, seasonal produce designed to keep you riding all week.
Road
Intermediate
53 km
2 h 40 min
White Gravel Roads
Wine tasting in Radda in Chianti
UNESCO site
Historical landmarks
Local cheese and wine
Rated 2 out of 4 our Intermediate tours are designed for sporty people who are looking to enjoy some more challenging rides. E-bikes are available on all of our tours.
Enjoy full ride support from our professional guide team & support vehicle.
The ride support vehicle is stocked with natural ride nutrition, electrolytes and water, as well as a full set of tools to resolve any mechanicals. On selected days the support crew will serve a delicious picnic lunch in a scenic location en route. Enjoy local foods chosen to keep you feeling energized and healthy.
Eat Sleep Cycle guides are experienced riders from all walks of life united by a love of cycling who’ll help to keep the group safe, motivated and savouring the trip of a lifetime.
All guests will receive access to our digital Road Book and routes, giving everyone the flexibility to ride at their own pace.
The perfect balance between prevailing silence and peacefulness. At the Relai Il Vignale you can truly relax in the spa, pool or lay down in the large flower-filled garden, featuring a panoramic terrace overlooking the Chianti Hills. The Restaurant is an authentic example of culinary excellence, paired with their local wines.
A wounderful 4* boutique hotel hidden in the Tuscan countryside.
Situated in the UNESCO countryside, Val d’Orcia is a 16th Century, historic building. The hotel will give you a Tuscan experience with its traditional food & Tuscan wine. Book a massage and embrace the green oasis.
The best all-rounder for long-distance comfort, the Basso Astra as a Campagnolo 12spd Wireless Groupset (48-32 || 10-29) and a Microtech RE38 Wheelset
The ulitmate Italian climbing bike from Basso. Equipped with Campagnolo 12spd Wireless Groupset (48-32 || 10-29) and Campagnolo WTO Wheelset
Emanuela is Italian and after many years living in Barcelona relocated to Mallorca. She started triathlon 10 years ago and has made it her life! Alongside guiding Emanuela hosts guests from all over the world in her Airbnb.
During the past 10 years, Mario has lived in different countries, but now he's back home in Conegliano to ride every steep hill in the area! Despite his focus on road cycling, he's had some amazing moments with his beloved steel gravel bike! Mario has been a member of the ESC Team since 2019 and couldn't be happier! He looks forward to seeing you on the road soon!
Travel to Florence
Florence Train Station
11:00 am
There is a 1 hour group transfer to Siena train station on the last day of the tour departing at 10:00 AM
Full Support
4* luxury hotels
Breakfast, lunch and 5 evening meals
Group transfers are incldued as described.
High end road bike rental is included in the tour.
Italia! Pizza! Pasta! The Giro! Italy is a classic destination for cycling holidays, with a huge variety of landscapes to explore & a history steeped in cycling culture. Italy is best enjoyed from April through to June and in the Autumn months.
Italy cycling tours offer something special for every cyclist. Whether you’re looking for mountain ranges, excellent food or to ride around the lakes, our cycling holidays in Italy have you covered.
From the high mountains of the Alps and Dolomites in the North, to the Italian Lakes of Lombardia & Piemonte, to the rolling hills of Tuscany and Emilia Romagna, and off-shore to the islands of Siciliy & Sardinia, Italy promises to wow!
A 30% deposit will secure your place on the tour
The final balance is due 90 days before the tour departs
We have a flexible cancelation policy – please take a look at our cancellation policy at the time of booking. If you have any doubts please reach out and we’re happy to help.
We rate our tours from Level 1 (Leisure) to Level 4 (Epic). Each tour contains a description of the level, expected daily ride time, distance and elevation. If you have any doubts we’re more that happy to speak to you on the phone and help to find you the perfect trip!
We recommend that you hire a bike for your tour and will work with you after you book to help you to choose the best size and model for your ride style. If you prefer to bring your bike, it’s no problem. Please be aware that on some of our epic trips we charge a supplement to transport your bike box to our finishing location. If you have any doubts, please ask!
Insurance is not included in our tour packages. We highly recommend contracting travel insurance at the time of reservation with a company from where you are from.
Health insurance which covers you for illness or injury whilst cycling in your chosen destination is mandatory, we’ll ask you for details of your insurance providor before you travel.
