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.
Self guided
5 nights
Intermediate
215 km
4550 m
Soak up the Tuscan sunshine at your own pace on our self-guide tour of Tuscany! Start the journey in the Chianti wine region and explore the quaint & charming villages. In Greve, discover the architectural history and extrordinary Italian food & wines that make this region so unique. 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. Stay in wonderful hotels throughout the trip and fully immerse yourself in the beautiful Tuscan region of Italy!
Road
Intermediate
43 km
2 h 10 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.
We’ll welcome you to the start of your tour, talk you through the week ahead and ensure you have everything you need to enjoy a great ride.
Guests receive a detailed digital Road Book, containing routes, route descriptions, details of hotels and our recommended places to stop along the way and enjoy in the evenings. Guests can choose to navigate from their own phone or GPS devices are available on request.
On a self-guided tour we take care of your luggage and move it from hotel to hotel. We also provide a contact number for support during the trip and will help you out of any situation.
We recommend that guests are able to fix a puncture and perform basic roadside bike repairs to best enjoy a self-guided tour.
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 Centre
11:00 am
A transfer back to Florence is included
Self-Guided
4* luxury hotels
Breakfasts
Return transfers to Florence centre are included
Available on request
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
Choose your date
Choose your date
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.
