06-12 JUNE 2027
EXPLORING TUSCANY – CHIANTI & VAL D’ORCIA
Chianti – Val D’orcia | Tuscany
06-12 JUNE 2027
EXPLORING TUSCANY – CHIANTI & VAL D’ORCIA
Chianti – Val D’orcia | Tuscany
Chianti to
Val d’Orcia: Tuscany’s rolling hills
06-12 JUNE 2027
Recommended Cycling Level
In our experience, we think you will enjoy this specific tour if you are a cyclist with good bike handling skills, ability to accomplish multiple climbs of moderate grade (6-7%), the fitness to be on the bicycle for 4-5 hours a day, and the ability to ride safely with other cyclists in a line.
The heart of Tuscany awaits: ride through the famous rolling hills of Chianti and Val d’Orcia, immerse yourself in the classic Tuscan landscape, unwind with exquisite local cuisine, and experience the place where land, history, food, and culture entwine in pure Tuscan character.
THE ESSENCE OF TUSCANY: HILLY LANES AND SPLENDID OPEN VISTAS
YOUR ANDIAMO PACKAGE INCLUDES
CYCLING SERVICES
Local Italian guides, daily guided rides with two levels of difficulty, van support with professional mechanic, daily laundry service for your bike clothing
PINARELLO BIKE RENTAL
Pinarello Dogma F, Pinarello Dogma X, Lombardo Garda rental included.
CYCLING GEAR
Full kit Andiamo: cycling bibs, jersey, cap, socks, summer gloves, light wind vest and arm warmers by Castelli, 2 water bottles. Rear lights, computer mount for Wahoo o Garmin, and Shimano or Look pedals are included with bike rental.
Assioma power meter pedals compatible with Shimano or Look cleats and Kask Protone Helmet rental are available extra at cost.
ACCOMMODATIONS
3 nights at Villa Campomaggio – In the heart of the Chianti countryside, a few minutes drive from the picturesque village of Radda in Chianti.
3 nights in Hotel Posta Marcucci – in a medieval village located in the beautiful countryside of Val D’orcia.
Optional extra nights at Garda Bike Hotel in Peschiera del Garda (Lake Garda area) before or after.
DINING
Breakfast
Cycling food (sandwiches, beverages and energy supplies during rides)
Lunch in hotel or in local restaurant during the rides – Lunch not included on arrival day
Multi-course dinners at restaurants specializing in local cuisine – 5 Dinners included – 1 dinner NOT Included
PROGRAM FOR NON CYCLISTS
Non-cyclists always enjoy breakfast, dinner and after-ride special activities with cycling partner. Our professional travel team can suggest additional highlights.
TRANSFERS
Departure collective transfer from Val d’Orcia to Florence (13th April in the morning) – On prior request, we can drop you in Bologna or Verona on our return to Peschiera
Arrival private transfer to Hotel Villa Campomaggio in Chianti, and other transfer from all the major airports of northern Italy (Florence – Milano – Venice – Bergamo) available on request, at extra charge
INSURANCE
Cancellation – Assistance – Medical expense Reimbursement – Luggage Insurance. For more info click here
OPTIONAL EXTRAS
MASSAGE: Massage Area with masseur and physiotherapist available with prior arrangement.
DAILY PROGRAM
We will meet in our hotel in Radda in Chianti. We’ll get you set up on your bike and give you time to unwind and relax after your journey.
Our first ride through the Chianti region takes us through Gaiole in Chianti, a characteristic town in Tuscany, but also rated by Forbes as “the most idyllic place to live in Europe”. You will get a full understanding of the beauty of Tuscany on this very first ride. We will have lunch in a local restaurant, somewhere in the vicinity of Radda in Chianti.
RIDE OF THE DAY: Gaiole in Chianti
74 km – 45 mi / 1330 m – 4363 ft
Two nice climbs are the focal point of today’s ride that takes us to the walled, medieval town of Monteriggioni. We will ride through Radda in Chianti, following an undulating road up to Castellina in Chianti and a nice long descent into Monteriggioni. There we will stop for coffee and enjoy the town. On the return to Castellina in Chianti, we will embark on a climb of beautifully gentle slopes and be rewarded for our efforts with a Pizza Lunch in Castellina, before we head back to our hotel.
RIDE OF THE DAY: Monteriggioni
75 km – 45 mi / 1270 m – 4166 ft
Today is our transfer day, leaving the Chianti region and entering Val D’Orcia. We will go by bike, passing through Siena for a coffee in the famous Piazza del Campo, and head along the Crete Sinesi, a range of hills and woods with delightful villages along the way. Yes, there are hills, but nothing we can’t conquer, especially because you will be “wowed” by the views on this ride.
RIDE OF THE DAY: Crete Senesi
75 km – 46 mi / 1240 m – 4068 ft
Today we will ride to Montepulciano and back to our hotel, taking in the unspoiled beauty of the Val D’Orcia. A ride of about 70 km, we will have one good size climb early on, then rolling hills going through Follonica and Castelluccio. With the hardest part of the ride behind us, we will take two rest breaks to partake in an espresso, a gelato, or any other local specialties. With lots of good photos, we will have plenty to talk about at dinner.
RIDE OF THE DAY: Montepulciano
73 km – 45 mi / 1250 m – 4429 ft
Our final day is packed with climbing. Heading towards the Vivo d’Orcial hamlet, we will climb 1000 meters along the slopes of Monte Amiata, an ancient but dormant volcano, providing an interesting backdrop to our ride. After the descent we head for the quaint village of Montalcino.
RIDE OF THE DAY: Montalcino
81 km – 50 mi / 1850 m – 6069 ft
After breakfast at the hotel, we will say our goodbyes and transfer you back to the airport or train station in Florence
HOTEL OPTIONS
TUSCANY – CHIANTI
Hotel Villa Campomaggio ****
The historic building from which the Hotel Villa Campomaggio was created dates back to 1776, is surrounded by vineyards and woods and is just a few minutes’ drive from Radda in Chianti, a typical medieval town in the heart of the Chianti Classico wine region. This historic villa boasts 23 Rooms and several Apartments decorated in Tuscan style and three new Deluxe Suites with independent access in a more modern and elegant style. They offer a year-round outdoor Swimming Pool and a Wellness Center where you can relax with treatments and massages.
TUSCANY – VAL D’ORCIA
Hotel La Posta ****
Our story begins in the 19th century. Over time, our house, which was once a modest guesthouse, was transformed into a charming hotel, before finally becoming a spa resort in the 1970s, which has served as a source of relaxation and well-being ever since.
EXTRA BENEFITS MAKE THIS TOUR OUTSTANDING
PINARELLO BIKES
INCLUDED
DOGMA F
The best of the best; a top-level bike, the same used by the pro team Ineos / Granadier.
- Size available: from 43 to 60
- Group set: Shimano DURA-ACE R9270 Di2 – 12 speed electronic, hydraulic disc brakes, Chainrings DURA ACE 34 / 50, Cassette 11 / 34
- Tires: Vittoria 30 mm
The DOGMA is a high-performance race bike with aggressive geometry. This bike is recommended for high level athletes who regularly ride high performance race bikes and are accustomed to the leaned over and low position, as well as the snappy handling, of this race bike.
DOGMA X
Top of the line road bike, with a frame designed for the endurance.
- Size available: from 43 to 60
- Group set: Shimano DURA-ACE R9270 Di2 – 12 speed electronic, hydraulic disc brakes, Chainrings DURA ACE 34 / 50, Cassette 11 / 34
- Tires: Vittoria 30mm
The Pinarello Dogma X is a top of the line Pinarello road bike, with a frame designed for endurance and therefore more comfortable than the Dogma F, but still designed to be a high performing bike.
GARDA
E-bike with BOSCH motor and battery
- Year of the bike: 2026
- Size available: 43 – 46 – 49 – 52
- Weight: 16kg
- Group set: Shimano GRX 1×11 speed – Chainrings 44t – Cassette 11-42t
- Battery: BOSCH Compac Tube 400Wh
- Saddle: Selle Royal
- Handlebar & Stem: FSA AGX
- Wheels: Fulcrum E-Racing 400
- Tires: Vittoria 37
The Garda is a stylish and versatile e-bike designed for those who love to ride with freedom and ease.
The Bosch motor delivers smooth and quiet assistance, making every pedal stroke effortless and natural. Its comfortable geometry and modern design ensure a relaxed riding position and great control on any terrain.
CASTELLI CYCLING KIT
INCLUDED
We are proud to provide you with the gift of our full Andiamo Cycling Kit by leading Italian brand Castelli.The full kit will consist of Scicon race bag with jersey, bibs, hat, socks, summer gloves, wind vest and arm warmers.
PRICING
Package price between €4.999,00 & €5.699,00
per person in double room, for 6 nights
Single room supplement available on request
Ask us for an offer
TRUST US – 20+ YEARS AS A CYCLOTOURISM LEADER
ANDIAMO STAFF
Silvia
Booking Manager
Fabiana
Booking Agent
Nicola
Founder & guide
Alberto
Founder & guide
Davide
Head Guide
Simone
Guide
Elisa
Guide
Roberto
Driver & mechanic
