 
 
 
 View all View all
No departure dates available
No dates, no problem! Subscribe to our newsletter to receive:
- Travel inspiration for similar adventures
- Alerts of the newest adventure deals
- Operator
- Road Bike Tours Italy
- Bicycle
- Pedal-powered journeys for two-wheeled explorers
- Group Tour
- Join a group and forge lifelong friendships
- Fully Guided
- An experienced guide will be with you for the entire tour
- Medium Intensity
- Travelers should be comfortable with somewhat-demanding activities
- Guided in English
- Group Size 2 - 7
- Ages 10+

Highlights
- Cycle through the scenic Chianti Hills
- Sip Chianti wine at a local winery in Montalcino
- Explore the historic villages of Val d'Orcia
- Relax in the thermal waters of Bagno Vignoni
- Enjoy dinner in the stunning Civita di Bagnoregio
Itinerary
- Introduction
- Day 1 Siena
- Day 2 Siena Chianti Hills loop
- Day 3 Siena Montalcino 75 km
- Day 4 Montalcino, Val d'Orcia Looop
- Day 5 Montalcino- Acquapendente Area
- Day 6 Acquapendente- Lake Bolsena
- Day 7 Siena
What's Included
- Accommodation
- Guide
- Meals
- Additional Services
- Free eSIMTourRadar offers the lead traveler (the person who booked) a free 1GB eSIM for the trip. The eSIM is redeemable only through the TourRadar app 72 hours before departure.
What's Not Included
- Additional Services
Adventure Type
- Group AdventuresJoin a group and forge lifelong friendships.What to expect- Group of 7 travelers max.
- Fast booking confirmation
- Carefully planned itineraries
- Travel with like-minded people
 
- Personalized AdventuresCustomize an existing itinerary or create your own.What to expect- Travel with your own group of min. 4 travelers
- Choose your preferred dates and duration
- Upgrade your accommodation
- Customize the itineraries
 

Operated by
Road Bike Tours Italy
Number of tours
11
Age Range
18 to 90 years old
Response time
within 3 days
Response rate
50%
Road Bike Tours Italy was set up thanks to a desire to share our appreciation...
Read moreCustomer Reviews
- Overall RatingExcellent
- ItineraryExcellent
- GuideExcellent
- TransportExcellent
- AccommodationExcellent
- FoodExcellent
- MEMarty· October 26th, 2018This tour exceeded my expectations, on so many levels. The riding was wonderful, the countryside was glorious, the food was outstanding....but the attention to detail, from guides Luca and Rikki, was just phenomenal. If you want to tour Tuscany by bike, in a way that make you feel totally connected to the area, book this trip! It will not disappoint!Show moreTrip date: October 2018
- AHArianna Spelios· April 15th, 2018We had an amazing trip. Luca and Rikky were both on our tour and they are the owners so everything was carefully thought through. The route, bikes, hotels and meals were all great! I would recommend the trip in a heartbeat. My husband, myself and our 21 year old daughter did the trip.Show more Road Bike Tours Italy commented on this reviewMany thanks for your review, we are so happy to know that you had a great time in Italy, and many thanks for the beautiful time we spent together. We love our job, because it allow us to meet extraordinary people like you, George and Arianna.Trip date: April 2018 Road Bike Tours Italy commented on this reviewMany thanks for your review, we are so happy to know that you had a great time in Italy, and many thanks for the beautiful time we spent together. We love our job, because it allow us to meet extraordinary people like you, George and Arianna.Trip date: April 2018
What our customers ask about this tour
The content in our FAQ section is subject to change.- LLesley Asked on February 11th, 2024Can my spouse who is a not avid cyclist accompany me for the cultural experience?  Road Bike Tours ItalyOperator•Written February 2024 Road Bike Tours ItalyOperator•Written February 2024- Often we have no riders guests, our tour allows everybody to live a cultural experience by visiting all the historic villages and towns we ride through. 
 
- HHarry Asked on September 11th, 2023Can you provide some details on the distance and elevation climbed on each day of this tour?  Road Bike Tours ItalyOperator•Written September 2023 Road Bike Tours ItalyOperator•Written September 2023- The stages are 70/75 km per day with a average climbing of 900/1100 m per day. We provide a bike rental service with 3 different kinds of bikes: high-end carbon frame road bike Giant Defy similar (electronic shifter and disk brake), E-road bike (electric). 
 
- JJudith Asked on April 14th, 2023Just enquiring as to the road bike options.  Road Bike Tours ItalyOperator•Written April 2023 Road Bike Tours ItalyOperator•Written April 2023- We provide a bike rental service with 3 different kinds of bikes: entry-level carbon frame road bike Giant TCR Advanced 2 or similar (rim brakes and Shimano 105), high-end carbon frame road bike De Rosa 838 or similar (electronic shifter and disk brake), and E-road bike (electric). 
 
- JJordan Asked on December 26th, 2022I see your group size is at 7 maximum. Once we select the travel week, we have 16 people to invite, but we won't know how many will want to join until then. we were interested in late September or the first week of october 2023. Can we run 2 parallel groups of 7? We think we will have 8 - 14 people in our group.  Road Bike Tours ItalyOperator•Written December 2022 Road Bike Tours ItalyOperator•Written December 2022- Definitely, we can organize a tour for more than 7 people. To guarantee the best cycling vacation in case of groups bigger than 7 people we organize a van and a bike guide every 7 people. So in case, your group is, for example, 10 people, we'll have 2 vans and 2 bike guides. The last season we had groups from 10 to 20 people but always with 1 van and 1 bike guide every 7 people. Working in this way we can provide the best assistance for a cycling holiday in complete peace of mind. With this kind of group, we can organize for you a private-tailor-made departure based on your preference. 
 
- SStuart Asked on June 21st, 2022I'd like to know how many stars are the typical hotels we will be staying at and as a single traveler are prices based on single or double occupancy?  Road Bike Tours ItalyOperator•Written June 2022 Road Bike Tours ItalyOperator•Written June 2022- In this tour we have two 3stars hotel, one agriturism and one 4 stars hotel. The price for the single room is 350€. 
 
- MMichael Asked on May 12th, 2022Is the longest 75 km? Also elevation gain would help me know if this is the trip for me.  Road Bike Tours ItalyOperator•Written May 2022 Road Bike Tours ItalyOperator•Written May 2022- The longest stage is 85km and the average elevation gain is 1000m., some days 800 and one day 1100m. A van is always beside you to provide any kind of assistance. 
 
No departure dates available
No dates, no problem! Subscribe to our newsletter to receive:
- Travel inspiration for similar adventures
- Alerts of the newest adventure deals
Good to Know
Tour ID: 97709
Video

Keep Exploring Italy
- Italy Travel Guide | All You Need to Know
- Family Trip to Europe Itineraries (From 1 to 3 Weeks)
- 10 Best Cycling Tour Companies 2025/2026
- 10 Amazing Private Bicycle Tours 2025/2026
- Italy Bicycle
- Small group tour
- 7 days Italy
- Operators in Europe
- A Fantastic Journey- Tuscany Small Group Cycling Tour Tours in Italy
- Central Italy Tours
- Italy Tours
- Europe Tours
- Bicycle Tours
- Family Tours
- Food & Culinary Tours
- Fully Guided Tours








