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Best price guarantee Learn More
- 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
- Guided in English
- Group Size 2 - 7
- Age range 10 to 80

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 rate
100%
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
- ASArianna· 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 moreRoad 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
Dates & Availability
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- Trusted and vetted operators
- Rated excellent on
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- 24/7 customer support
- Earn $100 in travel credits
- Free eSim with every purchase
To protect your payment and ensure your booking will be processed in Australia, never transfer or communicate outside of the TourRadar website or app.
- From Sunday6 Jul, 2025To Saturday12 Jul, 2025EnglishMultiple Room TypesFrom:$6,084
- From Sunday7 Sep, 2025To Saturday13 Sep, 2025EnglishMultiple Room TypesFrom:$6,084
- From Sunday21 Sep, 2025To Saturday27 Sep, 2025EnglishMultiple Room TypesFrom:$6,084
- From Sunday5 Oct, 2025To Saturday11 Oct, 2025EnglishMultiple Room TypesFrom:$6,084
Best price guarantee Learn More
What our customers ask about this tour
The content in our FAQ section is subject to change.- L
Lesley
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
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.
- H
Harry
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
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).
- J
Judith
Asked on April 14th, 2023Just enquiring as to the road bike options.
- 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).
- J
Jordan
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
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.
- S
Stuart
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
In this tour we have two 3stars hotel, one agriturism and one 4 stars hotel. The price for the single room is 350€.
- M
Michael
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
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.
Good to Know
Tour ID: 97709
Video

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