Where?
When?
2

Where to?

Traveling when?

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

Who is travelling?

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
From
US $4,912 per person

A Fantastic Journey- Tuscany Small Group Cycling Tour

7 days
•
Start and end in Siena
5.0 (2 reviews)
From
US $4,912 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select departure month

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Pay only 30% today. The rest is due 65 days before departure. Learn more

Best price guarantee Learn More

Plan your adventure:
Bicycle
Pedal through scenic landscapes on two wheels
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
Other languages on request: Italian
Group Size 2 - 7
Ages 10+

Explore our featured adventures

TourRadar earns higher commission on featured adventures here.

Image of a map showing the route of the tour

Itinerary

  1. Intro

    Introduction

  2. Day 1

    Arrival

    Arrival
    Meals
    Dinner (Dinner at Monteriggioni Castle)

    Included Activities

    • Bike assembly and preparation
    • Welcome drink
    • Dinner at Monteriggioni Castle
    Landmarks
    Monteriggioni Castle
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  3. Day 2

    Radda in Chianti - Siena

    Radda in Chianti - Siena
    Meals
    Breakfast, Dinner

    Included Activities

    • 70km cycling loop through Chianti Hills
    • Stop in Radda in Chianti town square

    Optional Activities

    • Swimming pool at hotel
    Landmarks
    Gaiole in Chianti
    Radda in Chianti
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  4. Day 3

    Asciano - Buonconvento - Montalcino

    Asciano - Buonconvento - Montalcino
    Meals
    Breakfast, Dinner (Dinner with Brunello wine tasting)

    Included Activities

    • Cycling through Val d'Arbia
    • Visit to Monte Oliveto Maggiore abbey
    • Winery visit in Montalcino
    • Dinner with Brunello wine tasting
    Landmarks
    Monte Oliveto Maggiore Abbey
    Buonconvento
    Montalcino
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  5. Day 4

    Torrenieri - San Quirico d'Orcia - Montalcino

    Torrenieri - San Quirico d'Orcia - Montalcino
    Meals
    Breakfast, Dinner (Exclusive dinner in Montalcino)

    Included Activities

    • Cycling in Val d'Orcia
    • Visit to San Quirico d'Orcia

    Optional Activities

    • Lunch at traditional trattoria in San Quirico d'Orcia
    Landmarks
    San Quirico d'Orcia
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  6. Day 5

    Radicofani - Acquapendente

    Radicofani - Acquapendente
    Meals
    Breakfast, Dinner

    Included Activities

    • Cycling through villages
    • Visit historical site in Acquapendente

    Optional Activities

    • Visit to Bagno Vignoni spa
    Landmarks
    Bagno Vignoni
    Radicofani
    Acquapendente
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  7. Day 6

    Sorano - Pitigliano - Lake Bolsena - Civita di Bagnoregio

    Sorano - Pitigliano - Lake Bolsena - Civita di Bagnoregio
    Meals
    Breakfast, Dinner (Dinner in Civita di Bagnoregio)

    Included Activities

    • Cycling through Sorano and Pitigliano
    • Exploration of Pitigliano historical centre
    Landmarks
    Pitigliano
    Lake Bolsena
    Civita di Bagnoregio
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  8. Day 7

    Transfer to Siena

    Transfer to Siena
    Meals
    Breakfast

    Included Activities

    • Minibus transfer to Siena
    Landmarks
    Siena
    Itinerary Image 1Itinerary Image 2Itinerary Image 3

Want to read it later?

Download this tour’s PDF brochure and start tour planning offline

What's Included

Expand All
  • Accommodation
  • Guide
  • Meals
  • Additional Services

What's Not Included

  • Additional Services
Rating
4.9 (15 reviews)
Response time
within 3 days
Response rate
100%
Cancellation policy
Learn more

Traveler Reviews

5.0
Overall rating based on 2 Reviews
  • Itinerary
    5.0
  • Transport
    5.0
  • Guide
    5.0
  • Accommodation
    5.0
  • Food
    5.0
  • 4.9

Sort by

Most recent
Most popular
Highest first
Lowest first

Sort by

Most Recent
Most Popular
Highest First
Lowest First
  • Marty5.0•October 2018
    This tour exceeded my expectations, on so many levels. The riding was wonderful, the countryside was glorious, the...
    Show more
    Traveled in October 2018
  • Arianna5.0•April 2018
    We had an amazing trip. Luca and Rikky were both on our tour and they are the owners so everything was carefully...
    Show more
    Traveled in April 2018
    Reply from: Road Bike Tours Italy
    Many 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.
    Show more

Sign up or log in to access your TourRadar+ savings

Dates & Prices

Select departure month

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Upcoming departures
Hurry, deals only available for a limited time!
Ends on 14 Oct, 2026
  • From Sunday
    18 Apr, 2027
    To Saturday
    24 Apr, 2027
    English, Italian
    From:
    US$4,912 per person
    Price based on Private Double Room
  • From Sunday
    25 Apr, 2027
    To Saturday
    1 May, 2027
    English, Italian
    From:
    US$4,912 per person
    Price based on Private Double Room
  • From Sunday
    2 May, 2027
    To Saturday
    8 May, 2027
    English, Italian
    From:
    US$4,912 per person
    Price based on Private Double Room
  • From Sunday
    30 May, 2027
    To Saturday
    5 Jun, 2027
    English, Italian
    From:
    US$4,912 per person
    Price based on Private Double Room
  • From Sunday
    13 Jun, 2027
    To Saturday
    19 Jun, 2027
    English, Italian
    From:
    US$4,912 per person
    Price based on Private Double Room
  • From Sunday
    19 Sep, 2027
    To Saturday
    25 Sep, 2027
    English, Italian
    From:
    US$4,912 per person
    Price based on Private Double Room
  • From Sunday
    3 Oct, 2027
    To Saturday
    9 Oct, 2027
    English, Italian
    From:
    US$4,912 per person
    Price based on Private Double Room

Want to read it later?

Download this tour’s PDF brochure and start tour planning offline

Why book with TourRadar?

    • Trusted and vetted operators
    • Rated excellent on
    • Best price guarantee
    • 24/7 customer support
    • Unlock exclusive TourRadar+ member savings

    To protect your payment and ensure your booking will be processed in United States, never transfer or communicate outside of the TourRadar website or app.

More benefits

What our customers ask about this tour

The content in our FAQ section is subject to change.
All questions
We couldn't find results
Try a different search term or ask a question to this adventure's experts
  • L

    Lesley

    Asked on February 11th, 2024

    Can my spouse who is a not avid cyclist accompany me for the cultural experience?

    Tour Details
    Transport
    • 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, 2023

    Can you provide some details on the distance and elevation climbed on each day of this tour?

    Tour Details
    • 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, 2023

    Just enquiring as to the road bike options.

    Tour Details
    Transport
    • 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, 2022

    I 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.

    Group size
    Tour Details
    • 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, 2022

    I'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?

    Accommodation
    Single supplement
    • 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, 2022

    Is the longest 75 km? Also elevation gain would help me know if this is the trip for me.

    Tour Details
    • 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.

Can’t find the answer to your question?

Trip essentials

Good to know

Tour ID: 97709

The practical details for your trip across Italy: money, plugs and flexible ways to pay, all in one place.

Have a question? Chat with a travel expert

  • Pay in installments

    Spread the cost in interest-free biweekly installments of $165.

  • Deposit only

    Book now with just a 30% deposit. The remaining balance is due 65 days before departure.

  • € - Euro

    You’ll encounter Euro in Italy.

  • Plug type L

    You’ll need an adapter for these sockets in Italy.

  • Currency

    €
    Euro

    Italy

  • Plugs & adapters

    As a traveler from USA, Canada, England, Australia, New Zealand, South Africa you will need an adaptor for type L.

    • Type L

      Used in Italy

  • Visa

    Whether you need a visa depends on your nationality and how long you stay. We can’t process visas for you, but here’s a quick indication for this trip.

    This is only an indication. Visa rules depend on your passport, trip length and purpose. Always confirm with the official embassy or consulate before you travel.

  • Payment information

    Pay now
    A 30% deposit
    Balance due
    65 days before departure
    Installments
    Interest-free, every two weeks
    Currency
    USD
    Booking fee
    None

    Book now with just a 30% deposit and pay the rest later. The remaining balance is due 65 days before departure, charged automatically to your card, or you can split it into interest-free biweekly installments of $165 at checkout. Everything is charged in USD, and TourRadar never adds a booking fee. Any trip departing before December 12th, 2026 will need to be paid in full at checkout.

    Accepted for Road Bike Tours Italy tours

    • Visa
    • Maestro
    • Mastercard
    • American Express
    • PayPal

    TourRadar does NOT charge you an extra fee for using any of these payment methods.

  • Best price guarantee

    Found a lower price for the same tour elsewhere? We work directly with every tour operator, so we can match it.

    How it works

    1. Find a lower price

      Spot the same tour cheaper on another site or agency.

    2. Send us the quote

      Contact us before you book.

    3. We match it

      If the quote qualifies, you book with us at that price.

    Your quote needs

    • Same tour and operator
    • Same start and end dates
    • Same number of travelers
    • Same inclusions and destinations
    • Same booking and cancellation terms, in the same currency
    • A link to the site or agency offering it

    What doesn’t count

    • Quotes issued more than 24 hours ago
    • Cash back or loyalty program rebates
    • Itineraries that are similar but not identical
    • Similar tours run by a different operator
    • Bookings already confirmed on TourRadar

    Every new booking also counts toward your , which unlocks extra savings.

  • Cancellation Policy

    Cancellation terms may vary per tour. Please check for the full cancellation policy here.

    Checking the cancellation terms for this tour…

    Your money is protected. TourRadar is an authorized agent of Road Bike Tours Italy, and we handle payments so you don’t have to. Payment is securely transferred to the operator based on your departure date.

  • Insurance

    Our travel protection from our award-winning partner, XCover, means you and your travel companions can book with peace of mind knowing there’s protection available in case your trip doesn’t go to plan. At checkout you will be able to select between different options in case you or the tour are eligible for insurance. In case no option is available, you are always able to purchase travel insurance outside of TourRadar.

    Checking which travel protection options are available for you…
  • Accessibility

    Some tours are not suitable for mobility-restricted traveler, however, some operators may be able to accommodate special requests. For any enquiries, you can contact our customer support team, who are ready and waiting to help you.

From
US $4,912 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select departure month

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Pay only 30% today. The rest is due 65 days before departure. Learn more

Best price guarantee Learn More

Plan your adventure:

Earn while you share

With TourRadar RISE, you can earn commission when someone books a tour through a link you share — like this one.

Video

Western Europe Travel Guide

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec