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2026

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A Fantastic Journey- Tuscany Small Group Cycling Tour

7 days
Start and end in Siena
5.0
2 traveler reviews

No departure dates available

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Plan your adventure:
Bicycle
Pedal-powered journeys for two-wheeled explorers
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+
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    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
  2. Day 2

    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
  3. Day 3

    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
  4. Day 4

    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
  5. Day 5

    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
  6. Day 6

    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
  7. Day 7

    Transfer to Siena

    Meals
    Breakfast

    Included Activities

    • Minibus transfer to Siena
    Landmarks
    Siena
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
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What's Included

Expand All
  • Accommodation
  • Guide
  • Meals
  • Additional Services

What's Not Included

  • Additional Services
4.9
(15 reviews)

Number of tours

11

Age Range

18 to 90 years old

Response time

within 3 days

Response rate

100%

Road Bike Tours Italy was set up thanks to a desire to share our appreciation...

Read more

Your Peace of Mind Options

Cancellation Policy

A transparent overview of applicable fees.

Travel Insurance

Be covered for any unforseen circumstances.

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

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  • M
    October 26th, 2018
    5.0
    This tour exceeded my expectations, on so many levels. The riding was wonderful, the countryside was glorious, the...
    Show more
    Traveled in October 2018
  • A
    April 15th, 2018
    5.0
    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

What our customers ask about this tour

The content in our FAQ section is subject to change.
All questions
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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 ItalyOperatorWritten 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 ItalyOperatorWritten 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 ItalyOperatorWritten 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 ItalyOperatorWritten 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 ItalyOperatorWritten 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 ItalyOperatorWritten 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?

No departure dates available

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Plan your adventure:

Good to Know

Tour ID: 97709

  • 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
    Italy
  • Visa
    • Unfortunately we cannot offer you a visa application service. Whether you need a visa or not depends on your nationality and where you wish to travel. Assuming your home country does not have a visa agreement with the country you're planning to visit, you will need to apply for a visa in advance of your scheduled departure.
    • Here is an indication for which countries you might need a visa. Please contact the local embassy for help applying for visas to these places.
  • Payment information
    • For any tour departing before June 17th, 2026 a full payment is necessary. For tours departing after June 17th, 2026, a minimum payment of 30% is required to confirm your booking with Road Bike Tours Italy. The final payment will be automatically charged to your credit card on the designated due date. The final payment of the remaining balance is required at least 65 days prior to the departure date of your tour. TourRadar never charges you a booking fee and will charge you in the stated currency.
    • Some departure dates and prices may vary and Road Bike Tours Italy will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Road Bike Tours Italy" tours: Visa, Maestro, Mastercard, American Express or PayPal. TourRadar does NOT charge you an extra fee for using any of these payment methods.
  • Cancellation Policy
  • 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.

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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