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2026

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Who is travelling?

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Tour of Tuscany

7 days
•
From Tuscany to Montalcino
5.0 (1 review)

No departure dates available

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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: Spanish
Group Size 1 - 100
Ages 18+

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Image of a map showing the route of the tour

Itinerary

  1. Intro

    Introduction

  2. Day 1

    Chianti

    Chianti
    Meals
    Lunch (Light lunch upon arrival at the hotel), Dinner (Welcome evening meal hosted by the hotel's excellent chef)

    Included Activities

    • Warm-up ride in Chianti (19.3 km, 306m elevation gain)
    Landmarks
    Chianti
  3. Day 2

    Greve to Volpaia

    Greve to Volpaia
    Meals
    Breakfast, Lunch (Lunch en route), Dinner (Evening meal in town)

    Included Activities

    • Ride to Greve and Volpaia (66.9 km, 1655m elevation gain)
    • Wine tasting in Chianti vineyard
    Landmarks
    Greve in Chianti
    Volpaia
  4. Day 3

    Gaiole in Chianti

    Gaiole in Chianti
    Meals
    Breakfast, Lunch (Lunch en route)

    Included Activities

    • Ride to Gaiole in Chianti (69.9 km, 1216m elevation gain)

    Optional Activities

    • Visit watchtowers in Gaiole
    Landmarks
    Gaiole in Chianti
  5. Day 4

    Radda to Siena

    Radda to Siena
    Meals
    Breakfast, Lunch (Lunch en route), Dinner (Evening meal at the hotel)

    Included Activities

    • Ride from Radda to Siena via Castelnuovo Berardenga (74.2 km, 1671m elevation gain)
    Landmarks
    Castelnuovo Berardenga
    Siena
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  6. Day 5

    Siena to Bagno Vignoni

    Siena to Bagno Vignoni
    Meals
    Breakfast, Lunch (Lunch en route in San Quirico), Dinner (Evening meal at the hotel)

    Included Activities

    • Ride through Crete Senesi and Le Strade Bianche section (62 km, 1271m elevation gain)
    • Pass through Asciano and San Giovanni d'Asso
    Landmarks
    Crete Senesi
    Le Strade Bianche
    Asciano
    San Giovanni d'Asso
    San Quirico
    Bagno Vignoni
    Itinerary Image 1Itinerary Image 2
  7. Day 6

    Bagno Vignoni to Pienza or Montalcino

    Bagno Vignoni to Pienza or Montalcino
    Meals
    Breakfast, Lunch (Lunch en route), Dinner (Farewell evening meal in the village)

    Included Activities

    • Ride to Pienza or Montalcino (83.1 km, 1976m elevation gain - long route option)

    Optional Activities

    • Short ride to Pienza (UNESCO site known for Pecorino cheese)
    • Long ride to Montalcino (renowned for wine)
    Landmarks
    Pienza
    Montalcino
  8. Day 7

    Departure

    Departure
    Meals
    Breakfast

    Optional Activities

    • Arrange transfers based on departure plans

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What's Included

Expand All
  • Accommodation
  • Guide
  • Meals
  • Additional Services

What's Not Included

  • Flights
  • Insurance
  • Optional
  • Additional Services
  • Transport

Operated by

Eat Sleep Cycle

Rating
5.0 (1 review)
Response rate
67%
Cancellation policy
Learn more

Reviews from other tours by Eat Sleep Cycle

  • ALEXANDER5.0•October 2023
    The route was frankly ridiculous, way to long ,the way I made it was by not doing gravel, but state roads,not what I...
    Show more

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What our customers ask about this tour

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  • P

    Philip

    Asked on September 1st, 2024

    What is the level? Do you use road bikes? The review says something about gravel. Do you have availability in other tours/countries in October.

    Tour Details
    Transport
    • Eat Sleep CycleOperator•Written September 2024

      We use road bikes. Regarding the gravel, there is an option to so some sections of gravel if you want, but it's not mandatory. We have many Tours in different destinations, like Slovenia, Portugal & Spain.

    • P

      Philip

      Traveler•Written September 2024

      Do you have availability in Tuscany tours in October? Do you have extra rooms?

    • Eat Sleep CycleOperator•Written September 2024

      I already answer your email.

    • P
      2 more answers
Can’t find the answer to your question?

Trip essentials

Good to know

Tour ID: 251015

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  • Deposit only

    Book now with just a 50% 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

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    Balance due
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  • 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.

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  • 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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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