From
NZ $7,497 per person

Tour of Tuscany

7 days
•
From Radda in Chianti to Bagno Vignoni
5.0
1 traveler review
  • Rolling hills with a meandering road, under a colorful sunset sky.
  • Vibrant green hills under a clear blue sky.
  • Rustic outdoor cafe setting with wooden tables and chairs.
  • Foggy hills with a row of cypress trees lining a road.
  • Assortment of colorful vegetables at a market stand.
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  • Tall brick tower with a bird flying in the sky.
  • Panoramic view of a farmhouse surrounded by rolling hills.
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From
NZ $7,497 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 Date

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2025

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

2026

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
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Plan your adventure:
Operator
Eat Sleep Cycle
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, Spanish
Group Size 1 - 100
Ages 18+
Image of a map showing the route of the tour

Highlights

  • Explore quaint Greve and taste Chianti wines
  • Cycle through historic Tuscan gravel roads
  • Discover watchtowers and battles of Gaiole
  • Ride from Radda to Siena, passing vineyards
  • End tour in Pienza or Montalcino with a feast

Itinerary

Expand All
  1. Introduction
  1. Day 1 Welcome to Tuscany
  2. Day 2 Village of Volpaia
  3. Day 3 Of Gaiole in Chianti
  4. Day 4 Castelnuovo Berardenga
  5. Day 5 Le Strade Bianche Section and Crete Senesi
  6. Day 6 Bagno Vignoni
  7. Day 7 Departure Day
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What's Included

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  • Accommodation
  • Guide
  • Meals
  • Additional Services
  • Free eSIM
    TourRadar 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

  • Flights
  • Insurance
  • Optional
  • Additional Services
  • Transport

Adventure Type

Choose the type of organized adventure that suits your preferences.
  • Group Adventures
    Join a group and forge lifelong friendships.
    What to expect
    • Fast booking confirmation
    • Carefully planned itineraries
    • Travel with like-minded people
    Starting at
    NZ $7,497 / traveler
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  • Personalized Adventures
    Customize an existing itinerary or create your own.
    What to expect
    • Travel with your own group of min. 6 travelers
    • Choose your preferred dates and duration
    • Upgrade your accommodation
    • Customize the itineraries
    After requesting a quote, we will get back to you with a price based on your requirements.
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Operated by

Eat Sleep Cycle

5.0
(1 review)

Number of tours

40

Age Range

18 to 90 years old

Response time

within 2 days

Response rate

80%

At Eat Sleep Cycle it’s our pedal powered mission to share our love of...

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Your Peace of Mind Options

Cancellation Policy

A transparent overview of applicable fees.

Travel Insurance

Be covered for any unforseen circumstances.

Customer Reviews

  • ALEXANDER
    · October 5th, 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 wanted but the only way to get from hotel to hotel. Also I did climb the 1500meter mountain between France and Spain, it was a challenge and you mentioning age group to 90 years old is deceiving. But I had a challenging great time,just what I signed up for
    Show more

Dates & Availability

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2025

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

2026

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
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  • Instant Confirmation
    From Monday
    1 Jun, 2026
    To Sunday
    7 Jun, 2026
    English, Spanish
    From:
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    Multiple Room Types
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    From Tuesday
    2 Jun, 2026
    To Monday
    8 Jun, 2026
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    3 Jun, 2026
    To Tuesday
    9 Jun, 2026
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    From Thursday
    4 Jun, 2026
    To Wednesday
    10 Jun, 2026
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    From Friday
    5 Jun, 2026
    To Thursday
    11 Jun, 2026
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  • Instant Confirmation
    From Saturday
    6 Jun, 2026
    To Friday
    12 Jun, 2026
    English, Spanish
    From:
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    Multiple Room Types
  • Instant Confirmation
    From Sunday
    7 Jun, 2026
    To Saturday
    13 Jun, 2026
    English, Spanish
    From:
    NZ $7,497 per person
    Multiple Room Types
  • Instant Confirmation
    From Monday
    5 Oct, 2026
    To Sunday
    11 Oct, 2026
    English, Spanish
    From:
    NZ $7,497 per person
    Multiple Room Types
  • Instant Confirmation
    From Tuesday
    6 Oct, 2026
    To Monday
    12 Oct, 2026
    English, Spanish
    From:
    NZ $7,497 per person
    Multiple Room Types
  • Instant Confirmation
    From Wednesday
    7 Oct, 2026
    To Tuesday
    13 Oct, 2026
    English, Spanish
    From:
    NZ $7,497 per person
    Multiple Room Types

Why book with TourRadar?

    • 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

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What our customers ask about this tour

The content in our FAQ section is subject to change.
All questions
  • 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?
Reach out to the experts at Eat Sleep Cycle with your enquiry, they usually respond within 2 days.
From
NZ $7,497 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 Date

Select departure month

2025

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

2026

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
Save and compare this adventure

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Plan your adventure:

Good to Know

Tour ID: 251015

  • Currency
    €
    Euro
    Italy
  • Plugs & Adapters

    As a traveler from New Zealand 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 December 3rd, 2025 a full payment is necessary. For tours departing after December 3rd, 2025, a minimum payment of 50% is required to confirm your booking with Eat Sleep Cycle. 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 Eat Sleep Cycle will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Eat Sleep Cycle" 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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Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2025

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

2026

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