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From
US $1,932

Chianti Classico

7 days
From Radda in Chianti to Monteriggioni
Chianti Classico - Cycling for Softies
From
US $1,932
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Booking needs min. 2 travelers

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Payment plan $386 now + easy payments of $172 Learn More

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Plan your adventure:
  • Bicycle
  • Self-Guided
  • Private
  • Personalized
Self-guided
Independent exploration, backed by expert advice and support
Guided in English
Age range 14 to 80
Image of a map showing the route of the tour

Highlights

  • Explore medieval Radda and taste Chianti wine
  • Cycle to Gaiole, home to historic Brolio Castle
  • Ride through Chianti's landscapes to Castellina
  • Visit San Gimignano's medieval skyscrapers
  • Discover Colle di Val d'Elsa's crystal glass

Itinerary

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  1. Introduction
  1. Day 1 Arrival to Radda in Chianti
  2. Day 2 Loop Ride to Gaiole
  3. Day 3 Radda to Castellina
  4. Day 4 Loop Ride to San Gimignano
  5. Day 5 Castellina to Val d'Elsa
  6. Day 6 Loop Ride in the Val d'Elsa
  7. Day 7 Departure
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What's Included

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  • Accommodation
  • Meals
  • Additional Services
  • Transport
  • Free eSIM
    Stay connected on your adventure with a free eSIM, making it easier than ever to keep your friends, family and social media up to date without the hassle of roaming fees.

Number of tours

10

Age Range

14 to 80 years old

Response time

within 3 days

Response rate

100%

Our leisurely cycling tours aren’t about clocking up the miles, they're about...

Read more

Your Peace of Mind Options

Cancellation Policy

A transparent overview of applicable fees.

Travel Insurance

Be covered for any unforseen circumstances.

Dates & Availability

7 days
Chianti Classico
From Radda in Chianti to Monteriggioni

Why book with TourRadar?

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    • 24/7 customer support
    • Earn $50 in travel credits
    • Free eSim with every purchase

    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
Select a departure month
  • Upcoming departures
  • April 2025
  • May 2025
  • June 2025
  • July 2025
  • August 2025
  • September 2025
  • October 2025
Select The Travel Month

Upcoming departures
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Ends in2d2h58m8s
  • From Saturday
    19 Apr, 2025
    To Friday
    25 Apr, 2025
    Sharing a multi-bed room
    From:
    $1,931
  • From Saturday
    26 Apr, 2025
    To Friday
    2 May, 2025
    Sharing a multi-bed room
    From:
    $1,931
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    From Saturday
    3 May, 2025
    To Friday
    9 May, 2025
    Sharing a multi-bed room
    From:
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    10 May, 2025
    To Friday
    16 May, 2025
    Sharing a multi-bed room
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    From Saturday
    17 May, 2025
    To Friday
    23 May, 2025
    Sharing a multi-bed room
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    From Saturday
    24 May, 2025
    To Friday
    30 May, 2025
    Sharing a multi-bed room
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    31 May, 2025
    To Friday
    6 Jun, 2025
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    7 Jun, 2025
    To Friday
    13 Jun, 2025
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    From Saturday
    14 Jun, 2025
    To Friday
    20 Jun, 2025
    Sharing a multi-bed room
    From:
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    From Saturday
    21 Jun, 2025
    To Friday
    27 Jun, 2025
    Sharing a multi-bed room
    From:
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Good to Know

Tour ID: 300745

  • 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 11th, 2025 a full payment is necessary. For tours departing after June 11th, 2025, a minimum payment of 20% is required to confirm your booking with Cycling for Softies. 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 60 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 Cycling for Softies will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Cycling for Softies" 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.