
From
NZ
$3,329
Find this price
Booking needs min. 2 travelers
Payment plan
$666 now + easy payments of $333 Learn More
Best price guarantee Learn More
Plan your adventure:
- Bicycle
- Self-Guided
- Private
- Personalized
- Operator
- Cycling for Softies
- Private Tour
- Travel exclusively with your friends and family
- Self-guided
- Independent exploration, backed by expert advice and support
- Guided in English
- Age range 14 to 80

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
Expand All
- Introduction
- Day 1 Arrival to Radda in Chianti
- Day 2 Loop Ride to Gaiole
- Day 3 Radda to Castellina
- Day 4 Loop Ride to San Gimignano
- Day 5 Castellina to Val d'Elsa
- Day 6 Loop Ride in the Val d'Elsa
- Day 7 Departure
What's Included
Expand All
- Accommodation
- Meals
- Additional Services
- Transport
- Free eSIMTourRadar 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.

Operated by
Cycling for Softies
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 moreDates & Availability
7 days
Chianti Classico
From Radda in Chianti to Monteriggioni
Why book with TourRadar?
- Trusted and vetted operators
- Rated excellent on
- Best price guarantee
- 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 Australia, never transfer or communicate outside of the TourRadar website or app.
Select a departure month
Select The Travel Month
Upcoming departures
- From Saturday10 May, 2025To Friday16 May, 2025Sharing a multi-bed roomFrom:$3,553
- From Saturday17 May, 2025To Friday23 May, 2025Sharing a multi-bed roomFrom:$3,553
- Instant ConfirmationFrom Saturday24 May, 2025To Friday30 May, 2025Sharing a multi-bed roomFrom:$3,553
- Instant ConfirmationFrom Saturday31 May, 2025To Friday6 Jun, 2025Sharing a multi-bed roomFrom:$3,553
- Instant ConfirmationFrom Saturday7 Jun, 2025To Friday13 Jun, 2025Sharing a multi-bed roomFrom:$3,553
- Instant ConfirmationFrom Saturday14 Jun, 2025To Friday20 Jun, 2025Sharing a multi-bed roomFrom:$3,553
- Instant ConfirmationFrom Saturday21 Jun, 2025To Friday27 Jun, 2025Sharing a multi-bed roomFrom:$3,553
- Instant ConfirmationFrom Saturday28 Jun, 2025To Friday4 Jul, 2025Sharing a multi-bed roomFrom:$3,553
- Instant ConfirmationFrom Saturday5 Jul, 2025To Friday11 Jul, 2025Sharing a multi-bed roomFrom:$3,553
- Instant ConfirmationFrom Saturday12 Jul, 2025To Friday18 Jul, 2025Sharing a multi-bed roomFrom:$3,553
Good to Know
Tour ID: 300745
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