
From
US
$1,932
Find this price
Booking needs min. 2 travelers
Payment plan
$386 now + easy payments of $172 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 eSIMStay 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.

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
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Upcoming departures
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Ends in2d2h58m8s
- From Saturday19 Apr, 2025To Friday25 Apr, 2025Sharing a multi-bed roomFrom:$1,931
- From Saturday26 Apr, 2025To Friday2 May, 2025Sharing a multi-bed roomFrom:$1,931
- Instant ConfirmationFrom Saturday3 May, 2025To Friday9 May, 2025Sharing a multi-bed roomFrom:$2,062
- Instant ConfirmationFrom Saturday10 May, 2025To Friday16 May, 2025Sharing a multi-bed roomFrom:$2,062
- Instant ConfirmationFrom Saturday17 May, 2025To Friday23 May, 2025Sharing a multi-bed roomFrom:$2,062
- Instant ConfirmationFrom Saturday24 May, 2025To Friday30 May, 2025Sharing a multi-bed roomFrom:$2,062
- Instant ConfirmationFrom Saturday31 May, 2025To Friday6 Jun, 2025Sharing a multi-bed roomFrom:$2,062
- Instant ConfirmationFrom Saturday7 Jun, 2025To Friday13 Jun, 2025Sharing a multi-bed roomFrom:$2,062
- Instant ConfirmationFrom Saturday14 Jun, 2025To Friday20 Jun, 2025Sharing a multi-bed roomFrom:$2,062
- Instant ConfirmationFrom Saturday21 Jun, 2025To Friday27 Jun, 2025Sharing a multi-bed roomFrom:$2,062
Good to Know
Tour ID: 300745
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