Guided
San Gimignano Bike Tour
Cycling in Tuscany is the best way to experience the region’s postcard-perfect landscapes. On our Guided San Gimignano Bike Tour you roll past ancient hilltop fortresses, vine-planted hillsides, and rows of majestic cypress trees. You sojourn in the miraculously preserved medieval hill towns of Certaldo, San Gimignano, and Volterra. On this cycling adventure you explore a Renaissance garden, tour an ancient winery, and prepare a delectable lunch during a hands-on cooking class. With five days to relax you can thoroughly immerse yourself in the culture and beauty of Tuscany. Van support is available every day for tired riders or spur of the moment purchases.
​Highlights
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Hands-on cooking class
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Winery and olive mill tour with tastings
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Towns of Certaldo, San Gimignano, and Volterra
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Beautiful Tuscan cycling (peaceful roads and van support)
Price
US$ 1,400 per person, double occupancy
Dates
Email us your dates. We can schedule the tour when you want.
Single Supplement
+ US$ 200 for single room occupancy
Length
5 Days, 4 Nights
Meet / Finish
Florence / Volterra
Dates
Any date, Mar 1 to Dec 1
Route Rating
Moderate: 6-21 miles (10-33 km) per day over hilly terrain. Extra miles available.
Bikes and Gear >
Terms and Conditions >
Daily Itinerary
Day 1: Certaldo
Meet in Florence and shuttle by van to our bike storage in the Chianti countryside. Ride to a 16th Century winery for a tour and wine tasting. Lunch together at the winery. After lunch pedal to the perfectly preserved medieval village of Certaldo. Our hotel is housed in a 16th Century four mill and features a swimming pool and huge garden.
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Day 2 and 3: San Gimignano
Cycle past a castle and vineyards on your way to San Gimignano. Enjoy spectacular views of San Gimignano's 14 stone towers. After lunch climb a tower or just savor a cappuccino in a bustling piazza. Ride to a small inn for a hands-on cooking class where you combine fresh locally sourced ingredients to create tasty Tuscan specialties.
Day 4 and 5: Volterra
We have saved the best riding for last. Lush woodland gives way to peaceful rolling hills as the countryside opens up before you. Volterra is one of Tuscany’s most beautiful hill towns and remains delightfully off the tourist trail. Volterra is known for its alabaster. You can visit a workshop where skilled artisans work the translucent stone into colorful creations. Volterra also has a well preserved Roman theater and Etruscan gate.
Daily Distance
Lodging
Hotel Certaldo
Certaldo (1 night)
The four-star Hotel Certaldo is located in a renovated watermill on the Elsa river. The hotel has air-conditioning, a pool, a great breakfast, and super friendly staff.
hotel website >
Hotel Leon Bianco
San Gimignano (1 night)
You stay in an 11th Century palace on San Gimignano's most beautiful piazza. The building has been carefully restored preserving its special character.
hotel website >
Hotel La Locanda
Volterra (1 night)
This four-star hotel is located in a converted nunnery in the historic center of Volterra. The hotel features air-conditioning, free WIFI, and a small garden.
hotel website >
What's Included
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All lodging (three star hotels)
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All breakfasts
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One lunch
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Winery visit and wine tasting
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Luggage transfers from hotel to hotel
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Private van transfer from Florence on Day 1
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Van support
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One friendly bilingual guide
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Four beautiful rides (extra miles available)
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Use of a high-end bicycle (hybrid or road bike)
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Use of a helmet
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Souvenir water bottle to keep
Departure from Volterra, End of Tour
The bike tour ends in Volterra. Volterra does not have a train station or rental car agencies. However, Volterra is well connected by busses. The busses to Florence or Pisa take 2 hours. If you prefer we can book a taxi for you. We will be happy to assist you with your post tour travel plans.
Siena Hotel Supplement During Palio
During the Palio (Siena's horse race) hotel prices triple. A surcharge of US$ 100 per person will apply for if you stay in Siena Jun 29-30, Jul 1-2, or Aug 13-16.
What if it Rains?
On self-guided tours there is no van support. But, we do move your luggage. If it rains you can catch a ride with us when we move your bags, just call to make arrangements.
What if it Rains?
On self-guided tours there is no van support. But, we do move your luggage. If it rains you can catch a ride with us when we move your bags, just call to make arrangements.
What if it Rains?
On self-guided tours there is no van support. But, we do move your luggage. If it rains you can catch a ride with us when we move your bags, just call to make arrangements.
Siena Hotel Supplement During Palio
During the Palio (Siena's horse race) hotel prices triple. A surcharge of US$ 100 per person will apply for if you stay in Siena Jun 29-30, Jul 1-2, or Aug 13-16.
What if it Rains?
On self-guided tours there is no van support. But, we do move your luggage. If it rains you can catch a ride with us when we move your bags, just call to make arrangements.
Siena Hotel Supplement During Palio
During the Palio (Siena's horse race) hotel prices triple. A surcharge of US$ 100 per person will apply for if you stay in Siena Jun 29-30, Jul 1-2, or Aug 13-16.
What if it Rains?
On self-guided tours there is no van support. But, we do move your luggage. If it rains you can catch a ride with us when we move your bags, just call to make arrangements.
Siena Hotel Supplement During Palio
During the Palio (Siena's horse race) hotel prices triple. A surcharge of US$ 100 per person will apply for if you stay in Siena Jun 29-30, Jul 1-2, or Aug 13-16.
Want to Save?
Consider one of our self-guided bike trips. We can schedule a self-guided bike tour whenever you want March 1 to October 31.
Our Dates Dont Work?
We may be able to offer the dates you want. Email us with the dates you prefer.