Florence to San Gimignano Tuscany bike tour, wine tasting

Price
US$ 600 per person
(Single Supplement)

Traveling alone?
Join a self-guided tour that has already been scheduled. We can’t run self-guided trips for one person, but we may have already booked a self-guided tour that works for you. More info

Group of three?
Tour prices are based on double room occupancy. Groups of three on self-guided trips have two options:
Option 1: Request a triple room. With a triple there is no single supplement. Option 2: Pay a single supplement (US$ 50/night) for the single room.

Save US$ 50 per person
Use our bike bags (panniers) instead of the luggage transfer
» more info

Dates
Any date from March 1 to October 31

3 Days, 2 Nights

Route Rating
Moderate: Two rides, 19 and 9 miles (30 and 15 km) over hilly terrain.

Meet / Finish
Florence / San Gimignano

Highlights

Winery visit with guided wine and oil tasting
The Tuscan hill towns of San Gimignano and Certaldo.
Beautiful vistas of vineyards and olive groves
Peaceful country back roads

What's Included

All lodging (3 star hotels)
All breakfasts
One lunch
Winery visit and wine tasting
Luggage transfer from hotel to hotel
Private van transfer from Florence on day one
2 beautiful rides. Extra miles available.
Use of high-end hybrid bicycle
Use of cell phone for emergencies

Cancellations: Terms and Conditions

» Tour Summary
» Map and Distances
» Hotels
» Photos
» Bicycles

Wineries and Castles

Want to see Volterra?
Add a third night for US$ 200 (per person)

Make your trip one day longer and stay in beautiful Volterra.

What if it rains?

On self-guided bike tours there is no van support. However, we do move your luggage from hotel to hotel. In the event of rain you can catch a ride with us when we move your bags. We provide our guests with a cell phone. You can call in the morning and make arrangements for a lift.

Why Self-Guided?
Explore Tuscany at your own pace. We provide detailed route notes, a cell phone, luggage transfers, great accommodations, restaurant suggestions, and sightseeing notes. You choose the dates. We take care of the details.

Self-Guided Florence to San Gimignano Bike Tour

Self-Guided Florence to San Gimignano Cycling

From the Renaissance splendors of Florence to the Medieval stone towers of San Gimignano, this two-day bike tour shows you the wonders of central Tuscany. You tour a winery that makes the bold Chianti Classico, sampling their wines and flavorful olive oils. You spend the night in the ancient village of Certaldo, a red-brick medieval masterpiece. Off the beaten trail, this fortified village features beautiful views of the countryside as well as a 14th Century castle. On day two you ride through vineyards and olive groves on your way to scenic San Gimignano. The town's 14 stone towers stand out against the rolling green landscape. San Gimignano looks like a town plucked from a fairy tale and set into the Tuscan countryside. The rides are short (18 and 10 miles) to leave you plenty of time to explore.

Day 1 Certaldo We meet in the center of Florence and shuttle to our bicycle storage in the Chianti countryside (9 miles south of the city). This short drive gets you past the busy traffic of Florence. We fit you on your bike and you are off to a Chianti Classico winery. We tour the wine cellars seeing barrels and bottles. You learn about San Giovese grapes and Extra Virgin Olive Oil. The tour culminates with a guided wine and oil tasting. For lunch we take you to a family-run ristorante. Lunch is on us on day one. After lunch the self-guided part of your trip begins. You bike through a picture-perfect landscape on your way to the village of Certaldo. Your four-star hotel has an inviting pool and gardens. Walking the cobblestone streets of Certaldo Alto you will be able to see the towers of San Gimignano in the distance. Tour the castle or enjoy a cold drink in a peaceful piazza.

Day 2 San Gimignano After a buffet breakfast you leave your bags in the lobby and roll into the Tuscan countryside. Two roads lead to San Gimignano and you can choose the one you prefer. One heads steeply uphill as it meanders through picturesque villages. The other gently zigzags past vine covered slopes offering great views of San Gimignano's towers. As with many Tuscan hill towns, San Gimignano's medieval stone buildings have been perfectly preserved, but here 14 medieval towers are still standing as well. Declared by the United Nations to be a World Heritage site, the architectural styles of the towers and palaces are a wonder to see. For dinner enjoy homemade pasta and sip Tuscany's best known white wine, the dry Vernaccia di San Gimignano. Frequent bus service makes for an easy departure on day three.