Florence to Siena Tuscany bike tour, castle and winery

2010 Price
US$ 550 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.

(Siena Palio Surcharge)

During the Palio (Siena's famous horserace) hotel prices triple. A surcharge of US$ 100 (per person) will apply if you stay in Siena 6/29, 6/30, 7/1, 7/2, 8/13, 8/14, 8/15, or 8/16.

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

Optional Charges
» 3rd night (US$ 200 per person)

Dates
Any date from March 1 to October 31

3 Days, 2 Nights

Route Rating
Moderate: Two rides (15 and 27 miles) over hilly terrain.

Meet / Finish
Florence / Siena

Highlights

Winery visit with guided wine and oil tasting
The towns of Greve, Castellina, and Siena.
Beautiful vistas of vineyards and olive groves
Peaceful country back roads

What's Included

All lodging (3 and 4 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
Two beautiful rides (15 and 27 miles). 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 an easier tour?
Add a third night for US$ 200 (per person)

Instead of 27 miles on DAY 2 you ride:
DAY 1: 15 mi, Florence to Greve
DAY 2: 12 mi, Greve to Castellina
DAY 3: 15 mi, Castellina to Siena
DAY 4: Last Day

Recommended for less experienced cyclists.

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, luggage transfers, great accommodations, restaurant suggestions, and sightseeing notes. You choose the dates we take care of the details.

Self-Guided Florence to Siena Cycling

This two-day bike tour takes you though the picture-perfect Chianti countryside as you slowly pedal from Florence to Siena. Cypress lined lanes and medieval villages create a scene right out of a Renaissance painting. You spend one night in the unofficial capital of Chianti, Greve, and one night in scenic Siena. You visit a 16th Century villa, tour their winery and sample their wines and oils. In Siena you can get lost on the cobblestone streets as you search for the perfect gelato (home-made ice cream). The riding is hilly, but the distances are not long. Bring your camera and curiosity, beautiful Chianti awaits!

Day 1 Greve On the morning of day one we mix you with our single-day bike tour group. You meet in the center of Florence and shuttle to our bicycle storage in the Chianti countryside (9 miles south of Florence). This 20-minute drive gets you past the busy traffic of the city. We cycle to a Chianti Classico winery for a group tour of their wine cellars. A guided wine tasting follows the winery visit. For lunch we take you to our favorite restaurant in a charming Tuscan hill town. After lunch the self-guided part of your trip begins as you part ways with the one-day cyclists. A panoramic downhill leads you to the village of Greve. Your hotel is right on the central piazza of town. Before dinner you can explore Montefiorale, a small Medieval village, or just find a nice spot in an outdoor cafe for a relaxing aperitif.

Day 2 Siena You pedal the picturesque Chiantigiana road as it winds through the heart of Tuscany. Along the way you visit two Chianti villages. The town of Panzano, originally a medieval castle, still preserves some of its old walls and towers. The castle of Panzano marks the halfway point between Florence and Siena and the castle’s courtyard and surroundings are open to visitors. A few miles down the road the town of Castellina offers a wealth of archaeological treasures including a 15th Century castle and Etruscan tombs from 700 BC.. Climb the castle towers for 360 degree views. Inside the castle you will find a small archeological museum with bronze weapons, ornaments and Corinthian vases. Your ride ends in the traffic-free center of Siena. Today Siena offers Italy's best Gothic city experience. Frequent trains and busses make for an easy departure on Day three.