Self-Guided Southern Tuscany Cycling Wineries

Price
US$ 1,500 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$ 250 per person
Use our bike bags (panniers) instead of the luggage transfer
» more info

Dates
Any date from March 1 to October 31

7 Days, 6 Nights

Route Rating
Moderate: 10-30 miles (15-50 km) per day cycling over hilly terrain.

Meet / Finish
Buonconvento / Cortona

Highlights

Winery tour with wine tasting
Swim at a thermal spa
12th century castle visit
8th century abbey
The Tuscan hill towns of Montalcino, Pienza, Montepulciano and Cortona
Beautiful vistas of vineyards and olive groves
Peaceful country back roads

What's Included

All lodging (3 and 4 star hotels)
All breakfasts
Lunch on Day 1
Winery visit and wine tasting
Luggage transfer from hotel to hotel
Private van transfer from Florence on day one
6 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

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.

Winery and Castle Admission
All of these wineries and castles can be visited on this tour. Entrance fees, if applicable, are usually less than US$ 8.

Self-Guided Southern Tuscany Cycling Wineries and Castles

All of these wineries and castles can be visited on this tour. Entrance fees, if applicable, are usually less than US$ 8.

Montalcino Castle, Montalcino
The 14th century Montalcino castle is right out of a fairy tale. You can see the ancient walls, towers, and the basilica. Inside the castle is a fabulous little wine shop with the best wines from the region. Climb the castle walls for great views.

Biondi Santi Winery, Montalcino
The Biondi-Santi winery was established in 1880. Shortly thereafter the winery made viniculture history when it produced the first Brunello using a clone of the Sangiovese grape. Today the same family produces 70,000 bottles renowned as being among the best reds in Italy.

Cantina Redi Winery, Montepulciano
Cantina Redi’s massive ageing cellars were cut deep into the rock under the town at the end of the 17th Century. Today you can descend an ancient staircase and admire the cellars filled with huge wooden casks of wine. The winery produces 180,000 bottles per year.