Bike Tour Quick Facts
- Price: $3,190 per person, double occupancy
- Non-rider Price: 20% discount, double occupancy
- Duration: 6 days / 5 nights
- Start / Finish: Siena, Italy
- Terrain: Rolling to Hilly
- Total Riding Distance: 386 km (240 miles)
- Daily Rides: 45 – 100 km (25 – 60 miles) per day
- Accommodations: 4-Star Hotels (more hotel details)
- Dates: We work with your schedule! Tell us when you’d like to travel and we’ll get started on your bike tour with us.
Do you have questions or want more info about our Tuscany Bike Tour? Email us. We’re happy to help!
Bike Tour Highlights & Overview
- Climbing up to the hilltop towns of Radda, San Gimignano, Pienza and others
- Savoring the incredible food and wine for which Tuscany is so well known
- Pedaling along small vineyard roads with twisty climbs and swooping descents
- Cycling to the top of the Monte Amiata
- Experiencing “la dolce vita” firsthand, like every cyclist should at least once in their lives
For the avid cyclist, pedaling along the roads of Tuscany is a must in one’s life. Our bike tour in Tuscany focuses on all the key elements that make this region of Italy so special: exploring the rolling hills covered with vineyards, climbing up to medieval villages that are perched atop craggy hills, soaking up the Tuscan sun, and savoring the delicious food and wine. We start off our bike tour in Siena and the Chianti region, then spend the latter half of the week in the southern Tuscan town of Pienza. While not mountainous like the Alps or Dolomites, this part of Italy is certainly not flat. The small, country roads seem to perpetually rise and fall as they roll over this varied landscape. Frequently here, the hilltops are decorated with imposing, walled medieval towns, just waiting to be explored. After your ride, savor a Tuscan meal or a glass of world class wine while taking in the beautiful vistas that have made this part of Italy so famous.
Day 1: Meet in Siena. Warm-up Loop: 28 km (17 miles) with 506 m (1660 feet) of climbing
Day 2: San Gimignano Loop: 93 km (58 miles) with 1600 m (5,250 feet) of climbing.
Day 3: Gaiole / Greve Loop: 83 km (52 miles) with 2103 m (6900 feet) of climbing.
Day 4: Hotel to hotel: 96 km (60 miles) with 1800 m (5900 feet) of climbing.
Day 5: Montalcino Loop: 68 km (42 miles) with 1280 m (4200 feet) of climbing
Day 6: Departure day. Leave from Siena.
Tuscany Bike Tour Photos
Want to see more pictures? Visit our Tuscany Photo Gallery.
Relais Vignale (Four star hotel)
This four star hotel dates back to the 17th century and has been tastefully restored to retain its character as a Tuscan manor house. The hotel is well located on the edge of Radda, giving it a sense of quietude while still being easily walkable to the town center. After a day in the saddle, you may wish to relax outdoors, either poolside, in the hotel’s gardens or on the terrace. The hotel’s restaurant includes over 300 wines from not only the local vineyards but from all around the world. Enjoy a glass with your evening meal, while sitting under the restaurant’s vine covered terrace.
Tenuta Santo Pietro
A 13th century, fully restored farm house, Tenuta Santo Pietro lies just a few kilometers outside of Pienza. On an idyllic and pastoral location, the inn’s property includes a 72 acre working farm, replete with vineyards and olive trees. Enjoy an afternoon wandering the grounds, sitting poolside, or sampling the inn’s wine and olive oil. Dinners focus on simple, yet remarkable Tuscan cuisine. Whether it be homemade pasta, a simple grilled steak or vegetables from the inn’s garden there is always something delicious to enjoy.
Food and Lodging
- All accommodation
- Daily breakfast (except arrival day), several lunches, most dinners
- Table wine or beer at our group dinners
- Variety of fresh fruit, energy bars, sports drinks and bars; before and during each ride
- 2 cycling water bottles, for you to keep
- Gratuities for all accommodations, group meals and group transportation included in the trip
- GPS bike computer to use while on trip. Loaded with daily rides
- Van support during the daily route
- Daily information on local sites
- In Situ Cycling Jersey
- Experienced trip leaders
- Support vehicle(s) providing all transportation and luggage transfers during the trip (when applicable)
- Basic bike mechanical support
- Spare bike tubes, chain lube, bike tools, floor pump and other minor bike supplies
- Transportation to/from group meals at restaurants, when applicable
- Transportation to/from optional afternoon activities supported by the leader (such as wine tastings, sight seeing, etc), when applicable
- Airfare and ground transportation to and from the trip start/end
- Lodging before and after the trip
- Additional or special alcoholic drinks that are not part of our group dinners
- Bicycle Rental
- Bicycle Helmet, Shoes or Pedals
- Trip Insurance
- Personal items or services purchased during the trip
- Some meals are not included during the trip
- Gratuities for your In Situ Travel trip leaders.