Tuscany Self-Guided Biking

Self-guided trips combine the hallmarks of any B&R itinerary (think excellent hotels, amazing local connections and expertly planned routes) with the freedom of pacing each day exactly the way you like.

Your pace, our routes, Italy's pleasures

Explore Pienza and Siena with Carlo, a Tuscan native, and expand your palate with local wine-maker Elisabetta. From tiny Montefollonico to lordly Montepulciano, Tuscany embodies the good life. Revel in a cyclist’s paradise as our friends reveal its many charms.

B&R Experience Designer Courtney Mundy has been named a Top Travel Specialist for 2022 by Condé Nast Traveler.

Trip Type: Self-Guided | Activity Level: 4

Experience designed by B&R travel expert Courtney Mundy

Learn more about Courtney

Per person

$4,795 USDBased on 2 people

*Request a detailed itinerary for pricing for more than 2 people

6 Days / 5 Nights

Pienza to Florence

Preview the Itinerary


Meet Carlo, your local guide and Tuscan native who will lead you on an insightful visit of Pienza, a remarkable Renaissance gem. Head out on your bikes for a wonderful loop ride and enjoy dinner tonight at the hotel's vibrant restaurant.

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Your Accommodation

Level 4

You will cover hilly terrain, but we’ve kept the average daily distance to a moderate 40 km (25 miles). As much as possible, our recommended routes avoid the steepest climbs, but please be aware that Tuscany is hilly.