Every experience in our Private Trip Collection offers the hallmarks B&R's known for with the flexibility of going with your own group and on your own schedule. Simply pick your dates, pack your bags, and go.
Tuscany Bike Tour
Structured Independence in B&R Style
With lush, rolling hills, medieval towns and meandering roads keeping it all together, Tuscany is a biker’s idyll. There is something eminently peaceful about riding through hilltop towns that have stood watch since the Middle Ages, passing vines tended by generations of winemakers, and savouring traditional cuisine made from the freshest and tastiest local ingredients. This is the region you imagine when you think of Italy; home to olive groves and cypress trees, Roman battlefields, Renaissance churches and charming villages—from tiny Montefollonico to lordly Montepulciano.
We use premium hotels that are unique expressions of the region. Often they’ve had a previous life as a monastery or a castle, but in every case they offer an exceptionally comfortable stay.
These are stylish 4-star properties that offer a casual and comfortable stay. Often without a 24-hour concierge or room service, they tend to be smaller family-run hotels that are perfect for the region.
“I can’t say I really ‘work out,’ but I’m in good shape and am relatively active.”
“I enjoy a good walk or ride, and feel comfortable while on the move.”
“I get moving at least once a week, and don’t mind a little sweat.”
“I get moving a few times per week and enjoy some exertion.”
“I want to feel invigorated each day and going hard is how I like to do that.”
The right number of like-minded travellers to make new friends.
Your dates. Your group. Our expertly-designed itinerary.
Tailored to your interests, a bespoke travel experience.
Combines the hallmarks of any B&R itinerary (excellent hotels and beautiful routes) with the freedom of pacing each day exactly the way you like.
Our friends on the ground are there to set you up with insider access and expert tips—then disappear when you’d prefer to be on your own.
Our B&R guides are with you throughout, anticipating needs, translating languages, providing advice and—above all—facilitating fun.
6 Days / 5 Nights
Best Time to Visit
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Based on 4 ppl double occupancy Request your date for exact pricing Request aDETAILED ITINERARY REQUEST your DATE
await the challenge.
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Day by Day
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.
The highlight of today's loop ride is the majestic Montepulciano, a medieval and Renaissance hill town where wine shops line the cobblestone laneways.
Embark on a magnificent pedal to Siena through the beautifully stark crete hills, perhaps Tuscany's most iconic stretch of road. Early this evening you’ll be met by Siena’s leading wine expert for a private wine tasting at his enoteca just steps from your hotel.
Today Carlo will join you again to lead you around Siena to illuminate its medieval wonders. This afternoon ride through the beautiful vineyards and rugged forests of Chianti.
Enjoy a loop ride through the rolling hills, passing through the well-known villages of Gaiole and Radda, both postcard-picturesque. Early evening enjoy an aperitivo on the hotel’s terrace overlooking the vine covered hills in every direction. Dine on the property or at our suggested restaurants just a short walk or taxi away from the hotel. Cin cin!
Linger over breakfast before a private car takes you to Florence city centre or airport.
La Bandita Townhouse, Pienza
La Bandita Townhouse is a boutique hotel tucked inside the historic center of Pienza, a tiny Renaissance village in southern Tuscany. Its 12 guest rooms blend contemporary design with wood beam ceilings, parquet floors and exposed stone walls that are centuries old. A perfect perch to enjoy the local rhythms of life in a Tuscan hilltop town.View hotel website »
Campo Regio Relais, Siena
More of a boutique guest house than traditional hotel, Campo Regio Relais’ 6 rooms are centrally positioned in the heart of Siena’s historic centre, allowing guests to easily reach the most important monuments of the city; the main square, Piazza del Campo, the Duomo, and the museums that house the masterpieces of Sienese art. View hotel website »
Castello di Spaltenna, Gaiole in Chianti
A sophisticated manor, Castello di Spaltenna offers an exclusive atmosphere amidst a unique landscape. Located in the heart of the Chianti Classico wine region, the manor’s luxurious guestrooms offer any possible comfort along with wonderful views over the valley. From the grassy terraces, guests can enjoy the calm of the countryside and beauty of the surrounding landscape. View hotel website »
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.
You can't enjoy a great biking trip without a really great bike. On this trip you'll be riding a customized hybrid or a racing bike with drop bars. We also equip you with handlebar bag, helmet and water bottle.
- All hotel accommodation
- All breakfasts and one dinner, including wine
- A private guided tour of Siena
- A private wine tasting in Siena
- Use of a customized hybrid or a racing bike with drop bars, equipped with handlebar bag and helmet
- Detailed maps, route suggestions and water bottle
- All baggage transportation
- Transportation to drop-off in Florence
At Your Service
We take pride in choosing guides who are not only exceptional travelling companions, but who’ll go far beyond the call of duty to ensure an unforgettable experience.
“Fantastic trip! The organization, accommodations, local experts and logistics were spot on, as I've become accustomed to with B&R.”
— Felicia Smith,
Tuscany Self-Guided Biking 2011
Tuscany Self-Guided Biking
Notes from the Road
More stories from our blogREAD THE SLOW ROAD
YOUR TRIP STARTS HERE
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