At B&R we make it incredibly easy for you to journey with your friends, family, colleagues or on your own. Create your own private trip by taking over one of our dates—or we can request a fresh one. Prices are sliding scale to suit the number of travellers. Interested in tweaking the itinerary? We can do that too. Ask us for details!
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.
Throughout the day, a knowledgeable local guide provides insider access and expert tips. At night, you can explore and dine on your own.
Our B&R guides are with you throughout, anticipating needs, translating languages, providing advice and—above all—facilitating fun.
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.”
Super Tuscans & Medieval Wonders
With lush rolling hills, medieval towns and meandering roads keeping it all together, Tuscany is a biker’s idyll. There is something eminently peaceful in riding through hilltop towns that have stood watch here 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 and Renaissance churches, and a who’s who of charming villages—from tiny Trequanda and Montisi to Gaiole in Chianti, Siena, and Pienza.
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Florence to Florence request a DETAILED ITINERARY
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Go with the right number of like-minded travellers to make new friends.
Limited Space / Waitlist
This departure is either sold out or almost fully booked but with deposit we will request additional rooms from our hotels where possible.
Tuscany E-BikingBOOK NOW
Your private Tuscany E-Biking trip
FROM (USD) †
|2-3||*Call for details|
|† Double occupancy|
* Trip elements may be adjusted on smaller group sizes.
Have a custom trip designed exactly to your interests. Like a tailor making a bespoke suit, it will fit you perfectly.
Our Bespoke trip designers are a talented bunch who can craft unforgettable experiences for your specific group—and working within your needs and budget.
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Day by Day
Cycle to tiny Montisi, arriving in time for lunch at the cozy trattoria of Signor Bindi on the edge of his olive oil estate. After a heavenly repast we’ll descend into the valley towards the hotel; keen riders have the option of cycling on to Pienza.
The following day’s ride is through rolling countryside, passing such charming (and charmingly unfrequented) villages as Borgonuovo and Farneta, en route to our very special private picnic at Casa Lungarella. This isn’t a restaurant—the Lungarellas are a delightful Tuscan family who have graciously invited us into their home!
On today’s ride we’ll see some of the most stunning scenery of the week as we pedal through the crete, the clay hills leading northwest to Siena. Those wishing to ride a little more can take the long route, passing by the monastery of Monte Oliveto Maggiore, with its remarkable fresco cycle.
Ride through the beautiful vineyards of Chianti to Brolio Castle where you'll have a chance to sample some of the estate’s famous reds while partaking in a delicious lunch of Tuscan charcuterie and homemade pasta.
Our final day offers an exquisite loop ride through the rolling hills of Chianti, with its wooded groves and hilltop vineyards. We’ll visit the well-known villages of Gaiole and Radda, both postcard-picturesque. Tonight we enjoy a private tasting and dinner in one of the region's top wineries!
After breakfast together at the hotel, we deliver you to the train station in Florence. Farewell and safe travels.
Take in the Tuscan sun.Request a Detailed ItineraryTuscany E-Biking
Locanda dell'Amorosa, Sinalunga
When Carlo Citterio set out to restore the property that has been in his family for centuries, his first step was to convert the stables into a superb restaurant. Soon other buildings were refurbished: your bedroom may well have been a clock tower or the hunting lodge. Literally translated as “lodging of romance,” the Locanda exudes just that, and has long been a favourite B&R retreat. View hotel website »
Grand Hotel Continental, Siena
Located in the heart of historical and vibrant Siena, the luxurious five-star Grand Hotel Continental is a converted 17thC palazzo, originally designed by the baroque architect Giovanni Fontana. Ponder the history of this majestic, beautifully frescoed building as you sip prosecco in the courtyard or take advantage of its location by heading out to explore Siena’s bustling scene. View hotel website »
Hotel Le Fontanelle, Pianella
Carefully restored over the course of a decade, Hotel Le Fontanelle blends classic medieval Tuscan architecture with thoroughly modern amenities and exceptional service. The guestrooms are comfortable and spacious, and downtime options at the hotel include a full spa and tranquil indoor and outdoor pools, all of which afford scenic and splendid views of the Chianti hills. View hotel website »
The guides, Sarah and Giacomo, were extraordinary. Fantastic people, very warm yet very professional. Most memorable moment was cycling in the rain and feeling completely secure. In all honestly, this experience was probably one of the best my husband and I have ever had.— Marina Piller
We never wanted to be the biggest travel company in the world, just the best.
— George Butterfield
We cover hilly terrain, but we’ve kept the average daily distance to a moderate 38 km (24 miles). As much as possible, we avoid the steepest climbs, but please be aware that Tuscany is hilly.
“I ride my bike once or twice a month and am comfortable on two wheels.”
Relatively flat but will include inclines and the occasional climb or two.Read more on our Activity Levels
What’s included? Everything you need. Plus everything you’d
want. Plus a few things you never knew you wanted ‘til you got them.
In a word: everything. In ninety words? Signature B&R guides; local experts; unique, unforgettable biking and walking routes; private tours; authentic local cuisine; lessons and demonstrations; local artisanal wines; wine tastings; all victuals and libations; all the endorphins you can handle; new insight; interesting, fun and like-minded travel companions; a feeling of total freedom. In short: an extraordinary, hassle-free journey of discovery.
- All hotel accommodation
- All breakfasts, three lunches, four dinners, including wine
- Services of B&R guide(s) and support van
- All special events, private tours, guest experts and entrance fees
- Use of a customized e-bike, equipped with handlebar bag and helmet
- Detailed maps, route suggestions and water bottle
- All transportation from rendezvous to drop-off
- All baggage transportation
- All gratuities for baggage, porters and hotel service
- Downloadable GPS routes, provided via RideWithGPS (app available for Apple or Android)
You can’t enjoy a great biking trip without a really great bike. On this trip you’ll be riding a Scott E-Venture bike providing electric assistance whenever you want it. We also equip you with handlebar bag, helmet and water bottle.
Notes from the road, on the B&R blog.
Whoooooa Nelly! The Drama, Majesty and Excitement of Siena’s Palio
In Deep: A Brief History of Montepulciano
In Tuscany, Home is Where the Hospitality Is
Travel Two Ways
In Tuscany, A Resplendent Reward
Insider’s Guide: Florence Hotels
Insider’s Guide: Things to Do in Florence
In Deep: Siena
Rave Reviews: Tuscany
Tuscany Biking: The Tour of a Lifetime
Video: Three Minutes in Tuscany
An Enchanting Encounter at Villa La Foce
A Few Lessons in Family Travel
Dinner with (the Woefully Underdressed, if Impressively Sculpted) David
Vines 101: Chianti Wine
Cuisine 101: An Introduction to the Cuisine of Tuscany
Immersion Kit: What You Need to Know About Tuscany
More Trip Inspiration
And your mind? Totally and utterly blown.
We craft extraordinary experiences, tailor made to meet
your every need, with every stitch of every day crafted
just the way you want it. Learn more about Bespoke