Small group
Tuscany Biking

Tuscany Biking Tours

Everything About Tuscany is True

One of Italy’s most beautiful and beloved regions, Tuscany has earned every accolade and exaltation bestowed upon it. While some come for the sun and to be seen, we’ve got better plans: sumptuous spreads laid out by close friends, wine tastings at family-owned cantinas, and spectacular biking through picturesque hills. As much as we appreciate the comfort of its fine hotels, it’s the rustic charms that capture our imagination. Tuscany is magical. Believe the hype.

Trip Details



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 how I like to do that.”

Click here for full details on each activity level »

Small group

Small group

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.

Locally Supported

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.

Florence to Terontola
6 Days / 5 Nights
per person from:
$4,495 USD
Single supplement: 800
See departure dates for exact pricing Request aDETAILED ITINERARY


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.



Have a group already?

Make it a 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.
Request your PRIVATE DATE

Day by Day

Warm up in the Tuscan hills, with a lunch stop in delightful San Gusmé to stoke the legs. Ride by a top-notch wine estate and stop by for a tasting.

Loop through the heart of Chianti, take an afternoon dip in the hotel pool with majestic Siena as your backdrop then venture into town for an evening of city culture.

Ride the quintessential Tuscan road into the chalky hills of the crete. Tonight learn how to make the tastiest pizza ever in the hotel’s wood-burning oven.

Pedal along some of Tuscany’s prettiest roads to a tiny perfect Pienza for lunch and a taste of pecorino cheese. This afternoon enjoy plenty of pool time at the hotel before a casual Tuscan BBQ.

Enjoy a home-hosted lunch in the Val di Chiana, where you’ll delight in Mamma Sara’s homemade specialities. Tonight we’ll wrap up the week in style with dinner and drinks in sophisticated Cortona.

A farewell breakfast in Cortona, then arrivederci in Terontola and departure home.


Villa Curina, Castelnuovo Berardenga

Villa Curina Resort is a charming accommodation in the heart of the Chianti area. Guestrooms located in the villa date back to the 16thC and are distinguished by their elegance and Tuscan tradition. Surrounded by a luxurious Italian-style garden, Villa Curina features a gourmet restaurant producing its very own extra-virgin olive oil, from the trees surrounding Curina. View hotel website »

Casabianca, Asciano

The CasaBianca, a 15thC villa and working farm, has been converted into comfortable apartments in the heart of Tuscany’s most gorgeous countryside. We take full advantage of its extensive grounds while staying there. Our gracious hosts, Alba & Luigi Scaperotta, produce their own wine and olive oil, and give us a pizza-making demo using the villa’s original wood-burning oven. View hotel website »

Villa Marsili, Cortona

Villa Marsili is situated inside the walls of Cortona and dates back as far as the 15thC, where the site housed the church Madonna degli Alemanni. Later in the 1700s, the site held the villa that now has become Villa Marsili. With its refined lounges, and finely furnished, frescoed bedrooms, this villa’s cozy atmosphere offers one of the town's most elegant residences. View hotel website »

Activity Level


We cover hilly terrain, with average daily distances of about 49 km (30 miles). We purposely avoid the steepest climbs, but be aware that Tuscany has hills.


The Bikes

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.

What's Included

  • All hotel accommodation
  • All breakfasts, two lunches, and 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 Cannondale bike: a hybrid, a racing bike with drop bars, or a racing bike with flat bars, 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

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.

Learn more about our guides »


“B&R’s tour 'Biking in Tuscany' exceeded our expectations! The guides were friendly, knowledgeable and very accommodating. We will definitely sign on for another B&R tour and have already recommended B&R to friends and family. Thank you to everyone who made this a terrific trip and an excellent way to experience Tuscany!”

— Richard Barnes & Shelly McLean,
Tuscany Biking 2011

Tuscany Biking

Notes from the Road

Insider’s Guide: Florence Hotels

Much like the Accademia does for David, a slew of well-appointed Florence hotels will make you feel like a masterpiece during your stay.
more »

Insider’s Guide: Things to Do in Florence

Whether you've got a few hours or a full day, there are plenty of things to do in Florence, home to some of the world's greatest pieces of art.
more »

In Deep: Siena

A perfect medieval time capsule, enlightened zoning restrictions have helped preserve the palaces and churches of Siena like nowhere else in Italy.
more »

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