Italy
Tuscany
Private Trip
Tuscany Self-Guided Biking
This Private trip is Ready-to-Book!

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.

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Trip Details

Hotels:
Signature
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Signature

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.

Bistro

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.

Level:
Avid
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Occasional

“I can’t say I really ‘work out,’ but I’m in good shape and am relatively active.”

Recreational

“I enjoy a good walk or ride, and feel comfortable while on the move.”

Enthusiast

“I get moving at least once a week, and don’t mind a little sweat.”

Avid

“I get moving a few times per week and enjoy some exertion.”

Expert

“I want to feel invigorated each day and going hard is how I like to do that.”

Click here for full details on each activity level »

Type:
Private
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Scheduled

The right number of like-minded travellers to make new friends.

Private

Your dates. Your group. Our expertly-designed itinerary.

Custom

Tailored to your interests, a bespoke travel experience.

Support:
Self-Guided
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Self-Guided

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.

Daytime Guided

Throughout the day, a knowledgeable local guide provides insider access and expert tips. At night, you can explore and dine on your own.

24/7 Guided

Our B&R guides are with you throughout, anticipating needs, translating languages, providing advice and—above all—facilitating fun.

Pienza to Florence
6 Days / 5 Nights

Best Time to Visit

  • January
  • February
  • March
  • April
  • May
  • June
  • July
  • August
  • September
  • October
  • November
  • December
per person from:
2,995
  • AUD
  • BRL
  • CAD
  • EUR
  • GBP
  • USD
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Currency Conversion

Converted from USD based on the latest exchange rate. Final amount and payment will be in USD. Final conversion rate is determined by your bank.

Single supplement: 1,000
Based on 4 ppl double occupancy Request your date for exact pricing Request aDETAILED ITINERARY REQUEST your DATE
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Day by Day

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Hotels

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 »

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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 »

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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 »

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MORE INFORMATION

Activity Level

Avid

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.

Gear

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 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.

Learn more about our guides »

Accolades

“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

B&R RECOMMENDS

Notes from the Road

In Tuscany, Home is Where the Hospitality Is

I met Sara on one of my first trips as a guide in 2001. Her kindness and hospitality stuck with me. So much so that when I found myself making batch upon batch of Christmas cookies to share with my friends in Florence that year, I decided it would be fun to takes some to Sara and the family.
more »

Travel Two Ways

A face-off between Leonardo's landscape and the wild heart of the Lone Star State.
more »

In Tuscany, A Resplendent Reward

"As we sat around that Tuscan dinner table that night, one thought sprung to mind: mission accomplished!"
more »

More stories from our blog

READ THE SLOW ROAD

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