Tuscany Bike Tour

A Taste of Italy from Pienza to Siena & Chianti

From $3,599 - $3,899 pp dbl. occ. | 6 days / 5 nights

Call for single supplement pricing

Pedal from one unbelievable view to the next. Marvel at extraordinary Renaissance art and architecture. And savor delicious pecorino cheese, homemade pasta, fruity olive oils and celebrated Chianti and Brunello di Montalcino wines. Few things in this world live up to the hype. We're happy to report that everything you've heard about Tuscany is true.

Highlights

Capture a quintessential Tuscan experience, biking from south to north through a beautiful rolling landscape
Sample fine wines in charming enotecas and dine on handmade pastas, bruschetta and other local specialties
Explore some of the region's most celebrated towns, including Pienza, Montalcino, Siena and Radda in Chianti
Pedal peaceful roads and green hills past picturesque Brunello, Chianti Classico and Sangiovese vineyards

Italy

Start Arezzo / End Florence

Start/End locations may vary. Do not book flights until your trip details are confirmed.

Itinerary

Days 1-2 Explore some of the region's most celebrated towns, including Pienza, a World Heritage site famous for pecorino cheese, exquisite ceramics and Renaissance architecture | After savoring a spread of Tuscan specialties, ride cypress-lined roads through southern Tuscany's open undulating terrain into the Val d'Orcia | Montepulciano, with its winding streets and hidden squares, invites a stroll.

Day 3 Climb by bike through a sea of vineyards to the wine village of Montalcino, where enoteche pour samples and remarkable views reach as far as Siena on a clear day | Check out Abbazia di Monte Oliveto Maggiore, the region's most notable monastery, where monks still pray in Gregorian chant.

Day 4 Engage in a fascinating Q&A session with a renowned local author | Bike past the exposed chalk hills of the Crete Senesi, often depicted in 14th- and 15th-century Florentine and Sienese paintings | Sun-drenched pastures dotted with sheep and crumbling stone farmhouses make way for oak woodland and olive groves | Take some time to explore Siena on your own.

Days 5-6 Ride rolling hills alongside Chianti Classico and Sangiovese vineyards | Get to know ridgetop Radda, the center of Chianti wine production, and if your legs so desire, pedal all the way to Castellina, a medieval village with a unique arcaded passageway | Looking for a gift? Family-owned Ceramiche Rampini offers ceramics hand-painted in the Renaissance tradition.

Next: Dates & Prices

The earlier you book, the more choice you'll have and the lower your price. And you can always change your mind — you won't be charged to transfer to a different trip before your final payment is due. View cancellation policy.

If you must cancel your reservation, your cancellation fee will be determined according to the policy outlined below. Exceptions to our cancellation policy cannot be made for any reason, including weather, terrorism, civil unrest or personal emergencies. There is no refund for arriving late or leaving a trip early. Private room or tent, bike rental and internal air charges are considered part of the total trip cost and are subject to cancellation fees. Percentage charges are calculated on total trip cost.

Cancellation Fees (Per Person)
Days Prior to Trip Start	Scheduled Trips	Private Trips	Custom Trips
126+ days	$200**	$600	30%
95-125	$200**	30%	50%
61-95 days	30%	50%	75%
31-60 days	60%	75%	100%
0-30 days	100%	100%	100%

** Rather than paying the cancellation fees, you may choose to keep your trip deposit ($600) in a holding account to use on a future Backroads trip with no expiration date.

Bike Cancellation Policies: If you are renting a Specialized Roubaix, Ruby, e-bike or Co-Motion Tandem, a full cancellation fee will apply in the event you cancel your trip reservation inside 30 days.

Transfers: You may transfer from one trip to another up to 95 days before trip departure without penalty—except Private or Custom Trips.

Release of Liability: Guests are required to provide a signed Release of Liability, Assumption of All Risks, and Arbitration Agreement and a completed Personal Information forms prior to trip departure; you will receive these materials shortly after reserving your trip. You may also complete your forms online. We are unable to allow guests to participate in any aspect of a Backroads trip without a signed release form.

Please click on a date below for specific pricing and possible itinerary variations.

Available
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Private Trip
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C Classic Dates

Gather your favorite people to share a Backroads adventure on a ready-to-book Private Trip - featuring all the legendary Backroads hallmarks from expert leaders to unforgettable activities. You can pick from the selection of dates below for your group; some dates are only available for 16 or more guests while other dates are available for 8 or more guests. If your party has fewer than 8 guests, or your preferred date is not available, we'll create a departure just for you. Call or email us to reserve your date.

Private Trip Pricing

10 or more Guests: from $3,599 pp dbl occ

9 Guests: from $4,099 pp dbl occ

8 Guests: from $4,299 pp dbl occ
2-7 Guests: Give us a call or reach out here!

Please click on a date below for specific pricing and possible itinerary variations.

Don't see your ideal travel date? Make a Date

2+ AVAILABLE TO BOOK
for 2 or more guests
8+ AVAILABLE TO BOOK
for 8 or more guests
16+ AVAILABLE TO BOOK
for 16 or more guests
Reserved

C Couples, Friends & Solos Tours

2020 August

2+ 8/2–8/7

2020 September

9/20–9/25

2020 October

8+ 10/11–10/16

View Scheduled Dates

Tell us what your dream trip would be and we'll make it happen! Whether you're looking for a honeymoon trip for 2, a 30-person family reunion or a 100-person corporate trip, we can do it all. A dedicated Custom Trip Consultant will work closely with you to bring your dreams to reality. Call us at 800-462-2848 to speak with your Custom Trip Consultant or click on the button below.

REQUEST YOUR CUSTOM TRIP NOW

Previous: Overview

Dates

C Couples, Friends & Solos Tours

2020
May
Jun
Jul
Aug
Sep
Oct

View Scheduled Dates
Go Private
Go Custom

Prices

From $3,599 - $3,899 pp dbl. occ.
6 days / 5 nights

Call for single supplement pricing

Reviews

Read the Reviews
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Casual Plus Hotels*

Albergo le Terme

Bagno Vignoni (2 nights)

* Casual Plus

Borgo Casabianca

Asciano (1 night)

* Casual Plus

Villa Curina Resort

Curina (2 nights)

* Casual Plus

See Lodging Details

Activity Level

This trip is rated Levels 2-5

See Daily Route Options

What's Included

Services and equipment are included.

See how we include more

Why Backroads

Why Travel with Backroads in Tuscany

Find out What sets us apart

More On This Trip

Watch videos

Detailed Itinerary Reserve This Trip

Reviews by Power Reviews ®

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Next: Lodging

Casual Plus Hotels*

Accommodations may vary based on departure date. Any difference from what is listed below can be found by clicking on your desired date on the View Scheduled Dates or Private Dates tabs.

Albergo le Terme

Bagno Vignoni (2 nights)

* Casual Plus

This family-owned hotel overlooks the town's central piazza, whose ancient pool is fed by underground thermal springs. (pool, spa)

Borgo Casabianca

Asciano (1 night)

* Casual Plus

An agricultural estate standing on a high ridge between the Chiana Valley and the famed Crete Senesi. (pool)

Villa Curina Resort

Curina (2 nights)

* Casual Plus

A tranquil 16th-century villa with wooded grounds, an Italian-style garden and a small church with frescoes by Arcangelo Salimbeni. (pool)

Previous: Reviews

Next: Activity Level

This Trip Is Rated Levels 2-5

Every Backroads trip is designed to appeal to a wide variety of interests and fitness levels. We know your pace may vary from one day to the next—and your traveling companion's may differ somewhat from yours. So we present a range of mileage options, and each day you decide exactly what and how much you want to do.

Daily Route Options (drag to see full )

Day	EASYGOING				ACTIVE				AVID
Daily Route Options
	Level 1		Level 2		Level 3		Level 4		Level 5
	miles	feet gain	miles	feet gain	miles	feet gain	miles	feet gain	miles	feet gain
1			23	1200
2			18*	1500	34	2500	47	3800	65	5700
3			14*	1900	27*	2600	42	4200	51	5300
3					37*	3800
4			26*	1900	30	2100	42	3200	49	3800
5			18*	2000	30*	3700	49	4200	57	5500
6			13	1200

Note:

* Includes shuttle.

Learn more about how we determine our activity level and fully support a range of abilities and interests.

Please note that our distance and elevation figures come from Ride with GPS. Other sources may give differing elevation figures due to different GPS and mapping technologies and other external factors.

Previous: Lodging

Next: What's Included

Meals

All breakfasts, 4 lunches, 4 dinners

Available Bike Options

The key to a stellar day’s ride is a bike that’s perfectly in tune with your cycling style… Backroads has you covered with the best bike fleet in the world! Read on for your available bike options for this trip.

Backroads Titanium Bikes (Included in your trip price)

Our custom-built titanium bikes are specially designed for you—and we offer different models for varied terrain so your bike is ideally suited to the region. Our custom-made bikes are included in your trip price.

Touring Bike (Included)

Performance Road Bike (Included)

NEW! Backroads Custom Electric-Assist Bike (Included in your trip price – Available beginning 4/1 in North America, 5/1 in Europe and 11/1 outside of Europe and North America.)

Our newly redesigned Titanium Electric-Assist Bike is a lightweight yet powerful machine unique in the world of e-bikes. It provides plenty of power (and then some!) to flatten the hills and more than enough battery range to cover the distance. Other outstanding features include the same comfort as our Touring Bikes and lower top tubes for easier mounting and dismounting.

Backroads Custom Electric-Assist Bike (Included)

Cannondale Pro Carbon Upgrade ($400 rental fee)

Delivering phenomenal acceleration and handling in a light and powerful package, the Cannondale 2020 Synapse Hi-MOD pro carbon upgrade is built for experienced cyclists, men and women alike, who are looking for a high-performance bike that doesn’t sacrifice comfort.

Cannondale 2020 Synapse Hi-MOD

Co-Motion Torpedo Tandem ($400 rental fee)

Do you prefer to spin in tandem with your partner? You'll love the Co-Motion Periscope Torpedo tandem on your Backroads trip. You can upgrade to a Co-Motion Torpedo Tandem on your trip.

Co-Motion Torpedo Tandem (Upgrade)

Also Included

Expertise and services of our experienced Trip Leaders
Snacks and beverages between meals
Additional guides and experts from the region on many trips
Van shuttles to support a variety of route options
Comprehensive Travel Planner with detailed pre-trip information
Private guided tours at museums, historic sites, wineries and other select attractions as noted in the Travel Planner
All gratuities at hotels and restaurants
Special events, including wine tastings and other select attractions as mentioned in the Travel Planner
On biking and multi-adventure trips, use of fully equipped Backroads titanium bike plus helmet and accessories
Trailercycles, carriers, and kid-sized helmets for Family Trips
Equipment and experienced guides for kayaking, rafting, snorkeling, sailing and canoeing as described
Park and other entry fees
Fares for trains, ferries and other modes of travel as listed in the Travel Planner
Select coach transfers
Baggage transfers and porterage

Previous: Activity Level

Next: Why Backroads

Get the Straight Talk about This Trip

We want to make sure you're on the right trip and that you have the best experience possible. Every Backroads trip is unique and this one is no exception.

Previous: What's Included

Next: Why Backroads

Why Travel with Backroads in Tuscany

More Leaders to Support You

On our Tuscany trips we have an extra leader supporting you along the road—for a total of three, compared to the industry standard two. So we can be in more places at once, giving personal attention to guests traveling at their own pace. Here's more on our Trip Leaders.

We Live in the Neighborhood

Our Trip Leaders in Tuscany live in the area and are deeply engaged in their communities, giving them unique inside knowledge they're happy to share in making your experience that much richer. They'll introduce you to people, customs and parts of town you'd likely never encounter on your own—and teach you a few local phrases to help break the ice.

The Value of Casual Hotels

In addition to the ideal balance of comfort and hospitality in our choice of lodgings, this trip featuring Casual Hotels includes nearly all of your meals, plus everything from cocktail receptions to the best snacks along the road. So there's rarely a need to reach for your wallet – we've got you covered.

Great Bikes Included

Our custom-designed titanium bikes are best in class. From avid cyclists to easygoing riders, we believe that everyone deserves a seriously great bike to match their riding style. Learn more about our bike fleet.

A Second Van When You Need It

Backroads is the only active travel company providing two support vans in Tuscany—because we know it's essential to ensure a truly great travel experience. It doubles our ability to be there when you need us to offer hydration, lighten your load or give you a lift if it's time to take a break. Read more on why two vans make all the difference.

A Variety of Routes Each Day

In Tuscany you head off each morning after choosing among several expertly designed routes—all with detailed directions, mileage and shuttle options. Unlike trips with one fixed daily route (or worse, one guide that everyone's obliged to follow), you're free to enjoy the best of the region at your pace, stopping wherever you want to explore further.

Navigate Your Way in Tuscany

Your ride comes equipped with a GPS device, preloaded with all the routes and route options for your trip. If you prefer to bring your own device, we also have downloadable GPS files and of course, our good old paper directions are always available. Read more on why our navigation options are the best.

Your Trip Will Run. Period.

Under our Book with Confidence policy, your Backroads trip will run even for one or two people (or a family of three or four), subject to a nominal extra fee. Or transfer to another trip, and we'll give you a credit. It's all part of our trademark commitment to treating guests with integrity, transparency and total accountability. Read all the details.

The Best Leaders in Tuscany

Backroads has the best-qualified people to lead your trip in Tuscany, and our guests back that up, rating our Trip Leaders an average of 9.75 out of 10 for all-around quality of performance. Get the facts (and no fluff) on how we recruit and develop the very best people for your trip.

We Know Where We're Going

Tom Hale has been keeping Backroads on track, with one eye on the horizon, since 1979. His passion for active travel, and for ensuring the highest-quality travel experience, is evident in every detail we add to make a guest's trip unforgettable—and the fact he's right there in the office, making it happen. To hear Tom describe his vision, watch our video.

Signature Backroads Picnics

Guests rave about our picnic spreads. Enjoy a welcome break in a scenic spot, or a quick refuel stop if you don't want to lose momentum. And because we have two vans, one can host lunch while the other is out providing support along the route.

Previous: What's Included

Detailed Itinerary Reserve This Trip

Guest Photo Gallery

Featured Blog Story

24 Hours in Florence

Going on a Tuscany or Umbria Backroads trip? You'll start in Florence Italy, home to Michelangelo's David, Ponte Vecchio and delicious local cuisine.

Tuscany Bike Tour