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Tuscany Bike Tour

A Taste of Tuscany from Pienza to Siena & Chianti

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

(+$680 for sgl. occ.)

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.

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Italy

Start Arezzo / End Florence

Tuscany Italy Map

Highlights

  • Capture a quintessential Tuscan experience from south to north
  • Sample fine wines before dining on local specialties
  • Explore some of the region's most celebrated towns, including Pienza, Montalcino, Siena and Radda in Chianti
  • Pedal rolling hills past Brunello, Chianti Classico and Sangiovese vineyards
Italy

Start Arezzo / End Florence

Tuscany Italy Map

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 Dario Castagno, author of Too Much Tuscan Sun | Bike past the exposed chalk hills of the Crete Senesi, often depicted in 14th- and 15th-century Florentine and Sienese paintings | Sunbaked 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 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.

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.

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

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C Classic Dates

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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 of 8 or more. 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.

2019 Private Trip Pricing
  • 10 or more guests: from $3,599 pp dbl occ
  • 8 - 9 guests: from $4,199 pp dbl occ
  • 6 - 7 guests: from $4,799 pp dbl occ
  • 4 - 5 guests: from $6,499 pp dbl occ
  • 2 - 3 guests: from $8,199 pp dbl occ

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

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

  • 8 AVAILABLE TO BOOK
    for 8 or more guests
  • 12 AVAILABLE TO BOOK
    for 12 or more guests
  • 16 AVAILABLE TO BOOK
    for 16 or more guests
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C Couples, Friends & Solos Tours

2019 May

View Scheduled Dates

The sky’s the limit! 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

Dates

C Couples, Friends & Solos Tours

Prices

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

(+$680 for sgl. occ.)

Casual Plus Hotels*

Albergo Le Terme
Albergo le Terme

Bagno Vignoni (2 nights)

* Casual Plus
Borgo Casabianca
Borgo Casabianca

Asciano (1 night)

* Casual Plus
Villa Curina Resort
Villa Curina Resort

Curina (2 nights)

* Casual Plus

Activity Level

This trip is rated Levels 2-5

What's Included

Services and equipment are included.

Why Backroads

Why Travel with Backroads in Tuscany

More On This Trip

Reviews by Power Reviews ®

Load Less

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

Albergo le Terme

Bagno Vignoni (2 nights)
* Casual Plus

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

Borgo Casabianca

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

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)

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 )

Daily Route Options
Day EASYGOING ACTIVE AVID
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
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.

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)

Backroads Custom Electric-Assist Bike (Included in your trip price)

Wishing for a little extra assistance up those hills? Our custom Backroads Electric-Assist Bike lets you experience the thrill of exploring on two wheels while providing a boost when you want it. We've modified a selection of our great Titanium Bikes with the intuitive BionX "pedal-assist" system.

Backroads Custom Electric-Assist Bike (Included)

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)

Burley Kazoo trailer bike (Included in your trip price)

The Burley Kazoo trailer bike, for children up to 85 pounds, attaches to an adult bike with your child providing some of the pedal power for a real team effort! It's ideal for kids who may be comfortable pedaling around the neighborhood but aren't yet ready for bike touring.

Burley Kazoo trailer bike

Burley Cub trailer (Included)

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

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.

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.

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