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Tuscany Family Bike Tour - Older Teens & 20s

A Taste of Italy from Pienza to Siena & Chianti

From $3,749 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 tiramisu. Few things in this world live up to the hype. We're happy to report that everything your family has heard about Tuscany is true.

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Italy

Start Arezzo / End Florence

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

Tuscany Italy Map

Highlights

  • Experience a quintessential Tuscan vacation, biking from south to north through a beautiful rolling landscape
  • Savor delectable gelato and enjoy family dinners of handmade pastas, bruschetta and other local specialties
  • Explore some of the region's most celebrated towns, including Pienza, Montalcino, Siena and Radda in Chianti
  • Bike tranquil roads and lush 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.

Tuscany Italy Map

Itinerary

Days 1-2 Explore some of Tuscany's most celebrated towns, including Pienza, a World Heritage site famous for exquisite ceramics, pecorino cheese and Renaissance architecture | Regional specialties provide the perfect fuel for rides on cypress-lined roads | Bike through southern Tuscany's rolling terrain into the Val d'Orcia | Take a family stroll on the winding streets of Montepulciano, pausing for an aperitivo or gelato on one of its hidden squares.

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

Days 4-6 Join a renowned local author for a fascinating Q&A session | Ride past the sun-drenched chalk hills of the Crete Senesi, often depicted in 14th- and 15th-century Sienese and Florentine paintings | Sheep-dotted pastures and crumbling stone farmhouses lead to olive groves and oak woodland | Explore magnificent Siena with your family | Bike rolling hills alongside legendary Chianti Classico and Sangiovese vineyards | Discover ridgetop Radda, the center of Chianti wine production | Up for more mileage? Ride to Castellina, a medieval village with a unique arcaded passageway | Shop for souvenirs at family-owned Ceramiche Rampini, offering 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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F Family Dates - Older Teens & 20s

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 a large selection of dates for your group of 8 or more. Call us for date availability. If your party has fewer than 8 guests, or if your preferred date is not available, we'll create a departure just for you.

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!

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

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

Dates

F Family Tours - Older Teens & 20s

Prices

From $3,749 pp dbl. occ.
6 days / 5 nights

Call for single supplement pricing

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 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)

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

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

Everyone at Their Own Pace

We design and support our Tuscany trips to suit mixed abilities and varied interests—so you can set your own pace, then change things up as the day unfolds. And all guests are free to do the same, traveling together or apart, with no one cramping anyone else's style. Which sounds easy in theory, but it's hard to pull off. Here's more on how we do it.

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.

Kids Who Aren't Kids Anymore

Only Backroads offers active trips in Tuscany designed for families with older teens and 20s. These trips are aimed at you and the amazingly grownup members of your clan—whether they're almost high school grads, already in college or further along. Find out more in this blog post.

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.

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.

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 a single family of three or four people, 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 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.

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.

In Europe Since 1988

Backroads has been welcoming active travelers to Europe since before the Berlin Wall came down. Today it's virtually our second home. We know the perfect roads and trails, the most scenic valleys and hilltop towns, the hidden churches and gem-like museums, the up-and-coming vintners and celebrated chefs—and, of course, all the best places to stay.

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.

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