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Tuscany Family Bike Tour - Kids & Teens

Cortona to Chianti: Tuscan & Umbrian Countryside

From $3,549 - $3,849 pp dbl. occ. | 6 days / 5 nights

Call for single supplement pricing

It doesn't take a genius to know that Tuscany scores top marks for family fun. Enjoy miles of smiles on kid-approved routes. Discover ancient hill towns and climb a medieval tower (fueled by gelato, of course!). Chianti tasting for the adults. Hands-on pizza making for the youngsters. Your perfect family adventure... in Toscana!

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Detailed Itinerary Reserve This Trip
Italy

Start Arezzo / End Florence

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

Tuscany Italy Map

Highlights

  • Bike and play in the family-friendly, postcard-perfect Tuscan hill towns of Cortona and Radda in Chianti
  • Cruise by bike on peaceful roads through lush colorful fields of sunflowers, corn, sugar beets and tomatoes
  • Adventure across Umbria's Lake Trasimeno on small boats or up through the trees on a rope course park (Just for kids)
  • Taste exceptional Tuscan wines, dine at authentic trattorias and pair up with the kids to learn the art of pizza-making
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 Bike through the picturesque countryside of the Val di Chiana past cypress trees, vineyards, grazing sheep and stone farmhouses | Savor farm-fresh products over a family lunch | On two wheels, visit the hilltop town of Montepulciano while kids take to a high ropes course | In the evenings, have your fill of pasta, gelato and—for the adults—wines | Our medieval villa-turned-hotel is an ideal place for rest and play.

Day 3 Follow cycling routes through the Umbrian valleys to the town of Castiglione del Lago, with views of the countryside and Lake Trasimeno | Kids sail across the lake while the grown-ups bike rolling terrain to Etruscan ruins | Step back in time as you stroll the historic streets of Cortona | Lounge poolside at our welcoming 17th-century retreat.

Days 4-6 Ride along the Strada dei Castelli (Road of the Castles) to Radda in Chianti, known today as a major center for Chianti Classico wine production | Young artists try their hands at painting their own ceramic souvenirs in a fun art class | A memorable family dinner experience awaits as budding kid-chefs put together a well-rounded meal—pizza! | Ride scenic routes through Chianti's inviting hils | Shop for hand-painted souvenirs and admire Renaissance-style designs at Ceramiche Rampini | Visit Badia a Coltibuono (Abbey of the Good Harvest) and taste the honey produced on-site | Wonderful vistas abound during a ride through the heart of Chianti | Pause to enjoy delicious gelato in ancient towns | Celebrate a Tuscan family vacation with a meal amid the olive groves at our enchanting hotel.

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.

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

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F Family Dates - Teens & Kids

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 $3,399 pp dbl occ
  • 9 Guests: from $3,899 pp dbl occ
  • 8 Guests: from $4,099 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

Previous: Overview

Dates

F Family Tours - Teens & Kids

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Prices

From $3,549 - $3,849 pp dbl. occ.
6 days / 5 nights

Call for single supplement pricing

Traveling with Kids

Reviews

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Casual Hotels

Borgo Tre Rose
Borgo Tre Rose

Valiano (2 nights)

Relais Villa Baldelli
Relais Villa Baldelli

Cortona (1 night)

L'Ultimo Mulino
L'Ultimo Mulino

Gaiole in Chianti (2 nights)

See Lodging Details

Activity Level

This trip is rated Levels 1-4

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

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Detailed Itinerary Reserve This Trip

Reviews by Power Reviews ®

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Next: Lodging

Casual 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.

Borgo Tre Rose

Borgo Tre Rose

Valiano (2 nights)

Originally a 12th-century residence, this hotel is depicted in a Leonardo da Vinci painting. (pool)

Relais Villa Baldelli

Relais Villa Baldelli

Cortona (1 night)

Once a country villa, this hotel offers spectacular views of Cortona's medieval skyline. (pool)

L'Ultimo Mulino

L'Ultimo Mulino

Gaiole in Chianti (2 nights)

Travel back in time at this country hotel, housed in an antique mill dating from the 15th century. (pool)

Previous: Reviews

Next: Activity Level

This Trip Is Rated Levels 1-4

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 11* 500 20 1200
2 11* 600 20* 800 34 1400 40 2500
Kids: High Ropes Course & Rock Climbing Activity (2 Hours)
3 17* 1000 27 1300 37 1900 44 2000
Kids: Activities at Lake Trasimeno (2 Hours)
4 15* 1000 17* 1600 29 2400 36 3400
Kids: Ceramics Painting (2 Hours)
5 11* 800 15* 1700 21* 2300 36 3500
Tour & Honey Tasting at Badia A Coltibuono (1 Hour)
6 6* 700 15 1500
 

Note: This region is known for its rolling terrain and hilltop towns. We'll flatten some of the hills by incorporting liberal van shuttling into the itinerary, and the mileage is moderate to enable you to spend more time exploring on your own.

* 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 dinners, 4 lunches

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)

Custom Kids Bikes (Included in your trip price)

Backroads is the only travel company to manufacture its own line of kid's bikes. While the wheels might be small, the performance is big—it's the perfect choice for kids. On all Backroads Family Trips, you'll find 20" and 24" bicycles for the younger set. They say good things come in small packages; when it comes to bikes for kids of all ages, Backroads is the expert.

Custom Kids Bikes

Custom Kids Bikes (Included)

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

Previous: Activity Level

Next: Why Backroads

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

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.

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.

Leaders Focused on Families

When everyone's together, there's lots going on; and when kids' and adults' priorities diverge, it can seem like two different trips. That's why our Family Adventures in Tuscany have three Trip Leaders—including a dedicated Kids Activity Expert who regularly takes younger travelers off to do their own thing. Other companies try to get by with two leaders; we step up and do it right. For more on our family focus, check this out.

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.

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.

Plenty of Kids on Your Trip

It may be hard to imagine being on a family trip with no other families on it—but it happens regularly with some companies. On a Backroads Family Adventure there are typically several families on each departure, creating more opportunities for your kids to make new friends as they try fun things together – which is a big part of the experience.

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.

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.

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.

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.

Tweens, Teens and the Rest

The activities on Backroads Family Adventures are designed with all of you in mind. We've got easier routes designed for younger kids' abilities – and attention spans—and great longer options scaled to fit the tastes and energy levels of tweens, teens and adults. To narrow down the best choices for your family, take a look at our age guidelines.

Like You, We're Family Experts

At Backroads we've honed our expertise in active family travel over many years and a lot of trips. We host at least 20 times more family guests than any other active company, so we're constantly gaining new insights that make our trips even better. Detailed planning, behind-the scenes logistics, unrivaled support from three Trip Leaders—all backed by a team that proudly creates the kind of experiences we'd want to share with our own families.

Previous: What's Included

Previous: What's Included

Detailed Itinerary Reserve This Trip

Guest Photo Gallery

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