Is this the trip? The one where your kid develops an eye for Etruscan figurative art? Or learns the key features of Quattrocento Renaissance architecture? Maybe not. But 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. Enjoy your perfect family adventure in Tuscany.
Day 1 Family-friendly routes past cypress trees, vineyards, grazing sheep and stone farmhouses Savor your first taste of Tuscany at an agriturismo (country retreat and working farm) Enjoy a warm-up spin through the picturesque countryside and quaint towns of the Val di Chiana.
Day 2 Savor classic local delicacies, including truffles, pasta and gelato Visit the famous hilltop town of Montepulciano and wander the medieval streets After lunch at a local café, kids take to a high ropes course, while adults spin their way through the picturesque Montepulciano countryside.
Day 3 Discover iconic hill towns brimming with history Pedal your way through the Umbrian valleys to the crested town of Castiglione del Lago, with 360-degree views of the surrounding countryside and Lake Trasimeno The younger set enjoy some free time lakeside while the grown-ups spin along the rolling terrain to Cortona, where Etruscan ruins tell of the city's storied past.
Day 4 Adults taste notable regional wines and dine at a trattoria, while youngsters put together a well-rounded meal - pizza and biscotti! Spin along the Strada dei Castelli (Road of the Castles) to Radda in Chianti, part of l'Antica Lega del Chianti (The Ancient Chianti League), known today as a major center for Chianti Classico wine production.
Days 5-6 Visit Badia a Coltibuono (Abbey of the Good Harvest), a private estate producing its own olive oil and honey Wonderful vistas abound during a ride through the heart of Chianti Explore ridgetop Castellina, an ancient village with a unique arcaded passageway and hit the shops and gelaterie in town Visit Greve in Chianti, home to the famous explore Amerigo Vespucci.
- Iconic hill towns of Montepulciano and Radda in Chianti
- Family-friendly routes past cypress trees, vineyards, grazing sheep and stone farmhouses
- Tour a medieval abbey, now a private estate producing its own olive oil and honey
- Savor classic Tuscan indulgences, including truffles and gelato
- A night of pizza- and biscotti-making for the kids, and wine tasting and feasting for the adults
Borgo Tre Rose (2 nights): Originally a 12th-century residence, this hotel is depicted in a Leonardo da Vinci painting. (pool, tennis)
Relais Villa Baldelli (1 night): Once a country villa, this hotel offers spectacular views of Cortona's medieval skyline. (pool)
Relais Fattoria Valle (2 nights): Situated just outside the village of Panzano, this former private residence overlooks vineyards and the surrounding valley. (pool)
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.
Routes For All Abilities
|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|
|Kids: High Ropes Course & Rock Climbing Activity|
|Kids: Activities at Lake Trasimeno|
|Kids: Pizza and Biscotti Making at Agriturismo La Quercia|
* Includes a shuttle
2015 Dates & Pricing*
- 5/31-6/5 Price: $3698 pp dbl. occ., (+ $610 for sgl. occ.)
- 6/7-12 Price: $3798 pp dbl. occ., (+ $610 for sgl. occ.)
- 6/14-19 Price: $3798 pp dbl. occ., (+ $610 for sgl. occ.)
- 6/16-21 Price: $3798 pp dbl. occ., (+ $610 for sgl. occ.)
- 6/21-26 Price: $3598 pp dbl. occ., (+ $610 for sgl. occ.)
- 7/5-10 Price: $3598 pp dbl. occ., (+ $610 for sgl. occ.)
- 7/12-17 Price: $3598 pp dbl. occ., (+ $610 for sgl. occ.)
- 7/19-24 Price: $3398 pp dbl. occ., (+ $610 for sgl. occ.)
- 8/2-7 Price: $3598 pp dbl. occ., (+ $610 for sgl. occ.)
- 8/9-14 Price: $3798 pp dbl. occ., (+ $610 for sgl. occ.)
- 8/16-21 Price: $3398 pp dbl. occ., (+ $610 for sgl. occ.)
- 8/23-28 Price: $3598 pp dbl. occ., (+ $610 for sgl. occ.)
*Prices may change. Once you book your trip, your price is guaranteed.
Recommended Kids Ages
- Recommended minimum age for the trip: 9 years
- Minimum age restriction to ride own bike: 9 years
- No Burley Cub trailers available on this trip
General Info on Minimum Ages:We strongly encourage families to join our Family Trips, designed with kid- and adult-friendly features. Please note that we have a minimum age requirement of 1 year for all Inn trips and 2 years for all Camping trips. Other than that, we do not restrict trips to a minimum age except in the rare case of a hotel age restriction. We do, however, recommend minimum ages based on the following criteria:
- 12+ amount of cultural appreciation, difficulty of activities, routes
- 9+ difficulty of activities/activity age restrictions, routes
- 6+ several longer dinners; routes are difficult for pulling a Burley Cub trailer and therefore not appropriate for younger children; difficulty of activities/activity age restrictions
Private Trips Options & Pricing
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.
Pricing for Private Trips (prices may vary based on departure date)
|2 - 3 guests from $6,098 pp dbl. occ.||8 - 9 guests from $4,298 pp dbl. occ.|
|4 - 5 guests from $5,098 pp dbl. occ.||10 - 11 guests from $3,698 pp dbl. occ.|
|6 - 7 guests from $4,598 pp dbl. occ.||12 or more guests from $3,398 pp dbl. occ.|
Please note: Youth savings do not apply to Private Trips.
Guest Trip Reviews
One of the best trips we ever had as a family. The kids would have been miserable sightseeing countless museums and churches. What a fabulous way to really experience Italy and the culture while being with a fun social group. My teenagers truly enjoyed having the other kids their age on the trip. We all had a wonderful time. It was great blend of exercise, sightseeing, and cultural experiences. LOVED IT!!!! We had three amazing leaders. All wonderful!!! There will definitely be more Backroads trips in our future!!- Greensboro, NC
Biking Tuscany was a great experience for my family. Our leaders were excellent and catered to our every need. Their knowledge of the region was excellent and they were a constant source of information. In addition, the chemistry between them was very energetic. The choice of lodging and cuisine was superb and offered a great sampling of the area. Thank you, Backroads. We will definitely return.- Bethesda, MD
This trip ranks as one of my favorite all-time vacations. The setting in Tuscany is breathtakingly beautiful. This trip was everything I imagined and more! I especially enjoyed meeting the other families. There was also a very nice mix of kids. The trip leaders were exceptional - very personable and took a very special interest in the group. All of them were very good with kids. They provided excellent van support. By the end of the trip, the leaders and the entire group had really bonded. It was really hard to leave such a nice group of people.- Houston, TX
Backroads surpassed my vacation expectations by bringing together some truly remarkable people in a wonderful setting to enjoy the beauty of biking, culture and fellowship. Not only were the 9-5 activities (biking) off the charts, but also the 5-11 events were equally stimulating and impressive. We are already planning a trip reunion.- Prospect, KY
This was really a knockout trip for me. The itinerary cherry-picked scenic route after scenic route and it never stopped being incredibly charming and beautiful. Every destination just dripped with atmosphere. The leaders were what I've come to expect with Backroads, and more: great people who magically made everything come together for us. True perfection.- San Diego, CA
We normally stay at five-star resorts when we travel to unfamiliar places. The Premiere Inn trip was sold out so we signed up for the Casual Inn trip in Tuscany. It was a tremendous experience! The leaders and the families on this trip were "off the charts." It was a fabulous adventure for our family.- Rye, NY
Backroads was possibly the best vacation of my life! At points it was challenging considering all the hills we biked up, but it gave all of us a wonderful sense of accomplishment.- Columbus, OH
This was simply the best vacation I ever had. The experience of seeing amazing places, fun bike rides, time with my daughter and friends, and making new friends cannot be beat!- Aptos, CA