Tuscany Family Bike Tour
6 days
5 nights
Activity Levels 1-4
Premiere Hotels
Tuscany Family Bike Tour
6 days
5 nights
Activity Levels 1-4
Premiere Hotels
2025: Jun-Aug
Fun & Adventure from Montepulciano to Chianti
Bike past vineyards and valleys to gelato shops in ancient hill towns. Wine tasting for the adults. Rock-climbing and art for kids. Tuscan fun for everyone.
Highlights
- Explore medieval Montepulciano and ride the Road of the Castles to Radda in Chianti
- Bike through colorful fields of sunflowers, corn, wheat and tomatoes
- Visit hilltop Castiglione del Lago then descend to Umbria's Lake Trasimeno
- Dine at authentic trattorias and classic country villas serving up farm-fresh cuisine
- Swim or lounge poolside at historic Tuscan retreats
Start Arezzo
End Florence
* Start/End locations may vary. Do not book flights until your trip details are confirmed.
Itinerary
Days 1-2
Bike through the picturesque countryside of the Val di Chiana past cypress trees, sunflower fields, grazing sheep and farmhouses • Savor farm-fresh products over a family lunch prepared just for us • Follow cycling routes to the town of Castiglione del Lago, with views of the iconic Umbrian landscape and Lake Trasimeno • Kids have fun with water sports while the grown-ups bike rolling terrain back to Tuscany • Step back in time as you stroll the historic streets of Montepulciano • Lounge poolside at our hotel, a former medieval village and the ideal place for rest and play.
Nights 1-2
This 18th-century boutique retreat sits on a stunning plot with gardens, an olive grove and vineyard—where wine is produced onsite. (pool)
Day 3
Leave Val di Chiana behind as you cycle into the Crete Senesi, an area known for its lunar landscape • Reach the sleepy hill town of Asciano and stop by an agriturismo (working farm) for a taste of farm-fresh Tuscan food • Legendary wine villages like Castelnuovo Berardenga line your route as you bike with your family toward the heart of Chianti • Our hotel's terrace provides an idyllic venue for enjoying the sun set over the vineyard-strewn valley.
Night 3
A tranquil 16th-century villa with wooded grounds, an Italian-style garden and a small church with frescoes by Arcangelo Salimbeni. (pool)
Days 4-6
Ride along the Strada dei Castelli (Road of the Castles) to Radda in Chianti and Castellina in Chianti, known today as two major centers for Chianti Classico wine production • Young artists try their hands at painting their own ceramic souvenirs in a fun art class • Bike scenic routes through Chianti's inviting hills • Shop for hand-painted souvenirs and admire Renaissance-style designs at Ceramiche Rampini • Kids visit a local artisanal shop and get creative in another painting activity • Pause to enjoy delicious gelato in ancient towns • Wonderful vistas abound during a ride through the heart of Chianti • Celebrate a Tuscan family vacation with a memorable dinner at our exclusive hotel.
Nights 4-5
In the heart of the Chianti, this impressively restored feudal settlement dates back over 1,000 years and is surrounded by vineyards and woods. Unwind in the infinity pool overlooking Tuscan vineyards. (pool)
What's Included
See more
Hotels
World-Class Hotels
Our hand-selected Premiere hotels offer exceptional hospitality and experiences as special as the regions we explore.
Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.
Nights 1-2
Premiere Hotel
This 18th-century boutique retreat sits on a stunning plot with gardens, an olive grove and vineyard—where wine is produced onsite. (pool)
Night 3
*Deluxe Hotel
A tranquil 16th-century villa with wooded grounds, an Italian-style garden and a small church with frescoes by Arcangelo Salimbeni. (pool)
Nights 4-5
Premiere Hotel
In the heart of the Chianti, this impressively restored feudal settlement dates back over 1,000 years and is surrounded by vineyards and woods. Unwind in the infinity pool overlooking Tuscan vineyards. (pool)
Gallery
Bikes
Choose Your Perfect Bike
Our bikes are designed and built with specific cyclists and riding styles in mind, so we can always offer you a perfect ride. Please note that bike requests are subject to availability and prioritized based on the date they're submitted.
Included in your trip price
- Ideal for avid cyclists
- Redesigned for 2024
- Next gen titanium frame with carbon wheels
- Responsive, efficient and comfortable
- Drop handlebars only
Included in your trip price
- Suited for a wide range of cyclists
- Comfortable ergonomic seat
- Long wheel base adds to the bike's control and stability
- Upright handlebars only
Included in your trip price
- One of the lightest e-bikes available
- Provides plenty of power and more than enough battery
- Lower top tubes for easier mounting and dismounting
- Upright handlebars only
- Limited availability on Unplugged Bike Tours; learn more
Min. age to ride e-bike: 16+
- $400 rental fee
- Hand-built frame features Co-Motion's custom-designed Cro-Moly steel tubeset, powerful Avid disc brakes, Shimano Ultegra drive train
- Custom upgraded wheelset
- Best for riders with some tandem experience.
Included in your trip price
- Backroads is the only travel company to manufacture it's own line of kid's bikes.
- Features smaller wheels -- the perfect choice for kids.
- On our Family Trips, you'll find 20"" and 24"" bikes.
Included in your trip price
- 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!
- Ideal for kids who aren't yet ready for bike touring.
- Cannot be pulled by an e-bike.
Dates & Prices
Dates & Prices
Click on dates for pricing, itinerary variations (if any) and to book your trip. Price is per person, double occupancy in USD.
Please Select a Group Size
Group size is required to show per-person pricing. Your group size can be approximate and can change.
