Tuscany Bike Tours
Backroads Tuscany Italy Bike Tour
Tuscany, Italy
Backroads Tuscany Italy Bike Tour
Backroads Tuscany Family Breakaway Bike Tour
Tuscany, Italy
Tuscany Family Bike Tour - 20s & Beyond | Backroads
Tuscany Bruschetta, Italy
Backroads Tuscany Bike Tours
Tuscany Family Bike Tour - 20s & Beyond | Backroads
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Tuscany's Chianti Family Bike Tour - 20s & Beyond

Quintessential Tuscan Town & Country

Tuscany is not only a destination, it's a sublime experience. Pause on the cypress-lined roads that overlook the vineyards and take it all in. You'll think that no view will compare to that view, until you round the next bend and see another. It's a wonder anyone ever finishes the rides. And this is only a preview of what you'll see. Imagine the wines, flavors and luxuries your family will discover.

THIS ITINERARY: 6 days, 5 nights

ACCOMMODATIONS: Premiere Hotels

FROM: $5,199 pp dbl occ
($1,400 for sgl occ)

Italy

Start Arezzo / End Florence

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

Highlights
  • Ride our favorite Tuscan roads—with ample van support, of course—as we wind our way from breathtaking Chianti to glorious Siena and beyond
  • Luxuriate at handpicked hotels that represent Tuscany's finest, such as Castello del Nero, which houses a Michelin-starred restaurant
  • Taste Chianti and Vernaccia, among other critically acclaimed regional wines that have been cultivated in the region for hundreds of years
  • Discover idyllic hilltop towns brimming with character and stunning examples of medieval and Renaissance architecture
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The Backroads Experience
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Itinerary
Accommodations may vary based on departure date.
6 Days Premiere Hotels
Accommodations may vary based on departure.
Day 1

Embark on a quintessential Tuscan journey with your family on scenic bike routes in the Florentine countryside | Sample local specialties at an agriturismo before biking past olive orchards and vineyards | Follow the Via dei Sette Ponti (Road of Seven Bridges) through well-kept villages to our historic hotel.

Il Borro
Il Borro
San Giustino Valdarno
| Premiere Hotel

This family-owned hotel resides in a stunning setting atop a narrow ridge and features an acclaimed winery. A Relais & Châteaux member. (pool, spa)

Days 2-3

Descend into the Arno River Valley as you ride toward the heart of the Chianti, passing through legendary wine villages like Gaiole in Chianti | Bicycle into the Crete Senesi, an area known for its lunar landscape | Explore Siena's medieval back streets and stunning Piazza del Campo, home to Italy's most important horse race, Il Palio | Learn the nuances of Tuscany's renowned red wines at an exclusive sommelier-led tasting.

Borgo San Felice
Hotel Relais Borgo San Felice
San Felice
| Premiere Hotel

Described by the Hideaway Report as an "enchanting resort enclave set within a restored medieval hamlet fringed by olive groves and vineyards in the Chianti Classico region." A Relais & Châteaux member. (pool, spa)

Days 4-6

Ride the ridge to ancient hilltop Radda, former capital of the Antica Lega del Chianti (Old Chianti League) | Visit the picturesque neighboring village of Castellina in Chianti | Celebrate in Tuscan style with a Michelin-starred family dinner at La Torre, our hotel's superb restaurant | Bike to Colli Fiorentini, northern Tuscany's slice of Chianti wine production | Follow cycling routes in the verdant Elsa River Valley to the spectacular World Heritage town of San Gimignano, crowned by 13 towers | Toast la dolce vita with a glass of refreshing Vernaccia, Tuscany's most famous white wine, before heading to Florence.

Castello del Nero
Castello del Nero
Tavarnelle Val di Pesa
| Premiere Hotel

A castle with a Michelin-starred restaurant steeped in Tuscan charm and situated on a hilltop overlooking rolling vineyards and olive orchards in the Colli Fiorentini. (pool, spa)  

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

Click on dates for pricing, itinerary variations and to book your trip. Price is per person, double occupancy.

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Activity Level: 2-4

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. LEARN MORE.

Day 1
Biking
Level 2 | 21 miles | 1100 ft. gain
Level 3 | 25 miles | 2000 ft. gain
Day 2
Biking
Level 2 | 24 miles* | 1600 ft. gain
Level 3 | 35 miles* | 2700 ft. gain
Level 4 | 43 miles | 3500 ft. gain
Day 3
Biking
Level 2 | 25 miles* | 1900 ft. gain
Level 3 | 31 miles* | 2200 ft. gain
Level 4 | 41 miles | 3300 ft. gain
Day 4
Biking
Level 2 | 22 miles* | 2000 ft. gain
Level 3 | 37 miles | 3000 ft. gain
Level 4 | 42 miles | 4000 ft. gain
Day 5
Biking
Level 2 | 15 miles* | 1600 ft. gain
Level 3 | 36 miles | 3300 ft. gain
Level 4 | 45 miles | 4300 ft. gain
Day 6
Biking
Level 2 | 15 miles | 1200 ft. gain
* Includes shuttle.

What's Included

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.

Performance Road Bike

This custom-designed titanium bike is lightweight and responsive, featuring Shimano Ultegra Di2 electronic shifting, 11-speed compact gearing, a premium Mavic Ksyrium Pro wheelset and a full carbon fork. 

Touring Bike

A proven classic, our most popular custom-designed titanium bike is suited for a wide range of cyclists. It features a comfortable ergonomic seat and a long wheel base that add to the bike’s control and stability.

NEW! Electric-Assist Bike

Our newly redesigned titanium e-bike is a lightweight yet powerful machine unique in the world of e-bikes. It provides plenty of power to flatten the hills and more than enough battery range to cover the distance.

Carbon Bike

Ride like a pro with the top-of-the-line carbon Cannondale Synapse Hi-Mod Red ETAP AXS. Delivering phenomenal acceleration and handling in a light and powerful package—it’s built for hard-core riders.
$400 rental fee

Tandem Bike

This hand-built frame features Co-Motion's custom-designed cro-moly steel tubeset, powerful Avid disc brakes, Shimano Ultegra drive train, and a custom, upgraded wheelset. For experienced tandem riders.
$400 rental fee

Also Included

  • All breakfasts, 4 lunches, 4 dinners
  • 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

Straight talk

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.

Air-Conditioning

Il Borro is a Premiere Hotel. While it offers outstanding service and amenities, please note that it is not equipped with air-conditioning. Despite the region's generally temperate climate and cool nights, guestrooms can occasionally become warm during peak temperatures.

Ask A Trip Expert

Have a question and need expert advice? Our team of Trip Consultants is here to help! You can also visit our FAQ’s.

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