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

DESTINATION ENTRY REQUIREMENTS
There are currently special requirements for travelers to this region. Learn more.

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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.

ACCOMMODATIONS: Premiere Hotels

Tuscany Chianti Biking
Tuscany Chianti Biking

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, from Relais & Châteaux in San Felice to unforgettable Castello del Nero
  • 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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Tuscany Biking Tour
Tuscany Biking Tour
The Backroads Experience
The Backroads Experience
Backroads Biking Trips
Backroads Biking Trips
Backroads Trip Leader
Meet Our Leaders
Itinerary
Accommodations may vary based on departure date.
Premiere Hotels
Accommodations may vary based on departure.
Days 1-3

Embark on a quintessential Tuscan journey with your family on scenic bike routes in the Florentine countryside | Sample local specialties at an organic agriturismo before biking past olive orchards and vineyards | 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
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 superb family dinner | 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-turned-Renaissance villa 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. Several routes and a range of levels are offered each day so you can choose how much or how little activity you want to do. Learn more about how we determine activity levels.

Daily Route Options

Day 1
Biking
Level 1 | 8 miles* | 700 ft. gain
Level 2 | 12 miles* | 1100 ft. gain
Level 2 | 19 miles | 1800 ft. gain
Day 2
Biking
Level 2 | 17 miles* | 1800 ft. gain
Level 2 | 22 miles* | 2600 ft. gain
Level 3 | 32 miles* | 2900 ft. gain
Level 4 | 37 miles | 3700 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 1 | 8 miles* | 400 ft. gain
Level 2 | 15 miles | 1200 ft. gain
* Includes shuttle.

What's 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

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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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