Special Youth Savings: Kids 4 to 17 save up to 20%. See details.

Tuscany Family Bike Tour

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Teens & 20s Best for ages 16-23 (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

One or more kids 16+ required (siblings 14+ ok)

6 days

5 nights

Activity Levels 2-5

We categorize our trips based on a range of activity levels from leisurely (1) to avid (5) with plenty of options in between.

Casual & Deluxe Hotels

Premiere Hotels - Experience the world’s best, from lavish luxury to chic retreats with prestigious alliances.

Deluxe Hotels - Find modern comforts in extraordinary settings, with great ambience and ample amenities.

Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

Special Youth Savings: Kids 4 to 17 save up to 20%. See details.

Tuscany Family Bike Tour

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Teens & 20s Best for ages 16-23 (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

One or more kids 16+ required (siblings 14+ ok)

6 days

5 nights

Activity Levels 2-5

We categorize our trips based on a range of activity levels from leisurely (1) to avid (5) with plenty of options in between.

Casual & Deluxe Hotels

Premiere Hotels - Experience the world’s best, from lavish luxury to chic retreats with prestigious alliances.

Deluxe Hotels - Find modern comforts in extraordinary settings, with great ambience and ample amenities.

Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

2025: Jun-Aug

A Taste of Italy from Pienza to Siena & Chianti

Ride from one unbelievable view to the next. Marvel at extraordinary Renaissance art and architecture. Taste delicious pecorino cheese, homemade pasta, fruity olive oils and tiramisu. Few things in this world live up to the hype. We're happy to report that everything your family has heard about Tuscany is true.

...Read more

Highlights

  • Experience a quintessential Tuscan vacation, biking from south to north through a beautiful rolling landscape
  • Savor delectable gelato and enjoy family dinners of handmade pastas, bruschetta and other local specialties
  • Explore some of the region's most celebrated towns, including Pienza, Montalcino, Siena and Radda in Chianti
  • Cycle tranquil roads and lush green hills past picturesque Brunello, Chianti Classico and Sangiovese vineyards
Italy Tuscany Family Bike Tour map

Italy

StartArezzo

EndFlorence

Airports & Travel details*

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

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Itinerary

Days 1-2

Description

Experience some of Tuscany's must-see highlights, including Pienza, a World Heritage site famous for exquisite ceramics, pecorino cheese and Renaissance architecture • Regional specialties provide the perfect fuel for rides on cypress-lined roads • Bike through southern Tuscany's rolling terrain into the Val d'Orcia • Take a family stroll on the winding streets of Montepulciano, pausing for an aperitivo or gelato on one of its hidden squares • Idle poolside at our welcoming hotel.

Accommodations

Nights 1-2

Albergo le Terme
Bagno Vignoni
Casual Hotel

This enchanting family-owned hotel overlooks the town's central piazza, whose ancient pool is fed by underground thermal springs. (pool, spa) 
 

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Day 3

Description

A sea of vineyards lines our bike route to Montalcino, a wine village where enoteche pour samples and—on a clear day—remarkable views reach as far as Siena • Leave Val d'Orcia behind as you climb up the ridgeline to enter the Crete Senesi area, where we reach an agriturismo with farm-fresh Tuscan food • Read or relax and simply take in the scene from our hotel's lovely terrace.

Accommodations

Night 3

Borgo Casabianca
Asciano
Casual Hotel

An agricultural estate standing on a high ridge between the Chiana Valley and the famed Crete Senesi. (pool)

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Days 4-6

Description

Ride past the sun-drenched chalk hills of the Crete Senesi, often depicted in 14th- and 15th-century Sienese and Florentine paintings • Sheep-dotted pastures and crumbling stone farmhouses lead to olive groves and oak woodland • Explore magnificent Siena with your family • Bike rolling hills alongside legendary Chianti Classico and Sangiovese vineyards • Discover ridgetop Radda, the center of Chianti wine production • Looking for a gift? Family-owned Ceramiche Rampini offers ceramics hand-painted in the Renaissance tradition.

Accommodations

Nights 4-5

Villa Curina Resort
Curina
*Deluxe Hotel

A tranquil 16th-century villa with wooded grounds, an Italian-style garden and a small church with frescoes by Arcangelo Salimbeni. (pool)

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

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What's Included

See more

From $4,099 /person

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Hotels

Adventure-Ready Hotels

Ideally located with ready access to trip activities, our Casual hotels are also known for their character and charm.

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Nights 1-2

Albergo le Terme
Bagno Vignoni

Casual Hotel

This enchanting family-owned hotel overlooks the town's central piazza, whose ancient pool is fed by underground thermal springs. (pool, spa) 
 

Night 3

Borgo Casabianca
Asciano

Casual Hotel

An agricultural estate standing on a high ridge between the Chiana Valley and the famed Crete Senesi. (pool)

Nights 4-5

Villa Curina Resort
Curina

*Deluxe Hotel

A tranquil 16th-century villa with wooded grounds, an Italian-style garden and a small church with frescoes by Arcangelo Salimbeni. (pool)

From $4,099 /person

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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.

Bike with drop handlebars and a "New" label on the top left
Backroads Next Generation Performance Road Bike

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
Backroads Touring Bike
Backroads Touring Bike

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
Backroads Electric-Assist Bike
Backroads Electric-Assist Bike

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+

Co-Motion Torpedo Tandem Bike
Tandem Bike
  • $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.

From $4,099 /person

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From $4,099 /person

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Dates & Prices

Click on dates for pricing, itinerary variations (if any) and to book your trip. Price is per person, double occupancy in USD.

Unplugged dates are perfect for guests who want to ride an acoustic bike.
E-bikes are available to travel companions by request only.

Your guest & room selections

1 adult

1 room, 1 bed

Edit

Kids 4 to 17 save up to 20% (savings applied after booking). See details.

Please Select a Group Size

Group size is required to show per-person pricing. Your group size can be approximate and can change.

Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

Download & Share

Book with Confidence

Backroads provides flexible booking policies so that you can plan your vacation with complete peace of mind.

Learn more

From $4,099 /person

View Dates