Tuscany Family Bike Tour

Families with Teens & 20s
Families with Teens & 20s
ALSO AVAILABLE FOR:
Couples, Friends & Solos
Families with Kids & Teens

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)

6 days

5 nights

Activity Levels 1-4

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

Premiere 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.

Tuscany Family Bike Tour

Families with Teens & 20s
Families with Teens & 20s
ALSO AVAILABLE FOR:
Couples, Friends & Solos
Families with Kids & Teens

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)

6 days

5 nights

Activity Levels 1-4

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

Premiere 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.

2026: Jun-Aug

Cuisine & Culture in the Heart of Italy

Tuscany is not only a destination, it's a sublime experience. Pause on the cypress-lined roads overlooking terraced vineyards and snap a family photo. It's a wonder anyone ever finishes the bike rides when each view surpasses the last. And this is only a preview of what you'll see. Imagine the wines, flavors and luxuries you'll discover.

... Read more

Highlights

  • Discover medieval Montepulciano and ride the Road of the Castles to Radda in Chianti
  • Bike through colorful fields of sunflowers, corn, wheat and tomatoes
  • Explore 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
  • Read More
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

Two bikers on a road surrounded by red flowers and tall mountains

Days 1-2

Description

Bike through the picturesque countryside of the Val di Chiana past cypress trees, sunflower fields, grazing sheep and farmhouses • Enjoy 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 • Have fun with water sports and 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.

Accommodations

Nights 1-2

Villa Svetoni Wine Resort
Montepulciano
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)

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.
Wooden plank with two slices of cheese and various cured meats

Day 3

Description

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 sunset over the vineyard-strewn valley.

Accommodations

Night 3

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.
Open field of grass, trees and crops

Days 4-6

Description

Ride along the Strada dei Castelli (Road of the Castles) to Radda and Castellina in Chianti, known today as two major centers for Chianti Classico wine production • Bike scenic routes through Chianti's inviting hills • Shop for hand-painted souvenirs and admire Renaissance-style designs • 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.

Accommodations

Nights 4-5

Castello di Spaltenna
Gaiole in Chianti
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)

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

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From $5,799 /person

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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

Villa Svetoni Wine Resort
Montepulciano

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

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)

Nights 4-5

Castello di Spaltenna
Gaiole in Chianti

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)

From $5,799 /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 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 $5,799 /person

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From $5,799 /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.

Your guest & room selections

1 adult

1 room, 1 bed

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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 $5,799 /person

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