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 Older Teens & 20s Best for ages 17-23 (min. age 14)

Families with Teens & Kids Best for ages 9-17 (min. age 4)

Best for ages 9+ (Ages 4+ ok) | Min. age to ride own bike: 9+

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.

Casual Hotels

Premiere Hotels - From lavish luxury to on-trend boutique, offering experiences as unique as the regions we explore.

Casual Plus Hotels - A step above Casual but not quite Premiere.

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

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 Older Teens & 20s Best for ages 17-23 (min. age 14)

Families with Teens & Kids Best for ages 9-17 (min. age 4)

Best for ages 9+ (Ages 4+ ok) | Min. age to ride own bike: 9+

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.

Casual Hotels

Premiere Hotels - From lavish luxury to on-trend boutique, offering experiences as unique as the regions we explore.

Casual Plus Hotels - A step above Casual but not quite Premiere.

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.

Cortona to Chianti: Tuscan & Umbrian Countryside

Tuscany scores top marks for family fun. Enjoy miles of smiles on kid-approved routes. Discover ancient hill towns (fueled by gelato, of course!). Wine tasting for the adults. Hands-on pizza making for the youngsters. Fun for everyone. Your perfect family adventure... in Toscana!

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Highlights

  • Bike and play in the family-friendly, postcard-perfect Tuscan hill towns of Cortona and Radda in Chianti
  • Cruise by bike on peaceful roads through lush colorful fields of sunflowers, corn, sugar beets and tomatoes
  • Adventure across Umbria's Lake Trasimeno or up through the trees on a rope course park (just for kids)
  • Taste exceptional Tuscan wines, dine at authentic trattorias and pair up with the kids to learn the art of pizza-making
Italy Tuscany Family Bike Tour map

Italy

Start Arezzo

End Florence

Airports & Travel details*

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

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Itinerary

Days 1-3

Description

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 • Ride to the hilltop town of Montepulciano while kids take to a high ropes course • Follow cycling routes to the town of Castiglione del Lago, with views of an 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 Cortona • In the evenings, have your fill of pasta, kid-friendly contorni and—for the adults—wines • Longue poolside at our hotel, a former medieval village, the ideal place for rest and play.

Accommodations
Borgo Tre Rose

(3 nights)

Nights 1-3

Borgo Tre Rose
Valiano

Originally a 12th-century residence, this hotel is depicted in a Leonardo da Vinci painting. (pool)

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

Days 4-6

Description

Ride along the Strada dei Castelli (Road of the Castles) to Radda in Chianti, known today as a major center for Chianti Classico wine production • Young artists try their hands at painting their own ceramic souvenirs in a fun art class • A memorable family dinner experience awaits as budding kid chefs put together a well-rounded meal—pizza! • Ride scenic routes through Chianti's inviting hills • Shop for hand-painted souvenirs and admire Renaissance-style designs at Ceramiche Rampini • Visit Badia a Coltibuono (Abbey of the Good Harvest) and taste the honey produced on-site • Wonderful vistas abound during a ride through the heart of Chianti • Pause to enjoy delicious gelato in ancient towns • Celebrate a Tuscan family vacation with a meal amid the olive groves at our charming hotel.

Accommodations

Nights 4-5

L'Ultimo Mulino
Gaiole in Chianti

Travel back in time at this country hotel, housed in an antique mill dating from the 15th century. (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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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 1-3

Borgo Tre Rose
Valiano

Originally a 12th-century residence, this hotel is depicted in a Leonardo da Vinci painting. (pool)

Nights 4-5

L'Ultimo Mulino
Gaiole in Chianti

Travel back in time at this country hotel, housed in an antique mill dating from the 15th century. (pool)
 

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Dates & Prices

Dates Coming Soon

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Our Private Trips are best for groups of 6 or more. We suggest joining a scheduled trip.

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!

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