Tuscany Active Culinary Walking & Hiking Tour

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

30s & 40s Adults 30-49

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 1-3

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.

Tuscany Active Culinary Walking & Hiking Tour

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

30s & 40s Adults 30-49

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 1-3

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: Aug-Oct 2026: May-Jul, Sep-Oct

From $4,499 - $5,199 /person

Gourmet Adventure in Italy from Chianti to Val d'Orcia

Learn the secrets of the Tuscan table. Celebrate fresh seasonal ingredients prepared with passion, yet minimal manipulation. Slow down, let food be the focal point of the day and nurture both body and spirit.

... Read more

Highlights

  • Walk through brimming vineyards and in old-world villages like Radda in Chianti and Pienza 
  • Cook and delight in farm-to-table recipes passed down through generations—buon appetito!
  • Hike the cypress-lined white roads of southern Tuscany and sip Chianti Classico in the region where it originated 
  • Eat handmade cuisine, from your first plate of pasta to your final bowl-scraping spoonful of tiramisu 
  • Stay in welcoming Tuscan estates adorned with views of the rolling countryside
Italy Tuscany Active Culinary Hiking and Walking 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

Close-up of guests at cooking class.

Days 1-2

Description

Walk through vineyards, woodland and Renaissance hill towns • Get a taste of the region’s undulating terrain as you trek from outside of Castellina to our hotel • Explore the area of Radda, home to numerous fine Chianti wineries • Hike from one unbelievable vista to the next, stopping for lunch at our favorite local agriturismo • Learn how to cook a homestyle Italian meal alongside locals • Sip Chianti Classico wines and learn the secret to traditional recipes in a cooking class led by an engaging Italian chef • Relax at our beautiful hotel in the heart of the Chianti Valley.

Accommodations

Nights 1-2

Hotel Villa Campomaggio Resort & Spa
Radda in Chianti
Casual Hotel

Beautiful vineyards surround this elegant retreat in the Chianti countryside—fit with a spa and wellness center housed in an ancient wine cellar. (pool, spa)

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.
Local cheese and wine market.

Days 3-6

Description

Journey to the southern Tuscany’s Crete Senesi, known for its lunar landscape • Follow the strade bianche (white roads) of  Val d’Orcia, home of pecorino cheese production • Savor local delicacies as we indulge in a sampling of the region’s traditional cuisine • Wander in Renaissance-style Pienza, Pope Pius II’s utopian village • Lunch takes place at a friend’s gourmet trattoria complete with a dessert-making demonstration • Soak in our hotel’s healing natural thermal pools and unwind with a treatment at the spa • Say arrivederci to Tuscany with a leisurely hike in the countryside surrounding Bagno Vignoni.

Accommodations
Hotel La Posta

(3 nights)

Nights 3-5

Hotel La Posta
Bagno Vignoni
*Deluxe Hotel

This elegant boutique hotel features a beautiful garden, a fantastic bar and pools 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.

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 $4,499 /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

Hotel Villa Campomaggio Resort & Spa
Radda in Chianti

Casual Hotel

Beautiful vineyards surround this elegant retreat in the Chianti countryside—fit with a spa and wellness center housed in an ancient wine cellar. (pool, spa)

Nights 3-5

Hotel La Posta
Bagno Vignoni

*Deluxe Hotel

This elegant boutique hotel features a beautiful garden, a fantastic bar and pools fed by underground thermal springs. (pool, spa)

From $4,499 /person

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From $4,499 /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

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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.

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From $4,499 /person

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