The Heart of Chiana Valley

Embark on a guided E-bike tour through the stunning landscapes of the Val di Chiana valley, where history and natural beauty merge for an unforgettable journey. Glide effortlessly through the countryside on our top-quality TREK E-bikes, immersing yourself in the charm of this enchanting region. Enjoy fine wines, extra virgin olive oil, and local delicacies.

Why Chose The Heart of Chiana Valley ?

Because they blend effortless adventure with authentic Tuscany. Pedal ancient paths and iconic “white roads” as expert guides reveal hidden gems like the Abbey of Farneta, an 8th‑century treasure set amid serene landscapes. Glide past vineyards, olive groves, and cypress-lined lanes while learning the valley’s rich history and culture.
Celebrate your ride with a tasting at a renowned winery: fine wines, extra virgin olive oil, and local delicacies. On request, explore a 19th‑century olive mill and discover the meticulous journey from harvest to unique Tuscan EVO oil—once revered as “liquid gold”—followed by a sensorial tasting.
Some tours conclude at a boutique winery with a typical light lunch and one of the region’s finest Syrahs. Seeking something magical? Opt for our moonlit experiences, starting at dusk and unfolding under the stars, culminating in an exclusive gourmet dinner with selected wines.
Easy, fun, and for everyone—unforgettable memories, zero stress, pure Tuscan beauty.
5.0
Based on 38 reviews
powered by Google
Catherine Holmes profile pictureCatherine Holmes
11:37 18 Oct 25
Had an amazing day exploring Cortona with Roberto! After good instruction and fitting of bikes for our group of 5 friends, Roberto took us to beautiful areas and vistas of Cortona that were in low traffic areas. The e- bikes were in excellent condition and easy to use. Roberto shared interesting info about the history of Cortona and Etruscans. We finished with a wine tasting at L’Usciolo with Fabrizio which was amazing! The food, wine and olive oil were outstanding. And we were served delicious pasta by Isabella who owns a restaurant in historical Cortona. This was a very special day…thank you Roberto!
Carol Savluk profile pictureCarol Savluk
22:24 11 Oct 25
We really enjoyed our private e-bike tour with Roberto. He was very responsive to all my questions before we arrived. The e-bikes were immaculate and well maintained. Roberto was very professional and organized. His knowledge of the history of Cortona was impressive. The tour was well planned and gave enough time at each stop. The lunch and wine tasting at the end of the tour was delicious! I would recommend this tour to anyone who is thinking about booking!
Marsha Walker profile pictureMarsha Walker
20:33 08 Oct 25
One of the best memories from our trip! Roberto runs a quality operation with great equipment and patient instruction. The tour was amazing- beautiful scenery and interesting history. Roberto was totally engaged and committed to making it a great experience for everyone. The wine tasting and lunch was a perfect ending to our day. Highly recommend!!
Lynn Sturgeon profile pictureLynn Sturgeon
19:29 05 Oct 25
As beautiful as Tuscany is and as fun the perfectly picked for us ride was none of it compares to our guide Roberto and how wonderful, knowledgeable and caring he was on our tour. We had the most awesome day with him and it was a highlight of our trip. Highly recommend!!!
Photo from customer reviewPhoto from customer reviewPhoto from customer review
Brian Sturgeon profile pictureBrian Sturgeon
18:54 05 Oct 25
What a great day. The bikes were excellent and the views were spectacular. Roberto was the absolute best. Highly recommend this cycling tour.
Photo from customer reviewPhoto from customer reviewPhoto from customer reviewPhoto from customer reviewPhoto from customer review
Blake Burris profile pictureBlake Burris
15:28 01 Oct 25
Roberto and Sara were quite the amazing duo. The first day was so good, that we booked another tour the next day! You will have the best equipment for your adventure, the best translator who knows everyone in each town, and a great historian who will tell you all about the rich history of the region. Roberto will customize your day trip based on what your interests are - we ended each day in a private cellar with a home-cooked meal. I would definitely recommend a bike tour, as it was the highlight of our trip in beautiful Tuscany! Thank you Roberto and Sara and we will see you next time!! Ciao <3
Mariann Brown profile pictureMariann Brown
15:35 27 Sep 25
We recently booked an e-bike tour through our hotel in Cortona. Roberto (Robbie) was an amazing guide and we could not have had a better experience. In our short stay, we could not have seen more of the breathtaking countryside, town, and views any other way. Robbie’s amazing breadth of knowledge about the history, geography, botany and culture of the area topped off the views. The intimate wine tasting and delicious meal at a small local vineyard was the perfect end to our experience. We highly recommend this company.
Oullack profile pictureOullack
06:44 07 Aug 25
Thank you very much Roberto for your kindness and professionalism. The electric bikes are very well maintained and the routes offered are magnificent.
Benjamin Kelsall profile pictureBenjamin Kelsall
06:14 07 Aug 25
This bike ride will remain one of the best memories of our visit to Tuscany. The route, the scenery, the bikes, and Roberto's advice before the start. Everything was perfect, even the weather.
A wonderful way to discover Cortona and its monuments.
Electric bikes allow you to easily climb hills that you would never have thought of doing by bike with children.
Photo from customer review
Carin Van Den Heuvel profile pictureCarin Van Den Heuvel
08:00 23 Jul 25
We enjoyed this fantastic Ebike tour . With a big smile and Roberto's enthusiasm, he passionately narrated what came our way. The beautiful nature of Val D'Orcia, the towns , the cosy stops for a drink and Roberto's passion made our day unforgettable. Thanks Roberto for the fantastic experience. Carin and Bert
Photo from customer reviewPhoto from customer reviewPhoto from customer reviewPhoto from customer reviewPhoto from customer reviewPhoto from customer review

269 €/person

2+ People

5 Stars

Child and Youth

Embark on a guided E-bike tour through the stunning landscapes of the Val di Chiana valley, where history and natural beauty merge for an unforgettable journey. Glide effortlessly through the countryside on our top-quality TREK E-bikes, immersing yourself in the charm of this enchanting region.

As you pedal along ancient paths and the famous winding “white roads,” our expert guide will lead you to hidden gems like the historic Abbey of Farneta. This remarkable abbey, with roots dating back to the 8th century, stands as a testament to the region’s spiritual and architectural heritage, surrounded by serene landscapes that capture the timeless allure of Tuscany.

Experience the rich history and culture of the valley as you pass through captivating vineyards, olive fields, and cypress trees. 
And what better way to celebrate your adventure than with a wine tasting at a renowned winery? 

Enjoy fine wines, extra virgin olive oil, and local delicacies. To cap off this journey, indulge in a tasting of one of Val di Chiana’s finest Vin Santo, a perfect finale to your exploration of this remarkable valley.

Easy, fun, and for everyone!

Experience sheet:

Experience

E-Bike Tour, Winery Tour, Wine Tasting and Light Lunch

Level

Easy or Medium
according with the guests

Ride Duration

About
3½ hours

Area

Val di Chiana, 
Lucignano countryside

Route length

From 16
to 25 km

Types of Experience

E-bike + dining
about 5 hours (daily)


What we include

NEW! Bicycle TREK powerfly+ Gen 5 new model 2025 limited EBK edition

NEW! Bosch Performance line CX 5 generation 2025 “25kph” / Intube battery / LED Remote

NEW! Display Bosch Purion 200

NEW! Saddle shock absorber

NEW! Adjustable handlebar stem

NEW! Free GoPro Action Camera Service

Specialized Camber Helmet MIPS certified

Oversized brakes and tires 2.40 inches large

Phone, wallet and document case for each bike

Rain Jacket

New generation memory foam seat cover

Master Professional Certified Cycling Guide

First Aid Certification

Assistance on the way with main bike spare parts

Mapped and Certificated Routes

Winery guided tour

Wine tasting and typical Tuscan light lunch

Equipment on reques

E-bike for children 24”
Extra bags on bikes
Thule Baby chariot cab XXL 2 seats
Chariot trailer for dog
Child bike seat on luggage rack
Child bench on luggage rack

Extra Service on request:

Complete lunch, Pic-Nic in vineyard, Sunset Experiences, Fiorentina Steak experience, Truffle hunting with a professional hunter and his dogs, Cooking class, Thermal spa Experience.

Transfer Service on request

Experience maximum comfort with our best service.  We pick you up and drop you off directly from your accommodation by a VAN, ensuring a hassle-free journey from the start to the end.

Frantoio oil experience, Tailored tour with extra time, experiences or distance,  Optional Video Editing Service, Drone service

Meeting Point

Location

Via Osticcio, 22,
53024 Montalcino SI, Italia

Gps Coordinate:
43.051889, 11.488345

Time

10 A.M.

269 €/person

2+ People

5 Stars

Child and Youth

Embark on an exhilarating E-bike tour through the Val di Chiana and Cortona, one of the great Etruscan cities. Highlights include Villa Bramasole, famed by “Under the Tuscan Sun,” Santa Margherita Church with its curious history, and the Girifalco Fortress, commissioned by Cosimo de’ Medici at the height of Florence’s Renaissance.
No tour is complete without the serene hermitage of Le Celle, a sacred retreat chosen by Saint Francis of Assisi for prayer and reflection.

On request, explore an ancient 19th-century olive mill. Our expert guide leads a fascinating hour from meticulous olive harvests to the intricate processes behind a unique Tuscan extra virgin olive oil—crafted with unmatched care and tradition.

You’ll taste the final product, once called “liquid gold” for its value in antiquity, and discover how authentic Tuscan olive oil is made.

The experience ends at a boutique winery, where you’ll savor a typical light lunch and one of the region’s finest Syrahs, fully immersing in Tuscan flavors.

Let Cortona’s beauty and Tuscan hospitality envelop you as we create unforgettable memories, riding effortlessly on top-quality E-bikes—an easy, fun way for everyone to explore.

Experience sheet:

Experience

E-Bike Tour, Winery Tour, Wine Tasting & Tuscan Light Lunch

Level

Easy,
according with the guests

Ride Duration

About
2 1⁄2 / 3 1⁄2 hours

Area

Cortona,
Tuscany

Route length

From 12
to 15 km

Types of Experience

E-bike + dining 
about 4 / 5 hours (daily)


What we include

NEW! Bicycle TREK powerfly+ Gen 5 new model 2025 limited EBK edition

NEW! Bosch Performance line CX 5 generation 2025 “25kph” / Intube battery / LED Remote

NEW! Display Bosch Purion 200

NEW! Saddle shock absorber

NEW! Adjustable handlebar stem

NEW! Free GoPro Action Camera Service

Specialized Camber Helmet MIPS certified

Oversized brakes and tires 2.40 inches large

Phone, wallet and document case for each bike

Rain Jacket

New generation memory foam seat cover

Master Professional Certified Cycling Guide

First Aid Certification

Assistance on the way with main bike spare parts

Mapped and Certificated Routes

Winery guided tour

Wine tasting and typical Tuscan light lunch

Equipment on reques

E-bike for children 24”
Extra bags on bikes
Thule Baby chariot cab XXL 2 seats
Chariot trailer for dog
Child bike seat on luggage rack
Child bench on luggage rack

Extra Service on request:

Complete lunch, Pic-Nic in vineyard, Sunset Experiences, Fiorentina Steak experience, Truffle hunting with a professional hunter and his dogs, Cooking class, Thermal spa Experience.

Transfer Service on request

Experience maximum comfort with our best service.  We pick you up and drop you off directly from your accommodation by a VAN, ensuring a hassle-free journey from the start to the end.

Frantoio oil experience, Tailored tour with extra time, experiences or distance,  Optional Video Editing Service, Drone service

Meeting Point

Location

Via Osticcio, 22,
53024 Montalcino SI, Italia

Gps Coordinate:
43.051889, 11.488345

Time

10 A.M.

329 €/person

2+ People

5 Stars

Child and Youth

Experience an exclusive, high-end journey through the Val di Chiana under the moonlight—Tuscany as you’ve never seen it. Begin at dusk, when the sun paints rolling hills in a golden glow. Ride past vineyards, olive groves, and cypress-lined lanes, all softened by twilight’s colors. With each turn, Tuscany’s charm deepens in the quiet mystery of night.

As darkness settles, glide along tranquil paths guided by the moon and stars, where silhouettes of hills and trees create a dreamlike panorama. This expertly curated nighttime tour captures the region’s magic at its most serene—romantic, adventurous, and timeless.

The evening culminates at an exclusive gourmet restaurant. Indulge in a culinary journey of local flavors, with dishes celebrating Tuscan tradition and carefully paired wines elevating every bite. Expect refined ambiance, attentive service, and a menu crafted to highlight seasonal ingredients.

More than a tour, this is a sensory awakening—an invitation to rediscover Tuscany in enchanting night light. Join us for a moonlit adventure where each moment becomes a memory, and the landscape feels both intimate and infinite.

Easy, fun, and for everyone!

Experience sheet:

Experience

E-Bike Guided Tour
and Gourmet Dinner

Level

Easy or Medium
According to the Guests

Ride Duration

About
4 hours

Area

Valdichiana
Montepulciano area

Route length

From 15
to 25 km 

Types of Experience

E-bike ride (about 3 hours)

+ Dinner (about 1 hour)


What we include

NEW! Bicycle TREK powerfly+ Gen 5 new model 2025 limited EBK edition

NEW! Bosch Performance line CX 5 generation 2025 “25kph” / Intube battery / LED Remote

NEW! Display Bosch Purion 200

NEW! Saddle shock absorber

NEW! Adjustable handlebar stem

NEW! Free GoPro Action Camera Service

Specialized Camber Helmet MIPS certified

Oversized brakes and tires 2.40 inches large

Phone, wallet and document case for each bike

Rain Jacket

New generation memory foam seat cover

Master Professional Certified Cycling Guide

First Aid Certification

Assistance on the way with main bike spare parts

Mapped and Certificated Routes

Winery guided tour

Wine tasting and typical Tuscan light lunch

Equipment on reques

E-bike for children 24”
Extra bags on bikes
Thule Baby chariot cab XXL 2 seats
Chariot trailer for dog
Child bike seat on luggage rack
Child bench on luggage rack

Extra Service on request:

Complete lunch, Pic-Nic in vineyard, Sunset Experiences, Fiorentina Steak experience, Truffle hunting with a professional hunter and his dogs, Cooking class, Thermal spa Experience.

Transfer Service on request

Experience maximum comfort with our best service.  We pick you up and drop you off directly from your accommodation by a VAN, ensuring a hassle-free journey from the start to the end.

Frantoio oil experience, Tailored tour with extra time, experiences or distance,  Optional Video Editing Service, Drone service

Meeting Point

Location

Via Osticcio, 22,
53024 Montalcino SI, Italia

Gps Coordinate:
43.051889, 11.488345

Time

10 A.M.

Loading the best rate…

100%

Popular Questions

Our E-bikes are new and among the best available in the tourism market, equipped with Bosch motors, the best currently available on the market, and upgraded batteries up to 720 Wh. Additionally, our bikes feature upgraded forks for increased comfort, wider tires for greater stability, enhanced brakes for safer and more powerful braking, indicator lights, front and rear lights, memory foam seat covers, and numerous optional accessories to tailor the offering to every need.

Sportswear is recommended. In case of rain or muddy conditions, it’s advised to bring a waterproof jacket and a change of clothes (including shoes). In sunny or high-temperature conditions, sunscreen, a cap, and sunglasses are recommended.

Absolutely! It would be a shame for you to miss out on such a unique family experience! We are equipped to transport children of all ages and with various needs: Thule Chariot XXL 2 seat, classic seat point, bench seat, and smaller E-bike 24”!

After accepting the service, the cancellation policy is as follows:

100% penalty for cancellations less than 5 days before the scheduled time and date of the meeting point.

30% penalty for cancellation up to 30 days before the scheduled time and date of the meeting point.

50% penalty for cancellation up to 10 days before the scheduled time and date of the meeting point.

Still have questions? Contact us

Name

Book Online is Easy

1

Choose which experience you like best


2

Check prices and available days


3

Confirm your booking, that’s all!

xr:d:DAF8aQeHxbc:8,j:4305859512569507152,t:24021017

Best of Monteriggioni Area

Discover the soul of southern Chianti on a journey through its most authentic and lesser-known corners. With our top-quality TREK e-bikes, you’ll ride effortlessly through a landscape where vineyards, olive groves, and medieval hamlets unfold at every turn — an ever-changing postcard of Tuscan beauty. Led by our expert local guides, you’ll explore.

Why Chose Best of Monteriggioni Area ?

Immerse yourself in the heart of Tuscany’s rolling hills and vineyards with our exclusive E-bike experience.
Let a professional cycling guide lead you on a great journey along the enchanting landscapes of Montalcino, the beating heart of the Val d’Orcia and part of UNESCO World Heritage Site.
Ride effortlessly along the famous “Via Francigena” thanks to our top-notch quality bike and let yourself be surprised from a new way to visit places.
Here every glimpse is a perfect spot for taking photographs and listening to stories and legends from the past, where Siena and Florence were always fighting to conquer this precious strategic area.
At the end of our exciting ride, an exceptional guided tour of the cellars awaits you with the novello wine’s tasting. Following this, an exquisite lunch typical of the Tuscan tradition.
This will be complemented by the renowned Brunello and Rosso di Montalcino, both Organic Certified.
5.0
Based on 38 reviews
powered by Google
Catherine Holmes profile pictureCatherine Holmes
11:37 18 Oct 25
Had an amazing day exploring Cortona with Roberto! After good instruction and fitting of bikes for our group of 5 friends, Roberto took us to beautiful areas and vistas of Cortona that were in low traffic areas. The e- bikes were in excellent condition and easy to use. Roberto shared interesting info about the history of Cortona and Etruscans. We finished with a wine tasting at L’Usciolo with Fabrizio which was amazing! The food, wine and olive oil were outstanding. And we were served delicious pasta by Isabella who owns a restaurant in historical Cortona. This was a very special day…thank you Roberto!
Carol Savluk profile pictureCarol Savluk
22:24 11 Oct 25
We really enjoyed our private e-bike tour with Roberto. He was very responsive to all my questions before we arrived. The e-bikes were immaculate and well maintained. Roberto was very professional and organized. His knowledge of the history of Cortona was impressive. The tour was well planned and gave enough time at each stop. The lunch and wine tasting at the end of the tour was delicious! I would recommend this tour to anyone who is thinking about booking!
Marsha Walker profile pictureMarsha Walker
20:33 08 Oct 25
One of the best memories from our trip! Roberto runs a quality operation with great equipment and patient instruction. The tour was amazing- beautiful scenery and interesting history. Roberto was totally engaged and committed to making it a great experience for everyone. The wine tasting and lunch was a perfect ending to our day. Highly recommend!!
Lynn Sturgeon profile pictureLynn Sturgeon
19:29 05 Oct 25
As beautiful as Tuscany is and as fun the perfectly picked for us ride was none of it compares to our guide Roberto and how wonderful, knowledgeable and caring he was on our tour. We had the most awesome day with him and it was a highlight of our trip. Highly recommend!!!
Photo from customer reviewPhoto from customer reviewPhoto from customer review
Brian Sturgeon profile pictureBrian Sturgeon
18:54 05 Oct 25
What a great day. The bikes were excellent and the views were spectacular. Roberto was the absolute best. Highly recommend this cycling tour.
Photo from customer reviewPhoto from customer reviewPhoto from customer reviewPhoto from customer reviewPhoto from customer review
Blake Burris profile pictureBlake Burris
15:28 01 Oct 25
Roberto and Sara were quite the amazing duo. The first day was so good, that we booked another tour the next day! You will have the best equipment for your adventure, the best translator who knows everyone in each town, and a great historian who will tell you all about the rich history of the region. Roberto will customize your day trip based on what your interests are - we ended each day in a private cellar with a home-cooked meal. I would definitely recommend a bike tour, as it was the highlight of our trip in beautiful Tuscany! Thank you Roberto and Sara and we will see you next time!! Ciao <3
Mariann Brown profile pictureMariann Brown
15:35 27 Sep 25
We recently booked an e-bike tour through our hotel in Cortona. Roberto (Robbie) was an amazing guide and we could not have had a better experience. In our short stay, we could not have seen more of the breathtaking countryside, town, and views any other way. Robbie’s amazing breadth of knowledge about the history, geography, botany and culture of the area topped off the views. The intimate wine tasting and delicious meal at a small local vineyard was the perfect end to our experience. We highly recommend this company.
Oullack profile pictureOullack
06:44 07 Aug 25
Thank you very much Roberto for your kindness and professionalism. The electric bikes are very well maintained and the routes offered are magnificent.
Benjamin Kelsall profile pictureBenjamin Kelsall
06:14 07 Aug 25
This bike ride will remain one of the best memories of our visit to Tuscany. The route, the scenery, the bikes, and Roberto's advice before the start. Everything was perfect, even the weather.
A wonderful way to discover Cortona and its monuments.
Electric bikes allow you to easily climb hills that you would never have thought of doing by bike with children.
Photo from customer review
Carin Van Den Heuvel profile pictureCarin Van Den Heuvel
08:00 23 Jul 25
We enjoyed this fantastic Ebike tour . With a big smile and Roberto's enthusiasm, he passionately narrated what came our way. The beautiful nature of Val D'Orcia, the towns , the cosy stops for a drink and Roberto's passion made our day unforgettable. Thanks Roberto for the fantastic experience. Carin and Bert
Photo from customer reviewPhoto from customer reviewPhoto from customer reviewPhoto from customer reviewPhoto from customer reviewPhoto from customer review

329 €/person

2+ People

5 Stars

Child and Youth

Discover the soul of southern Chianti on a journey through its most authentic and lesser-known corners. With our top-quality TREK e-bikes, you’ll ride effortlessly through a landscape where vineyards, olive groves, and medieval hamlets unfold at every turn — an ever-changing postcard of Tuscan beauty. 

Led by our expert local guides, you’ll explore ancient roads and timeless villages, learning about the people, legends, and traditions that shaped this unique land. Along the way, we’ll reach the stunning walled village of Monteriggioni — one of the highlights of our route — where history still echoes through the stones and towers of this iconic medieval stronghold. 

The experience continues in a private and exclusive estate, hidden away from the usual paths. Here, you’ll be welcomed into a historic wine cellar for a guided visit and unique barrel tasting session, with wines drawn directly from the casks and explained by the estate’s winemaker. 

A traditional Tuscan light lunch awaits in a peaceful and refined setting. Each dish is thoughtfully prepared, featuring local flavors and seasonal ingredients, paired with the estate’s own wines — from whites to rosés, reds to Vin Santo — and complemented by their olive oil and aged balsamic vinegar. To finish, enjoy a secret tasting surprise: a final touch to an experience that blends discovery, flavor, and emotion.

Easy, Fun and for everyone!

Experience sheet:

Experience

E-Bike Guided Tour
and Special Lunch

Level

Easy or Medium
according with the guests

Ride Duration

About
3½ hours

Area

Senese Chianti
Tuscany

Route length

From 15
to 30 km

Types of Experience

E-bike + guided tour + wine tasting about 5 hours (daily)


What we include

NEW! Bicycle TREK powerfly+ Gen 5 new model 2025 limited EBK edition

NEW! Bosch Performance line CX 5 generation 2025 “25kph” / Intube battery / LED Remote

NEW! Display Bosch Purion 200

NEW! Saddle shock absorber

NEW! Adjustable handlebar stem

NEW! Free GoPro Action Camera Service

Specialized Camber Helmet MIPS certified

Oversized brakes and tires 2.40 inches large

Phone, wallet and document case for each bike

Rain Jacket

New generation memory foam seat cover

Master Professional Certified Cycling Guide

First Aid Certification

Assistance on the way with main bike spare parts

Mapped and Certificated Routes

Winery guided tour

Wine tasting and typical Tuscan light lunch

Equipment on reques

E-bike for children 24”
Extra bags on bikes
Thule Baby chariot cab XXL 2 seats
Chariot trailer for dog
Child bike seat on luggage rack
Child bench on luggage rack

Extra Service on request:

Complete lunch, Pic-Nic in vineyard, Sunset Experiences, Fiorentina Steak experience, Truffle hunting with a professional hunter and his dogs, Cooking class, Thermal spa Experience.

Transfer Service on request

Experience maximum comfort with our best service.  We pick you up and drop you off directly from your accommodation by a VAN, ensuring a hassle-free journey from the start to the end.

Frantoio oil experience, Tailored tour with extra time, experiences or distance,  Optional Video Editing Service, Drone service

Meeting Point

Location

Via Osticcio, 22,
53024 Montalcino SI, Italia

Gps Coordinate:
43.051889, 11.488345

Time

10 A.M.

269 €/person

2+ People

5 Stars

Child and Youth

Embark on an exhilarating E-bike experience led by a professional cycling guide with a deep passion for Tuscany’s rich heritage offering a unique opportunity to explore the hidden gems and cultural treasures of the Chianti region. 

An exclusive tour in a private estate, more than 1,000 hectares of scenic vineyards, olive orchards and cypress roads landscapes. We’ll lead you off the beaten path, revealing the fascinating history and traditions that make this land so precious since 8th century B.C. 

Whether you’re a history buff, a wine enthusiast or simply someone who loves discovering new places, our expert guides are dedicated to ensure an unforgettable experience for everyone. 

Ride effortlessly thanks to our top-notch quality E-bikes and be surprised by a new way of visiting this extraordinary rolling land.

At the end of this enchanting ride, the winery guided tour awaits you, followed by a typical Tuscan light lunch with a panoramic view of the vineyards, where you’ll have the chance to taste some “Chianti Classico” DOCG, RISERVA and IGT wines. 

Easy, Fun and for everyone!

Experience sheet:

Experience

E-Bike Guided Tour,
Wine Tasting & Light Lunch

Level

Easy or Medium
according with the guests

Ride Duration

About
3 hours

Area

Southern Chianti
Tuscany

Route length

From 12
to 30 km

Types of Experience

E-bike + winery
about 5 hours (daily)


What we include

NEW! Bicycle TREK powerfly+ Gen 5 new model 2025 limited EBK edition

NEW! Bosch Performance line CX 5 generation 2025 “25kph” / Intube battery / LED Remote

NEW! Display Bosch Purion 200

NEW! Saddle shock absorber

NEW! Adjustable handlebar stem

NEW! Free GoPro Action Camera Service

Specialized Camber Helmet MIPS certified

Oversized brakes and tires 2.40 inches large

Phone, wallet and document case for each bike

Rain Jacket

New generation memory foam seat cover

Master Professional Certified Cycling Guide

First Aid Certification

Assistance on the way with main bike spare parts

Mapped and Certificated Routes

Winery guided tour

Wine tasting and typical Tuscan light lunch

Equipment on reques

E-bike for children 24”
Extra bags on bikes
Thule Baby chariot cab XXL 2 seats
Chariot trailer for dog
Child bike seat on luggage rack
Child bench on luggage rack

Extra Service on request:

Complete lunch, Pic-Nic in vineyard, Sunset Experiences, Fiorentina Steak experience, Truffle hunting with a professional hunter and his dogs, Cooking class, Thermal spa Experience.

Transfer Service on request

Experience maximum comfort with our best service.  We pick you up and drop you off directly from your accommodation by a VAN, ensuring a hassle-free journey from the start to the end.

Frantoio oil experience, Tailored tour with extra time, experiences or distance,  Optional Video Editing Service, Drone service

Meeting Point

Location

Via Osticcio, 22,
53024 Montalcino SI, Italia

Gps Coordinate:
43.051889, 11.488345

Time

10 A.M.

459 €/person

2+ People

5 Stars

Child and Youth

Discover the enchanting charm of the Chianti region like never before with our exciting E-bike tour, where hidden treasures await amid rolling hills and vineyards. Equipped with the latest high-quality TREK e-bikes, you can effortlessly traverse the breathtaking landscapes of Chianti, allowing you to enjoy magnificent views and vibrant scenery without the strain. Guided by our team of expert local guides, passionate storytellers deeply connected to the land, you’ll be immersed in centuries of history, culture, and tradition. As you pedal along ancient paths once traveled by pilgrims and merchants — including the famed Via Cassia, a primary route between Rome and Northern Italy since 200 BC — their stories, insights, and warm presence will make you feel like a true local. 

During this extraordinary experience, we will visit the Benedictine Abbey of Abbadia a Passignano, founded in 1049 AD. Here, you will be accompanied by the Prior himself, who will share the rich spiritual and historical tapestry of this sacred place during an enlightening one-hour tour. 

Allow yourself to be enveloped by tranquility as you explore the extraordinary architecture and captivating surroundings that have stood the test of time. Conclude your adventure in a remarkable historic estate, where centuries of winemaking tradition are preserved in a stunning medieval cellar. Enjoy an exclusive visit through ancient vaults and stone passageways — a true immersion into the soul of Chianti. Then, take your seat in a truly special setting, where a Michelin-starred touch reimagines Tuscan flavors with elegance and creativity. Each dish is paired with a curated selection of fine wines, highlighting the harmony between local heritage and gourmet innovation. This unforgettable experience is the perfect blend of nature, culture, and culinary excellence — made even more meaningful by the presence of our expert guides, who will lead you through Chianti not as a tourist, but as someone who truly belongs.

Easy, Fun and for everyone!

Experience sheet:

Experience

One-way E-Bike Tour, Winery, Wine Tasting Light Lunch

Level

Easy or Medium 
according with the guests

Ride Duration

About
3½ hours

Area

Northern Chianti
Tuscany

Route length

From 18
to 25 km 

Types of Experience

E-bike + guided tour + wine tasting about 5/6 hours (daily)


What we include

NEW! Bicycle TREK powerfly+ Gen 5 new model 2025 limited EBK edition

NEW! Bosch Performance line CX 5 generation 2025 “25kph” / Intube battery / LED Remote

NEW! Display Bosch Purion 200

NEW! Saddle shock absorber

NEW! Adjustable handlebar stem

NEW! Free GoPro Action Camera Service

Specialized Camber Helmet MIPS certified

Oversized brakes and tires 2.40 inches large

Phone, wallet and document case for each bike

Rain Jacket

New generation memory foam seat cover

Master Professional Certified Cycling Guide

First Aid Certification

Assistance on the way with main bike spare parts

Mapped and Certificated Routes

Winery guided tour

Wine tasting and typical Tuscan light lunch

Equipment on reques

E-bike for children 24”
Extra bags on bikes
Thule Baby chariot cab XXL 2 seats
Chariot trailer for dog
Child bike seat on luggage rack
Child bench on luggage rack

Extra Service on request:

Complete lunch, Pic-Nic in vineyard, Sunset Experiences, Fiorentina Steak experience, Truffle hunting with a professional hunter and his dogs, Cooking class, Thermal spa Experience.

Transfer Service on request

Experience maximum comfort with our best service.  We pick you up and drop you off directly from your accommodation by a VAN, ensuring a hassle-free journey from the start to the end.

Frantoio oil experience, Tailored tour with extra time, experiences or distance,  Optional Video Editing Service, Drone service

Meeting Point

Location

Via Osticcio, 22,
53024 Montalcino SI, Italia

Gps Coordinate:
43.051889, 11.488345

Time

10 A.M.

Loading the best rate…

100%

Popular Questions

Our E-bikes are new and among the best available in the tourism market, equipped with Bosch motors, the best currently available on the market, and upgraded batteries up to 720 Wh. Additionally, our bikes feature upgraded forks for increased comfort, wider tires for greater stability, enhanced brakes for safer and more powerful braking, indicator lights, front and rear lights, memory foam seat covers, and numerous optional accessories to tailor the offering to every need.

Sportswear is recommended. In case of rain or muddy conditions, it’s advised to bring a waterproof jacket and a change of clothes (including shoes). In sunny or high-temperature conditions, sunscreen, a cap, and sunglasses are recommended.

Absolutely! It would be a shame for you to miss out on such a unique family experience! We are equipped to transport children of all ages and with various needs: Thule Chariot XXL 2 seat, classic seat point, bench seat, and smaller E-bike 24”!

After accepting the service, the cancellation policy is as follows:

100% penalty for cancellations less than 5 days before the scheduled time and date of the meeting point.

30% penalty for cancellation up to 30 days before the scheduled time and date of the meeting point.

50% penalty for cancellation up to 10 days before the scheduled time and date of the meeting point.

Still have questions? Contact us

Name

Book Online is Easy

1

Choose which experience you like best


2

Check prices and available days


3

Confirm your booking, that’s all!

xr:d:DAF8aQeHxbc:8,j:4305859512569507152,t:24021017

Elegance of Val d’Orcia

Elegance of Val d’Orcia E-Bike Experience 3 different experiences. Choose your favorite ! Why Chose Elegance of Val d’Orcia ? Immerse yourself in the heart of Tuscany’s rolling hills and vineyards with our exclusive E-bike experience. Let a professional cycling guide lead you on a great journey along the enchanting landscapes of Montalcino

Why Chose Elegance of Val d’Orcia ?

Immerse yourself in the heart of Tuscany’s rolling hills and vineyards with our exclusive E-bike experience.
Let a professional cycling guide lead you on a great journey along the enchanting landscapes of Montalcino, the beating heart of the Val d’Orcia and part of UNESCO World Heritage Site.
Ride effortlessly along the famous “Via Francigena” thanks to our top-notch quality bike and let yourself be surprised from a new way to visit places.
Here every glimpse is a perfect spot for taking photographs and listening to stories and legends from the past, where Siena and Florence were always fighting to conquer this precious strategic area.
At the end of our exciting ride, an exceptional guided tour of the cellars awaits you with the novello wine’s tasting. Following this, an exquisite lunch typical of the Tuscan tradition.
This will be complemented by the renowned Brunello and Rosso di Montalcino, both Organic Certified.
5.0
Based on 38 reviews
powered by Google
Catherine Holmes profile pictureCatherine Holmes
11:37 18 Oct 25
Had an amazing day exploring Cortona with Roberto! After good instruction and fitting of bikes for our group of 5 friends, Roberto took us to beautiful areas and vistas of Cortona that were in low traffic areas. The e- bikes were in excellent condition and easy to use. Roberto shared interesting info about the history of Cortona and Etruscans. We finished with a wine tasting at L’Usciolo with Fabrizio which was amazing! The food, wine and olive oil were outstanding. And we were served delicious pasta by Isabella who owns a restaurant in historical Cortona. This was a very special day…thank you Roberto!
Carol Savluk profile pictureCarol Savluk
22:24 11 Oct 25
We really enjoyed our private e-bike tour with Roberto. He was very responsive to all my questions before we arrived. The e-bikes were immaculate and well maintained. Roberto was very professional and organized. His knowledge of the history of Cortona was impressive. The tour was well planned and gave enough time at each stop. The lunch and wine tasting at the end of the tour was delicious! I would recommend this tour to anyone who is thinking about booking!
Marsha Walker profile pictureMarsha Walker
20:33 08 Oct 25
One of the best memories from our trip! Roberto runs a quality operation with great equipment and patient instruction. The tour was amazing- beautiful scenery and interesting history. Roberto was totally engaged and committed to making it a great experience for everyone. The wine tasting and lunch was a perfect ending to our day. Highly recommend!!
Lynn Sturgeon profile pictureLynn Sturgeon
19:29 05 Oct 25
As beautiful as Tuscany is and as fun the perfectly picked for us ride was none of it compares to our guide Roberto and how wonderful, knowledgeable and caring he was on our tour. We had the most awesome day with him and it was a highlight of our trip. Highly recommend!!!
Photo from customer reviewPhoto from customer reviewPhoto from customer review
Brian Sturgeon profile pictureBrian Sturgeon
18:54 05 Oct 25
What a great day. The bikes were excellent and the views were spectacular. Roberto was the absolute best. Highly recommend this cycling tour.
Photo from customer reviewPhoto from customer reviewPhoto from customer reviewPhoto from customer reviewPhoto from customer review
Blake Burris profile pictureBlake Burris
15:28 01 Oct 25
Roberto and Sara were quite the amazing duo. The first day was so good, that we booked another tour the next day! You will have the best equipment for your adventure, the best translator who knows everyone in each town, and a great historian who will tell you all about the rich history of the region. Roberto will customize your day trip based on what your interests are - we ended each day in a private cellar with a home-cooked meal. I would definitely recommend a bike tour, as it was the highlight of our trip in beautiful Tuscany! Thank you Roberto and Sara and we will see you next time!! Ciao <3
Mariann Brown profile pictureMariann Brown
15:35 27 Sep 25
We recently booked an e-bike tour through our hotel in Cortona. Roberto (Robbie) was an amazing guide and we could not have had a better experience. In our short stay, we could not have seen more of the breathtaking countryside, town, and views any other way. Robbie’s amazing breadth of knowledge about the history, geography, botany and culture of the area topped off the views. The intimate wine tasting and delicious meal at a small local vineyard was the perfect end to our experience. We highly recommend this company.
Oullack profile pictureOullack
06:44 07 Aug 25
Thank you very much Roberto for your kindness and professionalism. The electric bikes are very well maintained and the routes offered are magnificent.
Benjamin Kelsall profile pictureBenjamin Kelsall
06:14 07 Aug 25
This bike ride will remain one of the best memories of our visit to Tuscany. The route, the scenery, the bikes, and Roberto's advice before the start. Everything was perfect, even the weather.
A wonderful way to discover Cortona and its monuments.
Electric bikes allow you to easily climb hills that you would never have thought of doing by bike with children.
Photo from customer review
Carin Van Den Heuvel profile pictureCarin Van Den Heuvel
08:00 23 Jul 25
We enjoyed this fantastic Ebike tour . With a big smile and Roberto's enthusiasm, he passionately narrated what came our way. The beautiful nature of Val D'Orcia, the towns , the cosy stops for a drink and Roberto's passion made our day unforgettable. Thanks Roberto for the fantastic experience. Carin and Bert
Photo from customer reviewPhoto from customer reviewPhoto from customer reviewPhoto from customer reviewPhoto from customer reviewPhoto from customer review

269 €/person

2+ People

5 Stars

Child and Youth

Immerse yourself in the heart of Tuscany’s rolling hills and vineyards with our exclusive E-bike experience.

Let a professional cycling guide lead you on a great journey along the enchanting landscapes of Montalcino, the beating heart of the Val d’Orcia and part of UNESCO World Heritage Site.

Ride effortlessly along the famous “Via Francigena” thanks to our top-notch quality bike and let yourself be surprised from a new way to visit places.

Here every glimpse is a perfect spot for taking photographs and listening to stories and legends from the past, where Siena and Florence were always fighting to conquer this precious strategic area.
At the end of our exciting ride, an exceptional guided tour of the cellars awaits you with the novello wine’s tasting.

Following this, an exquisite lunch typical of the Tuscan tradition.
This will be complemented by the renowned Brunello and Rosso di Montalcino, both Organic Certified.

Easy, Fun and for everyone!

Experience sheet:

Experience

E-Bike Guided Tour, Winery Guided Tour, Wine Tasting and Light Lunch

Level

Easy or Medium
according with the guests

Ride Duration

About 3 hours

Area

Val d’Orcia,
Montalcino area

Route length

From 12
to 30 km

Types of Experience

E-bike + winery about 5 hours (daily)


What we include

NEW! Bicycle TREK powerfly+ Gen 5 new model 2025 limited EBK edition

NEW! Bosch Performance line CX 5 generation 2025 “25kph” / Intube battery / LED Remote

NEW! Display Bosch Purion 200

NEW! Saddle shock absorber

NEW! Adjustable handlebar stem

NEW! Free GoPro Action Camera Service

Specialized Camber Helmet MIPS certified

Oversized brakes and tires 2.40 inches large

Phone, wallet and document case for each bike

Rain Jacket

New generation memory foam seat cover

Master Professional Certified Cycling Guide

First Aid Certification

Assistance on the way with main bike spare parts

Mapped and Certificated Routes

Winery guided tour

Wine tasting and typical Tuscan light lunch

Equipment on reques

E-bike for children 24”
Extra bags on bikes
Thule Baby chariot cab XXL 2 seats
Chariot trailer for dog
Child bike seat on luggage rack
Child bench on luggage rack

Extra Service on request:

Complete lunch, Pic-Nic in vineyard, Sunset Experiences, Fiorentina Steak experience, Truffle hunting with a professional hunter and his dogs, Cooking class, Thermal spa Experience.

Transfer Service on request

Experience maximum comfort with our best service.  We pick you up and drop you off directly from your accommodation by a VAN, ensuring a hassle-free journey from the start to the end.

Frantoio oil experience, Tailored tour with extra time, experiences or distance,  Optional Video Editing Service, Drone service

Meeting Point

Location

Via Osticcio, 22,
53024 Montalcino SI, Italia

Gps Coordinate:
43.051889, 11.488345

Time

10 A.M.

289 €/person

2+ People

5 Stars

Child and Youth

Welcome to the enchanting scenery of Val d’Orcia, where the ancient beauty of Tuscany seamlessly blends with contemporary architecture. Immerse yourself in a unique adventure with our exclusive e-bike experience, tailored for those who wish to explore this breathtaking region with unparalleled style and comfort.

The highlight of this experience is Pienza, a Renaissance gem which is part of the UNESCO World Heritage Sites, where you will be guided along scenic white roads and hidden trails through stunning landscapes of rolling hills, lush vineyards, olive trees and medieval buildings.

With our top-notch quality bike and gear, you’ll enjoy effortless pedaling as you fully immerse yourself in the magical atmosphere of this land rich in history and culture. Our experienced guides will provide fascinating commentary and stories, enriching your experience and creating lasting memories.

At the end of our E-bike experience, a renowned local olive oil mill awaits you. Here, you’ll enjoy a guided tour of the facility, where every step of the process that transforms olives into extra virgin olive oil will be explained in detail—a product so valuable in the past it was often referred to as “liquid gold.” 

Easy, Fun and for everyone!

Experience sheet:

Experience

E-Bike Guided Tour, Olive Mill, Winery, Wine Tasting & Light Lunch

Level

Easy or Medium
according with the guests

Ride Duration

About 3 1⁄2 hours

Area

Val d’Orcia,
Pienza area

Route length

From 12
to 28 km

Types of Experience

E-bike + winery about 5 hours (daily)


What we include

NEW! Bicycle TREK powerfly+ Gen 5 new model 2025 limited EBK edition

NEW! Bosch Performance line CX 5 generation 2025 “25kph” / Intube battery / LED Remote

NEW! Display Bosch Purion 200

NEW! Saddle shock absorber

NEW! Adjustable handlebar stem

NEW! Free GoPro Action Camera Service

Specialized Camber Helmet MIPS certified

Oversized brakes and tires 2.40 inches large

Phone, wallet and document case for each bike

Rain Jacket

New generation memory foam seat cover

Master Professional Certified Cycling Guide

First Aid Certification

Assistance on the way with main bike spare parts

Mapped and Certificated Routes

Winery guided tour

Wine tasting and typical Tuscan light lunch

Equipment on reques

E-bike for children 24”
Extra bags on bikes
Thule Baby chariot cab XXL 2 seats
Chariot trailer for dog
Child bike seat on luggage rack
Child bench on luggage rack

Extra Service on request:

Complete lunch, Pic-Nic in vineyard, Sunset Experiences, Fiorentina Steak experience, Truffle hunting with a professional hunter and his dogs, Cooking class, Thermal spa Experience.

Transfer Service on request

Experience maximum comfort with our best service.  We pick you up and drop you off directly from your accommodation by a VAN, ensuring a hassle-free journey from the start to the end.

Frantoio oil experience, Tailored tour with extra time, experiences or distance,  Optional Video Editing Service, Drone service

Meeting Point

Location

Via Osticcio, 22,
53024 Montalcino SI, Italia

Gps Coordinate:
43.051889, 11.488345

Time

10 A.M.

329 €/person

2+ People

5 Stars

Child and Youth

Embark on a one-way e-bike journey from Pienza to the Montalcino area, riding the latest TREK Superfly Generation 5 e-bikes.

This 32 km route through the UNESCO- listed Val d’Orcia offers breathtaking scenery, rolling hills, and cypress-lined roads. 

Designed for effortless cycling, these cutting-edge e-bikes make the experience accessible to all, whether you’re a seasoned rider or a first-timer.

Starting in the Renaissance town of Pienza, the tour takes you through stunning countryside with stops for panoramic views and stories from your guide. 

The ride concludes at a prestigious Montalcino winery, where you’ll enjoy a guided tour of the cellars and a rare barrel tasting of a young Brunello in progress. 

The experience is completed with a rustic Tuscan lunch featuring local cured meats, pecorino cheese, seasonal dishes, and freshly baked bread, paired with Rosso and Brunello di Montalcino wines. Combining nature, adventure, and gourmet indulgence, this is Tuscany at its finest.

Easy, Fun and for everyone!

Experience sheet:

Experience

One-way E-Bike Guided Tour, Winery, Wine Tasting Light Lunch

Level

Moderate
(Easy terrain, but a longer route)

Ride Duration

About 5 hours

Area

Val d’Orcia,
Landscapes

Route length

32 km

Types of Experience

E-bike + winery about 5 hours (daily)


What we include

NEW! Bicycle TREK powerfly+ Gen 5 new model 2025 limited EBK edition

NEW! Bosch Performance line CX 5 generation 2025 “25kph” / Intube battery / LED Remote

NEW! Display Bosch Purion 200

NEW! Saddle shock absorber

NEW! Adjustable handlebar stem

NEW! Free GoPro Action Camera Service

Specialized Camber Helmet MIPS certified

Oversized brakes and tires 2.40 inches large

Phone, wallet and document case for each bike

Rain Jacket

New generation memory foam seat cover

Master Professional Certified Cycling Guide

First Aid Certification

Assistance on the way with main bike spare parts

Mapped and Certificated Routes

Winery guided tour

Wine tasting and typical Tuscan light lunch

Equipment on reques

E-bike for children 24”
Extra bags on bikes
Thule Baby chariot cab XXL 2 seats
Chariot trailer for dog
Child bike seat on luggage rack
Child bench on luggage rack

Extra Service on request:

Complete lunch, Pic-Nic in vineyard, Sunset Experiences, Fiorentina Steak experience, Truffle hunting with a professional hunter and his dogs, Cooking class, Thermal spa Experience.

Transfer Service on request

Experience maximum comfort with our best service.  We pick you up and drop you off directly from your accommodation by a VAN, ensuring a hassle-free journey from the start to the end.

Frantoio oil experience, Tailored tour with extra time, experiences or distance,  Optional Video Editing Service, Drone service

Meeting Point

Location

Via Osticcio, 22,
53024 Montalcino SI, Italia

Gps Coordinate:
43.051889, 11.488345

Time

10 A.M.

Loading the best rate…

100%

Popular Questions

Our E-bikes are new and among the best available in the tourism market, equipped with Bosch motors, the best currently available on the market, and upgraded batteries up to 720 Wh. Additionally, our bikes feature upgraded forks for increased comfort, wider tires for greater stability, enhanced brakes for safer and more powerful braking, indicator lights, front and rear lights, memory foam seat covers, and numerous optional accessories to tailor the offering to every need.

Sportswear is recommended. In case of rain or muddy conditions, it’s advised to bring a waterproof jacket and a change of clothes (including shoes). In sunny or high-temperature conditions, sunscreen, a cap, and sunglasses are recommended.

Absolutely! It would be a shame for you to miss out on such a unique family experience! We are equipped to transport children of all ages and with various needs: Thule Chariot XXL 2 seat, classic seat point, bench seat, and smaller E-bike 24”!

After accepting the service, the cancellation policy is as follows:

100% penalty for cancellations less than 5 days before the scheduled time and date of the meeting point.

30% penalty for cancellation up to 30 days before the scheduled time and date of the meeting point.

50% penalty for cancellation up to 10 days before the scheduled time and date of the meeting point.

Still have questions? Contact us

Name

Book Online is Easy

1

Choose which experience you like best


2

Check prices and available days


3

Confirm your booking, that’s all!

xr:d:DAF8aQeHxbc:8,j:4305859512569507152,t:24021017

More E-Bike Experiences

The Heart of Chiana Valley

Embark on a guided E-bike tour through the stunning landscapes of the Val di Chiana...

Elegance of Val d’Orcia

Elegance of Val d’Orcia E-Bike Experience 3 different experiences. Choose your favorite ! Why Chose...

Best of Monteriggioni Area

Discover the soul of southern Chianti on a journey through its most authentic and lesser-known...

Other Types Of Experiences