Best of Monteriggioni Area

Discover a hidden gem in Tuscany's Chianti Classico Senese region, where history and stunning landscapes converge. Pedal effortlessly on TREK e-bikes through vineyards and medieval hamlets, guided by local experts. Enjoy a winery tour, unique barrel tasting, and a delightful traditional Tuscan lunch in a private estate.

Why Chose Best of Monteriggioni Area ?

This hidden gem of Tuscany offers a remarkable journey through the enchanting Chianti Classico Senese region, where history, legends, and stunning landscapes converge. With our top-notch TREK e-bikes, you’ll pedal effortlessly through a picturesque tapestry of vineyards, olive groves, and medieval hamlets, each turn revealing a new postcard-worthy view.
Guided by local experts passionate about their heritage, you’ll uncover the charm of ancient roads and timeless villages, culminating in a visit to the iconic walled village of Monteriggioni. Here, history resonates through its stone towers.
Your adventure will be in a private estate, where a guided wine cellar tour awaits. Experience a unique barrel tasting while learning from the estate’s knowledgeable winemaker. Savor a traditional Tuscan light lunch featuring local flavors, seasonal ingredients, and wines paired with the estate’s exquisite olive oil. This unforgettable experience blends discovery, culture, and culinary delight, making Monteriggioni a must-visit destination.
Based on 39 reviews
Sharon F
Roberto provided an amazing experience for us while visiting Cortona. We did an E-bike tour that included a wine tasting and light lunch. We learned an interesting facts about the history and culture of Cortona and took a route that provided breathtaking scenery. The bikes were very nice quality, comfortable and easy to manage. The visit to the family owned winery was superb - lovely Syrah wine, freshly pressed olive oil and delicious lunch. We all ordered wine and olive oil! Highly recommend EBK Luxury Experience for your Cortona adventure.
Catherine Holmes
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
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
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
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
What a great day. The bikes were excellent and the views were spectacular. Roberto was the absolute best. Highly recommend this cycling tour.
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Blake Burris
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
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
Merci beaucoup Roberto pour votre sympathie et votre professionnalisme. Location de vélos électriques très bien entretenus et parcours proposés magnifique.
Benjamin Kelsall
Cette sortie à vélo restera un des meilleurs souvenirs de notre visite en Toscane. Le circuit, les paysages, les vélos et les conseils de Roberto avant le départ. Tout était parfait, même la météo.
Un merveilleuse façon de découvrir Cortona et ses monuments.
Les vélos électriques permettent de gravir sans grande difficulté des côtes qu'on n'aurait jamais pensé monter en vélo avec des enfants.
Photo from customer review

329 €/person

2+ People

5 Stars

Child and Youth

Discover the heart of southern Chianti on a journey through its hidden corners. With our top-quality TREK e-bikes, effortlessly navigate a picturesque landscape filled with vineyards, olive groves, and medieval hamlets.

Led by experienced local guides, you’ll traverse ancient roads and timeless villages, learning about the legends and traditions that define this region.

A highlight of the adventure is Monteriggioni, a stunning walled village where history resonates through its stone towers.

Your experience continues at a private estate, where you’ll enjoy a guided visit to a historic wine cellar featuring unique barrel tastings, explained by the estate’s winemaker.

Savor a traditional Tuscan light lunch in a serene setting, featuring seasonal ingredients paired with the estate’s fine wines, from whites to Vin Santo.

To conclude, indulge in a secret tasting surprise, enriching this unforgettable experience that seamlessly 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 charm of the Chianti region with our exciting E-bike tour, where hidden treasures lie amidst rolling hills and vineyards. Equipped with high-quality TREK e-bikes, effortlessly traverse breathtaking landscapes while enjoying magnificent views.

Guided by passionate local experts, you’ll be immersed in the rich history and culture of the area.

As you pedal along ancient paths, including the famed Via Cassia, their engaging stories will make you feel like a local.

Visit the Benedictine Abbey of Abbadia a Passignano, founded in 1049 AD, and enjoy an enlightening tour led by the Prior, who shares the abbey’s spiritual and historical significance.

Conclude your adventure at a historic estate with a visit to its medieval cellar, followed by a dining experience where each dish is enhanced by fine wine selections.
This unforgettable journey combines nature, culture, and culinary excellence.

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.

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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 booking the Service, the cancellation policy is as follows:

100% REFUND OF THE SERVICE FEE
0% penalty for cancellations made up to 46 days before the scheduled date.
5% Reservation Fee – WILL NOT BE REFUNDED
(online collection and booking management fee)

50% REFUND OF THE SERVICE FEE
50% penalty for cancellations made up to 45 days before the scheduled date.

NO REFUND
100% penalty for cancellations made less than 15 days before the scheduled date.

Still have questions? Contact us

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