Tuscany Bike Tours
Tuscany Cycling Tours
Discover the enchanting landscapes of Tuscany with Hirides, offering unforgettable bike tours that combine scenic routes, rich culture, and unparalleled adventure. Pedal through rolling vineyards, olive groves, and mediaeval hilltop towns while soaking in the timeless beauty of Italy’s most iconic region.
Whether you’re an experienced cyclist or prefer a more relaxed pace, our Tuscany cycling tours are designed to suit all skill levels and interests. With thoughtfully planned itineraries, top-of-the-range E-Bikes, and expert local guides, Hirides ensures every mile of your journey is as memorable as the stunning scenery that surrounds you.
This is more than just a bike ride—it’s an opportunity to delve into Tuscany’s rich history, savour its world-renowned cuisine, and experience the magic of its rolling hills and charming villages. Book a Tuscany bike tour vacation today!
Why Choose a Cycling Holiday in Tuscany
A cycling holiday in Tuscany is the perfect way to explore one of Italy’s most stunning regions. With breathtaking landscapes, rich history, and exceptional food and wine, Tuscany offers an unforgettable experience on two wheels.
Cycle through rolling hills, picturesque vineyards, and iconic cypress-lined roads, each route showcasing Tuscany’s natural beauty. Explore historic towns like Siena and San Gimignano, uncover hidden villages, and immerse yourself in the region’s timeless charm. You can also savour every moment off the bike with freshly prepared Italian dishes, local cheeses, and world-renowned wines like Chianti and Brunello di Montalcino.
Whether you prefer leisurely rides through Chianti or the thrill of tackling the famous Strade Bianche gravel roads, Tuscany has trails for every skill level. Its mild climate makes it ideal for cycling nearly year-round, with spring, summer, and autumn offering stunning views and perfect conditions.
Bike Tours in Tuscany Overview
Daily itineraries
Tours Calendar
Tour 2024
Sunday 15th – Thursday 20th September
Single accomodation 7,850.00 USD
Double accomodation 6,550.00 USD
Tours 2025
Sunday 25th – Thursday 30th May
Single accomodation 7,850.00 USD
Double accomodation 6,550.00 USD
Sunday 7th – Thursday 12th September
Single accomodation 7,850.00 USD
Double accomodation 6,550.00 USD
Sunday 14th – Thursday 19th July
Single accomodation 7,850.00 USD
Double accomodation 6,550.00 USD
If you do not find the tour you are interested in, no problem. We can organize a PRIVATE TOUR just for you.
The tour will be tailored to your needs, and together we can define, for each detail of the tour, the best solution for you. Below are the most common customizations requested by our guests:
- TOUR DESTINATION: In addition to the destinations in our catalog, we can create new itineraries in Italy and Southern France or customize an itinerary according to your preferences.
- PERIOD: We can organize your tour for any period you want, starting and ending on the dates you choose.
- PARTICIPANTS: Our tours require a minimum of 6 participants and can accommodate up to 14. If your group size is smaller or larger, we can arrange a customized tour to fit your needs.
- TOUR DIFFICULTY: We offer two tours of varying difficulty levels each day. If they are not challenging enough, we can design a more demanding route in terms of length and elevation changes.
- HOLIDAYS FOR NON-CYCLING GUESTS: Non-cycling guests are welcome. We can plan activities and excursions for them with a dedicated guide while the cycling group is on tour.
By filling out the form, you will allow us to begin the customization process for your tour.
Excursions
The bike tours we have prepared will keep you busy from morning to early afternoon. Once you return to the hotel you can choose whether to wait for dinner time in complete relaxation, or follow your guides to some interesting experiences that they have prepared for you.
Every day they are committed to offer you a unique experience, you will surely love!
Piazza del Campo: a surprise at first sight.
The Basilica of San Domanico: a historical gothic church which preserves the remains of Saint Catherine.
Via Francigena: a fundamental pilgrimage route in the history of the city where the most important buildings and monuments can be found: Palazzo Monte dei Paschi, Palazzo Tolomei, Palazzo Chigi Saracini.
Cathedral of the Assumption: a jewel of gothic architecture and treasure chest containing the famous works of Michelangelo, Donatello and Bernini.
An extraordinary 16th century hill top village that rests on the rolling hills of Siena like a natural balcony.
Montepulciano has Etruscan and Roman origins that developed in the Middle Ages and then acquired all its beauty during the Renaissance. It is an open-air set where several of the most famous movies have been filmed: The English Patient (1996), The Twilight Saga, New Moon (2009).
In addition to a guided tour of the city, you can take a “gourmet tour”, including tasting the Nobile and Rosso di Montepulciano wines and enjoy a walk through the alleys of the historic center that lead to discovering the village and its history.
Pienza, the “Ideal Fortressed City” built by Pope Pius II (1458), which dominates Val d’Orcia (a UNESCO World Heritage Site since 2004). Let’s start the visit: The proportions of Piazza Pio II embody that sense of harmony sought in the Renaissance. The square is home to the main cathedral and Palazzo Piccolomini with access to the city walls.
The Cathedral dominates Piazza Pio II with a beautiful white stone façade. Different styles coexist here: the 3 naves recall German churches, the façade recalls Florentine infuence and there are also Gothic elements. The Bastions: Pienza was a fortified city with mighty bastions that now offer the opportunity to take a wonderful walk to admire a breathtaking view of Orcia.
Brunello di Montalcino is a Tuscan red wine, produced in the Montalcino area and is considered one of the longest-lived Italian red wines.
Officially “born” in 1869, it is obtained from a single type of grape: Sangiovese da Brunello.
It is undoubtedly one of the best red wines in the world and the best productions/vintages are admired by enthusiasts from all over the world.
Start with a tour of the vineyards followed by a tasing in a historical vat wine cellar starting from the younger Rosso di Montalcino and then some Brunellos from different vineyards and vintages.
Culinary Highlights of Your Tuscany Bike Tour
Contrary to popular belief, Italy does not have a single gastronomic tradition like pizza, pasta and cannoli, but many traditions closely linked to their territory, which make up a very interesting mosaic. Our goal is to introduce you to it, and to immerse you in this culinary experiance.
Every evening we take you to the “Great Italian Trattorias” where the Italian culinary heritage is preserved and celebrated.
Experience the essence of Italian culture in the birthplace of the Italian language, where Dante Alighieri penned the Divine Comedy in 1321. Here, you’ll discover a culinary tradition deeply rooted in the Italian Renaissance, filled with robust flavors and rich aromas.
Tuscan cuisine is renowned for its mastery of meat dishes, with the Chianina steak standing as a symbol of excellence. Yet, there’s no shortage of variety for vegetarians—an array of vibrant, flavorful vegetable-based dishes awaits: Pappa al Pomodoro, Ribollita, Panzanella, Pici all’Aglione, Testaroli, Castagnaccio, and much more. Each bite is a taste of tradition, thoughtfully crafted to bring you the true flavors of Italy.
The restaurant is housed in the old walls of the village of Trequanda, a suggestive environment with wooden beams and pastel colors. The cuisine celebrates local meats, “Cinta Senese” and “Chianina”, combined with one of the cellars that we like the most. The restaurant and terrace overlook the hills of the Crete Senesi, a plus that alone justifies the trip.
Specialty Dishes:
Starter: Crispy artichokes on soft pecorino cheese with a mint flavored tomato mustard.
Pasta and Risotto: Egg spaghettini with creamed butter and “scorzone” black truffle from “Crete Senesi”.
Main course: “Chianina” Scottona Steak and Tuscan grilled Veal Florentine.
We are in Montalcino, home of Brunello, one of the world capitals of red wine. This historical restaurant bases its success on the skills of Alessandra and Marina Fiorani. They offer high-level traditional culinary cusine in a very nice place with breathtaking views of Val d’Orcia and Crete Senesi. It’s a must!
Specialty dishes:
Starter: Candied egg with a foamed Parmigiano Reggiano cheese cream and “Crete Senesi” white truffle.
Pasta and Risotto: Tagliatini with basil pesto and river shrimp tartare, served with crispy lemon infused polenta.
Main course: Local rabbit in porchetta stuffed with spinach and taggiasca olives, almonds, capers and thyme zucchini.
The seasons mark the times of this former tavern where in the kitchen Eliana skillfully combines fresh and local ingredients, many of which are of her own production, to give life to the genuine dishes of the Tuscan tradition. Enjoy your meal in a beautiful environment surrounded by nature.
Specialty dishes:
Starter: Cardoncello mushrooms, creamed cannellini beans and sweet gorgonzola sauce.
Pasta and Risotto: Rice “Gnudo” (Tuscan gnocchi), Pienza ricotta and spinach.
Main course: Cheek peposo (tuscany stew with pepper) and mashed potatoes.
One of the most beautiful late medieval villages in all of Tuscany and home of the red wine “Nobile di Montepulciano” and home to this elegant restaurant. This restaurant offers a refreshing welcome and a extraordinary culinary menu, offerering high quality service to its international clientele. Local traditional dishes and excellent bottles of “Nobile di Montepulciano” await us.
Specialty dishes::
Starter: Montalcino-style tripe with saffron and “Cinta Senese” sausage with pecorino cheese.
Pasta and Risotto: Risotto Carnaroli Grand Reserve with garlic, creamed goat cheese and anchovies.
Main course: Seared pigeon with seasonal side dish and red chilli mustard.
A stone’s throw from Piazza del Campo this is the place where time has stood still with the aim of bringing guests back to Siena, as it was. The cuisine is a modern one evolved from local tradition which keeps its identity intact, yet opens it towards new sensory horizons. Do not miss a visit to the 4-story wine cellar.
Specialty dishes:
Starter: Marinated anchovies, vanilla, raspberries, rocket pesto.
Pasta and Risotto: Handmade tagliatelle with Tuscan ragout.
Main course: “Priest’s hat” (type of beef), garden vegetables, beef garum.
Nestled in one of Tuscany’s most picturesque medieval villages, this refined restaurant invites you to experience authentic Italian elegance. Recently refreshed to enhance its warm hospitality and culinary offerings, it caters to a discerning international crowd with impeccable service. Savor traditional local dishes crafted with passion and paired with prestigious bottles of “Nobile di Montepulciano” wine—a true taste of Tuscany awaits you here.
Specialty dishes:
Starter: Liver pâté, coffee bread and spiced pear with cooked wine sauce.
Pasta and Risotto: Pici pasta, black garlic, Pientino cheese, breadcrumbs, thyme & pepper.
Main course: Chamomile marinated lamb with heirloom mustard, popcorn crust, pickled vegetables.
Tuscany Bike Tour Accommodation
We’ve curated a selection of exquisite hotels, charming historic homes, and vineyard estates where you can unwind in total relaxation after your day of biking adventures. Many offer exclusive spa treatments in enchanting, serene settings. Our tours are designed for a deeper experience, allowing you to stay in a single hotel for the entire holiday—immersing yourself fully in the local culture and the beauty of Tuscany.
In the enchanting medieval village of San Quirico, at the heart of Val d’Orcia, the Capitano Collection offers a unique blend of Luxury & Design Boutique hotels, villas, and historic residences. Located both within and just beyond the village walls, each suite and room is distinctively designed, providing a personalized retreat for every guest. Immerse yourself in the charm and heritage of Tuscany, just steps from each captivating corner of this ancient village.
Amid the historic charm of San Quirico and a medieval gem in the heart of Val d’Orcia, the Palazzo del Capitano invites you to experience Tuscany’s finest. This unique collection of Luxury & Design Boutique hotels, villas, palaces, and historic residences is nestled within and just beyond the village walls, each only a few steps apart. With individually styled suites and rooms, every guest can discover a space that resonates with their personal sense of comfort and elegance. Embrace the essence of Italian heritage and hospitality in this breathtaking setting.