Unrecognisable mountain bikers ride on a firebreak trail over the beautiful landscape with its hills in Tuscany, Massa Marittima, Italy
Parco della Maremma
A dimly lit cellar at the Tentuta Tignanello Estate, in Tuscany, filled with stacks of wodden barrels, from wall to wall, Italy.
The sun breaking through patches of clouds onto the vibrant vineyards of Radda in Chianti, overlooked by the distant estate in Siena, Tuscany, Italy.
A large estate built upon a hill, surrounded by cypress trees, with a path presented, leading up, on a beautiful evening in Tuscany, Italy.

Tuscany Wine & Bike Tour

4 nights from $3,658pp

Enquire about this trip

Discover the Etruscan Coast, a magnificent ride that will take you from the walled hilltop town of Volterra, to the sea of the Tuscan coast and finishing in the heart of the Maremma, on this luxury cycling wine tour across Tuscany.

Highlights of our Tuscany Wine & Bike Tour

  • Relax with private airport transfers.
  • Accommodation in four-star hotels in the Tuscan countryside with breakfast included
  • Four dinners and three lunches, drinks not included.
  • Unwind with a wine tasting paired with local canapés on your first afternoon.
  • Luggage transportation between hotels
  • Van support during each stage.
  • Four day bike hire. (choice between road or mounatin E-bike)
  • Visit numerous boutique wine estates with wine tastings enjoying local delicacies along the way.
The sun breaking through patches of clouds onto the vibrant vineyards of Radda in Chianti, overlooked by the distant estate in Siena, Tuscany, Italy.

Day 1: Arrival in Chianti, Tuscany

Fly into Pisa or Florence Airport to begin your Italy tour, and on arrival relax with private transfers to the heart of the Chianti Classico producing region. Enjoy charming accommodation in the Chianti countryside.

Meet and greet with the guides for bike fitting, delivery of the maps and briefing about the tour. (Choice between The Bianchi Sprint Disc Road Bike or Electric Mountain Bikes)

Unrecognisable mountain bikers ride on a firebreak trail over the beautiful landscape with its hills in Tuscany, Massa Marittima, Italy

Day 2 - 58 km – Elevation gain: 440 meters

Your first day will take you from Volterra to the Tuscan sea of Costa degli Etruschi, along one of the most beautiful panoramic roads.

After a long descent, immersed in the typical Tuscan countryside, you will reach the southern area of Val di Cecina up to the village of Casale Marittimo, with a beautiful view over the Tyrrhenian coast.

You will then ride in the direction of Bolgheri, the perfect break for a walk through the local shops with a typical lunch. After lunch you will cycle along the Strada del Vino Bolgheri, really nice road surrounded by vineyards. This region is one of the most prestigious wine regions in Italy,

Before arriving at the next hotel, you will stop for a wine tour and tasting before dinner and accommodation in the next hotel.

A straight road flanked either side by tall, lush trees through the countryside of Tuscany on a clear day in Italy.

Day 3 - 50 km – Elevation gain: 460 meters

After breakfast the countryside is yours to explore, as you ride one of the most beautiful stages of the tour, a picturesque back road leads you through
chestnut and cork forests direction the hilltop towns of Costa degli Etruschi.

Continue cycling to the village of Sassetta, perched on a hill in the hinterland of the Etruscan Coast, Enjoy a coffee break and reach Suvereto, a perfectly preserved town of Roman origin, where you can refuel for lunch.

Along the way to the next hotel you will stop for a wine tour and tasting before arrivng at your next hotel for dinner.

Italy Tuscany Maremma Castiglione della Pescaia, natural reserve of Diaccia Botrona In the background the castle and the ancient village

Day 4 - 64 km – Elevation gain: 610 meters

The last stage of the trip will take you to Castiglione della Pescaia, a charming seaside village along the Maremma coast.

A quiet road deep in the Maremma hinterland up to Tirli, a village where it is easy to understand how life was in the past in Maremma region. During this stage you will visit a local winery before concluding on the beach at your next hotel.

A vibrant view of downtown Siena, with the distant Siena Cathedral overlooking the lush greenery surrounding the city on a sunny day in Tuscany, Italy.

Day 5: Spend your Final Day in Tuscany at Leisure

Unwind with a leisurerly breakfast. A chance to relax on the beach or if you would like to extend your stay and discover Florence or Siena or we can add extra days of biking, or unwind in a vineyard spa restreat.

This package is based on 4 people, but can be tailored to suit your group size. Chat to our travel team today to craft your perfect adventure!

Where You Could Stay in Tuscany

A road winding through the stunning, lush fields of the Tuscan countryside, decorated with beautiful, pointy cypress trees, heading into the sunset.
Ready to create your bespoke trip?

We craft each itinerary just for you. Contact our Travel Designers to plan an unforgettable bike tour through the wine regions of Tuscany.

Tuscany Travel Articles

From travel guides to personal experiences, from expert tips and new findings, find in our blog the right inspiration to embark on a cycling wine adventure through Tuscany!