self-guided cycling tours in Italy

Travel when and where you want

Self-guided cycling is perfect for those who want flexibility and who love the idea of not having to plan the routes or hotels themselves while still being able to choose their own dates and go at their own pace. We book the hotels, provide route information and transfer all your luggage. All you do is follow your biking bliss (and the GPS directions!) and manage your own daily schedule. Self-guided tours are perfect for couples and groups of family and friends who have an independent spirit and thirst for adventure.

But keep in mind: self-guided means self-supported. When it rains, you should have rain gear because there isn’t a van to pick you up. If you get a flat, you or someone in the group should know how to fix it. We provide highly detailed navigation tools (our digital “roadbook” includes both GPS routes and step-by-step navigation instructions, along with all types of helpful information), as well as additional activities that make for a richer experience (like a private tour of a parmesan cheese factory or learning how to make – and taste – Italian gelato!) 

We also offer the possibility to personalize, and in some cases customize, our self-guided itineraries. For example, past travelers have stacked different self-guided tours back-to-back for an extended cycling vacation through multiple regions of Italy.

What’s Included

  • Lodging: Accommodations on our self guided tours are generally 3 and 4-star hotels. We look for locally-owned accommodations that give you a feel for regional history and culture. Location is key and you’ll stay near interesting sites in the center of town or in picturesque rural settings.
  • Meals: All breakfasts are included and will almost always be at the hotel. Other meals listed in itinerary.
  • Bikes: Choose a high-quality, lightweight titanium hybrid or road bike, or tandem. E-bikes are also available with a surcharge. Review the options on our bikes page
  • Navigation & digital guide:  Daily routes are accessible through provided GPS units. Additionally, detailed tour information and route navigation tracks, including daily routes, maps, elevation profiles, ride descriptions, schedules and hotel itinerary, cultural and sightseeing information, visit suggestions, emergency numbers and more, are provided through through the free Ride With GPS Experience mobile app.
  • Luggage transfers: every day we transfer your luggage so you don’t have to travel with panniers. We set a certain time when we ask you bring luggage down and we aim to have your luggage at the next hotel by early afternoon.
  • Terrain: Routes are on paved roads and fine gravel paths. You’ll find specific information about the tour level, the daily terrain, mileage and elevation gain on each tour’s itinerary page.
  • Daily Mileage Options: For those folks who just can’t get enough cycling, we’ll suggest optional routes and can provide additional tracks. If you know you will want to add miles you can request more before your date and we will provide them in your GPS routes.
  • Local Experiences: Special activities and cultural and artisanal visits as described in the trip itinerary. Some can be added on as you wish to customize your trip
  • Trip support: We will meet you and provide a full trip briefing and bike fitting on the first day. We will also provide local emergency numbers and details in case you have any questions during your tour.
  • Complimentary gift.

What’s not included:

  • Travel to and from the tour start and end
  • Entrance to museums or other activities not indicated as included
  • City hotel tax (2 to 5 euro per night per person, to be paid locally by traveler)
  • Any meals or beverages not indicated as included
  • Trip Insurance – learn more about trip insurance at our travel planning pages

Find a tour

Self-guided: Taste of Italy, cycling Emilia-Romagna

A cycling and culinary adventure through Italy’s renowned foodie destination! Emilia-Romagna is known by Italians as the gastronomic heart of the country, located just north of Tuscany. This 8-day tour includes two-night stays in charming Parma and in a wonderful farm estate (with its own parmesan cheese factory!).
Tour departs any Sunday between March 1 and October 31
8 days
From USD$1895
Self-Guided Level 1.0
    No dates currently scheduled.
    Private departures available.

Self-guided: Umbria – Cycling the Green Heart of Italy

Start in Perugia the ancient and modern capital of Umbria, then explore Assisi home of Saint Francis, and pedal through vineyards, past chestnut and oak forests and over rolling hills to monasteries, castles, and hilltop villages virtually unchanged since the Middle Ages.
Tour departs any Monday between March 1 and October 31
8 days
From USD$1995
Self-Guided Level 3.0
    No dates currently scheduled.
    Private departures available.

Self-guided: Italy’s Alpine Valleys – Sud Tyrol, Lake Garda and Verona

This low-difficulty itinerary also offers challenging rides easily reachable from the main route, to epic mountain climbs and passes. Great tour for couples, friends or families of mixed cycling abilities (and even for kids!) blending the culturally unique Austro-Italian north with everything expected from an Italian bike tour – great food, cycling and scenery!
Tour departs any Sunday between May 1 and September 30
8 days
From USD$2295
Self-Guided Level 2.0
    No dates currently scheduled.
    Private departures available.

Self-guided: Cycling the Majestic Dolomites! Cortina to Bolzano

The postcard valleys of the Dolomites are a paradise for any outdoor activity, and the gentle bike paths that criss-cross the region are perfect for bicycle travel. On this flexible self-guided itinerary, you can choose to cycle on the rolling valley floors, or challenge yourself on epic mountain climbs.
Tour departs any Saturday from May 1 to September 30th.
8 days
From USD$2295
Self-Guided Level 2.5
    No dates currently scheduled.
    Private departures available.

Self-guided: Southern Tuscany – Cycling Cortona to Siena

Come cycle through this beautiful corner of Tuscany, stopping in Cortona, Montepulciano, Pienza, Montalcino; crossing the postcard Val d’Orcia region; and ending in the one-of-a kind city of Siena. The perfect Italian cycling itinerary!
Tour departs any Monday between March 1 and October 31.
8 days
From
Self-Guided Level 3.5
    No dates currently scheduled.
    Private departures available.

Self-guided: Bicycle Romagna – Heartland of Italy’s Homemade Pasta

Start in fabulous Ravenna, cycle through scenic countryside and picturesque, off the beaten path towns, ending in glorious Bologna, Italy’s culinary capital!
Tour can start on any Tuesday between March 1 and October 31.
7 days
From USD$1650
Self-Guided Level 2.0
  • Mar 01, 2025 – Apr 30, 2025

  • May 01, 2025 – Jun 15, 2025

  • Jun 16, 2025 – Aug 31, 2025

  • Sep 01, 2025 – Oct 15, 2025