In this paper, we study observed cycling distances within an accessibility framework, using data from the Netherlands, the Copenhagen Metropolitan Area and the Freiburg Region. As a scope, we look at outbound trips in home-based tours which include a single destination. We relate these observed cycling distances to a rich set of explanatory variables using both quantile and ordinary least square regression models. The results provide evidence that cycling distances are similarly distributed in all three regions. Most cycling distances are rather short, with a median of only two and a mean of three kilometers. These values vary depending on the type of activity at the destination, gender and age of the traveler and the type of bicycle that has been used. Moreover, a few remarkable differences have been found between the three regions, such as substantially different effects of age and e-bike use on observed cycling distances. Noteworthy is the missing effect of urban density. The findings of this research provide urban planners with differentiated information about how far people cycle to daily-life destinations. As shown for the example of the “15 minutes city,” the outcomes can also be used to refine existing concepts of bicycle accessibility. Finally, this research offers valuable insights into three of Europe’s most developed bicycle cultures.