Tensionless string theory on \text{AdS}_3\times\text{S}^3\times\mathcal{M} is explored in the limit that the strings wind the asymptotic boundary a large number of times. Although the worldsheet is usually thought to be localised to the AdS boundary, we argue that the string can actually probe the bulk geometry in this limit. In particular, we show that correlation functions can be expressed in terms of a minimal-area worldsheet propagating in \text{AdS}_3. We then relate the classical motion of the string to the twistor-like free field description of the tensionless worldsheet theory. Finally, we consider a particular dimensional reduction of \text{AdS}_3 to \text{AdS}_2, and show that the effective action of the worldsheet formally resembles the one-dimensional Schwarzian theory of JT gravity with conical defects.