Regulatory T cells (Tregs) play critical roles in controlling skin inflammation. Evidence indicates that for Tregs to be effective in this function, they must be able to undergo interactions within dermal venules, and enter the skin. Despite this, little is known about the actions of this cell type in the skin. We have been using advanced in vivo imaging to examine the intravascular interactions of Tregs undergoing recruitment to the skin, and their actions within the skin. Examination of the dermal microvasculature has revealed that Tregs undergo constitutive, low frequency rolling interactions in the absence of inflammation. Induction of antigen-dependent inflammation (contact sensitivity) results in induction of Treg adhesion in dermal venules, peaking at 24 hrs. Notably, at this stage of the response, Tregs represent ~40% of the total adherent CD4+ T cell population, and under some circumstances, Tregs can reduce the capacity of the endothelium to support adhesion of other leukocytes. Having entered the skin, multiphoton microscopy-based examination of Treg behaviour revealed that under steady-state conditions, skin-resident Tregs are mostly immotile, with only ~10% actively migrating. However, upon induction of inflammation, the proportion of migratory Tregs increases. Notably, this response occurs during T cell-dependent inflammation as well as in innate forms of inflammation, suggesting this is a universal response of the Treg to skin inflammation. These experiments demonstrate the power of in vivo imaging to reveal the actions of this important immune cell within the skin.