Fine-scale interconduit pit modifications regulating drought-induced embolism. Display omitted ► The hydraulic pathway of plants is vulnerable to develop air bubbles. ► Air bubble formation in plants is caused by drought or freeze–thaw events. ► Various mechanical xylem properties are correlated with drought-induced embolisms. ► Angiosperms have a greater ability to repair stem embolisms than gymnosperms. ► Secondarily woody shrubs are more embolism resistant than herbaceous relatives. One adaptation of plants to cope with drought or frost stress is to develop wood that is able to withstand the formation and distribution of air bubbles (emboli) in its water conducting xylem cells under negative pressure. The ultrastructure of interconduit pits strongly affects drought-induced embolism resistance, but also mechanical properties of the xylem are involved. The first experimental evidence for a lower embolism resistance in stems of herbaceous plants compared to stems of their secondarily woody descendants further supports this mechanical-functional trade-off. An integrative approach combining (ultra)structural observations of the xylem, safety-efficiency aspects of the hydraulic pipeline, and xylem–phloem interactions will shed more light on the multiple adaptive strategies of embolism resistance in plants.