The evolutionary process through which the siphonal zone of the cuttlebone of Sepia replaced the tubular siphuncle seen in other shelled cephalopods is poorly understood. Recently, porous connecting stripes, interpreted as homologous to connecting rings of tubular siphuncles, were revealed in Sepia (Acanthosepion) cf. savignyi (Geobios, 45:13–17, 2012). New data on the siphonal zone structure are herein demonstrated through SEM testing of 16 beach-collected cuttlebones ofSepia officinalis from Vale do Lobo, southern Portugal. In examined cuttlebones, the organic connecting stripes are mineralized along their peripheries where they are attached to septa by inorganic–organic porous contacting ridges. The contacting ridges consist of globular crystalline units within an organic matrix; each globule is a stack of rounded alternating organic and mineralized microlaminas parallel to the septal surface; mineralized microlaminas contain carbonate microgranules. Porous connecting stripes together with the contacting ridges may serve as transport routes for the cameral liquid used in buoyancy regulation. The contacting ridges appear to reinforce contacts between the connecting stripes and septa, and may strengthen shell resistance to changing environments. Lamella–fibrillar nacre in septa is demonstrated in Sepia for the first time. Comparison of Sepia and Spirula reveals the common character of their phragmocones, the slit-like shape of the permeable zones between chambers and the siphuncle. Narrowing of the permeable zones may provide shell resistance to high hydrostatic pressure; however, the essentially dissimilar relative length of the permeable zones may results in different capabilities of two genera for buoyancy regulation. In Sepia, long narrow porous inorganic–organic permeable connecting stripes and contacting ridges may allow for rapid buoyancy regulation which would lead to environmental plasticity and higher species diversity.