This study considers the detailed archaeological and documentary records of Cyprus and Ugarit (Syria) to gain new insights into the long-term relations between two of the best known, well-connected polities in the Late Bronze Age eastern Mediterranean.I engage with concepts such as maritime space and spheres of interaction, merchants and mercantilism, actors and agents. Some background on both Ugarit and Cyprus is presented, followed by examination of the common material features of both (e.g., ashlar masonry, urban mortuary practices, composite anchors, the Cypro-Minoan script). The study then zeroes in more specifically to present the Cypriot material uncovered in Ugarit (especially seals, metals and pottery), followed by some of the Levantine materials found on Cyprus.All known documentary evidence related to these two polities is presented and discussed with respect to three factors: people, politics and professions. The discussion section that follows takes a broader look at material and mercantile connectivity in the Late Bronze Age eastern Mediterranean, considering in turn the merchants of Ugarit and Cyprus, maritime spheres of interaction, and the actors and agents involved in these mercantile worlds. Although Ugarit and Cyprus were two very different kinds of society, they shared a vital, commercial link, one that — over time — had a transformative impact on Cyprus.