Ports are increasingly required to accommodate larger vessels, growing cargo volumes, and more integrated regional supply chains, yet empirical evidence on how specific dimensions of port infrastructure modernization translate into regional trade flows remains limited, particularly in developing gateway-port contexts. This study assessed the effects of port infrastructure modernization on regional trade flow at the Port of Dar es Salaam, focusing on Berth Modernization, Cargo Handling Facilities and Equipment, and Port-Hinterland Connectivity Improvements. Guided by New Economic Geography and Trade Facilitation Theory, the study adopted a pragmatic philosophy and mixed-methods approach. Of 238 questionnaires distributed to key port and logistics stakeholders, 210 valid responses were obtained, representing an 88.2% response rate, complemented by semi-structured interviews and documentary evidence. Quantitative data were analyzed using descriptive statistics, Pearson correlation and multiple linear regression, while qualitative data were subjected to thematic analysis. All three infrastructure dimensions were positively and significantly associated with Regional Trade Flow: Berth Expansion and Modernization (r = 0.777, p < 0.001), Cargo Handling Facilities and Equipment (r = 0.690, p < 0.001), and Port-Hinterland Connectivity Improvements (r = 0.632, p < 0.001). The regression model explained 64.5% of the variance in Regional Trade Flow (R² = 0.645; Adjusted R² = 0.639; F = 124.580, p < 0.001). Berth Modernization exerted the strongest unique effect (β = 0.512, p < 0.001), followed by Cargo Handling Facilities and Equipment (β = 0.228, p < 0.001) and Port-Hinterland Connectivity Improvements (β = 0.142, p = 0.016). Qualitative evidence corroborated these findings, linking modernization to increased vessel-handling capacity, improved terminal productivity, faster cargo evacuation, and stronger regional connectivity, while identifying policy and institutional coordination as important enabling conditions. The study demonstrates that the trade benefits of port modernization depend on the integration of waterside capacity, terminal capability, and hinterland connectivity rather than isolated infrastructure interventions. It provides empirical support for prioritizing coordinated port and corridor investments to strengthen Dar es Salaam's role as a gateway for regional trade in East and Central Africa.