Naval replenishment vessels play an important role in military operations as they resupply and sustain other military units, allowing them to react quickly and perform their required roles for an extended period of time. They may replenish naval task groups with fuel (both maritime fuel and aviation fuel for helicopters), stocks (food, ammunition etc.), and also may support deployed land forces. This study examines the trade-offs between various replenishment ship types supporting naval operations, and finds through sensitivity analysis that the level of risk regarding fuel and stock availability a task group of ships wishes to take on is a key factor in determining an optimal replenishment fleet. A scheduling model was built in which a task group of military assets was replenished indefinitely by replenishment vessels, which travelled back and forth to a distant port to restock themselves. Subject to constraints and demands, a number of measures of effectiveness were developed in order to examine the replenishment ship fleet. These include the amount of time a replenishment ship is not needed and remains in port (slack time) within a particular schedule, and the maximum distance off shore a combination of replenishment ships can support naval and joint operations.