Cookler Bay apresenta várias áreas para pedestres, principalmente em bairros residenciais e perto de parques locais, embora a caminhada como principal meio de transporte possa ter limitações. Embora algumas áreas incluam calçadas e vias exclusivas para pedestres, o layout da cidade e as distâncias entre os principais destinos, como shoppings e estabelecimentos públicos, podem tornar a caminhada menos prática para as tarefas do dia a dia. Além disso, o clima quente e húmido, especialmente durante os meses de verão, pode ser um fator a considerar. A caminhada é mais conveniente para viagens curtas ou fins recreativos, especialmente em áreas com trias exclusivas ou vias sombreadas.

Biking in Cutler Bay is supported by some bike infrastructure, including bike lanes and trails, which can make it a practical way to get around certain areas. The Old Cutler Bay Trail is a notable route that connects to nearby communities and provides a scenic option for cyclists. However, the ease of biking may depend on the specific destination, as infrastructure varies across the town. The generally flat terrain is favorable for biking, but distances between locations may influence its practicality.

Public transit options in Cutler Bay include buses and the South Dade Transitway, which connects the area to nearby cities such as Homestead and Dadeland. The transitway offers a convenient route for those traveling along major corridors. While buses are available, the spread-out nature of the area may make some destinations less accessible without additional transportation. The infrastructure supports commuting to key locations, but factors like distance and the need for transfers could influence the ease of travel. Public transit can be a practical choice for certain routes, especially for those connecting to larger transit hubs.