Oakville Harbour is the town's historic and geographical centrepiece — a small, well-protected marina at the mouth of Sixteen Mile Creek where the creek has been channelled between two stone piers into the lake. The harbour today is home to several hundred pleasure craft, and the area around it has been landscaped into an attractive public space with benches, heritage plaques, and views back to the Old Oakville streetscape.
The two lighthouses at the harbour mouth — the older east pier light and the west pier light — are photogenic landmarks, and the short walk along either pier to the lake is popular on summer evenings. The Custom House (1856) beside the Oakville Museum is one of the oldest government buildings in the region and marks where cargo was once inspected and duties paid.