Dating in Cowes and East Cowes
In shortCowes and East Cowes face each other across the Medina, with ferries to Southampton from both. Cowes is the Island's sailing town. A walk along the front to Egypt Point is a good, easy date at any time of year.
A first date idea
A day ashore in Cowes Week
Cowes Week fills the town in early August, with racing every day and live music ashore into the evening. The best spot for race starts is the shore between the Royal Yacht Squadron castle and the cannons, and Egypt Point is good for watching boats come in. You do not need a boat to enjoy it.
Source: Wightlink: Cowes Week, Isle of Wight, checked 9 November 2026
Watch the racing from the shore by the Royal Yacht Squadron in Cowes Week.
For more ideas, read island dates out of season or dating across the Solent.
