Dating in Summerside
In shortSummerside is the Island's second city, a drive west of Charlottetown. It's far enough that a date there feels like a small trip, and you're less likely to be spotted. The waterfront has year-round theatre and music.
A first date idea
Theatre or pipes on the waterfront
Harbourfront Theatre sits on Summerside's downtown waterfront and runs all year, and it's also home to the visitor information centre. The College of Piping's Scott MacAulay Performing Arts Centre has year-round programming too. In summer, the Summerside Seaside Market runs at Spinnakers' Landing, listed from July 5 to August 30.
Source: Tourism PEI: Summerside, checked 9 November 2026
Catch a show at Harbourfront Theatre on the Summerside waterfront.
For more ideas, read after the tourists leave or dating discreetly on the Island.
