May is one of the best times to visit Kingston, Ontario, as the city shifts fully into spring with the return of iconic attractions and unforgettable on-the-water experiences. From cruising the 1000 Islands to hopping aboard a historic trolley tour or stepping back in time on a Titanic-era steamliner, Kingston offers no shortage of things to do in May 2026. Whether you're planning a weekend getaway or searching for seasonal events, outdoor activities, and cultural experiences, this guide highlights the top things to do in Kingston this May for every kind of visitor.
Explore our curated packages that combine an overnight stay with signature Kingston attractions and experiences.
Do you have an event you’d like featured on our monthly list? Add it to our Kingston events calendar for consideration. If you’re looking to submit a French-language event, please use our French submission form.
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1. Mother’s Day Afternoon Tea