2 to 4 Oct
Weymouth Pirate Festival
The Esplanade
FreeFamilyLive musicDog friendlyOutdoorsStep free
Three days of pirates on the seafront. One of the bigger free family weekends in the Weymouth calendar.
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Checked on weareweymouth.co.uk· 5d ago
Also on around then
Same week, same town
On the water
Saturday 3 October 2026 · Daytime sessions
Weymouth Speed Week
Portland Harbour, from the National Sailing Academy
Free to watch
Live music
Sunday 4 October 2026 · 19:30
Gary Delaney: Gary On Laughing
Weymouth Pavilion
£28 to £30.50
Sport
Saturday 10 October 2026
Weymouth Beach Motocross
Weymouth Beach
Check with the organiser