Fiesta Old Town Cinco de Mayo
May 5 weekend
Three days, free, family-friendly.
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May 2027 · Updated weekly
'May Gray' mornings, gorgeous afternoons. Locals' favorite before Memorial Day chaos.
Last updated · May 2027 events are still being announced
Weather
Highs 70°F, lows 58°F. Ocean 63°F. Overcast until noon most days.
Why May
Cinco de Mayo in Old Town, Fleet Week, Gator by the Bay, Balboa Park festivals every weekend.
Signature events
Auto-updated from our events database — concerts, festivals, sports, family, culture, and nightlife.
Events for May 2027 are still being announced. This guide updates automatically as confirmed dates are added — most May concerts, festivals and sports schedules land three to four months out.
May in San Diego reliably brings Cinco de Mayo Old Town, Gator by the Bay, Fleet Week — annual fixtures we list as soon as organizers confirm the dates.
In the meantime, browse the live events calendar or read the May visitor guide for weather, crowds and planning.
These annual fixtures run in May nearly every year. Dates below are the usual window — we swap in confirmed dates and ticket links as organizers publish them.
May 5 weekend
Three days, free, family-friendly.
Mid-May
Craft brewery events across the county.
Last weekend
Kicks off unofficial summer — highest crowds and prices of the month.
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Written and fact-checked by the Sandi Spots Editorial team — San Diego residents publishing under Sleep Coast LLC. Every place we recommend has been visited in person or verified against an official source, and no business can pay for inclusion or a higher ranking. Last updated .