San Diego in August: Summer at Full Volume

Hillcrest CityFest is a huge summer block party under the neighborhoods neon sign. For one August Sunday, Fifth and University Avenues fill with vendors, food, and live bands, plus a large beer garden. It is free to enter and very LGBTQ friendly. Plan for street closures, packed sidewalks, and a strong evening party atmosphere.

Tiki Oasis is a multi day convention at Town and Country Resort devoted to mid century tiki culture, running August 6-9. The schedule includes seminars, surf and exotica concerts, pool parties, and a vintage car show, with many 21 plus evening events. Passes and hotel rooms on site often sell out, so book early if you want to stay inside the themed environment.