Richmond yacht rock band Three Sheets to the Wind docked at New York’s Knitting Factory in February 2012. (Ashly Covington)

First up is the sweet, smooth sounds of Richmond’s Three Sheets to the Wind, who perform hits by Steely Dan, the Doobie Brothers, Jackson Browne, Hall and Oates and even “The Pina Colada Song” while rocking sailors caps and boat shoes.

They take the stage at the Mason Inn at 9 p.m., and there’s no cover charge.

Fast forward a few years, and you’ll arrive at the party taking over D.C.’s BlackFinn: That ‘80s Prom. It’s the fifth year running for the Prom, which includes an open bar from 8 to 10 p.m., live Bon Jovi, Def Leppard and Poison covers by local band Hair Raid, an ‘80s DJ spinning dance tunes, ‘80s music videos playing on the bar’s flat-screen TVs and Rubik’s Cubes to play with.

The dress code is jeans jackets, big hair and poofy dresses, but if you want to come dressed as Andi or Duckie from “Pretty in Pink,” I don’t think anyone will complain. (Those might be a lock to win the “Best Dressed” costume contest.)

Tickets are $35 in advance.