The best spot for early evening is in Santurce. Expect a mixed but exceptionally-friendly crowd at this neighborhood bar. As day transitions to night, the crowd tends to get gayer. You can sing karaoke, play pool, or simply enjoy the cheap cocktails in a dive bar atmosphere.

After 9:00 pm, head to where men of all sizes are celebrated; or Oasis, the go-to bar in Condado for all genders, just steps from the beach.

Opens at 6:00 pm but gets busier later. For an “everyone’s welcome” street party like no other, head to La Placita. A historic fruit market by day, the area around Plaza del Mercado in Santurce comes alive on weekend nights with packed restaurants and bars spilling onto the streets.