Just like with weddings in people’s own home towns, I’d suggest searching for a DJ using WeddingWire, The Knot, and other rating sites, except you set the search area to San Juan. Have a call with them before booking so you can get an idea of their personality and their process. Most DJs you don’t have to meet in person to get a good sense of their fit or for the planning part either. I got married where I live but only communicated with my DJ through phone/text/email until the day of, even though he was local. It went well!
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I gave specific songs to play because I’m kind of type A, but my DJ also had a suggested song list that we could have sent back to him with ones circled or crossed out if we wanted.
Fellow San Juan Bride here!! We hired ur DJ though this site. I went to YouTube when I was looking around and found some videos of previous people who hired them, and then I also talked to them on the phone when making the final decision. They have a form that we'll fill out in the couple months ahead of the wedding with the specific songs for protocol stuff and then the songs we specifically want and do NOT want played. They take requests so it should be a good mix of stuff
Normally after you book someone they’ll give you a way to give songs you want played etc. But this is what they do. They know how to keep it going throughout the night. I would just read reviews carefully, watch videos on them if there are any and then talk to them on the phone before booking. I highly suggest not booking a DJ without a phone call