Yes Brent, every LCDH in Havana has shop rollers where you can pick up custom cigars. Since you'll have the ladies with, you guys should head out to the LCDH at Club Habana. It's the farthest away from Old Town, but it's where you can get the best custom cigars IMO, the "monsdales" and other vitolas with that tobacco from Jorge. With the ladies, it can be a destination as the LCDH is actually in an awesome mansion style building that used to be a hotel. There is a restaurant on site, a pool and beach to lay around and/or go swimming. Not sure what it is now, but when I was there they would charge 10 cucs if people simply wanted to visit for the day. But normally if you tell the guard that you are just going to the cigar shop, they should just let you in. We stayed there awhile and had lunch without paying anything to visit. If you're looking on a map of Havana, follow the city coast along 5th Avenida and it's a little bit before you get to Hemingway Marina.
If you really want to get a selection, on the way out there you can stop at Hotel Melia Habana and get cigars from Yolanda. She is well known for her cigars. Right next to that is the Hotel Comodor. Santos was the roller there but recently retired. I can't remember the roller there now, maybe Alex? I have heard good things about his cigars. Also on 5th Avenida is the LCDH 5ta y 16 where Carlos Robaina runs the shop... Alejandro's son.
If you don't want to chase around for cigars since the ladies will be with, you should visit the Hotel Conde de Villanueva. It's in the heart of Old Town and it's where you can get Reynaldo cigars. Many people love these cigars and the hotel is an old historic/quaint building where the ladies can sit around having coffee/drinks while you guys shop and smoke. There is plenty of shopping or walking to do around this hotel as well so you could get an hour and half to smoke freely while the ladies walk around.
And last but not least, the Hotel Nacional is also a destination spot if you've never been. The shop isn't the best LCDH in town, but you can grab some cigars/customs and sit out on the veranda listening to music and smoking a cigar while looking out to the ocean.
Farmies are a different animal. You won't be getting those in Havana unless you want cheap/crap cigars from street hustlers or you come across a nice connection before going. When most BOTLs mention farmies, they mean from the main farms like Robaina, Prieto etc. Those are the farmies you want, not the cheap crap you can get on the streets where you have no clue where they came from.
Have fun my man!