To level your pistol on Lola, try going to El Sudoron and shooting some Stumps. You can get them to stick behind some trees

Thanks Pirate Ahoy.

I kinda ike the thrill of the risk of being sent to jail so I don't usually attack enemies if they can't attack me (Although I did end up doing that to master Elisa's staff in the end, and have used the crabs on Driftwood to start leveling Lola's grenades. I always feel like I'm cheating though). But I may try that if the back beach proves to be too much, now, with the extra damage lower level enemies will be hitting us with, and if I dont have a healer. Thanks for the tip. :)

I found a great way to level up my pistol skill.

1. Go to Cuba
2. Go into the area that doesn't lead to Tia Dalma
3. Get on the first platform
4. Pick a huge gator and open fire.

They can't attack you so you can spend all the time you want killing lvl 9-14 gators. You do have to move around and aim at the floor but it works.