Did 5 twice on big stone. 2 spooned on the back bed. 1 got the floor. Guy on top bunk cooked. Wasn’t ideal. Both times, guy 5 was surprise to me. It works, but i wouldn’t do it again.
I say go for it. It’ll be tight, but it’ll be an experience. Get a fan moving the air in there so the guy(s) up top don’t roast. The smart one in the bunch will be sleeping on the floor in a sleeping bag on top of a folded blanket or camping mat and away from the door.
Certainly wouldn’t do it every weekend but one night is manageable. Life is short, take every chance you get to spend a night fishin/drinking with your buddies. 10 years from now you’re probably not going to think “man I wish we WOULDN’T have done that”. Wishing you WOULD’VE is more likely in my opinion.
Will come down to hard you guys are wanting to fish. Almost no way of having 5 guys jigging in one, but if most are just sitting around playing cards and drinking then 5 will be fine. Will be tight, but manageable for 1 night. Just bring a cot or have someone sleep on the floor.