The one I've made is more detailed and biker-orientated than the little plan you posted, but as you're the one who came up with this, you're free to change it.
We'll meet at the Lost clubhouse in East Vinewood, near the racetrack. Sometimes there are Lost members there, but usually if you don't bother them, they won't bother you, much like the ones at Hookies. If things do start to get heated with them, then we'll just have to move to the casino parking lot next to it. They might shout abusive slurs at you as you ride in but usually they keep to themselves. Passive mode
must be enabled during this trip, so none of you are even tempted to start a fight with a Lost member and ruin it for everyone else. Biker-themed attire is also encouraged for this trip and may help you fit in with the Lost members. Just don't mention the Angels of Death!
Once we've all gathered at the clubhouse, we'll then move out to the Richman Hotel, as
@samurai8juice suggested in his initial plan. Again, passive mode must still be enabled, I don't want to see anyone throwing grenades into the pool to create 'water fountains' or attract any unwanted attention from the LSPD. We'll stay overnight here, have a little biker pool party, get TURNT, fall asleep by the poolside and then wake up with a stiff neck and a hangover.
We'll then get rid of our hangovers by firing up very loud bikes and heading out on the highway to Hookies, where we shall meet more of our Lost brethren. We're regulars here so by now I'm sure they're all used to us and we won't have much to worry about. We'll grab a bite to eat, relieve ourselves in the sketchy restrooms, kill some picnic tables and then set off again.
We'll make our way towards the Lost trailer park, AKA Stab City. Depending on the time, there will be a gang attack here (from 12:00 to 20:00). If there is a gang attack, we'll have to disable passive mode and go in guns blazing and take the trailer park for ourselves, and then stay there and do whatever the hell we want. After the gang attack has been completed, you
must enable passive mode again. We can then drink more Pisswasser, inhale/snort/inject some questionable substances and get TURNT like we did at the Richman Hotel. We can crash here for the night, wake up with unimaginable hangovers again and then make tracks. To avoid the Lost coming back for revenge, we'll have to be out of there by noon.
Most likely still drunk from the night before, we'll then head towards Sandy Shores, maybe stop off at Ace Liquor for a quick refuel and break, and then head out on the freeway and up to Paleto Bay. If your bike is a gas guzzler/got rear-ended and sideswiped to hell by crazy AI, we can stop off at Beeker's Garage and fill up the tanks and repair any damages. We'll then ride through Paleto Bay, into Paleto Forest and then stop at the motel/lodge there (the one with the huge lumberjack guy), and this is where the trip can end, unless people want to stay here and then carry on down the highway to Hookies again.
Sound good? Of course, as I said
@samurai8juice - you are free to change any of this if you wish as the trip was your idea.
Especially not with 2 cops on your tail 
I had a real blast! Hopefully we can do this kind of stuff more often. The trip before the cops and civilian RP was amazing as well 
