Carrick sees the crates rocking and calls out to Eldin. "I appreciate your focus, but we're still preoccupied with the ******** in cloaks and I don't think that it's a good idea to haul around potentially explosive shards in the middle of a battle."

"Yeah but here's my plan: One of us who has a Feather Fall Token or knows the spell gets the crate open and stuffs his bags with the stuff. The rest of us will go out and keep the ******** with crossbows busy. While they are focused on us, the guy sneaks off the train and gets back to base."

"Sounds like a plan to me."

Eldin seems to think about something and says, "On second thought, maybe it's better for that guy to take the crate without opening it. The shards might blow up if Feather Fall is casting on them without the crate."

Boo instructs Biff, who just answers with, "Rodger!". The sky coach kicks it up a gear as it flies beneath an arch that the lightning rail track is built on. The sky coach lines up on the other side of the carriage, the two flying vehicles flanking the same part of the lightning rail.

Meanwhile back up in the getaway skycoach, Boo busies herself taking out some Rope, Hempen (50 feet) (that was loaned her earlier when they first went to board the lightning rail) and (a customized item she has on her equipment list she has had since setup) that Boo has been using as a makeshift sleeping hammock but its an Net so her idea is to attach the  Net to the end of Rope, Hempen (50 feet) and lower it down to the others when they are ready so if they like they can wrap the Net around any crate, etc. so that it can be hauled up.

(I mean, rules-wise, since you have cunning action you haven't used your action for the turn. You can ready to close the bars once someone grabs the crate.)

Yeah, since I have nothing better to do with my action, I guess I'll do that.

Carrick is the strongest. Should he take the crates or should he stay and take care of these guys?

Majin to Carrick "Go get the create I got you covered"

On Carrick's turn he will move to the crates and take it out. 

Ith will drink a potion of healing.  6. 

"I can help with spells in you need." he shouts at the others ready to blast one more time but still in cover. 

Eldin uses a Readied Action to close the bars once Carrick takes the crate out.

Eldin opens the cages allows for crates to be taken.

Ith gets behind cover, quaffing a potion of healing. (Ith: 23/38 HP)

Edrick grabs the crate, moving to the side, as Eldin's readied action to close the cages again triggers.

(If I am correct, the party's now taking cover within the carriage)

The sky coach outside moves itself further up and along, the appears to be some noises outside.

Boo:

 INITIATIVE TRACKER

There are shouts from behind the door just beside Eldin, as the door quickly opens and a set of rocks crackling with lightning hurled in. There is a thunderclap as a sheer blast of light goes off.

Everyone in the carriage: Please make DC 14 Constitution Saving Throw, being blinded on a failure. If you fail, you may repeat the saving throw at the end of each of your turns.

 INITIATIVE TRACKER

How close can Carrick get to the sky coach with the crates?

Con Save: 13

Carrick will use his 4th Hero Point to make the save. 

CON: 12

Eldin spends his 2nd Hero Point to roll a d6 to add to the CON save: 1

Boo spots that some of the train guards further down have started moving up. Some of them are preparing to enter carriage 3, while others appear to be climbing atop it, training rifles at the sky coach.

Boo cringes thinking, damn... always something with these guys and turns to Biff, "Biffy, Biffy, tell me you see em coming too, namely the ones that look like they are climbing up towards us, do you think you can ram them with the sky carriage, try to knock them off the top of it? Let me know when you are a go and I will try to help you by firing a burst [Tooltip Not Found] so maybe the flash of it will surprise them while you do your thing." Boo using the [Tooltip Not Found] with Eldritch Blast 17 at the center guy in the group approaching them.. when Biff gives her the go.

Ith Con Save: 17

Ith turns toward the glare and the door, blinking tears away as fast as he can. 

He casts the spell, sleep (2nd level slot ) on the group coming in through the door. Hit points: 30

"Target the ones still standing. You'll break the spell otherwise." He barks.

con save 21