Arael, this time the cold blast does hit Voskiir, and you see his movements slow a little. However, he still manages to bring his arm up to push Keyo's dagger away.
And then he draws his own dagger: Enough!
First scimitar attack is on Keyo: Attack: 18 Damage: Unable to parse dice roll. Second scimitar attack is on Arael: Attack: 11 Damage: 4 And then the dagger stabs in towards Silent: Attack: 11 Damage: 4
Only Keyo feels the cold steel pierce his flesh. Voskiir scowls: You're better than I thought. But still not good enough.
This post has potentially manipulated dice roll results.
Voskiir's CON save: 11
The spell fails once again. Keyo, you're able to back away; Voskiir seems not to be considering attacking you at the moment.
Attack: 21 Damage: 4 Attack: 16 Damage: 6
His first scimitar attack seems to catch on Silent's armour and be deflected. The second seems to go wide, but luck is suddenly with the enemy captain - Silent dodges the wrong way, and the blade goes deep into his stomach.
Silent falls to the ground, bleeding out and unconscious.
With his dagger, Voskiir stabs at Arael:
Attack: 6 Damage: 6
But misses.
Silent and Pockets are up. Silent, please make a death saving throw.
(OOC - Since only one attack reduced Silent to 0HP and we've had a long rest since our last fight, I'd like to use Relentless Endurance to keep Silent up with 1HP. DM let me know if there's any reason that wouldn't work in this situation - otherwise I'll take my turn.
Also unrelated, if Silent is able to move would he be able to flank Voskiir opposite to Arael by moving into the space with barrels in it?)
(OOC: No, you're right. Relentless endurance kicks in; I would say that Silent is prone, but conscious on 1 HP. Sadly he can't flank with Arael because there are barrels and other things in the way, blocking that space.)
The Chained Oblivion? Voskiir responds. Cultists too, is it? Curious. He glances down and notices with annoyance that Silent is still conscious. Stay down, fool.
(OOC - Sorry guys, just realized I accidentally rolled that attack with advantage when it should have been a straight roll. I don't mind just retconning it as a miss, or I can reroll it - your call DM)
(OOC: The problem is that with DnDBeyond I would normally be able to see the dice rolls and know what the first die was, but it's playing up and I can't see it any more. So yes, please roll a new attack without advantage on a new post below. )
That's quite a hit. Silent, as you pull your weapon back, you can see that Voskiir is surprised, and hurt more than he expected.
Another crossbow bolt, another downed attacker. Boerth comes over, grinning with malice at Voskiir. Three Earrings shouts from above. Run away, boy. There's no easy prey here.
(OOC: No, she would have to disengage.)
(OOC: OK)
Arael turns to Voskiir and breathes a Ray of Frost at him. Attack: 15 Damage: 6
Keyo's moral dilemma ceases the moment the naval lord violently assaults Silent. Keyo slashes out with his dagger at Voskiir.
Attack: 11 Damage: 6
Arael, this time the cold blast does hit Voskiir, and you see his movements slow a little. However, he still manages to bring his arm up to push Keyo's dagger away.
And then he draws his own dagger: Enough!
First scimitar attack is on Keyo: Attack: 18 Damage: Unable to parse dice roll.
Second scimitar attack is on Arael: Attack: 11 Damage: 4
And then the dagger stabs in towards Silent: Attack: 11 Damage: 4
Only Keyo feels the cold steel pierce his flesh. Voskiir scowls: You're better than I thought. But still not good enough.
Silent and Pockets are up.
Pockets smiles to himself. Voskiir is angry. Good. Two.
Pockets fires.
Attack: 9 Damage: 7
Silent snarls at Voskiir as the scimitar pierces Keyo. Show some spine, Lieutenant - this is a duel, don't turn your sword away from me!
He draws back his greatsword and rams it forward at Voskiir's torso.
Attack 20 Damage: 11
(OOC - Pretty sure that missed so Silent will burn an Action Surge to attack again).
Gritting his teeth and stilling his mind, Silent follows up his first strike with a rapid slash.
Attack 24 Damage: 14
Pockets and Silent both miss with their attacks.
Thunk.
Another attacker falls dead. Voskiir looks up momentarily, and Three Earrings gives him a cheery wave with her crossbow.
Round Three
Keyo and Arael

Voskiir
Silent and Pockets
Keyo and Arael are up.
Arael casts [Spell]Frostbite[\spell] again on Voskiir.
4
Keyo looks to Arael and then at Silent. He needed to get away from the vicious commander. "Arael, we need to move!" Keyo prepares himself to Dodge.
He then very overtly lunges forward to get Voskiir's attention and then retreats. Hoping to draw an attack from Voskiir, Keyo moves just above Crew 1.
Voskiir's CON save: 11
The spell fails once again. Keyo, you're able to back away; Voskiir seems not to be considering attacking you at the moment.
Attack: 21 Damage: 4
Attack: 16 Damage: 6
His first scimitar attack seems to catch on Silent's armour and be deflected. The second seems to go wide, but luck is suddenly with the enemy captain - Silent dodges the wrong way, and the blade goes deep into his stomach.
Silent falls to the ground, bleeding out and unconscious.
With his dagger, Voskiir stabs at Arael:
Attack: 6 Damage: 6
But misses.
Silent and Pockets are up. Silent, please make a death saving throw.
Seeing Silent fall, Pockets looses another crossbow bolt. The Chained Oblivion take you, you bastard.
Attack: 13 Damage: 7
(OOC - Since only one attack reduced Silent to 0HP and we've had a long rest since our last fight, I'd like to use Relentless Endurance to keep Silent up with 1HP. DM let me know if there's any reason that wouldn't work in this situation - otherwise I'll take my turn.
Also unrelated, if Silent is able to move would he be able to flank Voskiir opposite to Arael by moving into the space with barrels in it?)
(OOC: No, you're right. Relentless endurance kicks in; I would say that Silent is prone, but conscious on 1 HP. Sadly he can't flank with Arael because there are barrels and other things in the way, blocking that space.)
The Chained Oblivion? Voskiir responds. Cultists too, is it? Curious. He glances down and notices with annoyance that Silent is still conscious. Stay down, fool.
Silent is up.
Silent staggers to his feet, spitting blood. Exhaling deeply, he uses his bonus action for a Second Wind, healing:
9
Arms shaking with exhaustion, he swings.
Attack 23 Damage: 10
(OOC - Sorry guys, just realized I accidentally rolled that attack with advantage when it should have been a straight roll. I don't mind just retconning it as a miss, or I can reroll it - your call DM)
(OOC: The problem is that with DnDBeyond I would normally be able to see the dice rolls and know what the first die was, but it's playing up and I can't see it any more. So yes, please roll a new attack without advantage on a new post below. )
Attack 16 Damage: 12
That's quite a hit. Silent, as you pull your weapon back, you can see that Voskiir is surprised, and hurt more than he expected.
Another crossbow bolt, another downed attacker. Boerth comes over, grinning with malice at Voskiir. Three Earrings shouts from above. Run away, boy. There's no easy prey here.
Round Four
Keyo and Arael

Voskiir
Silent and Pockets
Keyo and Arael are up.
Arael takes a deep breath, focuses and fires Magic Missile 2 bolts at Attacker 3 and 1 at Voskiir.
Bolt 1: 5
Bolt 2: 4
Bolt 3 (Voskiir): 5