Rubin and Benagol waste no time!

Rubin strikes at Koalinth 1 with two shots, one misses and leaves 1 gravely wounded. The next two shots are right on point, critical hit on 7 and a dead center shot on 8, taking them both down.

Benagol follows up and finishes off 1, freeing up a sailor from combat. He moves on to help the next sailor, killing 2 using  Precision Attack and Action Surge. Finally Benagol moves on to 6 and deals fifteen damage. 6 is barely standing with a large gash across their chest. 

(I will do Captain Andy and Sergeant 1 at the same time for this round)

Captain Andy and Sergeant 1 are engaged in battle at the ship's wheel. Andy swings his scimitar while the sergeant jabs with a barnacle covered trident. 

Captain Andy: 18 Damage: 6
Captain Andy: 8 Damage: 8

Sergeant 1: 13 Damage: 8
Sergeant 1: 21 Damage: 8

Gerry, you're up! 

Gerry will run down to the bottom of 6.  He’ll then cast bless on himself, Rubin and Benegol, and then imbue his weapon with divine power (Channel Divinity: Sacred Weapon) as a bonus action.

Koalinth 11-15
11, 12 are standing at the top of the steps to the upper deck where the wheel is. They are going to hunker down behind the railing and use the Dodge when they see bolts flying at their allies. 12 is standing at the main mast. They are going to do the same and stand behind the mast. These three have 3/4 cover. 14 and 15 are going to help engage Captain Andy with Sergeant 1. 15 moves to the left of Captain Andy and 14 moves next to Sergeant 1. They will attack (remembering we aren't using flank rules). 

Koalinth 14: 7 Damage: 6 Martial Advantage bonus damage: 3
Koalinth 15:  23 Damage: 13 Martial Advantage bonus damage: 10

The sailors that are engaged with Koalinth try to attack with sea rusted swords. Those that are no longer engage get out of combat and return to keeping the ship moving. 

Sailor 3: 7 Damage: 2
Sailor 4: 14 Damage: 2

Sergeant 2 is standing next to the main mast. He watches as Gerry casts magic on his enemies and sees him as a threat. He will move to Gerry's left and make his attacks with his trident which is being held with two hands.

Sergeant 2: 9 Damage: 6 Martial Advantage bonus damage: 8
Sergeant 2: 5 Damage: 7 Martial Advantage bonus damage: 11

Koalinth 1 and 2 are dead. 3, 4, and 5 attack the sailors and first mate. 

Koalinth 3:  20 Damage: 7 
Koalinth 4:  10 Damage: 3 
Koalinth 5:  11 Damage: 4 

Reggie, you're up! Koalinth 6-10 are up next followed by Ardeth.

Reggie is going to duck down in the stairs and hide before taking a shot at #8 on the top deck.

Stealth nat 1 total 10

To hit 11 damage 12, 16 sneak attack, if I'm hidden lol.

Concentration: 24(2)

Reggie's bolt misses the target. 

Koalinth 6, 7, 9, and 10 (moving up behind Gerry) will attack Gerry. Koalinth 8 moves to the bottom of the steps and takes the Dodge.

Koalinth 6: 11 Damage: 3 Martial Advantage bonus damage: 8
Koalinth 7: 20 Damage: 7 Martial Advantage bonus damage: 6
Koalinth 9: 13 Damage: 3 Martial Advantage bonus damage: 8
Koalinth 10: 6 Damage: 5 Martial Advantage bonus damage: 2

Ardeth, you're up!

(All four attacks miss.)

Ardeth moves close to Benegol (3 squares down from current position). As he reaches his destination he raises his shield high and beats his warhammer against is clanging metal against metal. The sigil on his shield glows blue as it beams towards a group of enemies unleashing a piercing clang of noise into the group.

[Casts 3rd LvL Shatter at the bottom corner between 9 and 10 (goal is to only hit both of them and not hit Gerry)]

[Damage 21 - DC 14 Con save] 

(Much appreciated.)

Koalinth 9 CON save: 17
Koalinth 10 CON save: 18

A shatter of magically energy bursts and kills 9 and 10! 

Sergeant 3 replaces 10 and attacks Gerry, trying to get through his armour!

Sergeant 3: 20 Damage: 7 Martial Advantage bonus damage: 7
Sergeant 3: 8 Damage: 7 Martial Advantage bonus damage: 8

First mate tries to take down Koalinth 5. 

First mate: Attack: 11 Damage: 3

Top of the round! Rubin, you're up. Benagol is on deck.

Round 2 initiative order:
Rubin
Benagol
Captain Andy
Gerry
Sergeant 1
Koalinth 11-15
Sailor 3
Sergeant 2
Koalinth 1-5
Reggie
Koalinth 6-10
Ardeth
Sergeant 3
First mate

 Ooc: number 8 entered my reach during turn 1 so I can use my reaction to attack him (I am also blessed, so I will try my luck with a - 5 to get +10 damages) 

REACTION ATTACK 3 + 4 + 3

 Re rolling the three using out the inspiration point, 

So 4 + 3 + 10

And so the damage is 20

Benagol is able to take down Koalinth 8 with his reaction attack.

Rubin sends another set of crossbow bolts flashing across at the attacking creatures, aiming for the smaller ones first...

Attack: 9 Damage: 17
Attack: 22 Damage: 16
Bonus action Attack: 5 Damage: 16

Ooc : assuming Rubin killed both 6 and 7,if not please chat me

In game: Benagol is happy to be safe behind the Maisy when Rubin's darts were passing by, then suddenly he stepped forward 5 feet and attacks pointing sergeant 2.

First attack: Attack: 27 Damage: 7

... And taking back the blade He tries to make the foe falter

ADDING a tripping attack with a combat dice,

ADDING 8 damages and the foe must try a STR save throw Vs 16 or being prone.

Koalinth 6 and 7 fall to Rubin's bolts.

Sergeant 3 takes 8 damage. Str saving throw: 6

Sergeant 3 is now prone.

Captain Andy pulls out a dagger in a attempt to take down these Koalinth that are surrounding him. He starts to attack Koalinth 14 then moves to 15 if it is downed. He is heavy wounded, but still macho as ever!

Captain Andy: 11 Damage: 5
Captain Andy: 6 Damage: 4
Captain Andy: 17 Damage: 6

Gerry, you're up as you see Captain Andy miss most of their attacks.

Gerry will commence wailing on the prone sergeant, looking like he’s going to puke the entire time.

Attack 1: 24(2) Damage: 10. If it hits add 12 radiant damage

If the prone sergeant falls, he’ll attack the other one.

Attack 2: 13(Advantage if prone: 21)(Bless: 2) Damage: 6 bludgeoning and 11 radiant