Dylan reaches the half-orc just after Sylivar and continues on with his original plan to save Floon.  His brain is, perhaps, completely ignoring the strange aberration with the tentacles.

Attack: 18 Damage: 5

Dra'vos steps into the doorway, extends his hand towards the half-orc, unleashes a Ray of Frost at him, then takes another step out of the doorway so as not to block anyone else from moving in or attacking.

Ray of Frost: 12 Damage: 5

Seeing everyone prioritize the rescue of Floon, Gaèl charges the black robed figure that is attempting to flee. With a resurgent fervor triggered by the purple abomination, a tries to block the creature off the doorway and lashes out with his rapier.

Attack: 12 Damage: 8

Initiative:  4

For the Surprise round Gil rushes into the room and follows Gael's lead pulling his own Rapier and Dagger combo:

Rapier Attack:  14, Damage 8

Dagger Attack:  6, Damage 4

Eekz, terrified with confrontation, fires his short bow at the Squid monster.

Surprise Round:

Attack: 25 Damage: 11
Sneak Attack: 1
Fury of the Small: 1

((Accidentally pressed 1 before 3 in the additional damage tab hence the dice roll change.))

(okay!  Yesterday was a whole thing.  Here we go!)

Initiative Order:

Dra'vos, your ray of frost blasts over the creature's shoulder as the half-orc barely moves out of the way in time.  

Syl, your first attack connects, dealing a dizzying blow to the wizard.  You didn't account for his movement in response to your blow, so your second strike does not connect.  (Wait, Dylan, your dice broke.  Could you reroll?  You're going to need to roll pretty high, because his AC is temporarily pretty high)

Renaer joins you, seeing Floon, and tries to retrieve him from the fleeing Half-Orc.  (DC 13)  13  Renaer is able to pick up Floon, throw him over his shoulder, and start to flee, disengaging from the half orc. 

Gael and Gil, you charge the squid monster, trying to strike at it.  It continues gliding, seemingly unmindful of your efforts.  When Eekz's arrow pierces its robe, it looks disgruntled, and focuses on Eekz while holding the stone orb.  As you look closer, it looks a bit like an eyeball.

(Now in Regular initiative!)

In response to your attacks, the Half-Orc puts the bottoms of his hands together and points them at you, and fire erupts from them to consume Ranaer, Syl and Dylan... and Floon.  Make a Dex Save (DC 12) or take 15 fire damage.  (You take half if you succeed)

(rerolling my attack on the half-orc wizard)

Attack: 23 Damage: 6

Dex save: 8

(Not quite sure if it is Syl’s turn yet, but I’ll post an action now.)

Syl reels from the flames, retaliating with another two attacks. 

Action - Bo Staff: To Hit - 22 dealing 5 damage.
Bonus Action - Unarmed Strike: To Hit - 18 dealing 4 damage.
I was on mobile, so the Quarterstaff attack deals another 6 damage.

Syl will additionally move around to the other side of the mage, attempting to move away from Dylan and Renaer, and hoping not to get caught in another one of those effects. 

Dylan's Dex Save: 14

Gaèl doubles his efforts to intercept the creature and readjusts his strike to rid it of the decently disturbing stone eyeball-thingy in his hand.

Attack: 10 Damage: 8

(Holy crap Syl.  hahah)

Dylan and Syl manage to dodge out of the way of most of the flames.  He clobbers the half-orc doing a tremendous amount of damage.  It should have knocked the wizard out right then and there.  Instead, he screams at you and prepares to cast another spell.

Gael, your strike is true, but is unsuccessful at disarming the creature.  The nightmare stares at you.  Dra'vos, you and the Wizard are at the same initiative count, so I'm going to let you go first because your dex mod is higher.

Eekz is freaking out at the sight of the squid-faced monster and fires another shot then tries to hide on the other side of the doorframe.

Attack: 20 Damage: 6
Stealth: 17

Seeing the half-orc preparing to cast Dra'vos will go for another Ray of Frost on the half-orc.

Attack: 14 Damage: 5

The wizard waves his hand and an arcane shield appears to block your shot, Dra'vos.  He tries once again to torch Dylan and Syl.  Make Dex saving throws again, you two, or take 13 fire damage.  

The Wizard is panting heavily.  He is hurting and having a bad time.

Dylan Dex Save (at +3):  7

The charming noble collapses to the floor, clothes smouldering.  

(I'm unconscious - was on 6 HP before that 13 damage, so not enough to kill me).

Dex save: 22

You didn’t mention taking half damage on a success like you said last time. If Syl takes half damage regardless of the save, he’s also unconscious.

(Syl, it was half damage, sorry.  It's the same spell, burning hands)

Seeing the two fighting the wizard fall, scorched, the nightmare creature keeps walking.  Annoyed at your attempts to block its way, it holds up the stone and points it at you.

Gael, I need you to make a wisdom saving throw, with advantage, DC 15, or you are charmed.

(Gil, you're up!  The brain beast hasn't gone yet, and the wizard is barely able to stand up.  The purple humanoid is pointing his stone orb at Gael, and he seems largely unphased.)

Syl falls down, similarly scorched by the flames!

Death save 1 - 15

(Misread who was up or not - apologies. Consider this my turn when it is.)

(Whew, wisdoms not exactly Gaèls forte)

Wisdom save: 8