GOBLIN HORDE

Zenodor continues to telepathically talk to/at the creature: "We are not prey. Leave now, while you are merely injured; or else we will turn you into fish-food"

He then casts Eldritch Blast from above (staying well above the deck and out of reach of any tentacles, EB has a 120ft range).

Blast 1: Attack: 11 Damage: 7

Blast 2: Attack: 18 Damage: 12

Quote from Brian_Avery >>

Tentacle 3 let's go of the mast and follows tentacle 4 as it recoils beneath the waves with a loud angry splash.

 
Damage for Tentacle 3 as it starts it’s turn within Randall’s Spirit Guardians Aura, if it matters:  19

Tempe satisfied with his spell cast flame-blade and moves to attack the fifth tentacle Attack: 11 Damage: 6

Attack: 18 Damage: 14

which ends the spike growth spell.

Randall:

His Spiritual Guardians swirling around him, Randall strides over to the fifth tentacle and strikes at it with his glowing mace!

Lightbringer Attack:  Attack: 24 Damage: 10

He then casts a quick spell, and a holy mace springs into being, attacking the tentacle also.

Spiritual Weapon:  Attack: 19 Damage: 12

When the tentacle starts its turn, the Spirit Guardians torment and burn it, trying to drive it away from the ahip:

Spirit Guardians:  20

Pepin decides that the guiding bolt and force ballista seemed to work fine so he shoots both of them again. Guiding bolt into the face of the monster and the force ballista on tentacle 1:

Guiding bolt: 27, damage; 18 radiant.

Force balista: 27, force damage and move 5ft away from balista: 13

Petcan keeps up the fire bolt attack on the nearest tentacle 

Attack: 20 Damage: 18 

The conjured dragon continues rending (twice)

Attack: 13 Damage: 12 

Attack: 25 Damage: 11 

And a breath attack DC 16 dex save for half 7 

Z continues to blast at the grappling tentacles from above:

Blast 1: Attack: 13 Damage: 6

Blast 2: Attack: 10 Damage: 10

Z uses his bonus action to try to telekinetically shove the tentacles away (forgot I had this): STR 16

(Telekinetic - Shove

As a bonus action, you can try to telekinetically shove one creature you can see within 30 ft. of you. The target must succeed on a STR save (DC 16) or be moved 5 ft. toward you or away from you. A creature can willingly fail this save.)

Flying above the deck Tempe again attacks tentacle #5 with his flame blade,  trying to get it off the ship 

Attack: 21 Damage: 24

Attack: 12 Damage: 7

Ki Attack: 25 Damage: 16

Randall:

As the fifth tentacle retreats, Randall moves towards the other two on the ship, trying to place himself between them so that they both are subjected to his Spirit Guardians.  Calling down spiritual fire on the one that has the tighter grip (Tentacle 1 since it rolled the Crit grapple), Randall also sends the glowing mace of force to strike it!

Sacred Flame on Tentacle 1 (DC 17 Dexterity Save to negate):  11

Spiritual Weapon on Tentacle 1:  Attack: 16 Damage: 11

Spiritual Guardians on Tentacle 1 on its turn (DC 17 Wisdom for half):  25:

Spiritual Guardians on Tentacle 2 on its turn: (DC 17 Wisdom for half):  23:

Seeing the creature go down, Pepin immediately checks the bottom of the ship for any damage, before going to the surface and doing a check in the sides of the ships (he can Also walk along water due to his ring). If no structural damage is to be found he will find the rope and climb onto the deck to check on how it stands there. 

Tempe, landing stands vigilant with his flame blade in hand.. He mentally notes what he can do better next time. Then he thinks for a second remembering Bait Fish and checks to see if the creature is truly gone.

"Wow. You have to wonder how many ships have been brought down by that thing." Petcan remarks, wiping a bit of sweat from his forehead, and wiping it on a bit of sailcloth.

Zenodor similarly lands back onto the deck of the ship. "That was close. Captain, do you need our assistance for any repairs?" (Z is hoping the crew can deal with this as he has no skill in rigging sails etc)

Randall:

Brother Randall watches for the tentacles to withdraw, sending his Spiritual Weapon to harry them as they do.  He does not chase it below the waves however.

”Who is hurt?” He calls out urgently, bringing out his Holy Symbol and sending out a healing burst to save any crew that might be on the verge of death ( Channel divinity — Preserve Life).

Now that he was sure he flies out from the ship and looks for men overboard telling bait to do the same.

Perception  15

Tempe lands on the ship and walks to Randall "It went to us ignored my quippier so I don't think it was merrily hungry. Maybe territorial? Or something influenced it to attack us."  

He rests 

Petcan laments. "If only these things were as easy to deal with as the purple wraiths. A song to sing it to sleep or some such... Mermaids maybe?"

Randall:

“Perhaps so, Tempe, though it might have seen the ship as a bigger source of food.  I am concerned for the next ship to pass this way, though, as we were unable to kill the tentacled horror,” responds Randall, “Still, there is nothing for it now but to continue our way onto Laurentis.”

"Our Sensa taught us that every living thing has a purpose. We must decide what ours is to be even when fate tries to intervein or till so."

He sits cross-legged to take an hour but says "So let us fight the good fight till the end." then he meditates which slowly ends up with him snoring, smoke emanating from his mouth.  

Back on the deck Pepin tries to remember what he saw underwater as good as he can and tries to get a picture on paper. While thinking about stories he knows, things he read to hopefully remember what this creature could be.