Ariana is happy to see the chattering halflings turn their attention to someone else. She sits near them as they eat, enjoying the attention Ruby is getting. She's ready to rest if the others decide to, but is also willing to press on if that's the decision. She's also willing to answer any questions of the dragonborn, but hangs back to let the others take the lead.

“I think we should cage as many of these slavers, including the one upstairs, as we can before we rest.”

Wake will Help and provide Guidance as often as necessary to get the job done. Then he will find a corner to sit and and calm his mind, meditate on the soothing Lady of Silver, and eat a little something to help himself heal.

(Providing we take a short rest, at the end he will use his hit die to heal: 17)

Back at the cave where they fought Sanbalet, Elwyn settles down by a wall for a short rest, taking out his lute, thinking back to Daveth's bravery when facing the vile slaver wizard, and decides to add a verse to Daveth's song, singing it to Daveth, and anyone else who'd care to listen, with admiration in his voice.
"There once was a young man from Amphail,
who went to a house in a strong gale
a vile mage he met
but he didn't fret
he just packed him up for the town jail."

Ruby nods and helps get all the slavers into the cages. She will then sit down and listen to Elwyn´s song, ocassionaly chatting with Flo and Jet, enjoyig their company.

(Ruby will also use her hit dice to heal 15 during the short rest)

Ariana takes special pleasure in locking Scout 3 in one of the cages, helping Wake and others cage the slavers.

While completing the short rest she kneels in a corner of the cavern to meditate.

Hit die (1): 4 

Kulogall assists with getting the prisoners into the cages, he treats Sanbalet with extra “care.”  He puts a gag in his mouth and ties it, also ties his hands behind his back and puts him in the cage.  

After things are settled, he rests with the others.

Hit die (1) :  6 

All - Before the rest, you're able to put the slavers in their own cages. Wake repairs the two busted cages with a few castings of mending and touches up the others as well. He leaves them in better condition than they've been in a long time. Confident that the miscreants can not escape, the party rests in the storage cage. Flo and Jet huddle together in a blanket offered by Daveth, who then rests his head on his pack. Toward the end of the rest, the storm seems to suddenly abate. The sound of wind and waves can no longer be heard coming from the southern passage. Wake, Kulogall, and Flo notice before everyone else. Daveth comments, "Seems like the storm has finally passed." Flo shakes her head while staring off into the distance, "No... Only the eye of the storm."

Kulogall says "Perhaps before the storm is raging again, let's look into that southern passage.  This area looks familiar to me from what I saw through Xolo's eyes, I feel like there must be some landing there or way that a rowboat could get out to sea.  Let's have a look, shall we?"  After his things are packed away, bag of holding is slung over his shoulder and the prisoner is secured, Kulogall gets ready to follow in the further exploration of the caves.

Elwyn was expecting some kind of reaction from Daveth over the new verse, but just shrugs as he doesn't get any.
As the rest is over he readies himself to follow the others down the south tunnel.
Stealth: 18 Perception: 20

Wake will want to be either first or second heading south. He will make sure he has Vigilant Blessing active on himself and then pray for Guidance to keep his steps light.

Stealth (disadvantaged due to armor): 6 plus Guidance: 1

Perception: 17

"Stay here, we´ll just check this passage and come back to get you home, okay?" She says to Jet and Flo before heading down with the others. Ruby would either lead or be behind Wake, depending on how well lit the path is. 

Stealth: 15

Perception: 13

Ariana will follow Ruby.

Stealth 16 

Perception 7 

Kulogall follows along, with Ariana, but a little distance behind.  He is ready and watching for trouble, expecting it with what he saw with Xolo before.  

All - The passage widens to the south at this point to form a small cavern. There are three bolts of cloth and five small casks in the middle of the floor, resting on a piece of coarse matting. The sound of waves echoes loudly from a path to the east. The passage leads into a cave that opens directly to the sea. The tide is out at present, and there is little water in the cave, but there is an obvious high-water mark three feet above the floor. Pulled up onto the sloping cave floor is a small boat, perhaps large enough for eight people, with oars, a step-down mast, and a neatly furled sail. A rope tied to the bow is being held down by a large boulder that serves as an anchor. Next to the boat someone is sitting cross legged in the sea. The waves push well past them before they break, the water rising to their chest and spraying past on either side, like the prow of a boat cutting through choppy seas. The person appears to be a Triton in dark leather clothing. Long seaweed green hair falls down their back just past their shoulders. They sit motionless in the water, hands resting on their legs. Suddenly the triton breathes deeply, holds the breath for a second, then lets it out slowly, "Hello brother. I had expected to see you sooner. Did the great Kulogall really need so much rest after dealing with a few two-copper slavers?" Xolo chuckles to himself, "Pathetic. There was a time when I thought nothing could equal the might of my bigger brother. Nothing could eclipse or even stand in the brilliance of his heroic deeds..." Xolo turn his head to the right, "Least of all me." He stands and turns to face you all. Similar in size and appearance to Kulogall, though his eyes are orbs of billowing grey and flashing lightning. When he speaks, his mouth opens to an endless stormy horizon, "Now I know better."

Kulogall steps forward a few steps and says "Little brother, has it come to this?  Why do you leave death and destruction in your wake like a ever moving, ever changing tornado?  I suppose you got on the wrong side of Xanathar in Waterdeep from what I heard.   Now you are here, in this small town, to cause as much pain and mayhem as you can manage?  No longer!  Maybe I can't change you, can't get you to see the error in your path, but hopefully I can damn well control you and keep you from harming more who come upon you.  Taking slaves?  Really?  Are there really no depths to your depravity?  We saw what happened to Cal.  What happened to his sister, Corrine?  Do you even remember her name, or is she deep at the bottom of the ocean right now, feeding some hungry crabs?  And what are you doing with these ships, and these bandits and slavers.   Why are you signaling them, what else are you smuggling, who else are you working with?  Oh Persana, give me strength to bring you to justice!  My friends, let me introduce to you my brother that I have told you about.  This, is Xolo.  If you can help me now, I will be forever in your debt.  We need to stop him my friends, please help me in this!"  Kulogall takes a defensive stance and asks Xolo to drop any wand or device he may have and hold his hands on the top of his head.  

In a very low, shaky voice so that only his companions can hear, Kulogall says "I can't.. I can't kill him.  Please, someone else must... if it comes to that."

All - Xolo sneers and lightning flashes out in the sea beyond the cave, "Persana! Still you cling to the weak deities of our people, like some drowning land-kin as the waves break over head and the currents drag them out to sea. Weak!" Thunder booms and winds gusts forcefully into the sea cave, sending cloaks and straps flapping. "Justice... There is no justice! No good! No evil! There is only... Power!" Lightning crashes unabated and the storm returns will more ferocity than before. "Umberlee has opened my eyes to the truth." The storm inside Xolo rages just as the storm outside him does, "These slavers and their operations are a means to an end. A tool to be found, used, and discarded when it has served its purpose. A convenient source of plunder with which to honor the Queen of the Depths." Xolo looks to each of you in kind, "Come then. Stop the storm. The very stones of the earth give way under her unrelenting press, what hope do you have?" Xolo raises his arms to his sides, palms up. The storms in his eyes billow and crackle and the wind outside howls, whipping the waves into a frenzy that tosses the anchored boat around like a leaf.

Let's roll for initiative!

Xolo initiative: 5

Daveth initiative: 8

Ruby initiative:  17 

"Long ago a seer on our island gave me a vision of a flaming bird chained beneath a mountain, squirming and wailing in the darkness.  In the same vision, I was foretold to steal a king's ransom from a pirate, but it would also draw unsavory characters to me.  I have puzzled over that vision for years.  Dear brother, are we so linked in mind, was I seeing the vision that was meant for you?  No matter now.  To the last then!  To the last I grapple with thee!  From Hell's heart, I stab at thee, for hate's sake I spit my last breath at thee!"

Kulogall is in a rage of unbridled fury, the storm, the thunder, and the pounding of surf - he is in his element.

Initiative :  18 

Wake fumes at the arrogance of Xolo and impropriety of fidelity to the ***** Queen.

Initiative with advantage due to Vigilant Blessing: 14