Streamed, recorded and uploaded every week. Subscribe for our weekly adventures. Join us live on Fridays at 7pm Pacific/10pm Eastern!

Support my channel via Patreon!

Previously on Tomb of Annihilation

Mannix, level 5 Human Inquisitive Rogue/Wizard
Khaless, level 5 Half-Drow Assassin Rogue
Gillian, level 5 Triton Bard of Whispers
George, level 5 Tortle Battle Master Fighter/Rogue
Therin, level 5 Hill Dwarf Druid of the Moon

Note: Reese and Rachelle couldn’t make this week’s session. Gillian was played by Chris (Mannix) and Therin was played by Heather (Khaless).

When the party first arrived at Chult via ship, they were stopped by a marauding pirate crew. The ship was turned down, the crew robbed, and the party could do little more than hide and watch. Now, however, they are far stronger. When another pirate captain tries to do the same, they’re prepared to fight back.

The party was given advance warning of an approaching ship flying the Chultan pirate flag, directly in their path. Captain Ortimay recognized the Dragonfang, captained by a particularly brutish captain who was the former first mate who mutinied and killed the captain, taking the ship for himself.

The Brazen Pegasus was fast but not as heavily armed as the Dragonfang, who also sported twice their numbers. The party weighed several options, finally deciding on luring the pirates in close and springing a surprise attack.

Gillian and George would take to the water and swim around to ambush the pirates on their own ship, while Mannix would lead the captain down below deck on the Pegasus where a stealthy assassin Khaless awaited, along with Hew and the first mate Grig.

The plan went off perfectly, with Mannix easily convincing the somewhat dim-witted pirate captain Elok Jaharwon of a great big treasure below deck. He and two cohorts went below, with Jaharwon shoving Mannix in front of him. He walked right into Khaless’ blade.


Unfortunately the party discovered that the pirate captain isn’t human, but a lycanthrope, a wereboar! He was immune to non-magical attacks, so Khaless quickly switched gears and stabbed him with the Dagger of Venom, poisoning him for the duration of the fight. Mannix flashed the Silverlight Dagger, blinding his two pirate subordinates, as Gillian and George emerged to attack the crew on the ship.

What followed was a three-way battle. Mannix and Khaless below deck with the poisoned and pissed wereboar captain and two blinded pirates, along with some NPC allies. George and Gillian on the enemy ship fighting through all the pirates, and Therin and Ortimay (and Mannix’s frog) on the deck of the Pegasus joining the battle from the other side.

Gillian’s Sleep spell came in very handy here as she was able to knock out the low-level pirate bandits with ease. The pirates weren’t strong individually but they could load, aim, and fire the several mounted ballistas on the Dragonfang, ripping into Gillian, George, and Therin-bear with some scary damage numbers.

Gillian cast Sleep on the bow while Therin-Bear charged the crew at the stern (yes, I looked up boat terms to write this damn recap). Without the ballistas the crew fell like paper.


George meanwhile was laser-focused on the one spellcaster among them, a druid in sea green robes. She had cast Barkskin on the captain before he had descended below deck, giving him a substantial advantage in battle.

George knew to always focus on spellcasters, and he shoved her over the side of the ship, then used his vine sword to continually pick her up and drop her, as if he was fishing! Her concentration eventually broke, but George wouldn’t let her swim away, dropping down on her with his sword (Gillian too would hunt down a fleeing pirate using her Circlet of Blasting).

Even a poisoned wereboar can be a scary opponent, with Mannix nearly getting killed in the fight (and nearly inflicted with lycanthropy!). Eventually the bestial captain was put down by Khaless’ blade, and the remaining few conscious crew members quickly surrendered. Gillian used her Words of Terror to help convince the first mate to hand over the Dragonfang to them, and they quickly agreed.

One pirate captain down, two more to go!

Streamed, recorded and uploaded every week. Subscribe for our weekly adventures. Join us live on Fridays at 7pm Pacific/10pm Eastern! 

Support my channel via Patreon!