- Screenshots
- Scurvy Joe
- Scurvy Shallows
- Scurvyshot's Guide to Invasions!
- Sea Chest
- Sea Dog's Bayonet
- Sea Dog's Blunderbuss
- Sea Dog's Cutlass
- Sea Dog's Dagger
- Sea Dog's Repeater Pistol
- Sea Dog Musket
- Sea Dog Pistol
- Sea Offensive
- Sea Serpent
- Sea Serpent Arm Tattoo
- Sea Steel Sword
- Sea Wolf
- Seabeard
- Seadog's Guide to Getting Legendary Weapons
- Seafarer Doll
- Seagull
- Seahorses Arm Tattoo
- Seahorses Full Sleeve
- Seamed Tank
- Seamstress Anne
- Seamstress Anne's Shop
- Sean Tones
- Searing Cannon Ram
- Seaweed Sebastian
- Secret Dock
- Secret Trading Outpost
- Secret of Bilgewater Teleportation
- Secret of Cuba Teleportation
- Secret of Padres Del Fuego Teleportation
- Secret of Port Royal Teleportation
- Secret of Raven's Cove Teleportation
- Secret of Tortuga Teleportation
- Selena
- Sergeant
- Sergeant Bingham
- Sergeant Seagrave
- Serious Boots
- Serpent Noir
- Serpent Sam
- Server
- Seven Seas Bayonet
- Seven Seas Blunderbuss
- Seven Seas Cutlass
- Seven Seas Dagger
- Seven Seas Repeater
- Seven Seas Sea Globe
- Seymor Bones
- Señor Fantifico
- Shade
- Shadow Broadsword
- Shadow Crow
- Shadow Cutlass
- Shadow Repeater Pistol
- Shadow Shot's Guide to Finding Better Special Loot Clothes
- Shadow Stalker Blunderbuss
- Shadow Stalker Pistol
- Shadow Stalker Repeater
- Shadow Voodoo Doll
- Shallow Swimmer
- Shaman Doll
- Shamrock Arm Tattoo
- Shamrock Chest Tattoo
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