- 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
- Shamus O'Malley
- Shane McGreeny
- Shanty Shack
- Shantytown
- Shark Arm Tattoo
- Shark Blade
- Shark Fang Knives
- Shark Sticker Bayonet
- Shark Tooth Arm Tattoo
- Shark Tooth Chest Tattoo
- Sharkfang Blade
- Sharp Broadsword
- Sharp Cutlass
- Sharp Sabre
- Sharp Shooter
- Sharp Sting
- Shell Don
- Shelly Fortuna
- Ship Anchor Chest Tattoo
- Ship Customization
- Ship Details (Menu)
- Ship Repair
- Ship of the Line
- Shipwreck Cove
- Shipwright Jacket
- Shirts
- Shirts (female)
- Shirts (male)
- Shivertimber
- Shochett Prymme
- Shock Sweep
- Shoes
- Shoes (female)
- Shoes (male)
- Shoot
- Shoot (Cannon)
- Shop Vest
- Short Boots
- Short Cutlass
- Short Shelly
- Short Sleeved Shirt
- Shorts
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