Zak [#1] - the bouncer outside the port city's tavern. He's quite short-tempered, so if you manage to annoy him to a certain level, you'll receive the Beat 'Em Up quest.
Type: Fighter, teaches: Kick, Bladeproof I, Bladeproof II
Spencer [#2] - the innkeeper of the port city's tavern, found behind the bar. He's connected with the Procure Fresh Supplies from Tacarigua quest.
Type: Bartender, teaches: Liquid Courage, Intimidate I, Intimidate II, Intimidate III, Bulletproof I, Bulletproof II
Scarlett [#3] - a prostitute living in the port city's tavern. You can usually find her on the first floor, but sometimes she likes to walk outside.
Type: Harlot, teaches: Silver Tongue I, Silver Tongue II, Silver Tongue III
Wilson [#4] - the port city's blacksmith. He's connected with the quest The Cannon, which you need to complete in order to finish the game.
Type: Blacksmith, teaches: Forging
Henri [#5] - a pistol maker, connected with the Shooting Match with Henri quest.
Type: Pistol maker, teaches: Gunsmith, Critical Hits, Left-handed, Pistols I, Pistols II, Nuff Said!
Bill [#6] - the pirate standing outside the port city who is guarding the entrance to the jungle.
Type: Master of the sabre, teaches: Parry, Powerfull Attack, Riposte, Powerful Riposte, Slashing Weapons I, Slashing Weapons II
Quinn [#7] - a mysterious con man talented in the thieving arts. He can teach you a lot of useful skills, as well as sell a lot of illegal merchandise. If you use Silver Tongue on him (level 50), you'll learn about additional items in his stock. The first is a key (for 300 Gold) connected with the Gibson's Grave quest, the second, a map (for 300 Gold) - connected with The Treasure on a Rocky Plateau on Antigua.
Type: Trickster, teaches: Monkey Trainer, Parrot Trainer, Old Trickster, Dirty Tricks I, Dirty Tricks II, Dirty Tricks III
Alvarez [#8] - will agree to teach you fencing only if you complete The Cunning Captain quest.
Type: Fencer, teaches: Swordmaster, Slashing Weapons III, Piercing Weapons III