Weapons:

Officer's rapiers - A pair of extremely light rapiers praised for their swiftness. (Rapiers are light swords that have sharp points instead of edges.)

Officer's smallswords - A pair of small swords quite popular among officers in the English military. (Smallswords are also sharp edged thrusting swords, like rapiers.)

Pirate blunderbusses - A set of bulky blunderbusses, popular among pirates for their brashness. (You can think of these as early shotguns.)

Privateer's cutlasses - A pair of cutlasses appreciated for their versatility by Privateers throughout the West Indies. (Cutlasses are slashing swords and known naval weapons.)

pirate scimitars - A pair of sharp and devastating scimitars, praised by pirates and privateers from Barbados to Boston. (Scimitars are curved blades originating from Southwest Asia.)

Spanish officer pistols - A set of pistols, praised throughout the West Indies for their stability.