Port Daybreak
Port Daybreak is the largest settlement on the island, and it's main port for shipping goods (Harbors for visitors are located several places on the isle). It is also the home of the Opalescent Order, a branch of the globe-spanning Church of Joy which honors deities of beauty, love, and happiness.
Rawtown
Originally a fishing village, Rawtown became renowned for being a place for ruffians and outlaws to drink the strongest cocktails, show off in street fights and contests of toughness, and plough each other into oblivion. Eventually the town spread and some nearby ruins were refurbished and became prominent tourist attractions.
One such ruin is Excorio Colosseum, home to epic gladiatorial events (non-fatal ones... generally). And yes, sometimes that includes erotic wrestling!
Another major landmark in the city is the Black Hearts Strip Casino. Apart from having a popular bar and restaurant, they host a variety of gambling opportunities for cash prizes; however, they only accept articles of clothing as bets. (Though those with more money than raiment can purchase some from the nearby clothing store, owned by the same proprietor.)
Anyone who gambles and loses a whole set of clothing does get to walk away with a consolation prize, usually coupons or freebies for other attractions or souvenirs around the island.