Kammala jumla mai zuwa: Tarihin da aka rubuta na Trincomalee ya wuce fiye da shekaru dubu biyu da rabi, wanda ya fara da mazaunin farar hula da ke da alaƙa da haikalin Koneswaram a zamanin da ba na zamani ba. Daya daga cikin birane mafi tsufa a Asiya, ya kasance babban tashar jiragen ruwa a cikin tarihin kasuwancin kasa da kasa na tsibirin tare da kudu maso gabashin Asiya. Daga ƙauyensa na Kankuveli, wasu daga cikin binciken likitancin farko na Asiya a "Agathiyar Thapanam", jami'ar likitancin Siddhar Tamil da Agastya ya kafa, sun taimaka wajen yada al'adun Tamil Tamraparniyan a duk faɗin nahiyar. A cikin tsohuwar duniya, ya kasance babban birni na masarautun gabas na ƙasar Vanni, yana haɓaka a ƙarƙashin Masarautar Anuradhapura, daular Pallava, daular Chola, daular Pandyan, shugabannin Vannimai da masarautar Jaffna ta hanyar kudaden shiga na Koneswaram. Ci gaban birni na Trincomalee ya ci gaba lokacin da aka mai da shi birni mai tashar jiragen ruwa mai ƙarfi bayan mamayar Fotigal na masarautar Jaffna, yana canza hannun tsakanin Danish a 1620, Yaren mutanen Holland, Faransanci bayan wani
Yaƙin Juyin Juya Halin Amurka da Biritaniya a shekara ta 1795, wanda aka shiga cikin jihar Ceylon ta Burtaniya a shekara ta 1815. Ginin gine-ginen birni yana nuna wasu daga cikin mafi kyawun misalai na hulɗa tsakanin salon gida da na Turai. Jafananci sun kai hari a matsayin wani ɓangare na farmakin Tekun Indiya a lokacin Yaƙin Duniya na II a 1942, birni da gundumar sun sha wahala bayan Sri Lanka ta sami 'yanci a 1948, lokacin da dangantakar siyasa tsakanin mutanen Tamil da Sinhalese ta lalace, ta ɓarke cikin yakin basasa. Gida ne ga manyan sansanonin sojan ruwa da na iska a Trincomalee Garrison. Garin kuma yana da mafi girman sansanin Dutch a tsibirin.