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Gradina Gradina is on the hill right above the harbour. It was most probably built in turbulent periods of late Antique, when a great Byzanthine emperor Justinian whiped away East Gots from Illyrcum and raised many fortreses along the coast in order to provide safe navigation. The staircase and the path leading to this most significant cultural monument, and an excelent lookout as well, was built in 1936. St. Peter and Paul's church This church was firstly mentioned in historical records 15.09.1657. It used to be a small church of St Michael, but it has been added during the years. Out of different artistic and sacral exhibits in this church a special emphasys must be put on the sculpture of Our Lady of Rosary brought in 1855 from Italy. Later it was put on the county seal, and the day when the sculpture was brought to Trpanj had been celebrated as a holiday until 1912.. St. Peter and Paul's church The Church of Our Lady of Karmel In 1645, after the death of the contemporary land lord in Trpanj- Stjepan Jerolimov Gundulić who ordered the building of the church in his will, the church was built according to the instructions given in his will: during the period of 40 years from his death all the incomes from his immovables, no matter where thay are, should be summed with the incomes of the sale of his movables, and the money is to be used for building a church in the strict center of Trpanj, resembling in its size and shape on the Holly House in Lovret. During its long history some parts of it have been replaced or added. It is interesting that after Pope's approval in 1632 to celebrate "the transfer of the Holly House"- from 1683 Our Lady of Karmel's holiday is celebrated as the most important Tpanj's holiday. St. Antoan's Church It was built, as a vow, by Antun Simoneti Šimunov-Antunović in 1695. In the church there is a baroque altar and a mosaic from 1847. St. Roko's Church In the first half of 17-th century on the highest hill wherefrom the most beatiful outlook stretches to Trpanj's roofs and Neretva Channel, on the grounds of older church, a new church dedicated to the patron from Black plague was built. St. Nichola's Church The church was built by Klement Cvitanović in 1840 as a vow-"Being covered with waves and from the death released"- as it is inscribed in the door case of the church's fence.
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Gradina Na brijegu neposredno iznad luke nalazi se prostrana utvrda Gradina, nastala najvjerojatnije u nesigurnim prilikama kasnoantičkog vremena, kada veliki bizanski car Justijan izgoni Istočne Gote iz Ilirika i podiže niz utvrda duž naše obale, da bi osigurao nesmetanu plovidbu. Stubište i put koji vodi do ovog najznačajnijeg spomenika kulture i ujedno izvanrednog vidikovca izgrađeno je 1936. godine. Crkva sv. Petra i Pavla Ova crkva prvi se put spominje u povijesnim spisima 15. 09. 1657 godine. Nekoć je to bila mala crkvica pod titularom sv. Mihovila , ali vremenom je bila nadograđivana.Od umjetničkih sakralnih djela u ovoj crkvi možemo izdvojiti kip gospe od Rozarija , donešen 1855.g. iz Italije koji je tada zaživio i na općinskom pečatu, a dan kad je kip donešen u Trpanj slavio se kao blagdan sve do 1912.g. Crkva Gospe od Karmela Ovu je crkvu 1645.g. oporučno dao sagraditi tadašnji zemljišni gospodar Trpnja Stjepan Jerolimov Gundulić određujući kako: kroz neprekidnih 40.g. od njegove smrti da se svi prihodi njegovih nekretnina, ma gdje se nalazili, spoje s utržkom prodaje njegovih pokretnih dobara, te da dobiveni novac državni blagajnici upotrebe za izgradnju crkve usred naselja Trpnja, koja treba biti po obliku i veličini kao "Sveta kuća" u Loretu. Tijekom povijesti zamjenjeni su i dograđeni neki elementi crkve. Zanimljivo je da se , nakon što je papa 1632.g. odobrio da kult "Prijenos Svete kuće" postane blagdan - od 1683.g. blagdan Gospe od Karmela svetkuje kao najveći Trpanski blagdan. Crkvica sv. Antuna Sagradio je kao zavjet Antun Simonetti Šimunov - Antunović , 1695 g. Crkvica ima barokni oltar , a iz prve polovice 19.stoljeća crkva ima i jednostavni podni mozaik , koji datira iz 1847.g. Crkva sv. Roka Najvišem trpanskom brežuljku s kojeg se pruža veličanstven pogled na trpanske krovove i Neretvanski kanal, na temeljima starije crkvice, u prvoj polovici 17. stoljeća sagrađena je crkva ovom zaštitniku od kuge. Crkva sv. Nikole Sagradio je pomorac Klement Cvitanović 1840.g. kao zavjet - "budući ga bili pokrili valovi , od smrti oslobođen", - kako piše na kamenom natpisu praga ulazne vratnice crkvene ograde.