Two　novel　metal‐free　organic　dyes,　namely　the　mono‐anchoring　KMT1　and　di‐anchoring　KMT2　dyes,　have　been　synthesized　to　function　as　photosensitizers　for　utilizing　in　photocatalytic　hydrogen　production　systems.　They　adopt　the　donor‐donor‐π‐acceptor　and　donor‐donor‐(−π‐acceptor)2　configurations,　respectively,　featuring　triphenylamine　and　fluorene　moieties　as　electron　donors,　thiophene　as　the　π‐bridges　and　cyanoacrylic　acid　as　the　acceptors/anchoring　groups.　It　was　found　that　the　photocatalytic　performance　of　the　di‐anchoring　dye　significantly　outperforms　that　of　its　mono‐anchoring　counterpart.　KMT2‐based　photocatalytic　system　demonstrated　remarkable　performance,　producing　3520 μmol　(84.9 mL)　of　hydrogen　over　a　span　of　257 hours　under　blue　light　irradiation,　with　a　turnover　number　(TON)　of　56300,　a　turnover　frequency　(TOFi)　of　1862.7 h−1,　an　initial　hydrogen　production　activity　(activityi)　of　1164180　and　an　apparent　quantum　yield　(AQYi %)　of　19.9.　This　performance　is　among　the　top‐tier　when　compared　to　other　dyes　used　in　similar　photocatalytic　systems.　The　results　clearly　illustrate　that　the　di‐anchoring　dye　possesses　several　advantages,　including　a　broad　absorption　spectrum,　higher　absorptivity,　and　a　relatively　slower　charge　recombination　rate.　These　attributes　collectively　contribute　to　its　superior　overall　performance　in　photocatalysis.