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The crane fly subgenus <i>Tipula</i> (<i>Vestiplex</i>) Bezzi, 1924 (Diptera, Tipulidae) of Taiwan is taxonomically reviewed, entailing the recognition of 18 species, with six of these species newly described, including <i>T.</i> (<i>V.</i>) <i>diamondi</i> <b>sp. nov.</b>, <i>T.</i> (<i>V.</i>) <i>formosae</i> <b>sp. nov.</b>, <i>T.</i> (<i>V.</i>) <i>graciliana</i> <b>sp. nov.</b>, <i>T.</i> (<i>V.</i>) <i>pseudobiserra</i> <b>sp. nov.</b>,  <i>T.</i> (<i>V.</i>) <i>survilai</i> <b>sp. nov.</b>, and <i>T.</i> (<i>V.</i>) <i>taiwanica</i> <b>sp. nov</b>. Three species, <i>T. biaciculifera</i> Alexander, 1937, <i>T. niitakensis</i> Alexander, 1938, and <i>T. pseudobiaciculifera</i> Men, Xue and Wang, 2016, listed previously as members of the subgenus <i>T.</i> (<i>Pterelachisus</i>) Rondani, 1842, are now formally placed as member taxa within <i>T.</i> (<i>Vestiplex</i>). <i>Tipula subnata</i> Alexander, 1949 and <i>T.</i> (<i>V.</i>) <i>longarmata</i> Yang and Yang, 1999 are designated as junior synonyms of <i>T.</i> (<i>V.</i>) <i>coxitalis</i> Alexander, 1935; <i>T.</i> (<i>V.</i>) <i>nokonis</i> Alexander, 1935 is designated as a junior synonym of <i>T.</i> (<i>V.</i>) <i>terebrata</i> Edwards, 1921; and <i>T.</i> (<i>V.</i>) <i>takahashiana</i> Alexander, 1938 is designated as a junior synonym of <i>T.</i> (<i>V.</i>) <i>bicornigera</i> Alexander, 1938. Included in this taxonomic revision are a key to species, species diagnoses for all species, complete descriptions for newly described species, and illustrations of the male genitalia for all species, and for female terminalia when available. DNA barcode sequences for all Taiwanese species of <i>T.</i> (<i>Vestiple</i>x) are provided. Males are associated with conspecific females based on CO1 results and maximum likelihood trees resulting from the analyses are presented. The Taiwan fauna of <i>Tipula</i> (<i>Vestiplex</i>) is highly endemic with 16 of the 18 species restricted to the island. At the species group level, no groups are endemic to Taiwan and the groups show closest biogeographic relationships to the Qinghai–Tibetan Plateau.