Describing specific dialect areas in terms of their lexis is an attractive idea now that the latest version of the English Dialect Dictionary Online (EDD Online 3.0, 2019) allows for quick and easy lexical retrievals of English dialect words of the Late Modern English period. This paper uses the Isle of Wight (I.W.) as a test case for putting such an idea into practice. The 137 words uniquely attributed in the EDD to I.W. are analyzed and interpreted in relation to the 1500-odd words used on I.W. alongside other areas of the UK. The paper informs the reader of the available query modes and discusses their pros and cons, quantifying and mapping the different numbers of isolated words in use on I.W. versus those unique to other English counties. The larger number of words that the island shared with the counties of the “mainland” will likewise be considered, thus allowing for first steps towards a “dialectometrical” analysis. The findings are related to the historical background of I.W., particularly in the 18th and 19th centuries.