When in doubt, go for whatever gives you the lower gearing. (But not that Trek; it's too new).
FWIW - I don't think that Cino route is all that hard, but it is 60+ miles the first day and almost 60 the next day and each day with significant climbing, so it's more than just an average weekend riding for most people. And mostly gravel, so the next most important thing after gearing is riding on a fatter tire that you'd choose for your average pavement sprints.
I did it on my Grandis with 700c x 32mm Paselas last time and that was more than adequate for 95% of the ride. For the rougher 5%, I'd step up to 35mm or 38mm tires, and I may do that this year, having found bikes that accommodate them easily enough.
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● 1971 Grandis SL ● 1972 Lambert Grand Prix frankenbike ● 1972 Raleigh Super Course fixie ● 1973 Nishiki Semi-Pro ● 1979 Motobecane Grand Jubile ●1980 Apollo "Legnano" ● 1984 Peugeot Vagabond ● 1985 Shogun Prairie Breaker ● 1986 Merckx Super Corsa ● 1987 Schwinn Tempo ● 1988 Schwinn Voyageur ● 1989 Bottechia Team ADR replica ● 1990 Cannondale ST600 ● 1993 Technium RT600 ● 1996 Kona Lava Dome ●