TripIt Pro is the standard and costs $49 per year. It's not really for leisure travel but for business/productivity.
On the flipside, I see so many people these days using a wild combination of improv wandering, personal recommendations from Uber drivers, Airbnb (or VRBO or whatever), and Yelp, that I think a lot of leisure planning has gotten sometimes too weird and undirected/semi-directed versus classic trip planning models.
Arguably Yelp has a massive (maybe a bit stalkery) version of that inter-personal suggestions/customizations at your finger tips in that you can come to get a feel for individual reviewers, especially area Elites, and how well their tastes align with yours. It is possible to find interestingly curated lists of places in an area if you work at it, which isn't that different than the guide book era (though maybe weirder). Certainly not as convenient as paying someone else to do all that trip planning work.
The pro features specifically is mostly just alerting, not tied to personal/business.
Is it better?