Alright update time:
After offers for appts in a wide array of cities: Honolulu, San Juan, Houston, San Francisco, LA and Seattle, I decided to do what some here suggested by waiting in line at 7 AM this morning before the Stamford location opened at 8 AM.
Greeted at the door by a security guard, he said with a laugh “you know there’s no way you’re coming in here without a appointment,” and I laughed back and said “I know, but I figured it was worth a try.”
He asked for more info about my trip and from that he told me that while my trip does seem soon to me, it’s an eternity away according to the passport agency based on the volume of requests they’re getting. At the earliest, he recommended trying next Thursday, which is actually my first day of summer vacation.
Accepting the reality of what he told me, a few people came up to me and shared their similar stories and encouragement. One woman was in my shoes 10 days ago and she had her appointment today with her flight tomorrow. Two other people confirmed similar timelines. All of these people were relatively local people from Fairfield and Westchester counties.
So basically, I’ll wait for a few days before trying to find appointments that are within a driving distance. Worst case scenario, Icelandair offers free change-of-date offerings so we’d just rebook for August. This trip has already been delayed for two years, what’s two more months?