A couple years ago friends of ours took a trip with a "surprise travel agency", which was not a thing I had previously known existed. Basically, you give them dates and a budget, fill out a
dating profile interest survey, tell them what cities you've been to recently or visit regularly already, and they plan a trip for you. A week in advance you get a long-range weather forecast and some packing suggestions/hints. The day before you get an updated forecast. At the time they tell you to be at the airport, you get email with your boarding passes and find out where you're going.
(Ok, they also send you a paper packet a few days in advance, containing things like attractions at your destination, where your hotel is, information about your return flight, and so on. They tell you not to open this until you get to the airport. You could cheat, but we didn't.)
The folks we used, Pack Up & Go, describe what they do as "weekend getaways", but somewhere in the FAQ is the information that, yes, you can tell them when your weekend is, so we were able to book a Sunday-through-Tuesday trip. They did a good job of planning an interesting trip that took into account our survey responses including write-ins. We used write-ins to flesh out broad categories that were checkboxes: yes we like live music but not loud music, yes we like museums and we are, in particular, science and technology geeks and prefer history to paintings, and a couple other things like that. With our survey we sent a pretty strong "culture good, learning great, beaches and sports not interesting" signal. We also noted that we needed vegetarian food options; by saying "options" we meant to convey that one of us cares, but we learned that we should be more explicit next time. (Not bad -- just that Dani would not have otherwise gone to a vegan restaurant, I don't think.)
So, with that preamble, we went to... Read more…