Crowd Favorite: How We Vacation-Plan and Y2K Trends, the Second Time Around

By | January 9, 2025

Coming at you today, a 2022 favorite starring two topics we’re still struggling with: So you picked a travel destination…and then what? We’re sharing the (only somewhat insane!) steps we take and the resources we love for planning a vacation. Also: Let’s spend a moment discussing the late nineties/early aughts trends that are re-catching our eyes and the ones we think we won’t wear again. 

Some reflections on the Miu Miu skirt ℅ this NYT article “Brief Encounters With a Micro Miniskirt.” 

When thinking about trip-planning, this Harvard Busiess Review article on “The Hidden Traps in Decision Making” and this installment of Val Monroe’s newsletter came to mind.

We love scoping out hotels on Welcome Beyond, Tablet Hotels, iescape, and Mr. & Mrs. Smith (hot tip, their write-ups of what to do nearby will also point you toward good sites, shops, and restaurants). We also check out the press section on a hotel’s website, see if they’ve won any awards (which led Erica to amazingplaces.cz for Czech Republic recs), and use TripAdvisor and Instagram location tags to see some realistic photos of each hotel. For rentals, we search Airbnb and Vrbo reviews for terms like “noisy,” dig into host profiles for other properties, and remind ourselves that you can reach out to hosts with Qs.

Our favorite guides come from Goop, Curbed (like “The 21 Best Things to Do in Milan If You Love Design”) Eater, Sight Unseen, Remodelista, Afar, Here, Fathom, Stranger’s Guide, and New York mag’s “Steal My Vacation”, and Cabana. The physical Wallpaper* City Guides are great, and 1,000 Places to See Before You Die by Patricia Shultz is a satisfying book to have + mark up.  

Are you embracing the Y2K revival (slash Olivia Rodrigo’s Guts looks)? Share with us at 833-632-5463, podcast@athingortwohq.com, or @athingortwohq—or join our Geneva!

This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.

Find more weeknight dinner recipes at Pillsbury.com. 

Find wellness on your next stay at Westin.

YAY.

Produced by Dear Media

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