Window shopping #58
The return of the Grand Tour, the airline celebrating nerd nostalgia, and shopping secondhand vintage for vacation
This is Window Shopping, a weekly mini-letter from Window Seat—your stylish scroll through what’s new and noteworthy in the world of travel. Each issue blends timely headlines, personal favorites, and design-forward hotels to keep your wanderlust well-fed.
Orient Express is reviving the Grand Tour for a generation exhausted by rushed itineraries. Orient Express has unveiled its new Grand Italian Tours for summer 2026: six sprawling itineraries spanning rail, hotel, and sailing yacht travel across Italy and the Mediterranean. Guests will move between destinations aboard La Dolce Vita Orient Express, stay at the newly restored Orient Express hotels in Rome and Venice, and sail on Orient Express Corinthian, the brand’s forthcoming luxury yacht. The routes stretch from Venice to the French Riviera, Rome to Valletta, and Dubrovnik to Marseille, all rooted in one central idea that feels increasingly aspirational in modern travel: Italy is meant to be experienced slowly.
A very specific subset of people are having a great week: the aviation nerds who grew up on Pokémon (me). Nintendo and All Nippon Airways are celebrating Pokémon 30th anniversary with two new Pokémon-themed jets, continuing ANA’s long-running tradition of special liveries dedicated to the franchise. The launch also marks the 40th anniversary of ANA’s international flights, with the new red and green aircraft nodding to Pokémon Red (787-8) and Green (787-9), the original games released in 1996. Rimowa also announced a limited-edition sticker set, wheel set, and luggage tag launching June 2nd. The accessories are styled alongside the RIMOWA Essential line in Orange and Magenta plus the aluminum Original Cabin in Silver.
So, unfortunately, I suffer from the affliction where I need to always have at least one new outfit for every trip I go on. When I wasn’t traveling as much as I am now, this was a less expensive habit. But now that I’m gone more than I’m home, it’s become something I need to manage more. This is where my favorite secondhand shopping app comes in: I’ve been using Poshmark since 2011, and honestly, few things scratch the pre-trip shopping itch better. There’s something deeply satisfying about finding one perfect piece before a vacation, especially when you know you’re not gonna see it all over the place because it’s not on any “latest arrivals” page. Lately, I’ve been using it to hunt for fun skirts, vintage designer bags, and kitten heels, plus experiment with trends I’m not fully ready to commit to at retail prices yet (looking at you, shield sunglasses and capris).
It’s also become my favorite place to search for hyper-specific fashion cravings: a beaded summer bag in the particular flavor of the YSL summer one I’ve been lusting after, or a pair of vintage sandals that would otherwise haunt my brain for weeks. The authentication and buyer protection make it feel much lower stakes than traditional resale sites, and I love that I can also clear out pieces from my own closet to fund the next obsession.
The Hari — London, England
London has been calling to me lately in a major way. I’ve somehow never been, which feels increasingly ridiculous considering how many people whose taste I trust insist it’s one of the best cities to visit with all of its charming bookstores, pubs, hotel bars, great shopping, beautiful neighborhoods…the list goes on. The hotel currently fueling the fantasy is The Hari in Belgravia, which has built a reputation for polished yet unpretentious luxury. I love that it feels more intimate and residential than grand and overly formal, with contemporary interiors, a stylish terrace restaurant, and a location tucked between Knightsbridge, Chelsea, and Hyde Park that seems ideal for aimless wandering. Exactly the kind of place I imagine returning to after a full day of walking London with no real agenda besides seeing where I end up.
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Tori Simokov is a Travel Writer and Graphic Designer/Strategist based in New York. To get in touch, email tori@v1projects.com. Want more? Check out Instagram, TikTok, or shop her curated favorites.