Sushi at Toyosu Market (the new Tsukiji, 5 a.m. tuna auction tickets via lottery), Robot Restaurant Shinjuku for the neon chaos. Golden Gai bar crawl (200 tiny bars in a 6-block grid, 5-seat capacity each — Albatross and Death Match in Hell are the bachelor's first stops). Karaoke Kan in Shibuya for the private-room marathon. Day-two Park Hyatt Tokyo's New York Bar (Lost in Translation room) for jazz, dinner at Gonpachi Nishi-Azabu (the Kill Bill restaurant set). Narita (NRT) and Haneda (HND) are the gateways.
Five quick questions, then we build the full itinerary — lodging, daily schedule, dining, bars, the group-chat message — and drop you into a Trip Room you can share with the crew.