The early arrival passenger lands at Haneda and takes the train or taxi to a centrally located hotel in Tokyo (such as Shinjuku or Ginza). They can enjoy breakfast at the hotel or nearby cafe like Café Assort in Ginza, open from 7am, with keto options, then relax or take a gentle walk around nearby places like the Imperial Palace East Gardens (opens 9am).
Early arrival passenger may check-in early if possible, or store luggage and visit TeamLab Planets for immersive digital art; open until 9pm with last entry 8pm.
The other three group members land at Narita and transfer to Tokyo hotel by Narita Express (~1hr), joining the early arrival passenger. Accommodations in Shinjuku or Ginza recommended for convenience.
Passenger flying from Narita departs hotel and heads to Narita Airport via Narita Express (~1hr), leaving around 2:30pm to comfortably reach 9pm flight.