Tokyo
The most rewarding big city on earth for people who like to wander. Stay 5–7 days, or 10 with a kyoto leg.
Low season in most of Europe and the start of the dry season across Southeast Asia — a good month to travel far.
Thailand's cool dry season starts here and it's the best value month of it. Mexico City is dry, clear and post-Día-de-Muertos quiet.
The best street food on the planet, and a transport system that makes the chaos navigable. Stay 3–4 days, or 5 with a day trip.