Arrive in Tokyo and check into your hotel (recommend Shinjuku or Shibuya for nightlife and transport links). Use this evening to recover from travel and confirm reservations for theme parks and Triennale ferries.
Take the JR/Disney Resort Line to Tokyo DisneySea; weekdays (Tues–Thurs) are typically quieter, so this mid-week visit should be less crowded. Confirm park opening time (usually 8:00–9:00am).
Early breakfast, pack water and comfortable shoes for island walking and museum visits; verify ferry departure times to Naoshima (ferries often start early morning).
Take the ferry to Naoshima for full-day exploration of Setouchi Triennale sites and Benesse/Chichu installations; ferry times and duration vary—book and check schedules.
Leisurely breakfast and revisit any close Takamatsu exhibits or the Ritsurin Garden if you’d like a quieter day (Ritsurin Garden typical hours 7:00–17:00 in fall).
Early breakfast and check out; head to Takamatsu station for the transfer toward Okayama/Shinkansen to Kyoto—confirm train times and seat reservations.
Explore castle grounds and museum exhibits on Osaka's history; museum hours often 9:30–17:00, and castle grounds are open earlier/later depending on season.
Choose a relaxed breakfast before selecting a day trip: Himeji Castle, Kobe, or additional Osaka neighborhoods (check opening times for castles/museums).