Osaka is a vibrant city known for its exciting nightlife, delicious street food, and bustling entertainment districts like Dotonbori. It's a perfect starting point for your trip with plenty of evening activities such as night markets, river cruises, and lively bars. The city's friendly atmosphere and rich culture will make your evenings memorable.

Jigokudani is famous for its snow monkeys bathing in natural hot springs, a unique and unforgettable experience especially in the cooler months. Located in Nagano, it's a perfect spot for an overnight stay to enjoy the serene natural surroundings and relax after your workday. The area offers a blend of nature, wildlife, and traditional Japanese onsen culture, making it a must-visit during your trip.

Sapporo, the vibrant capital of Hokkaido, is famous for its delicious seafood, lively nightlife, and stunning autumn foliage in late October. You can enjoy evening visits to the Sapporo Beer Museum and Susukino district, known for its bustling bars and restaurants. Don't miss the chance to experience the Jigokudani (Hell Valley) area nearby, perfect for an overnight stay to soak in hot springs and enjoy the unique volcanic landscape.

Tokyo is a vibrant metropolis known for its bustling nightlife, diverse dining options, and unique evening entertainment. From exploring the illuminated streets of Shibuya and Shinjuku to enjoying panoramic city views from rooftop bars, Tokyo offers endless activities after work hours. The city's blend of modernity and tradition makes it an exciting destination for evening adventures.