Start the night in Tokyo’s most energetic nightlife district, Kabukicho. This is where people in their 20s come to unwind — hopping between casual izakayas, laughing loudly over cheap highballs and yakitori, takoyakis and more. You’ll explore narrow alleys full of neon lights, visit a local izakaya where the younger crowd hangs out, and learn how Tokyo’s youth enjoy a night out. UNLIMITED DRINK plan here!!

Next, step into Golden Gai, Tokyo’s iconic bar district made up of tiny, cozy bars packed with character. Here, people in their 30s gather after work for quiet conversation, whiskey, and Japanese comfort food. You’ll visit a classic Golden Gai bar that captures that relaxed, grown-up energy — and hear stories of how the culture of drinking in Japan changes as people move into their 30s. 2 drinks + local shared dishes.

Finally, we head to Shinjuku Sanchome, a favorite hangout for locals in their 40s and beyond. The atmosphere is calmer, more nostalgic — a place to slow down, savor sake, and share good food among close friends. Here, you’ll learn how Tokyo’s older generation enjoys nightlife, from their choice of drinks to the etiquette of conversation. 2 drinks + local shared dishes.