This comprehensive guide breaks down how to spend five days in Tokyo, offering an up-to-date itinerary for 2025 that balances traditional heritage sites with modern attractions and trendy neighborhoods. Whether it’s your first trip or a return visit, this ultimate Tokyo plan covers must-visit areas, iconic landmarks, delicious food stops, and even a side trip to nearby Yokohama.

Day 1 is packed with Tokyo’s youthful and vibrant hotspots: Shibuya, featuring THE CITY BAKERY Shibuya Dogenzaka To, the famous Shibuya Scramble Crossing, and the 24-hour Mega Don Quijote for shopping. Harajuku follows, taking visitors to the serene Meiji Shrine, the fashionable Cat Street, and Aoyama Street, connecting classic culture with fashion-forward streets. The day ends in Omotesando, known for chic cafes like Higuma Doughnuts × Coffee Wrights and hidden gems like Urasando Garden.

Day 2 starts at the Tsukiji Outer Market, where you’ll find fresh seafood, local stores like Tsukiji Shoro, and teppanyaki at Tsukiji Teppanyaki Juju. The upscale Ginza district is next, with flagship stores such as UNIQLO Tokyo, GINZA SIX shopping complex, and gourmet experiences at Blue Bottle Coffee Ginza. Then, explore Toyosu for immersive digital art at teamLab and see the historic Wako Clock Tower.

On Day 3, discover Shinjuku’s diverse offerings—enjoy sweets at Toraya An Stand, relax at Shinjuku Gyoen National Garden, and refuel with udon at UdondDining Sururi. Ikebukuro caters to pop-culture fans with the Sanrio Store, local izakaya Robata to Oden Koronagirai, and Bar Orient Express for nightlife. Day 4 spotlights the Tokyo Station area, a transportation hub surrounded by shopping and dining.

The trip concludes on Day 5 with a half-day excursion to nearby Yokohama, sampling Spanish cuisine at Del Mar Comedor Y Terraza, relaxing at the Westin Hotel Yokohama’s lounges and CODE BAR, and soaking in the night views of Minatomirai’s waterfront skyline. This guide is ideal for anyone planning a short trip to Tokyo and Yokohama, ensuring every day features diverse sights, famous districts, excellent local food, and a seamless travel experience.