Are you looking for aesthetic outfits to turn Tokyo’s streets into your personal runway? Explore these 37+ Tokyo vacation outfits that blend Kawaii cute with urban chic! From Harajuku vibes to sleek Shibuya looks, we’ve got your Tokyo fashion game covered.
From Harajuku vibes to sleek Shibuya looks, we’ve got your Tokyo fashion game covered. Find your best look below!
1. Sleeved Top and Pleated Mini Dress For an anime-inspired Tokyo outfit, try layering a pleated mini dress over a sleeved top and platform knee-high boots. You can don this outfit for night parties or daytime strolls. 2. Neon Pant & Lace Top with Leather Jacket Neon pants are a trend in Tokyo street fashion! Pair it with a sleek lace top and leather jacket for a fancy night out or dinner look! 3. Oversized Tees and Shorts A trendy Tokyo street style outfit, these oversized tees look their best in bold colors with denim shorts to match. Add in a pair of thick sneakers for a complete look. 4. Longline Coat and Leggings For rainy Tokyo trips, try pairing longline trench coats with an oversized button-down shirt and thermal leggings. Chunky boots and fedora hats will complement this look. 5. Kimono Wrap Top and Shorts This kimono-style wrap top is a chic Tokyo night out or dinner outfit you can adopt alongside contrast shorts and casual ankle sneakers. 6. Sleeved Turtleneck Top and Plaid Skirt For Tokyo visits in fall, try this semi-casual look alongside chunky boots and tinted sunglasses. Top it off with a bucket hat for a trendy finish. 7. Plaid Coat and Side Split Mini Skirt If you need an elegant springtime Tokyo outfit to visit the cherry blossom gardens, layer a plaid coat over a mini skirt and solid tees. Any footwear works for this outfit, but we recommend ankle boots. 8. Tank Top and Shorts For daytime restaurant visits in Tokyo streets, try pairing solid tank tops over shorts with mid-sole sneakers in this casual look. Even better if the top is a textured one! 9. Sleeved Turtleneck Top and A-line Maxi Skirt For daytime quiet strolls through street food joints in Tokyo, layer your favorite turtleneck top with a breezy floral maxi skirt and shoes/flats. Stick to minimal accessories for this one. 10. Sweater and Flared Solid Maxi Skirt A knit sweater paired with a solid maxi skirt and Alpaca scarf creates a perfect cozy winter Tokyo outfit you can try! For footwear, go minimal with platform boots. 11. Strap Tie Waist Crop Top and Ripped Jeans This urban fashion-inspired look is at its best against the backdrop of the Tokyo lights. To make the outfit a tad bit cooler, add ankle boots and minimal accessories. 12. Checkered Sweater and Jeans Mix in retro checkered sweaters and jeans to create a comfy vintage Tokyo outfit when you’re visiting the popular tourist spots. Casual sneakers go well with this look. 13. Cropped Top and High Rise Jeans If you’re looking for an urban Tokyo street look to adopt, this is a good one. Layering a short-sleeved shirt + classic sneakers with the outfit makes it complete. 14. Loose Fit Shirt and Cargo Pants This combination of shirt layered over tees and cargo pants + sneakers is a baddie cyberpunk style Tokyo street look. As for accessorizing, you can get as creative as you like! 15. Asymmetric Bodycon Dress An evening outfit you can put on for visits to popular Tokyo nightclubs. The solid dress, when paired with contrast stilettos, makes for stylish party wear. 16. Flared Bell Sleeved Top and Mini Skirt This cute and comfy outfit can be styled for day and night strolls through the Tokyo crowd. For footwear, try pairing ballerina flats with knee-high socks. 17. Spaghetti Strap Top and Relaxed High Waist Jeans This soft daytime look is perfect for spring visits to Tokyo streets and markets. Add a jacket to complement the outfit alongside solid casual sneakers. 18. Cropped Puffer Jacket and Baggy Jeans A cool nighttime baggy Tokyo outfit to look to adopt, these jackets are statement pieces that go well with any top. Baggy jeans with high ankle Jordans complement the jacket perfectly. 19. Cropped Strap Top and High Rise Baggy Jeans This is a simple Tokyo-apt outfit you can try on if comfort and mobility are your priorities. These jeans work well with any casual sneakers. 20. Criss Cross Wrap Top and Side Split Mini Skirt The solid combination of top and skirt can be accentuated with a faux fur coat for a chic Tokyo street-style look, which is perfect for night clubs and parties. Add in chunky boots, and you’re good to go! 21. Cropped Long Sleeve Knot Shirt and High Waist Skirt A unique Tokyo outfit to try on, these frill shirts require no accessories and can be styled with any solid skirt and ankle boots. It’s a perfect pick for an evening dinner date in Tokyo! 22. Traditional Kimono Need a traditional outfit for visiting religious places in Tokyo like Sensoji temple? Style yourself in a traditional kimono and split toe shoes, and you’re good to go! 23. Halter Neck Crop Top and Side Split Jeans These jeans are trendy urban Gen-Z choices and will blend effortlessly with the Tokyo streets. For footwear, any sneakers work and you can always add in a baseball cap too. 24. Sweatshirt and Ripped Skinny Jeans This simple, casual, chic Tokyo outfit is a good option for first-time tourists. You can opt for a pair of classic sneakers and tinted sunglasses to go with the look. 25. T-shirt and High Waist Trousers If you are looking for a fancy semi-formal Tokyo-style outfit for a meeting in a fancy restaurant, then this one’s for you. Bonus tip, opt for subtle footwear and minimal accessories. 26. Cropped Tees and Denim Overalls If comfortable and simple attires are what you are in need of for your next trip to Tokyo, then this combo could be perfect. For extra flair, pair stylish footwear like chunky shoes or boots! 27. Strap Top and Cargo Jeans A casual yet stylish look for daytime visits to aesthetic spots, this combo is in tune with the Tokyo street fashion when paired with casual sneakers. 28. Hooded Jacket and Skinny Jeans A cool outfit you can don for the damp September weather in Tokyo, this jacket and jeans ensemble offers great mobility and looks its best when paired with midsole sneakers. 29. Turtleneck Top and Shorts A cool summertime Tokyo outfit, these elegant tops can be paired with any denim, but I’d recommend jorts and jackets. Mid sole sneakers work well with the outfit. 30. Bishop Sleeved Top and Tiered Maxi Skirt This cute Tokyo combo is perfect for quiet strolls among the iconic cherry blossoms or parks. Add in a pair of sneakers/ flats for a balanced look. 31. Cropped Top and High Waist Flared Pants If you’re looking for a comfortable outfit that makes it easy to take long walks through Tokyo streets, this look is perfect. Try ankle sneakers and a sleek sling bag for this one. 32. Puff Sleeved Top and Slip Dress A cozy and stylish winter Tokyo outfit you can try! The dress goes well with sneakers and boots, but remember to style it with knee-high socks. Wrap a vibrant scarf for extra warmth! 33. Peter Pan Collar Dress This look is inspired by high school-themed anime and fits well with Tokyo street fashion. For footwear, a simple pair of ankle boots works well! 34. Tube Dress Tube dresses are elegant summer options that you can try on for your next trip to Tokyo. For an extra flair, add a complementary jacket and chunky boots. 35. Crew Neck Flared Dress and Color Stockings A fashionable Tokyo look, the highlights of this outfit are the color stockings and puffer jackets. Chunky boots go well with this combo, so try to get hold of a pair. 36. Embroidered Mesh Top and High Waist Jeans A chic wintertime Tokyo street outfit, the embroidered mesh top goes well with longline coats and ankle-length heeled boots. If you’re attending a December party, this look is perfect. 37. Leather Skirt, Solid Shirt, and Trench Coat Hoping to style trench coats on your next Tokyo trip? Layer it over a solid shirt and leather skirt for a trendy daytime look. Both boots and sneakers fit this combo. In Tokyo, fashion knows no bounds, allowing for a vibrant expression of individuality. With these outfit ideas, you can embrace the city’s eclectic styles, from casual streetwear to high-end chic!