Tokyo 5-Day Itinerary from Haneda Airport with Asakusa, Disneyland and Tokyo Skytree

Late-Night Arrival

After landing at Haneda Airport at 22:35, allow roughly 45–75 minutes for immigration, baggage collection and customs. If you clear the airport in time, follow signs for the Keikyu Line and take a train through onto the Toei Asakusa Line toward Asakusabashi; the journey is usually about 45–60 minutes, and an IC card such as Suica or PASMO makes the transfer simple. Check the last train carefully on the night, as a delay could make a taxi necessary. A taxi from Haneda to MyStays Asakusa-bashi is much more expensive—often around ¥9,000–¥14,000 late at night—but is the practical backup if public transport has finished. On arrival, walk from Asakusabashi Station with luggage rather than arranging a car; the hotel is in a compact, urban neighborhood with limited convenient parking.

Check-In and Supper

After checking in at MyStays Asakusa-bashi, keep the first night easy: nearby convenience stores such as 7-Eleven, FamilyMart or Lawson are usually open 24 hours and offer rice balls, sandwiches, salads, instant noodles, yogurt and drinks for about ¥500–¥1,000 per person. Asakusabashi is quiet compared with central Tokyo at this hour, and many restaurants will already be closed, so buy food before returning to the hotel if you see an open store near the station. Keep your passport, flight documents and valuables together, then rest rather than trying to begin sightseeing—the neighborhood is best explored properly after breakfast.

Morning: Tokyo Skytree

Take the Toei Asakusa Line from Asakusabashi to Oshiage, about 8 minutes, then follow the signs into Tokyo Skytree Town. Aim to arrive around 9:00–9:30; the observatories generally open from 10:00, though hours can vary. Book your timed-entry ticket online now, ideally 2–4 weeks before the visit, especially if you want a clear morning view. Allow about two hours, and check the forecast the night before—cloudy days can make the ¥2,100–¥3,100 admission less rewarding. Afterward, browse Solamachi briefly for Japanese sweets or inexpensive souvenirs.

Late Morning and Afternoon: Riverside Walk and Senso-ji

Walk south from Oshiage toward Sumida Park, roughly 20 minutes, or take the local train back toward Asakusa if you prefer to save your legs. Follow the riverside through Sumida Park for about 45 minutes; the skyline views are nicest near the water, and this is a pleasant place to pause with a convenience-store drink. Continue toward Senso-ji, entering through Kaminarimon and strolling along Nakamise. Allow 1–1½ hours for the temple grounds, small shrine details, and souvenir browsing. Nakamise is touristy but still enjoyable—look for traditional snacks such as ningyoyaki and freshly made senbei rather than buying everything at the first stall.

Afternoon and Evening: Don Quijote Asakusa, Discount Shopping and Dinner

From Senso-ji, walk about 10 minutes to Don Quijote Asakusa, open late and useful for low-cost snacks, toiletries, cosmetics, watches, souvenirs, and everyday goods. Then spend about an hour around Asakusa Rox and the nearby discount shops, where you are more likely to find budget clothing, shoes, luggage, and household items than on Nakamise. For the best shoe bargains, check sizes carefully and compare prices before buying; tax-free shopping may be available with your passport, subject to the store’s minimum purchase. Finish with a simple dinner at an Asakusa food hall or a casual izakaya—tempura, soba, or yakitori usually costs around ¥1,500–¥3,000 per person. You can return to Asakusabashi on the Toei Asakusa Line in about 3 minutes, or stay for the evening atmosphere around the temple before heading back.

Early Morning: Asakusabashi to Tokyo Disneyland

Leave MYSTAYS Asakusa-bashi around 06:30–07:00 so you reach Tokyo Disneyland before opening. Take the JR Chūō-Sōbu Line from Asakusabashi to Tokyo, then follow the lengthy signs through Tokyo Station to the JR Keiyō Line for Maihama—allow extra walking time here, especially with luggage or children. The journey takes roughly 45–60 minutes and costs about ¥400–¥500 with Suica or PASMO. Buy the park ticket online in advance and check the official opening time and entry rules the night before; arriving early gives you a better chance of joining popular attractions before queues build.

Full Day: Tokyo Disneyland

Spend the day inside Tokyo Disneyland, keeping the first few hours for major rides such as 美女と野獣 “Enchanted Tale of Beauty and the Beast”, The Happy Ride with Baymax, and Splash Mountain if operating. Use the official Tokyo Disney Resort app for wait times, mobile food ordering and available Priority Pass or paid Premier Access options. Take a proper lunch break rather than trying to eat only at peak noon—counter-service restaurants around World Bazaar and Tomorrowland are practical, with meals commonly ¥1,200–¥2,500. Save time for the afternoon parade and evening entertainment, and bring a light rain jacket or compact umbrella because September can be hot, humid and showery. Wear comfortable shoes: the park is much larger and more tiring than the map suggests.

Evening: Ikspiari and Return to Asakusabashi

After leaving the park, walk directly to Ikspiari, the shopping and dining complex beside Maihama Station, rather than trying to eat inside with the closing crowds. Allow about an hour for a relaxed meal and browsing; expect roughly ¥1,500–¥3,500 per person, with plenty of Japanese, casual Western and dessert options. Shops generally stay open into the evening, but restaurant hours vary, so aim to arrive before 21:00. Return by JR Keiyō Line from Maihama to Tokyo, then change to the JR Chūō-Sōbu Line for Asakusabashi. Leaving around 21:00–22:00 is sensible; after the park closes, platforms and the Tokyo Station transfer can become very crowded, so check the last connection before settling in at dinner.

Morning: Ueno bargains

From MYSTAYS Asakusa-bashi, take the JR Chūō-Sōbu Line to Akihabara, then continue on the JR Yamanote or Keihin-Tōhoku Line to Ueno—around 15–20 minutes in total, with no reservation needed. Start at Ameyoko Shopping Street, where the liveliest stretch runs beneath the railway tracks between Ueno and Okachimachi. Allow about 1½ hours to compare sports shoes, casual clothing, cosmetics, snacks and inexpensive watches; prices vary widely, so check several shops before buying. Many stores open around 10:00, and tax-free arrangements differ by shop, so bring your passport if you want to ask about eligibility.

A short walk brings you to Yodobashi Camera Multimedia Ueno, a useful stop for comparing watches, luggage, electronics and travel accessories in one place. The watch and luggage sections are especially practical for checking Japanese brands and sale prices, while the tax-free counter can process qualifying purchases with your passport. Plan roughly an hour, then walk toward Ueno Park for a quieter change of pace. Spend about an hour around the ponds and tree-lined paths; if the weather is hot, use the park’s museums or shaded benches for a midday break rather than trying to cover everything.

Afternoon and evening: Shinjuku shopping and food

Take the JR Yamanote Line from Ueno to Shinjuku, approximately 25 minutes, and allow a few extra minutes for the station’s large exits. Continue to Shinjuku Takashimaya, where you can compare better-quality branded shoes and watches in an air-conditioned department-store setting. Prices will not usually be as low as at street shops, but the selection, authenticity and tax-free service are more straightforward for eligible visitors; allow around 1½ hours. Keep your passport and ask whether purchases from different counters can be combined for the store’s tax-free procedure.

From there, walk or take a short train ride to Don Quijote Shinjuku Kabukicho for budget watches, shoes, luggage and compact souvenirs. It is typically open late—often 24 hours, though individual floors or services can vary—so this is a flexible final shopping stop. Finish at Omoide Yokocho, a narrow atmospheric lane near the west side of Shinjuku Station, where small yakitori and izakaya counters serve grilled skewers and simple dishes. Budget about ¥1,500–¥3,000 per person; seats are limited, menus may be Japanese-only, and some tiny restaurants accept cash only. Keep the evening relaxed, since the surrounding station exits can be confusing—note your preferred exit before heading back to Asakusabashi.

Morning: Kappabashi Dougu Street

Start from MYSTAYS Asakusa-bashi and head to Kappabashi Dougu Street in Asakusa, allowing about 20–30 minutes by train and on foot. Arrive around 9:30–10:00, when most specialist shops begin opening; the street is quieter then and easier for browsing. Spend about 1½ hours looking for affordable kitchenware, chopsticks, ceramic bowls, bento accessories and Japanese-style souvenirs. Kappabashi Tōgei Kaikan is a useful landmark, while shops such as Kama-asa are good for knives and traditional tools—ask about export rules and packaging if buying a blade. Most stores accept cards, but smaller shops may prefer cash.

Late Morning: Nakamise-dori

Walk roughly 15 minutes toward Nakamise-dori, beside Sensō-ji, for your final traditional snacks and gifts. Allow around 45 minutes, keeping in mind that some shops open at about 9:00–10:00 and close by early evening. Look for packaged ningyō-yaki, rice crackers, matcha sweets and folding fans; choose sealed items if you plan to carry them through airport security. Rather than eating a full meal here, pick up a few small treats and continue toward Asakusa Station for the train to central Tokyo.

Afternoon: Tokyo Station Character Street and food for the flight

Take the Toei Asakusa Line from Asakusa to Nihombashi, then walk about 10–15 minutes to Tokyo Station; allow roughly 25–35 minutes in total. Spend an hour at Tokyo Station Character Street, inside the Yaesu side of the station, where shops feature Pokémon, Hello Kitty, Miffy, Studio Ghibli and other compact gifts. It is indoors and convenient with luggage, but the station corridors are confusing, so follow signs for the Yaesu Underground Central Exit and leave extra time between shops. Afterwards, buy takeaway food in Gransta Tokyo or Daimaru Tokyo’s depachika: expect about ¥1,000–¥2,500 per person for ekiben, sushi, sandwiches, desserts and drinks. Keep chilled foods in an insulated bag and check your airline’s rules before packing liquids or fresh produce.

Evening: Tokyo Station to Haneda Airport

Finish shopping by around 18:00 and take the JR Yamanote or Keihin-Tōhoku Line from Tokyo Station to Hamamatsuchō, then transfer to the Tokyo Monorail for Haneda Airport. The journey takes about 35–45 minutes and costs approximately ¥650–¥750 with Suica or PASMO; this is the more reliable choice than a road transfer during evening traffic, although station walks can be tiring with bags. Leave central Tokyo Station around 18:30–19:00 and aim to reach the airport by 20:00–20:30 for your 23:50 flight, giving plenty of time for check-in, security, tax-free paperwork and a final meal.