The first time I landed in Japan I had a screenshot of a checklist on my phone, a half-charged power bank and absolutely no idea that my hotel in Tokyo would not let me check in before 3 pm. I stood in the lobby with a suitcase the size of a small child, watching salarymen bow to each other, and thought: I should have planned this better. This guide is the checklist I wish I had carried. It is written for first-time visitors, and it leans on what Singapore travellers actually ask us, so expect real numbers, a few honest warnings and very little fluff.
Japan is not hard to visit. It is just different enough that small gaps in preparation turn into small annoyances every single day: the wrong train line, a restaurant that takes cash only, a temple that closes at 4:30 when you arrive at 4:45. Most of what follows is about closing those gaps before you leave Singapore. Grab a coffee, because this is long, and it is meant to be read once and then skimmed again the week before you fly.
1. Before anything else: your passport, visas and flights
Start with the boring bit, because it is the only part that can stop you boarding. Singapore passport holders can enter Japan for tourism without applying for a visa, for a stay of up to 90 days. Our own visa fact sheet, last verified in August 2026, lists the exemption as free, per entry, with the permitted stay at 90 days. Do not take that as permanent, though. Rules change, and the nationality of your travelling companions matters. A friend of mine travelling on an Indian passport had to apply for an eVisa separately, with a processing time of roughly five working days, while I simply walked up to the immigration booth. If your group is mixed, check each person.
The practical move is to look up your exact passport on our visa requirements pages and confirm the stay length, then check your passport validity. Many airlines will not let you board if your passport expires within a few months of arrival, and the safe rule is six months of validity with at least two blank pages.
Then there is the flight itself. Here is a thing nobody tells first-timers: some people need to show an onward or return flight to get through check-in, and others need proof of onward travel when applying for a visa for a different country later in the same trip. If you are in the middle of a visa application and do not want to buy a full ticket before you know the outcome, a dated reservation can bridge the gap. We offer a manual flight reservation service for exactly that situation. To be clear about what it is: a reservation, not an issued ticket, and it does not promise anything about how an embassy will treat your application. Still, for the visa paperwork stage it saves a lot of money at risk.
The pre-flight paperwork list
- Passport with six months of validity and blank pages
- Visit Japan Web registration, completed a few days before you fly, so the QR code is ready at immigration and customs
- Printed hotel confirmations for every night, including the address in Japanese if you can get it
- Travel insurance with medical cover (Japanese hospitals are excellent, but a night in one is not cheap for visitors)
- A screenshot of your return flight and the first night's address
- A bank card that works abroad, plus a note to your bank that you are travelling
2. When to go, honestly
Everyone says spring or autumn, and everyone is right, which is exactly why those seasons are crowded. Late March to early April brings cherry blossom, and Kyoto in that fortnight feels like a rugby scrum with a lovely backdrop. October to November gives you autumn leaves, cooler air and slightly smaller crowds. Our itinerary data puts the best seasons at March to May and October to November, with the rainy season in June and July.
Coming from Singapore, you might actually enjoy a different window. Winter, from December to February, is cold in Tokyo (single digits at night) but dry and bright. Hot spring towns are at their best, flights are cheaper outside the New Year week, and you will queue less. Summer is hot and sticky, which Singaporeans handle better than most, but August is also typhoon season and festival season in the same breath.
| Season | What it feels like | Watch out for |
|---|---|---|
| Spring (Mar-May) | Mild, blossom, long days | Crowds peak around Golden Week in early May |
| Rainy season (Jun-Jul) | Humid, grey, green | Carry a foldable umbrella; outdoor days can wash out |
| Summer (Aug) | Hot, festivals, fireworks | Typhoons; heat on long walking days |
| Autumn (Oct-Nov) | Crisp, red maple leaves | Kyoto temples fill up by mid-morning |
| Winter (Dec-Feb) | Cold, dry, clear skies | Many ski and onsen areas get very busy on weekends |
3. How long, and where?
A first trip works well at seven to ten days. Fourteen is lovely if you can swing it, and our itinerary planner defaults to that. The mistake I see most is cramming four cities into five days. You spend more time on trains and in station corridors than in the places you came to see. A better first-timer shape is the so-called Golden Route: Tokyo, then Kyoto, with Osaka as the third corner. Add Hakone or Nara as short day trips if you want a change of pace.
If you only have a week, pick two bases. Four nights in Tokyo, three in Kyoto, and day-trip to Osaka and Nara from Kyoto. That is plenty. If you are tempted by Hiroshima or Hokkaido, save them for a second trip, because they deserve proper days rather than a rushed afternoon.
| Trip length | Suggested shape | Pace |
|---|---|---|
| 5-6 days | Tokyo only, plus one day trip (Hakone or Nikko) | Relaxed |
| 7-8 days | Tokyo 3-4 nights, Kyoto 3-4 nights, Osaka and Nara as day trips | Comfortable |
| 10 days | Tokyo, Hakone, Kyoto, Osaka, and one extra stop such as Hiroshima | Busy but good |
| 14 days | Add Kanazawa, Takayama or Kyushu for a quieter second half | Full |
4. Money: what it costs and how to pay
Japan is cheaper than people expect, particularly with the yen where it has been. The data we keep for the country puts a comfortable daily budget at roughly 10,000 to 30,000 yen per person, excluding flights. Budget travellers manage on the low end by eating at set-meal restaurants, convenience stores and standing-soba counters. A bowl of ramen is typically around 1,000 yen, a konbini onigiri about 150, and a decent business-hotel room in Tokyo starts at around S$100 a night, sometimes less in Osaka.
The surprise is cash. Japan has become far more card-friendly, and tourist areas, big chains and department stores take Visa and Mastercard with no fuss. But small restaurants, shrine stalls, some ryokans and a lot of local buses still want coins and notes. I carry about 20,000 yen in cash at all times and top up from convenience-store ATMs, which accept most foreign cards, including at 7-Eleven and Lawson.
| Item | Typical cost |
|---|---|
| Ramen or set lunch | 800 to 1,300 yen |
| Convenience-store breakfast | 400 to 600 yen |
| Single metro ride in Tokyo | About 180 to 330 yen |
| Business hotel, twin or double | From about S$100 per night in Tokyo |
| Temple or garden entry | 300 to 1,000 yen |
| Sit-down dinner with a drink | 2,500 to 5,000 yen |
One more rule worth knowing: tipping is not customary and can confuse staff. If you leave money on the table, someone may chase you down the street to return it. A cheerful "gochisousama deshita" on the way out is all the thanks they want.
5. Getting around: trains, passes and the rail pass question
The trains are why Japan is so easy, and also why it can feel overwhelming at first. Three names matter: JR (the national network), the private lines, and the city metros. You do not have to understand the politics. You need a stored-value IC card (Suica or Pasmo) that you tap for nearly everything, and you need Google Maps, which gives platform numbers and exact fares.
The Japan Rail Pass is the question every first-timer asks. For years it was a bargain. After the 2023 price rise, a nationwide pass only pays off if you do a lot of long bullet-train hops in a short window. A single Tokyo to Kyoto to Hiroshima loop and back can break even, but a Tokyo, Kyoto, Osaka trip usually does not. Run your own numbers before buying.
If you do decide to buy, the nationwide pass is sold in advance for visitors, and our current Japan Rail Pass listing shows the options. For smaller trips, regional passes are often the smarter choice. The Kansai area passes cover Osaka, Kyoto, Nara and Kobe, and there are good-value passes for Hakone, Nikko and the Tokyo metro too.
| Your route | What I would use | Why |
|---|---|---|
| Tokyo only | IC card plus a metro day pass if you are doing many rides | No long-distance legs to pay for |
| Tokyo to Kyoto and back | Individual shinkansen tickets | The nationwide pass rarely breaks even |
| Kyoto, Osaka, Nara, Kobe | A Kansai area pass | Short hops add up quickly |
| Hakone day trip from Tokyo | A Hakone free pass | One ticket covers trains, ropeway and boat |
| Two weeks across several regions | Check the nationwide pass | Only if you travel long distances most days |
A few etiquette notes for the train. Keep your voice down, put your phone on silent and avoid taking calls. Do not eat on local trains, though the shinkansen is fine for bento. Queue at the painted markers on the platform. And big suitcases on the shinkansen need a reserved oversize-luggage seat, a rule introduced recently, so check this if you are bringing a large bag between cities. Better still, use luggage-forwarding: staff at your hotel can send a bag to your next hotel for around 2,000 yen, which means you travel with a day pack only.
6. Getting from the airport
You will land at Narita or Haneda for Tokyo, or Kansai for Osaka and Kyoto. Haneda is much closer to central Tokyo and is the easier landing. Narita is about an hour out, and your options are the Narita Express, the cheaper Keisei Skyliner, or a limousine bus to major hotels.
After a long overnight flight, with bags, kids or a late arrival, a private car is worth considering. Prices are fixed and the driver waits with a sign, which removes the stress of working out a ticket machine at midnight. We list a private Narita to Tokyo transfer among our transfers, but honestly, if you travel light and arrive in daytime, the train is faster and costs a fraction.
7. Staying connected
You need data on arrival. Free Wi-Fi in Japan is patchy, and you will want maps, translation and your hotel's address the moment you leave the airport. Your options are roaming through your Singapore plan, a pocket Wi-Fi router, a physical SIM, or an eSIM. For most people with a recent phone, an eSIM is the least fuss: install it at home on Wi-Fi, switch it on when you land and you are connected before baggage reclaim.
Check that your phone is unlocked and eSIM-capable before buying. Choose a plan that matches your days, and if you stream a lot or tether a laptop, go for the larger data allowance. Pocket Wi-Fi still makes sense for groups sharing one connection, but it is one more thing to charge and return.
8. Tokyo: how to do it without burning out
Tokyo is not one city so much as twenty neighbourhoods stitched together by trains. Pick two or three areas per day and ignore the rest. A good first-timer loop: Asakusa and Senso-ji in the morning, when the incense and the old shopping street still feel calm. Then Akihabara or Ueno in the afternoon, and Shibuya at dusk for the famous crossing. Shinjuku is for neon, tiny bars and a free view from the city government building observation decks.
Skip the idea of "seeing everything". Instead, build in a long lunch and an hour of simply walking a residential street. Some of my best memories are of vending machines in quiet back lanes and a tiny curry shop with eight seats.
Day trips from Tokyo
Hakone is the classic. A loop through Lake Ashi, the ropeway over the volcanic valley at Owakudani and a pirate-style sightseeing boat is a full and scenic day, with good views of Mt Fuji when the weather cooperates. Weather is the catch: Fuji hides behind cloud more often than visitors expect, so do not put Hakone on your one fixed day.
If you prefer someone else to handle logistics, a guided option is easier. We list a one-day Mt Fuji and Hakone tour that covers the main stops by coach, which is handy for people travelling with older parents.
Nikko is the quieter alternative: elaborate shrines in a cedar forest, about two hours from Tokyo, particularly lovely in autumn.
9. Kyoto and Osaka: the old capital and the food capital
Kyoto repays an early start. Fushimi Inari, with its thousands of vermilion gates, is open all day, and if you are there at 7 am the lower paths are almost empty. By 10 am they are a conveyor belt. Walk higher than most people do; the crowds thin out after about twenty minutes of climbing.
Kiyomizu-dera, the wooden stage temple, is best first thing in the morning or at the end of the day. Gion is for evening walks, hoping you spot a geiko, and for respecting the signs that now ask visitors not to chase them for photos. Arashiyama, in the west, has the bamboo grove, the monkey park, the river and a scenic train, and you can easily fill a whole day there.
One of the most charming short rides in Kyoto is the Sagano Romantic Train, which rattles slowly along the Hozu river gorge. Book ahead in peak seasons because seats fill, and go on a weekday if you can.
Osaka is a different mood, louder, friendlier and obsessed with food. Spend an evening in Dotonbori with takoyaki and okonomiyaki, ride the canal boat for views of the neon, and visit Osaka Castle for the history. If you travel with children, Kaiyukan, the big aquarium by the bay, is one of the best in Asia and absorbs a whole afternoon.
For a change from city streets, a single day from Osaka to Kyoto and Nara is a classic combination: Kiyomizu-dera, Fushimi Inari and Nara's friendly deer in one go. It is rushed, but works if you only have a day. An Osaka-departure Kyoto and Nara tour is one way to cover it without managing the connections yourself.
| Place | Go at | Allow |
|---|---|---|
| Fushimi Inari | Early morning or after dusk | 1.5 to 3 hours |
| Kiyomizu-dera | First thing, before 9 am | 1.5 hours |
| Arashiyama | Morning for the bamboo grove | Half to full day |
| Nara Park | Mid-morning | 3 hours |
| Dotonbori | Evening | 2 to 3 hours |
10. Etiquette that actually matters
You will not offend anyone by being a foreigner who does not know everything. What helps is a handful of habits. Take your shoes off where you see a step up, a row of slippers or a tatami floor. Do not tuck chopsticks upright into rice, and do not pass food from chopsticks to chopsticks, as both echo funeral rituals. Slurping noodles is fine. Walking while eating is considered bad manners in many areas, so stand beside the stall or shop and finish first.
Rubbish bins are rare. Carry a small bag and bring your litter back to the hotel, or use the bins by vending machines and convenience stores. Tattoos can be an issue at some hot springs; check ahead, and look for private-bath options if you have ink. In an onsen, wash fully before getting in, keep the little towel out of the water, and do not wear swimwear.
Speak quietly on public transport. Bow slightly when greeting. Learning four phrases will take you far: sumimasen (excuse me), arigatou gozaimasu (thank you), onegaishimasu (please, when asking for something) and oishii (delicious).
11. Eating well without a reservation
Food is half the reason to go, and the good news is that cheap does not mean bad. Convenience stores sell better egg sandwiches than most cafes back home. Ramen shops often use a ticket machine at the door: you pay, take the ticket, hand it to the cook. Look for the button with a photo of the house special and press that if you are unsure.
Dining at high-end sushi counters or popular izakayas usually needs a reservation, sometimes weeks ahead. Ask your hotel to phone for you, which they are usually glad to do. For everything else, wander into places with a short queue of locals. If a menu has no English, point or use a translation app on the camera, which has improved enormously.
If you have food allergies or dietary needs, learn to say them in Japanese and carry a translated card. Dashi, the fish stock, is hidden in many vegetarian-looking dishes, so strict vegetarians and vegans need to ask carefully.
12. The packing list
Pack lighter than you think. Hotel rooms are small, trains have limited luggage space and you will walk for kilometres. Layers matter more than any single heavy item, since temperatures swing and indoor heating can be intense in winter.
| Category | What to bring |
|---|---|
| Documents | Passport, printed bookings, insurance details, a spare passport photo |
| Electronics | Phone, power bank, a Type A plug adapter (Japan uses two flat pins at 100V), charging cable |
| Clothing | Layers, light rain jacket, comfortable walking shoes that slip on and off easily, clean socks without holes |
| Health | Prescription medicine in original packaging, sunscreen, basic painkillers |
| Small extras | Coin purse, small plastic bag for rubbish, reusable water bottle, hand towel (public toilets rarely have dryers) |
A note on medication: some common over-the-counter drugs in Singapore and elsewhere, such as certain cold and allergy tablets containing pseudoephedrine, are restricted in Japan. If you take anything unusual, check the rules and carry a doctor's letter.
13. Safety, health and emergencies
Japan is among the safest countries I have visited. Lost wallets routinely come back with the cash inside. Common sense still applies in crowded nightlife areas such as Shibuya, Roppongi and Kabukicho, where overcharging by touts is a real problem. Never follow someone on the street who invites you into a bar, and always check the menu price before ordering.
Know the numbers: 110 for police, 119 for ambulance and fire. The tourist hotline run by the national tourism board is 050-3816-2787, and AMDA International Medical Info can help you find an English-speaking clinic. Earthquakes happen. If you feel one in a building, stay calm, drop under a sturdy table and follow staff instructions. Hotels explain the exit routes, and your phone will blare an alert, which is startling the first time.
14. Booking your tickets and tours
Some things are easy to wing, and some are not. Walk-up entry works for most temples, parks and shrines. Timed-entry attractions, popular museums, theme parks and tours can sell out, especially on weekends and during blossom or autumn weeks. Dated tickets also let you plan a day around fixed slots, which is a relief when you are balancing a tight itinerary.
Our policy is simple: every attraction and tour booking made on holidaysg.com is checked by our team before the ticket is issued, and the e-ticket is emailed after we confirm. Because of that review step, book a few days ahead rather than on the morning you want to go. If you have a fixed date, say a theme park on your child's birthday, do it early.
15. A sample seven-day first-timer route
| Day | Plan |
|---|---|
| 1 | Arrive in Tokyo, easy evening in your hotel's neighbourhood, early night |
| 2 | Asakusa, Ueno and Akihabara; dinner in Shinjuku |
| 3 | Hakone loop (or Nikko), back in Tokyo for dinner |
| 4 | Morning shinkansen to Kyoto, Gion in the evening |
| 5 | Fushimi Inari at sunrise, Kiyomizu-dera, Arashiyama afternoon |
| 6 | Day trip to Nara, evening in Osaka for street food |
| 7 | Osaka Castle or aquarium, afternoon departure from Kansai |
Treat this as a skeleton. Swap Hakone for a rest day if you are tired. Add a night in a ryokan if you can afford it, since a traditional inn with a multi-course dinner and tatami bedding is one of those experiences that sells Japan better than any photograph.
17. Ryokans, onsen and the one night worth splurging on
If your budget allows only one indulgence, make it a night in a ryokan. You arrive in the late afternoon, change into a yukata, soak in the baths and sit down to a dinner of small seasonal dishes brought to your room. Futons are laid out while you are eating, and breakfast arrives the next morning, usually grilled fish, rice, miso soup and pickles. It is slow on purpose. Hakone and Kinosaki are the usual first-timer choices, and Hakone is close enough to Tokyo that you can include it without losing a day to transport.
A few practical points. Ryokans often have strict check-in times, usually around 3 to 5 pm, and dinner is served at a fixed hour, so a late arrival can mean a missed meal. Tell them in advance if you have allergies. Rates are quoted per person, not per room, which catches people out when comparing prices with a normal hotel. Book early for weekends and autumn, because the best small inns have only a handful of rooms.
18. Travelling with kids or older parents
Japan is easy for families, with clean toilets everywhere, baby-changing rooms in stations and malls and an astonishing number of child-friendly restaurants. The trick is pace. Children tire of temples quickly, so alternate a quiet cultural morning with something active in the afternoon: an aquarium, a boat ride, an arcade, a park. Stroller-friendly routes are not always obvious, since many stations still have long stairways, so look for the elevator exits on the station map before you commit to a route.
With older parents, cut your daily target in half and choose hotels near a station with an elevator. Guided day tours help here, because the logistics of platform changes disappear. Seats on trains marked as priority are for those who need them, and people will happily offer you one if you look tired. Taxis are clean, safe and often a worthwhile treat for a short hop at the end of a long day, with doors that open automatically, so do not touch the handle.
19. Shopping, tax-free rules and souvenirs
Visitors can shop tax-free at participating stores for purchases above a minimum spend, and you will need your passport at the counter. The exact process has changed recently, with some stores applying the refund at the till and others handing goods over in a sealed bag you must not open until you leave the country. Ask at the counter, and do not unpack consumables like snacks and cosmetics before your flight. Pack gifts you can carry rather than ship, because fragile ceramics and knives need careful wrapping and, for knives, checked baggage.
Good souvenirs are the ordinary ones: regional Kit Kat flavours, matcha, small ceramics, stationery and furoshiki wrapping cloths. Department store basements, called depachika, are food halls with beautifully boxed sweets that make easy gifts. Leave a little luggage space; you will almost certainly come home with more than you took.
20. Beyond the Golden Route: where to go next
Once you have done Tokyo and Kyoto, Japan opens up. Hiroshima combines a sobering peace memorial with the island of Miyajima and its floating torii gate. Hokkaido in winter has snow festivals and some of the best seafood in the country, and in summer it is cool, green and wide open. Kyushu has volcanoes, hot springs and a strong food culture. Kanazawa and Takayama give you old-town streets with far fewer visitors. Each of these deserves its own trip, so do not squeeze them in at the expense of your first visit.
If you are already thinking about a second trip while planning the first, that is normal. Most people I know who have been once go back within two years.
21. Mistakes first-timers keep making
- Too many cities. Two or three bases beat five.
- Arriving at a temple at closing time. Many close by 4:30 or 5 pm.
- Relying on cards only. Always keep cash for small places.
- Booking a hotel far from a station. Walking 15 minutes with luggage ruins a morning.
- Visiting during Golden Week without booking. Hotels and trains fill up weeks ahead.
- Ignoring the weather forecast for Fuji. Keep a flexible day.
- Skipping travel insurance. Rare, but expensive when it matters.
Frequently asked questions
Do Singapore passport holders need a visa for Japan?
For short tourism trips, Singapore citizens can enter without a visa for up to 90 days according to our August 2026 fact check. Always confirm on the official Japanese foreign ministry site before you book, and look up your own situation on our visa requirements page, since rules differ by passport.
How many days do I need for a first trip?
Seven to ten days gives you Tokyo and Kyoto at a comfortable pace, with room for Osaka and Nara as day trips. Fewer than five days is better spent on Tokyo alone.
Is the Japan Rail Pass worth it?
Only for heavy long-distance travel. For a Tokyo, Kyoto and Osaka trip, compare the price of individual shinkansen tickets with the pass, and consider regional passes instead.
Can I rely on credit cards?
In big cities, mostly yes. Small restaurants, rural buses and some temples still prefer cash, so carry yen and use convenience-store ATMs when you need more.
Do I need to show a return flight?
Airlines often ask to see onward travel before boarding. If you are still waiting for a visa decision for a later leg and do not want to commit to a full ticket, our flight reservation service offers a manual reservation. It is a reservation, not an issued ticket.
What is the best way to stay online?
An eSIM installed before departure is the simplest for most phones. Use a pocket Wi-Fi if several people share one connection.
Is Japan safe for solo and female travellers?
Very. Keep normal city awareness, avoid touts in nightlife districts and keep your valuables close in crowded places like Shibuya.
Can I tip?
No need. It is not customary, and politeness is the reward.
Ready to lock in your Japan plan?
Browse dated tickets, passes, transfers and day tours for Japan on HolidaySG, and check your visa position before you pay for anything else.
Need paperwork first? See visa requirements or the flight reservation service.