Japan is one of those destinations where a little knowledge changes the entire trip.
Tokyo alone can take days to understand. Kyoto’s best temples can be crowded by mid-morning. Some of the country’s finest hotels sit well outside the obvious tourist route. Restaurants may only accept reservations through a hotel concierge. Luggage can be sent ahead rather than dragged through railway stations. And trying to visit six cities in eight days is usually a good way to see a lot of train platforms.
At Clements Travel, we help clients slow the itinerary down, choose the right hotels, and make the routing work.
For a first visit, Tokyo and Kyoto remain essential. But Japan becomes far more interesting when you add a ryokan, the mountains, an island, Hokkaido, the Seto Inland Sea, or somewhere such as Kanazawa, Kyushu, or Miyajima.
Japan can be visited year-round, but the experience changes considerably by season. For most first-time trips covering Tokyo, Kyoto, and Osaka, autumn is my personal favorite, and I would happily travel in winter too.
The reason is practical. Japan is a very active trip. It is quite normal to walk 15,000 to 20,000 steps a day, particularly in Tokyo and Kyoto. Doing that when it is 86°F (30°C) or more with high humidity is very different from doing it on a crisp autumn or winter day. Tokyo summer temperatures can reach around 95°F (35°C), while Kyoto regularly reaches the low to mid-90s°F (low to mid-30s°C) in July and August.
October and November are excellent months for most of central Japan:
If you are planning a trip around the autumn leaves, do not assume there is one fixed week that works for the whole country. Japan stretches a long way from north to south, so the foliage season moves through the country over several months.
I also really like Japan in winter. Tokyo and Osaka tend to have plenty of clear days, while temperatures are much cooler and the air is generally dry. Tokyo's typical winter daytime temperatures are around 45°F to 55°F (7°C to 13°C).
If you are walking all day, you warm up quickly. Personally, I would rather put on a coat in the morning than spend a full day walking around Kyoto in August humidity.
Winter also works particularly well if you are adding:
The main period to be careful with is New Year, particularly from late December into early January. Domestic travel becomes extremely busy and some businesses close or reduce their hours.
Spring is the season most people associate with Japan because of the cherry blossoms. The weather is generally mild, averaging 55°F to 70°F (13°C to 21°C), and very good for touring.
The downside is demand. Cherry blossom season brings large crowds, particularly to Tokyo and Kyoto, and the exact blooming dates vary each year. If seeing the blossoms is important to you, book early but accept that nature does not work to a hotel reservation calendar.
We are also cautious around Golden Week, which runs from late April into early May. This is one of Japan's busiest domestic travel periods, with packed trains and heavy demand for hotels.
Japan in summer is not impossible, and there are some excellent festivals, fireworks, and seasonal events. But for a classic city-based trip, it would not be my first choice.
June brings the rainy season across much of the country, followed by very hot and humid weather through July and August. August and September can also bring typhoons that affect travel plans.
The heat becomes particularly noticeable because Japan involves so much walking. A day that includes several temples, neighborhoods, train stations, and perhaps 20,000 steps can feel exhausting in high humidity.
If summer is your only option, we adjust the itinerary:
We would also be cautious around Obon in mid-August, another major domestic holiday period when trains and hotels become very busy.

Most of our clients start their trip in Tokyo, which has by far the best choice of international flights into Japan. Tokyo has two main airports, Haneda and Narita, and given a similar flight and fare we nearly always prefer Haneda. It is much closer to the city, and after a long flight that makes a real difference. From Haneda you can be at a central Tokyo hotel in around 25 to 35 minutes, while Narita is about 40 miles (60 km) out and can easily take an hour or more depending on traffic.
Narita is still a perfectly good airport, and we would not tell you to avoid it if the flight is better. Sometimes the aircraft, schedule, or fare makes Narita the better option, so we look at the whole journey rather than just the airport code.
Most first trips then move through Japan by train, often Tokyo to Kyoto and then on to Osaka or another regional stop. In some cases it is possible to fly home from Osaka, which can work very well because it avoids returning to Tokyo at the end of the trip. The issue is that Osaka does not have the same range of nonstop long-haul flights, so quite often the best flight home is still from Tokyo.
When that happens, we usually recommend returning to Tokyo for one final night rather than trying to connect straight through to an international flight. Our favorite option for this is Four Seasons Hotel Tokyo at Marunouchi. It is right by Tokyo Station, so when you arrive back on the Shinkansen you are not dragging luggage across the city just to spend one night in another hotel. You get off the train, head to the hotel, stay the night, and transfer to the airport the next day. It keeps the end of the trip easy.
For a flight of 10 to 15 hours, we pay close attention to the exact aircraft and seat rather than just the airline name:
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Jet lag can hit quite hard when arriving from the United States. It is not unusual to wake up at 2:00 or 3:00 in the morning feeling wide awake.
Spend enough time in Tokyo hotels and you will see the same scene fairly often: American guests wandering around the lobby in the middle of the night, or heading down to the nearest 7-Eleven looking for coffee and snacks because their body thinks it is lunchtime. Some hotels have adapted to this. Four Seasons Hotel Tokyo at Otemachi, for example, provides hot drinks and light snacks overnight for guests awake at unusual hours.
For most people, the worst of it passes after two or three days. Keep your first day or two fairly light: do not land in Tokyo and immediately schedule a full day of private touring, an important dinner, and a 7:00 am start the following morning.

For most Clements Travel itineraries, we rarely recommend flying within Japan unless the journey is continuing to Hokkaido, Okinawa, or one of the more remote islands.
For the main tourist routes, rail is usually the better experience. Japan's trains are fast, clean, punctual, and generally very comfortable. The Shinkansen also takes you from city center to city center, avoiding airport transfers, security lines, and the extra time involved with domestic flights.
The main exception is some of the more regional journeys. Trains heading into areas such as Ise-Shima, for example, when traveling to Amanemu, can feel noticeably older depending on the service selected. They are still clean and reliable, but there can be less legroom, less luggage space, and more limited English spoken at smaller stations. If that part of the journey does not appeal, we can replace the regional train with a private ground transfer.
Regular trolley cart service has been phased out on standard Tokaido Shinkansen cars. While Green Car passengers can access a mobile ordering system via QR code for light refreshments, the selection remains minimal.
We recommend buying what you want before boarding. Large railway stations have convenience stores, bakeries, and shops selling ekiben, Japanese boxed meals designed specifically for train travel. Buying an ekiben and chilled local tea or sake before boarding the Shinkansen is an integral part of the experience.
Finding somewhere to store large suitcases can be a real pain on busy trains. Overhead racks are not suitable for every bag, designated luggage areas fill quickly, and luggage with total dimensions above 63 inches (160 cm) requires an advance seat reservation on the Tokaido, Sanyo, and Kyushu lines.
For that reason, we often recommend Japan's luggage-forwarding services (takuhaibin) rather than taking every suitcase onto every train. Your larger bags can be sent directly from one hotel to the next while you travel with a smaller overnight bag. This works particularly well if you are stopping at a ryokan, Amanemu, or another regional property between the major cities.
Most reserved JR train tickets are formally released around one month before travel. If you book your Japan trip with us six or nine months ahead, do not worry if your train tickets are not confirmed immediately. We secure the hotels and overall itinerary first, then book the appropriate trains as the booking window opens.
Following substantial price increases, individual train tickets are almost always better value for the itineraries we arrange. For a client traveling from Tokyo to Kyoto, then Kyoto to Osaka, buying individual tickets is more sensible and allows us to book the fastest Nozomi and Mizuho trains without restriction.
Private cars have an important place in an itinerary, but Tokyo to Kyoto is not where we use them. The Shinkansen takes a little over two hours; driving between the cities takes many hours before you even account for expressway congestion leaving Tokyo or arriving into Kyoto.
We would rather put you on a reserved Shinkansen and use private drivers where they add far more value: airport transfers, private touring, countryside journeys, and reaching ryokans that are less convenient by rail.
Clients sometimes ask specifically for a Mercedes-Benz S-Class or E-Class. In Japan, we often recommend something different: the Toyota Alphard Executive Lounge or the Lexus LM.
These are not conventional passenger vans. Rear passengers have large individual captain's chairs, powered ottomans, extensive legroom, privacy glass, individual climate controls, and exceptionally quiet cabins. On longer journeys, the rear seats can recline deeply enough to lie virtually flat, making resting considerably easier than in a conventional sedan. On my last trip to Japan, my airport transfer to Narita had seats that reclined all the way flat. It was an outstanding way to travel after a long flight.
With road transfers, departure time is just as important as the vehicle. Leaving central Tokyo for Hakone or Mount Fuji on a Friday afternoon, for example, is a recipe for disaster as weekend outbound traffic clogs the Tomei Expressway. A journey that should take 90 minutes can easily turn into three hours. We plan departure times carefully around local traffic patterns or use express rail for part of the route.
Japan has an exceptional luxury hotel scene and almost every major hotel group is represented. Four Seasons alone has two hotels in Tokyo plus properties in Kyoto and Osaka. You also have Ritz-Carlton, Aman, The Peninsula, Mandarin Oriental, Park Hyatt, Rosewood, Bulgari, and many of Marriott's luxury brands.
One thing that surprises people is how new many of the best hotels are. Japan's luxury market has expanded very quickly, so you can choose between classic Japanese hotels that have been around for years and a new generation of properties with huge rooms, pools, spas, and extensive facilities.
Four Seasons Hotel Tokyo at Otemachi is a great example. The rooms are large by Tokyo standards, starting at around 527 sq ft (49 sq m), and the hotel has a 65-foot (20-meter) indoor pool, spa, Japanese baths, and several restaurants and bars. It is one of those newer Tokyo hotels where you could happily spend half the day in the hotel without feeling you should be somewhere else.
Then there are newer arrivals such as Bulgari Hotel Tokyo, Janu Tokyo, and Four Seasons Hotel Osaka. More continue to open across the country, so the hotel landscape in Japan changes quite quickly.
Bulgari deserves one small warning for points-focused travelers: although Bulgari Hotels & Resorts sits within Marriott International's broader portfolio, Bulgari properties do not participate in Marriott Bonvoy. That means no Bonvoy points earning or redemption and no standard Bonvoy elite benefits.
New does not automatically mean better.
The Peninsula Tokyo is still one of our favorite hotels in Japan. It feels polished, very Japanese, and has a sense of place that some of the newer international hotels do not quite have. Depending on the client, I would still choose it over plenty of hotels that opened much more recently.
This is why we do not start with "what is the newest hotel?" We start with what sort of hotel you like.
Some Japanese hotels are worth building the itinerary around.
The Aman properties fall into this category. Aman Tokyo, Aman Kyoto, and Amanemu are expensive even by Japanese luxury hotel standards, but these are signature properties and the quality is exceptional. Amanemu is particularly interesting because it takes you into the Ise-Shima National Park area rather than another major city. Aman is also expanding with Aman Niseko planned for Hokkaido.
Rosewood Miyakojima is another example. It gives you a very different side of Japan, with beaches and island life rather than temples and city sightseeing.
In Japan, location is just as important as the brand. Tokyo is the best example: staying in Otemachi or Marunouchi gives you a very different trip from staying in Shinjuku, Ginza, or Toranomon.
We normally look at:
Room size becomes particularly important for families. Connecting rooms are not as common as some clients expect, and Japanese hotels can be strict about maximum occupancy.
A very good concierge is also worth more in Japan than in many destinations. Restaurant bookings, luggage forwarding, train arrangements, and local logistics are all much easier when you have a good hotel team behind you.
Many of Japan's best luxury hotels are part of preferred partner programs that give our clients extra benefits for the same hotel rate, or sometimes less when a preferred offer is available.
Clements Travel has access to programs including Four Seasons Preferred Partner, Peninsula PenClub, Mandarin Oriental Fan Club, Marriott STARS & Luminous, Hyatt Privé, Rosewood Elite, Hilton Impresario, IHG Destined, Virtuoso, and others.
Depending on the hotel and program, benefits can include:
Our Guest Experience team works directly with the hotel before arrival to reconfirm preferences and celebrations, and push for the best available upgrade where the program allows it. You still pay the hotel directly; our rates are the same as booking with the hotel, or occasionally better when a preferred offer is available.
We get asked about ryokans all the time.
A ryokan is a traditional Japanese inn, usually with tatami rooms, Japanese-style bathing, futon bedding, and often a multi-course kaiseki dinner and Japanese breakfast. It sounds like something everyone should do once. I would just be careful about which one you choose.
Some of the older ryokans can be poorly insulated and cold in winter. Sleeping on a futon close to the floor can also be uncomfortable if you are tall, older, or have knee, hip, or back problems. Sitting close to floor level for meals and repeatedly getting up and down sounds minor until you are living it.
Then there is the cultural side. A very traditional ryokan can mean fixed meal times, elaborate Japanese food morning and night, shoes off, floor seating, and a fairly structured stay. Some people absolutely love it. Others love the idea of it and, after about six hours, would quite like a normal bed, a chair with a back, and something familiar to eat.
If you want the full experience, there are exceptional ryokans. Gora Kadan in Hakone is one of the benchmarks, set on the former grounds of an Imperial Family summer villa, with hot springs and traditional kaiseki dining. Asaba on the Izu Peninsula is another, with traditional rooms but also some newer suites that offer standard beds and considerably more space.
For many of our clients, though, there is a middle ground. Four Seasons Hotel Osaka's GENSUI floor gives you tatami rooms, Japanese design, and a modern ryokan-style experience, but you still have the heating, plumbing, restaurants, spa, and service of a new luxury hotel. You get a taste of the tradition without feeling that you have sacrificed comfort.
For clients who really want the full ryokan experience, we will recommend one. For clients who like the idea of it more than the reality, we will say that too.
Food is one of the biggest reasons to go to Japan, and for some of our clients it becomes the main focus of the trip. The top end of Japanese dining works very differently from New York, London, or Paris, so it helps to understand the basics before you start booking.
In Japan, Tabelog is often just as useful as Michelin, and sometimes more useful. The ratings are harsh, so do not judge them like standard online reviews:
A number of Japan's best sushi, tempura, and kaiseki restaurants do not accept public reservations at all. Some only accept regular guests or personal introductions (ichigensan okotowari). Others release seats on one specific day each month, open 60 to 90 days ahead, or use reservation services such as Omakase or Tableall. Tiny counters may have only six to eight seats.
This is why your hotel concierge can be important. Concierge teams at hotels such as The Peninsula Tokyo, Palace Hotel Tokyo, Aman Tokyo, and Four Seasons have long-standing relationships with restaurants around the city. A restaurant may be much more comfortable accepting a booking from a concierge it already knows than from an overseas guest it has never dealt with before.
That still does not mean every table is possible. We usually get better results if you tell us what style of dining you want rather than insisting on one exact restaurant (for example: Edomae sushi in Ginza, high-end tempura, traditional kaiseki in Kyoto, or wagyu and sukiyaki).
You do not need to memorize dozens of rules. A few basics are enough:
Japan can be difficult for complicated dietary requirements. The biggest issue is dashi, the stock used throughout Japanese cooking. It almost always contains bonito (fish flakes) and appears in soups, sauces, and even vegetable dishes.
At high-end sushi, tempura, and kaiseki restaurants, menus are fixed and some chefs will not make major changes. Tell us early if you have severe seafood allergies, soy allergies, or strict gluten-free, vegan, or kosher requirements. In some cases, high-end teppanyaki, contemporary Japanese dining, or Buddhist vegetarian cuisine (shojin ryori) work much better than an omakase counter.
This is a common mistake. People go to Japan and decide every dinner needs to be a major culinary event. By night four they are tired of sitting through another three-hour tasting menu.
Mix it up:
Japan's department store food halls, known as depachika, are exceptional. Look at places such as Isetan Shinjuku, Ginza Mitsukoshi, or Nihombashi Takashimaya. You will find pristine sushi, bento, pastries, seasonal fruit, and prepared dishes. They are ideal for a casual lunch or picking up an ekiben before boarding the Shinkansen.
Our approach is to book the restaurants that really need booking and leave some evenings open. After walking 20,000 steps around Tokyo, a bowl of ramen and a cold beer often sounds much better than another formal multi-course menu.
If this is your first trip, do not try to see all ten. For around 10 days, start with Tokyo → Kyoto → Osaka (adding Hakone for a ryokan). Trying to cram in too many regions turns a vacation into a transit schedule.
None of this should put you off. Japan is one of the easiest, safest, and most rewarding countries in the world to explore.
The difference is that luxury travel in Japan does not mean stripping away every train journey, local tradition, or bit of cultural nuance. It means knowing which parts work brilliantly on their own, and which parts need thoughtful planning to keep the journey calm, easy, and unhurried.
Tell us your dates, how long you have, and whether this is your first visit. We can help with the route, hotels, preferred partner benefits, trains, private transfers, and the parts of the trip that are worth booking early.
Start planning your Japan journey with Clements Travel.




































































