Ultimate Tokyo Seasonal Tours Guide 2025: Best Times to Experience Cherry Blossoms, Summer Festivals, Autumn Leaves & Winter Scenely
How do you plan your itinerary when you go sightseeing? While picking out places you want to visit and researching routes and transportation methods can be said to be part of the joy of travel, it can sometimes feel a bit troublesome.
In such times, what I use are guided tours. With a perfect plan by local guides, you can not only tour efficiently, but also enjoy the local perspective and experience culture more deeply.
So this time, we're featuring recommended tours to fully enjoy Tokyo. Please be sure to check them out!
Table of Content
・Recommended Tours in Spring
・Recommended Tours in Autumn
・Recommended Tours in Summer
・Recommended Tours in Winter
Features of Local Tours Provided by Magical Trip
Majical Trip provides local tours in various genres including food, shopping, activities, culture, and traditions. The attractive point of Majical Trip's tours is that they can be enjoyed regardless of age, gender, or nationality.
Recommended points of local tours provided by Majical Trip!
- Guides who know tourist destinations inside and out will guide you
- You can go to shops beloved by locals that tourists find difficult to discover
- Easy to choose tours that match your preferences from an abundant lineup
- Many small-group private tours make it easy to ask the guide questions
- There are highly specialized tours focused on specific themes like "sushi," "sumo," and "bar hopping"
You'll surely find your favorite tour!
What is Magical Trip?
Majical Trip is a company mainly focused on providing tours by local guides. In addition to touring tourist destinations listed in guidebooks, tours with high originality that can only be experienced together with local guides have become popular.
Majical Trip's tours, which operate in various major cities throughout Japan, won TripAdvisor's Best of the Best in 2024 and 2025. Please refer to each tour page for details!
Tokyo Tours for Each Seasons 2025
Spring in Tokyo (March to May)
Tokyo Bar Hopping Night Tour in Shinjuku
Spring in Japan, when many ingredients such as fish and vegetables become delicious, is a fun time for bar hopping to enjoy alcohol and exquisite cuisine. This tour visits Kabukicho, one of Japan's leading entertainment districts, and Omoide Yokocho Alley, which retains an old-fashioned charm, enjoying three izakaya (Japanese taverns) in Shinjuku.
At izakaya bustling with office workers after work, let's toast in a relaxed atmosphere. Along with classic menu items like Yaki-tori (grilled chicken) and Gyoza (Chinese dumpling), please enjoy fresh fish sashimi that's in season during spring along with Japanese sake!
Meeting point: Black pillar next to Uniqlo Shinjuku Nishiguchi shop
Tour area: Shinjuku (Kabukicho/Omoide Yokocho Alley, etc.)
Start time: 17:00/18:00/18:30/19:00
Mt. Fuji Full-day Day Trip Tour from Tokyo with a Private Car & Guide
"I want to see Mt. Fuji, but the travel from Tokyo is difficult" - for such people, this tour with round-trip transportation is recommended. A chartered private car and guide provide a comfortable journey from Tokyo to Mt. Fuji.
The attractive point of this tour is that you can efficiently visit the must-see tourist spots around Mt. Fuji. The biggest point I recommend this tour in spring is that you can enjoy the collaboration of cherry blossoms and Mt. Fuji. Especially, the spectacular view from Arakurayama Sengen Park is a must-see!
This is a recommended tour where you can fully enjoy Mt. Fuji, including visiting wasabi farms, shrines, and waterfalls, and savoring lunch made with local ingredients.
Meeting point: Shinjuku or Hotel Pick up
Tour area: Mt. Fuji area
Start time: 8:00
3-Hour Tokyo city Highlights Sunset Bike Tour
Why not ride briskly through Tokyo's streets colored by cherry blossoms on a bicycle? This is an approximately 3-hour tour cycling through the popular downtown area.
After receiving an explanation of riding rules from the guide, you'll depart from under Tokyo Skytree. First, at a company that develops anime goods, take photos with the characters. After that, you'll visit Asakusa-Ueno-Akihabara. With the guide's guidance, you can enjoy each spot more deeply.
The appeal of a bicycle tour is being able to feel the changing atmosphere of the city with your skin. It's also nice that there are no annoyances like traffic jams or train transfers.
Please enjoy it while feeling the refreshing spring breeze!
Meeting point: Asakusabashi Station
Tour area: Asakusa-Ueno-Akihabara
Asakusa Kimono Photography Tour
In spring when the streets are decorated with flowers, a tour enjoying Asakusa sightseeing in beautiful kimono is also recommended. A dedicated guide becomes the photographer and takes many wonderful photos. They carefully help with dressing and teach points about walking, so even first-time kimono wearers can feel at ease.
Once you put on your favorite kimono and hair ornaments, let's head out into the city right away. The collaboration of blooming cherry blossoms and kimono envelops both body and mind in a gorgeous mood. Since it's during the morning hours when there are fewer people, you can avoid crowds and it's easy to take photos, which is also a pleasant point.
This is a tour especially recommended for spring, when the climate is just right for moving around in kimono.
Meeting point: Family Mart Asakusa Kaminarimon
Tour area: Asakusa
Start time: 8:30
Tokyo Sumo Morning Practice Tour in Ryogoku
For those interested in sumo, Japan's historic national sport, a tour where you can observe morning practice at a sumo stable is recommended. The chance to see powerful sumo practice up close is rare even for Japanese people.
My recommended point is that you can learn more deeply about the world of sumo, including sumo's roots, the meaning of training, and the daily life of sumo wrestlers. There are also enjoyable elements like receiving an original guidebook as a gift and photo opportunities with sumo wrestlers!
In May, official sumo tournaments are held, so this is also recommended as preparation for that. By deepening your knowledge in advance, you can enjoy sumo viewing even more!
Meeting point: Ryogoku Station
Tour area: Sumo stable in Ryogoku
Start time: 8:00
Finest Quality Sushi & Tempura Dining Experience in Ginza
In spring, various Japanese fish reach their "shun." "Shun" refers to the time when an ingredient is most delicious and has the highest nutritional value. It can be said to be an essential concept in Japanese food culture that values the four seasons.
Why not participate in a tour where you can enjoy sushi and tempura made with such seasonal seafood and vegetables in the Ginza district?
The first stop is a hideaway high-class sushi restaurant. Please savor a special course just for this tour along with exquisite Japanese sake. The second stop is a Michelin-starred tempura specialty restaurant where you can taste crispy, exquisite tempura.
This is a recommended tour for those who want to enjoy authentic Japanese food in the luxurious Ginza district.
Meeting point: Lion Statue at Ginza Mitsukoshi
Tour area: Sushi & tempura restaurants around Ginza
Start time: 16:30
Shibuya Bar Hopping Night Tour in Tokyo
Majical Trip also holds bar hopping tours in Shibuya. Bar hopping on pleasant spring nights where you can feel the changing seasons is exceptional.
While enjoying the pop and casual atmosphere of Shibuya, the birthplace of youth culture, let's first toast with Japanese beer and grilled dishes. The second stop is a shop bustling with locals in the back-alley drinking district where more than 30 establishments line up.
I often enjoy bar hopping in either Shibuya or Shinjuku during spring. If you participate in both tours, you can feel the difference in atmosphere between the two districts with your own skin, which I recommend.
Meeting point: Around Shibuya Station
Tour area: Shibuya area
Start time: 18:00/19:00
Click here for more details
https://www.magical-trip.com/product/e97da2a4-a99c-4ec8-b2c2-e5e9ae25a8f6
Autumn in Tokyo (September to November)
Yanaka Historical Walking Tour in Tokyo's Old Town
Yanaka is a popular tourist spot that retains the nostalgic charm of old Japan. I look forward every year to the beautiful collaboration of autumn foliage and retro streetscapes that can be seen in fall. Why not take a leisurely walk through refreshing autumn Yanaka with a local guide?
My recommended highlights:
- Savor local gourmet food at Yanaka Ginza Shopping Street
- Experience the local atmosphere while strolling through residential neighborhoods
- Explore the history of the Yanaka area by visiting shrines and temples
- Hands-on experience making "Maneki-Neko (lucky cat)"
Please enjoy autumn Yanaka where the traditional downtown atmosphere remains!
Meeting point: Nedu Station
Tour area: Nedu Jinja-Hebimichi-Local Gallery-Local Cafe-Yanaka Ginza
Start time: 13:30
Hakone Day Trip Tour from Tokyo with a Private Car & Guide
Hakone is a popular tourist destination located about 110 minutes from Tokyo by express train. To fully enjoy 100% of autumn Hakone colored with fall foliage, this tour with round-trip transportation from Tokyo is definitely recommended!
With a guide's assistance, you can efficiently and deeply enjoy must-see tourist spots such as Hakone Shrine, Owakudani, and Lake Ashi. At The Hakone Open-Air Museum, please also enjoy the outdoor exhibitions viewed under the autumn sky.
Even crowded autumn Hakone is comfortable and stress-free when traveling by dedicated private car!
Meeting point: Shinjuku or Hotel Pick up
Tour area: Hakone Shrine/Ashinoko Lake/Owakudani/Museum
Start time: 8:00
All-You-Can-Drink Bar Hopping Tour in Ueno
One of the reasons I look forward to autumn every year is enjoying bar hopping in the pleasant climate. Ueno in particular has many establishments with terrace seating, so you can enjoy drinks while being caressed by the night breeze.
In this tour, a guide will take you to hidden gem drinking spots in Ueno. The standard menu items at casual izakaya are perfectly compatible with beer and Japanese sake. Choose your favorites from over 30 menu options.
Since food and drink fees are included in the tour price, the attractive point is that you can participate casually empty-handed. Please fully enjoy delicious drinks and Japan's autumn flavors!
Meeting point: Ueno Station
Tour area: Ueno surrounding area (3 local Izakaya bars)
Start time: 18:00
5-Hour Tokyo & Edo Hidden Gem Bike Tour with Lunch
This is approximately a 5-hour bicycle tour centered around the Asakusa to Sumidagawa River area. You can efficiently sightsee by quickly stopping at autumn foliage spots unique to this season by bicycle.
We also stop at spots popular with foreign tourists such as Asakusa's Kaminarimon Gate, Tokyo Skytree, and the sumo town of Ryogoku. When you've cycled a lot and gotten hungry, let's enjoy lunch at a popular restaurant in Ryogoku. At the museum, please compare Tokyo from about 170 years ago with the present.
This is a recommended tour where you can feel autumn Tokyo with all five senses.
Meeting point: Asakusabashi Station
Tour area: Asakusa-Ryogoku-Fukagawa area
Start time: 10:00
Tsukiji Fish Market Walking Food Tour in Tokyo
In Japan, there are many fish such as saury and mackerel that reach their "shun (most delicious season)" in autumn. You can enjoy such fish at the tour of the historic and traditional Tsukiji Fish Market.
My recommended point is that you can feel the lively atmosphere while enjoying food walking at the market lined with long-established stores beloved by locals.
For lunch, please enjoy "Kaisen Don" with several types of fresh sashimi served over rice! In addition, you can enjoy Tsukiji from various angles, such as visiting temples and shrines and enjoying the view from the observation deck.
Please luxuriously savor fresh autumn fish that have reached their shun!
Meeting point: Tsukiji Station
Tour area: Tsukiji area
Start time: 9:00/10:00/11:00
1-Day Tokyo Highlights Tour with a Private Car and Guide
Why not enjoy stress-free sightseeing while viewing Tokyo colored with autumn foliage from the car window? This tour visiting popular tourist spots comes with transportation by dedicated car and guidance by a dedicated guide.
Spots visited on this tour:
- The solemn atmosphere of Meiji Jingu Shrine
- The vibrant Tsukiji Fish Market
- Traditional Asakusa
- Tokyo Tower & Shibuya Scramble Crossing, symbols of Tokyo
This tour condenses various charms of Tokyo such as tradition, food culture, and urban atmosphere. It's also recommended for first-time visitors to Tokyo!
Meeting point: Hotel Pick up
Tour area: Meiji Jingu Shrine/Tsukiji/Asakusa/Tokyo Tower/Shibuya
Start time: 9:00/10:00/11:00
Harajuku Kawaii Fashion & Pop-culture Tour
Why not walk through the pop and colorful town of Harajuku and experience Japan's "Kawaii" culture? Walking tours are perfect in autumn when the climate becomes pleasant. With a guide, you can encounter the hottest shops and experiences right now.
On Takeshita Street, where just walking makes you feel uplifted, let's enjoy food walking with fashionable snacks unique to Harajuku. In the back streets called Urahara, please feel the creative atmosphere of the town.
After the tour ends, visiting "Meiji Jingu Shrine," one of Tokyo's premier autumn foliage spots, is also recommended!
Meeting point: Harajuku Station
Tour area: Harajuku area
Start time: 10:30
Authentic Sumo Experience in Tokyo: Enter the Sanctuary
How about this tour where you can move your body with a sumo experience on a refreshing autumn morning when the wind feels pleasant?
Tour recommended highlights:
- Guide explains sumo history and traditions in an easy-to-understand way
- Observe practice sessions up close
- Sumo training together with wrestlers
- Hands-on experience making "Chanko Nabe"
- Photo session with wrestlers
- Original T-shirt gift
My top recommendation is the hands-on experience making "Chanko Nabe," a hot pot dish with chicken meatballs and vegetables. Let's make and taste together the Chanko Nabe that wrestlers eat daily!
The chance to talk directly with wrestlers is rare even for Japanese people. It will surely become a wonderful memory of Japan.
Meeting point: Shin Kawasaki Station
Tour area: Sumo stable
Start time: 9:30
Summer in Tokyo (June to August)
Tokyo Bar Hopping Night Tour in Shinjuku
Let's enjoy bar hopping in Shinjuku, the "city that never sleeps," during summer nights! While Tokyo summers are very hot during the day, bar hopping while feeling the comfortable night breeze after sunset is exceptional.
A guide who knows nighttime Shinjuku inside and out will take you to 3 izakaya that tourists find difficult to discover. Omoide Yokocho, with its 80-year history, is filled with shops that retain a retro charm. Let's toast with izakaya food and beer at long-established local favorites!
In neon-lit Kabukicho, please also enjoy the gorgeous excitement unique to summer nights in Shinjuku!
Meeting point: UNIQLO Shinjuku West Exit Store
Tour area: Omoide Yokocho - Kabukicho - Other areas around Shinjuku 3-chome
Start times: 17:30/18:00/18:30/19:00
Shibuya Bar Hopping Night Tour in Tokyo
Along with Shinjuku, Shibuya is what I'd like to recommend for summer night bar hopping. In Shibuya, where youth trends constantly gather, there are many izakaya with pop and casual atmospheres.
After meeting near Scramble Crossing, your summer night in Shibuya begins. After toasting with cold Japanese beer, please try the guide-recommended snacks. Communication with friendly staff might become lively too.
Please fully enjoy the energetic and open atmosphere that can only be tasted in summer Shibuya!
Meeting point: Around Shibuya Station
Tour area: Shibuya area
Start times: 18:00/19:00
Akihabara Anime & Gaming Adventure Tour
For those interested in Japanese "Otaku culture," this tour that lets you enjoy 100% of Akihabara, the holy land of anime and games, is recommended. With many indoor activities, you can enjoy it comfortably even in hot summer!
Retro arcades are fully stocked with exciting anime and gaming goods. Akihabara is also known as the electronics district, so you might encounter rare Japanese electrical products.
The tour highlight I'd like to recommend is the maid cafe experience.
For those who think "I'm interested but a bit embarrassed," let's break loose by imitating the guide's behavior!
Meeting point: Akihabara Station
Tour area: Akihabara area
Start time: 14:00
1-Day Tokyo Highlights Tour with a Private Car and Guide
In hot summer, why not enjoy sightseeing comfortably even during transportation with an air-conditioned private car and guide tour? The attractive point is that you can efficiently enjoy popular tourist spots with the guide's carefully selected plan.
At the solemn Meiji Jingu Shrine, Tsukiji with its old-fashioned vitality, and traditional Asakusa, you can enjoy more deeply while listening to the guide's explanations.
At Tokyo Tower and Scramble Crossing, which can be called symbols of Tokyo, please take lots of Tokyo-like photos.
With round-trip hotel transportation included, this is also recommended for families with small children.
Meeting point: Hotel Pick up
Tour area: Meiji Jingu Shrine/Tsukiji/Asakusa/Tokyo Tower/Shibuya
Start times: 9:00/10:00/11:00
Tokyo by Night Photography Tour
My top recommendation is this tour where you have a private photographer take your pictures. Let's tour Shinjuku to Shibuya in the refreshing night breeze.
First, we'll discuss the shooting plan while having light drinks. Try conveying your desired locations and images like "the urban atmosphere of Kabukicho" or "the retro feel of back streets."
With the unique perspective of a photographer who knows Tokyo inside and out, we'll preserve special nights as memories. Please surrender yourself to the summer Tokyo night air and pose naturally in front of the camera.
This tour is recommended for those who want to enjoy the urban night atmosphere while creating memories.
Meeting point: The Lion Statue at Shinjuku Station
Tour area: Shinjuku area to Shibuya area
Start time: 17:30
Tokyo Samurai Experience: History, Swordplay, and Authentic Japanese Dining
For those interested in Japanese samurai culture, this tour offering exciting training experiences is recommended.
First, we'll stroll through Kagurazaka, a district where many samurai lived during the Edo period (1603-1868). At shrines and temples, while listening to the guide's explanations, let's learn about the samurai spirit and Zen Buddhism.
In the long-awaited samurai experience, you'll first watch a powerful performance by professionals. After practicing sword handling and basic movements, let's challenge it like the real thing!
After training, please also savor lunch in a hideaway-style Japanese house. Since this is mainly an indoor tour, it's recommended for hot days or rainy days.
Meeting point: Iidabashi Station
Tour area: Kagurazaka area
Start time: 10:30
Master Tokyo's Must-Sees: 5-hour Tsukiji, Akihabara & Asakusa Highlights Tour
If you want to visit popular tourist spots in a short time, participating in a guided tour is definitely more recommended than planning individually. Since you can sightsee efficiently, stress from summer heat can also be minimized.
Tour Highlights:
- Delicious tasting experience at Tsukiji Fish Market
- Visit to Sensoji, Tokyo's oldest temple
- Traditional Japanese course lunch in Asakusa
- Shopping for anime goods and electronics in Akihabara
An experienced guide will propose the best plan that condenses Tokyo's charms. This tour is also recommended for first-time visitors to Tokyo.
Meeting point: Tsukiji Station
Tour area: Tsukiji/Akihabara/Asakusa
Start time: 9:30
Winter in Tokyo (December to February)
Experience the magic of winter with our Tokyo Tours for Each Seasons 2025, featuring authentic Japanese culture and cuisine during the coldest months of the year.
Finest Quality Sushi & Tempura Dining Experience in Ginza
If you're visiting Tokyo during the cold season, why not indulge in winter's finest flavors? During winter, popular fish such as yellowtail (buri) and tuna reach their "Shun" (the most delicious season). This tour allows you to taste exquisite sushi and tempura made with seasonal Shun ingredients at high-end establishments in Ginza.
At the sushi restaurant where you'll enjoy counter seating, you can savor a special course exclusive to this tour. Please also enjoy watching the chef's skilled techniques.
The freshly fried tempura at this Michelin-starred tempura restaurant offers exceptional flavor. My personal favorite is pairing seafood and vegetable tempura with dry Japanese sake.
Enjoy the ultimate flavors in Ginza's winter streets!
Meeting point: Lion Statue at Ginza Mitsukoshi
Tour area: Sushi & tempura restaurants around Ginza
Start time: 16:30
Wagyu Beef & Sake Pairing Foodie Tour in Ginza
This tour is recommended for those who want to enjoy Japan's premium wagyu beef and sake. From November to February, the first pressing of sake from that year is distributed, making it the perfect time to enjoy fragrant and fresh Japanese sake.
My recommended highlight is the 30-minute all-you-can-drink sake tasting. You can choose from about 20 varieties, so please try tasting the differences in aroma, taste, and production regions.
After enjoying the sake, it's time to indulge in the long-awaited wagyu beef. Everything grilled on the teppan in front of you is A5-grade wagyu, considered the highest quality. It's all-you-can-eat, so please come hungry!
Meeting point: Shinbashi Station
Tour area: Ginza area
Start time: 17:00
Tokyo Night Foodie Tour in Shinjuku
If you want to luxuriously enjoy both sushi and wagyu, why not join this tour?
First, you'll enjoy exquisite sushi made with chef-selected ingredients at a restaurant recommended by the guide. I recommend pairing the flavorful winter fish with "Atsukan" (warmed sake).
After satisfying your appetite with sushi, you'll continue to enjoy wagyu beef. This tour features the "Yakiniku" Japanese BBQ style. Please ask the guide questions about the best grilling techniques and sauce arrangements to enjoy wagyu at its most delicious, and enjoy it your own way.
During the cold winter, warm yourself with a food tour that satisfies both your stomach and heart.
Meeting point: Uniqlo Shinjuku West Exit Store
Tour area: Around Shinjuku
Start time: 17:00 / 18:00 / 19:00
Asakusa Cultural Walk & Matcha Making Tour
"My schedule is packed, but I absolutely want to go to Asakusa" – for those of you thinking this, we recommend this approximately 3-hour tour guided by someone who knows Asakusa inside and out.
Winter in Asakusa sometimes offers the collaboration of snow and traditional streetscapes, which I look forward to every winter. Also, Asakusa after welcoming the New Year has a festive liveliness unique to this season.
Tour Highlights:
- Visit Sensoji Temple while listening to the guide's explanations
- Matcha experience at a charming tea house with Asakusa atmosphere
- Lunch featuring the specialty monjayaki (okonomiyaki)
- Stroll through the retro-atmosphere Hoppy Street
Please join this recommended tour that condenses all of Asakusa's charms!
Meeting point: Asakusa Kaminarimon
Tour area: Nakamise shopping street - Sensoji - Hoppy street - Local restaurant
Start time: 11:00
Tokyo Sumo Morning Practice Tour with Ring-Side Seats
This is a tour to observe real morning training at a sumo stable. Please enjoy the serious demeanor of the sumo wrestlers training in the crisp winter air.
My recommended point about this tour is that, unlike casual sumo stable observation tours, you can realistically feel the solemn and serious atmosphere. This is an experience that even Japanese people rarely get to have, so please enjoy it with respect!
There are also commemorative photos with the wrestlers and original sumo guidebook presents.
The powerful sumo training seen on a clear winter morning will become an unforgettable memory of Japan.
Meeting point: Kiyosumi Shirakawa Station
Tour area: Sumo Stable
Start time: 8:30
Yanaka Historical Walking Tour in Tokyo's Old Town
One of my favorites is this tour strolling through the retro streets of Yanaka, which shine in the crisp winter air. Walking tours that warm your body through movement are especially recommended in winter. Since it's an afternoon tour, gentle winter sunlight streams down on clear days.
The tour follows a course carefully selected by the guide, including Nezu Jinja Shrine with its eye-catching bright red torii gates, and Yanaka Ginza Shopping Street frequented by locals. My recommendation is the "Lucky Cat" painting experience for good fortune charms.
Please spend relaxing time in winter Yanaka.
Meeting point: Nezu Station
Tour area: Yanaka area
Start time: 13:30
Izakaya Style Home Cooking & Sake Pairing Experience in Tokyo
From November to February is the time when you can taste special Japanese sake that is pressed first at breweries that year. Freshly pressed sake offers fresh and aromatic deliciousness.
This tour allows you to enjoy winter sake and cooking experiences together. You'll make simple Japanese dishes like maki sushi and teriyaki chicken.
My recommended point is that you can experience the atmosphere of a casual Japanese home party. Let's enjoy cooking in a cozy atmosphere while enjoying drinks and conversation.
Since it's an indoor activity, it's comfortable even in cold winter. There's also a dedicated playroom for children, so it's recommended for families too!
Meeting point: Iriya Station
Tour area: Cooking Studio
Start time: 17:30
