10 Best Tokyo Multiday Tours in Winter

Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Active Japan: Kyoto & Okinawa Island Hopping - Winter Tours

27% OFF TODAY

Super Sales

Active Japan: Kyoto & Okinawa Island Hopping - Winter tours

No booking fees

Best price guaranteed

It’s easy to forget that Japan stretches over 2,000 miles, and there’s way more to explore beyond the typical tourist spots. This 10-day island-hopping adventure kicks off in Kyoto before heading southwest to the paradise of Ishigaki Island. After soaking in the history and charm of Kyoto, make your way to Okinawa for thrilling day hikes, sea kayaking, and cycling through Yambaru National Park, Taketomi, and Iriomote Islands. Recharge with Okinawa’s famous lifestyle and delicious cuisine — known for helping locals live some of the longest, healthiest lives on the planet. Get ready to explore Japan in a whole new way.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Kyoto, Tokyo, Ishigaki, Yanbaru

Kyoto, Tokyo, Ishigaki, Yanbaru National Park, Taketomi

27% OFF TODAY

Duration10 days

From

USD 4,699

USD 3,418

Saving

USD 1,281

View Tour

Super Sales

Japan Adventure - Winter tours

No booking fees

Best price guaranteed

Get to the heart of Japan on this 20-day adventure that blends vibrant cities with serene landscapes. Absorb the bustle of Tokyo before heading into the countryside for a homestay and take in the views of the iconic Mt Fuji. Travel on a futuristic bullet train to Kyoto and step into this nation’s history before heading to the foodie paradise of Osaka. Then, head north to Aomori’s ancient sites and Hokkaido’s hot springs, meet the Ainu people in Asahikawa and treat your tastebuds to traditional dumplings after a cooking demonstration.

Explorer

Tour Type

Small Group Tour

Accommodation

Home-stay, Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Tokyo, Sapporo, Aomori, Hakodate

Tokyo, Sapporo, Aomori, Hakodate, Noboribetsu, Lake Shikotsu, Asahikawa, Furano, Mishima, Kawane, Kyoto, Osaka

Duration20 days

From

USD 8,695

USD 8,434

Saving

USD 261

View Tour

Northern Japan & Hokkaido Adventure - Winter Tours

22% OFF TODAY

Super Sales

Northern Japan & Hokkaido Adventure - Winter tours

No booking fees

Best price guaranteed

From the neon-lit streets of Tokyo to the tranquil hot springs of Noboribetsu, this 12-day journey across Northern Japan immerses you in the country’s rich tapestry of culture, history and natural beauty. Zip North on a bullet train to Aomori, where you can visit prehistoric sites and fresh seafood markets. Soak in volcanic hot springs, paddle across lakes and discover the vibrant spirit of Hokkaido. After wandering the lavender fields of Furano, end your adventure in Sapporo, where modern energy meets great mountainous views. Japan’s colourful wonders await – are you ready?

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Tokyo, Sapporo, Aomori, Hakodate

Tokyo, Sapporo, Aomori, Hakodate, Noboribetsu, Lake Shikotsu, Asahikawa, Furano

22% OFF TODAY

Duration12 days

From

USD 5,245

USD 4,070

Saving

USD 1,175

View Tour

8% OFF TODAY

Japan & South Korea: From Tokyo to Seoul - Winter tours

No booking fees

Best price guaranteed

Encounter Japan’s rich cultural heritage from Tokyo to Kyoto and the energy of Seoul in South Korea. Explore Japan’s blend of past and present through Tokyo, Kyoto, and Hiroshima, traveling between them on the shinkansen bullet train. Meet Japan’s ama pearl divers, see the beauty of the Golden Pavilion, and explore Gion, the historic geisha district of Kyoto. Reflect at the Hiroshima Peace Memorial Park and Museum. In South Korea, discover Seoul’s Gyeongbok Palace, and take a tour of Korea’s infamous Demilitarized Zone. Join a conversation with a North Korean defector and enjoy a traditional lunch hosted in a Korean family’s home. The spirit of Japan and South Korea’s vibrancy shine from neon-lit streets to tranquil shrines.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Guest House, Hotel, Hut, Resort

Age Range

1-99 yrs

Operated in

english

Destinations

Seoul, Tokyo, Kyoto, Ise Shima

Seoul, Tokyo, Kyoto, Ise Shima, Hiroshima

8% OFF TODAY

Duration16 days

From

USD 8,099

USD 7,449

Saving

USD 650

View Tour

Discover Japan's Fall Foliage with Kumano Kodo - Winter tours

No booking fees

Best price guaranteed

With the arrival of cool autumn, Japan transforms into a kaleidoscope of hues. For this 14-day journey, you will witness the breathtaking spectacle of golden ginkgo leaves lining the Jingu Gaien Ginkgo Avenue in Tokyo. You will also be captivated by the Chureito Pagoda, set against a stunning backdrop of vibrant red foliage in Kawaguchiko. The charm of Kyoto's Kiyomizu-Dera and the serene beauty of Jojakko-Ji Temple in Arashiyama are further enhanced by the vivid red leaves that frame them. You will also have the opportunity to traverse the historic Kumano Kodo, a pilgrimage route where the autumn scenery unfolds along mountain trails, punctuated by visits to sacred shrines and temples. This journey promises not only visual delights but also a deeper connection with the cultural and spiritual heart of Japan.

Nature and bush walks

Tour Type

Private Tour

Age Range

1-99 yrs

Operated in

english

Destinations

Kyoto, Tokyo, Osaka, Hakone, Him

Kyoto, Tokyo, Osaka, Hakone, Himeji, Tanabe, Kobe

Duration14 days

From

USD 5,941

View Tour

Seoul To Osaka: Beaches & Big Cities - Winter Tours

18% OFF TODAY

Super Sales

Seoul to Osaka: Beaches & Big Cities - Winter tours

No booking fees

Best price guaranteed

Ready to see for yourself why Japan and South Korea are two of the most popular countries to visit? Yeah you are. On this three-week trip, you'll go off the beaten track and hit the highlights of both countries. Immerse yourself in a ryokan and hanok stay, relax on the beach, sing karaoke, and devour some of the most delicious food in the world.

Explorer

Tour Type

Small Group Tour

Accommodation

Hostel, Guest House

Age Range

18-39 yrs

Operated in

english

Destinations

Seoul, Osaka, Tokyo, Takayama, K

Seoul, Osaka, Tokyo, Takayama, Kyoto, Hiroshima, Jeonju-si, Busan, Jeju-si

18% OFF TODAY

Duration20 days

From

USD 4,499

USD 3,709

Saving

USD 790

View Tour

Korea To Japan: Epic Eats & Bright City Lights - Winter Tours

18% OFF TODAY

Super Sales

Korea to Japan: Epic Eats & Bright City Lights - Winter tours

No booking fees

Best price guaranteed

From historic streets, eccentric pop scenes, exciting arcades, and buzzing fish markets, Japan and South Korea are two of the most unique countries on Earth. Visit some of the most epic places these two countries have to offer on an unforgettable adventure through Seoul, Hanok villages, Jeju island, Tokyo and Kyoto.

Explorer

Tour Type

Small Group Tour

Accommodation

Hostel, Guest House

Age Range

18-39 yrs

Operated in

english

Destinations

Seoul, Kyoto, Tokyo, Takayama, J

Seoul, Kyoto, Tokyo, Takayama, Jeonju-si, Busan, Jeju-si

18% OFF TODAY

Duration15 days

From

USD 3,299

USD 2,720

Saving

USD 579

View Tour

12-Day Japan Tradition and Culture Tour - Winter tours

Trip customizable

Best price guaranteed

Immerse yourself in a captivating 12-day journey through Japan, exploring its timeless traditions and cultural treasures. Delve into the culinary arts by crafting sushi alongside a master chef, and embrace the craft of pottery in Kyoto, renowned for its ceramic expertise. Express your creativity using the refined techniques of Kaga Yuzen, a historic dyeing method. Beyond the workshops, visit iconic landmarks such as Senso-ji in Tokyo, the resplendent Golden Pavilion in Kyoto, and the mystical Fushimi Inari Shrine, famous for its seemingly endless Torii gates. Your adventure culminates at breathtaking Mount Wakakusa in Nara, overlooking the city and mountains, and the serene beauty of Shirakawa's traditional wooden houses, a UNESCO World Heritage Site nestled within the Japanese Alps. This enriching tour seamlessly combines hands-on cultural experiences with awe-inspiring sightseeing, offering a comprehensive insight into Japan's heart and soul.

Local culture

Tour Type

Private Tour

Age Range

12-69 yrs

Operated in

english

Destinations

Kyoto, Tokyo, Osaka, Takayama, K

Kyoto, Tokyo, Osaka, Takayama, Kanazawa, Nara, Nagoya

Duration12 days

From

USD 7,190

View Tour

Explore Japan's Winter Charm with Snow Monkey - Winter tours

No booking fees

Best price guaranteed

Discover the allure of Japan's winter as you zip across the country on a bullet train. You'll witness the grandeur of Tokyo, Kyoto, and Kanazawa, home to the revered Meiji Shrine, the mystical Fushimi Inari Taisha, and the tranquil Kenrokuen Garden. In Nagano, meet the snow monkeys, who bask in the warmth of natural hot springs, a delightful sight in the frosty air. And stroll through the fairytale village of Shirakawago, Indulge in the serenity of an onsen ryokan, where you can soak in the rejuvenating hot springs, savor regional delicacies, and experience the quintessence of Japan's winter tranquility.

Sightseeing ToursWildlife

Tour Type

Private Tour

Age Range

1-79 yrs

Operated in

english

Destinations

Kyoto, Tokyo, Takayama, Kanazawa

Kyoto, Tokyo, Takayama, Kanazawa, Nagano

Duration12 days

From

USD 4,024

View Tour

8-Day Japan Family Trip with Disneyland - Winter tours

Trip customizable

Best price guaranteed

Embark on an unforgettable journey through Japan's most captivating cities with this immersive tour. From the bustling streets and culinary delights of Osaka to the serene temples and vibrant neighborhoods of Kyoto, this tour promises a rich cultural experience. Begin your adventure with a private transfer from Kansai International Airport, where you’ll settle in Osaka before diving into its historical and culinary wonders, including Osaka Castle and the energetic district of Dotonbori. The journey continues in Kyoto, where iconic sights like the Fushimi Inari Shrine and the charming Gion District await. Try on a traditional kimono, stroll through the historic Ninenzaka and Sannenzaka streets, and marvel at Kyoto’s timeless beauty. Travel to Tokyo on the famed Shinkansen bullet train and step into a city where tradition meets modernity. From exploring Meiji Jingu Shrine to learning the art of sushi-making and visiting Tokyo’s lively Shibuya, each experience will deepen your connection to Japanese culture. Cap off the tour with a day of magic at Tokyo Disneyland, an experience that blends Japanese charm with Disney's enchantment. With seamless transfers, comfortable accommodations, and a thoughtful itinerary, this tour offers a complete, stress-free exploration of Japan's treasures.

Walking tours

Tour Type

Private Tour

Age Range

1-79 yrs

Operated in

english

Destinations

Kyoto, Tokyo, Osaka

Duration8 days

From

USD 3,899

View Tour

Japan Essentials – 9 Days - Winter tours

No booking fees

Best price guaranteed

Discover Japan's hidden gems with your future travel family - from late-night ramen spots to secret temple gardens. Epic adventures, unreal local experiences, at a price that just makes sense. Dive into Japan’s vibrant culture with a group that feels like family – from sunrise temple visits to late-night ramen adventures. Our expert guides share hidden spots and cultural insights you won’t find in guidebooks, while giving you the freedom to shape your own journey. Speed between cities on the epic bullet train, swap stories in unique hostels and discover the real Japan through its markets, street food, and local hangouts. Some nights you’ll be mastering chopstick skills at tiny izakayas, others you’ll be exploring Tokyo’s neon-lit streets with your crew. This is Japan without the overwhelm – all the bucket-list experiences plus those off-the-beaten-path gems, designed to keep your wallet happy. Because the best adventures happen when you’ve got the essentials sorted and the freedom to explore.

AdventureSightseeing Tours

Tour Type

Group Tour

Age Range

18-45 yrs

Operated in

english

Destinations

Kyoto, Tokyo, Osaka, Hakone, Shibuya City

Duration9 days

From

USD 1,651

View Tour

15% OFF TODAY

Japan In-depth Discovery Tour - Winter tours

Trip customizable

Best price guaranteed

Join us on an unforgettable journey through Japan with our immersive Japan In-Depth Discovery Tour. Carefully designed to capture the heart and soul of this country, this itinerary takes you through some of the most famous tourist attractions in Japan, from the vibrant energy of Tokyo’s streets to the serene landscapes of Hiroshima. You’ll uncover Japan's rich heritage, marvel at natural beauty, and explore hidden treasures that go beyond the well-traveled paths, offering a truly comprehensive experience. With our seamless Door-to-Airport Service, your adventure begins stress-free and relaxed. A professional chauffeur-drive service will handle your airport transfer, so you can focus on the excitement ahead without the hassle of arranging transportation or managing traffic. Once in Japan, enjoy 24/7 local assistance and travel guidance, plus a personalized airport meet-and-greet service with your dedicated tour guide. Our small group tours, designed for a maximum of 16 guests and guaranteed with just two, ensure a truly intimate experience. As part of our unique “local-host” experience, you’ll delve deep into the heart and soul of Japan, gaining insider insights at every destination. From iconic landmarks to lesser-known wonders and intimate traditional Japanese meals, each moment of the journey offers discovery and inspiration, enhanced by Tweet World Travel’s commitment to providing a world-class experience.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

35-79 yrs

Operated in

english

Destinations

Tokyo, Osaka, Mito, Kyoto, Hiros

Tokyo, Osaka, Mito, Kyoto, Hiroshima, Himeji, Kansai, Tateshina, Takayama, Kanazawa

15% OFF TODAY

Duration15 days

From

USD 8,417

USD 7,155

Saving

USD 1,263

View Tour

7% OFF TODAY

Japan Family Tour: Explore the Best of Japan - Winter tours

Trip customizable

Best price guaranteed

Set off on a family vacation to Japan with our Japan Family Tour as we embark on an enchanting adventure across the Land of the Rising Sun. With our 13-day carefully crafted itinerary, you and your loved ones will explore all the best parts of Japan, from vibrant cities and tranquil temples to breathtaking natural landscapes. From the bustling streets of Tokyo to the historic temples of Kyoto, our small group tour includes some must-try family-friendly activities that blend perfectly with cultural immersion and in-depth wellness retreats. All the while savoring traditional Japanese meals or having a street food tour in Osaka's night market. Join us on this great family vacation at the best time of the year to visit Japan for we are committed to bringing you a stress-free travel experience from beginning to end and taking care of every detail right from your doorstep. Start your journey in comfort with our Door-to-Airport Service, including a complimentary one-way chauffeur drive from your home to the airport. With 24/7 local assistance, travel guidance, and an airport meet-and-greet with your local tour guide, every step of your journey is seamlessly arranged. Our small-group tours accommodate up to 16 guests, and with departures guaranteed for as few as two people, you’re ensured an intimate and personalized experience. With Tweet World Travel’s exclusive “local-host” experience, you’ll gain insider insights, bringing you closer to Japan’s cultural treasures and traditions. Join us on the Japan Family Tour, where every moment is an opportunity for discovery, connection, and cherished family memories.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

35-75 yrs

Operated in

english

Destinations

Kyoto, Tokyo, Nara, Arashiyama

Kyoto, Tokyo, Nara, Arashiyama, Takayama, Hiroshima, Osaka

7% OFF TODAY

Duration13 days

From

USD 7,929

USD 7,374

Saving

USD 555

View Tour

Super Sales

Beijing and Classics of Korea and Japan End Tokyo - Winter tours

No booking fees

Best price guaranteed

Dreaming of a grand tour across East Asia? The “Beijing and Classics of Korea and Japan End Tokyo” trip unfolds over 16 days, starting in Beijing and culminating in Tokyo. This city sightseeing journey is tailored for seniors wishing to explore multiple cultures with ease, covering renowned destinations like Tokyo, Matsuyama, and Kobe, alongside China’s vibrant capital. A key feature of this guided group tour is its comprehensive itinerary, offering cultural diversity and seamless transitions between countries. With easy-paced activities, quality accommodations, transport, and meals included, you can savor each city’s distinct charm without any rush. The standout USP: the rare opportunity to experience three countries in one smooth, senior-friendly package.

City sightseeingWalking tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Beijing, Tokyo, Matsuyama, Kobe

Beijing, Tokyo, Matsuyama, Kobe, Mount Koya, Kyoto, Seoul, Jeonju, Busan, Hiroshima

Duration16 days

From

USD 5,131

USD 4,977

Saving

USD 154

View Tour

All Tokyo Tours in Winter

Page 8 of 114 Trips in Tokyo with 825 Reviews

Active Japan: Kyoto & Okinawa Island Hopping - Winter tours

Japan Adventure - Winter tours

Northern Japan & Hokkaido Adventure - Winter tours

Japan & South Korea: From Tokyo to Seoul - Winter tours

Discover Japan's Fall Foliage with Kumano Kodo - Winter tours

Seoul to Osaka: Beaches & Big Cities - Winter tours

Korea to Japan: Epic Eats & Bright City Lights - Winter tours

12-Day Japan Tradition and Culture Tour - Winter tours

Explore Japan's Winter Charm with Snow Monkey - Winter tours

8-Day Japan Family Trip with Disneyland - Winter tours

Japan Essentials – 9 Days - Winter tours

Japan In-depth Discovery Tour - Winter tours

Japan Family Tour: Explore the Best of Japan - Winter tours

Beijing and Classics of Korea and Japan End Tokyo - Winter tours

Page 8 of 114 Trips in Tokyo with 825 Reviews

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Tokyo Tours in Winter

Page 8 of 114 Trips in Tokyo with 825 Reviews

Page 8 of 114 Trips in Tokyo with 825 Reviews