10 Best Tokyo Multiday Tours in September 2027

Active Japan: Kyoto To Tokyo Island Hopping - September 2027

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Active Japan: Kyoto to Tokyo Island Hopping - September 2027

(4 reviews )

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We had a truly special trip, during which we experienced so many firsts. The whole trip felt unique and off the beaten tourist track. Our time in Tokyo, surrounded by tourists, really highlighted just how special and intimate the time on the Okinawa and Ishigaki islands was. Our cultural excursions were of such a high quality compared with anything you can book yourself online. Having our CEO open the door into this amazing culture was invaluable to us and allowed us to access many experiences that would not have been available without a guide.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Kyoto, Tokyo, Yanbaru National P

Kyoto, Tokyo, Yanbaru National Park, Ishigaki, Taketomi

13% OFF TODAY

Duration12 days

From

USD 5,149

USD 4,495

Saving

USD 654

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Active Japan: North To South Adventure - September 2027

18% OFF TODAY

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Active Japan: North to South Adventure - September 2027

(1 review )

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This trip was a very positive experience that provided an excellent overview of Japan. The guides were excellent, the activities were great and safe, and the hotels were air conditioned and comfortable. I appreciated the washing machines and dryers in every hotel.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Tokyo, Shiretoko Peninsula, Kyot

Tokyo, Shiretoko Peninsula, Kyoto, Yanbaru National Park, Ishigaki, Taketomi, Akanko Onsen, Asahikawa, Sapporo

18% OFF TODAY

Duration18 days

From

USD 8,899

USD 7,337

Saving

USD 1,562

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Active Japan: Hokkaido Highlights & Okinawa Island Hopping - September 2027

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Active Japan: Hokkaido Highlights & Okinawa Island Hopping - September 2027

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It’s not every day you can say you’ve travelled a country from top to bottom — but on this 20-day active adventure, you’ll explore Japan from its northernmost tip to its sunny southern islands. Kick things off in Kyoto and Tokyo, with city walks and scenic day hikes before heading way off the beaten path. Explore Hokkaido’s rugged national parks, then hop over to Okinawa’s tropical paradise for biking, hiking, and kayaking. Refuel with mouthwatering dishes unique to each region and unwind in traditional Japanese onsens. Who says you can’t have it all?

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Tokyo, Sapporo, Kyoto, Yanbaru N

Tokyo, Sapporo, Kyoto, Yanbaru National Park, Ishigaki, Taketomi, Shiretoko Peninsula, Akanko Onsen, Asahikawa

18% OFF TODAY

Duration20 days

From

USD 9,299

USD 7,667

Saving

USD 1,632

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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.

Northern Japan & Hokkaido Adventure - September 2027

22% OFF TODAY

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Northern Japan & Hokkaido Adventure - September 2027

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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 5,155

USD 4,000

Saving

USD 1,155

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All Tokyo Tours in September 2027

Page 4 of 46 Trips in Tokyo during September 2027 with 613 Reviews

Get a customized trip to Tokyo in September 2027

Active Japan: Kyoto to Tokyo Island Hopping - September 2027

Active Japan: North to South Adventure - September 2027

Active Japan: Hokkaido Highlights & Okinawa Island Hopping - September 2027

Northern Japan & Hokkaido Adventure - September 2027

Page 4 of 46 Trips in Tokyo during September 2027 with 613 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 September 2027

Page 4 of 46 Trips in Tokyo during September 2027 with 613 Reviews

Get a customized trip to Tokyo in September 2027

Active Japan: Kyoto to Tokyo Island Hopping - September 2027

Active Japan: North to South Adventure - September 2027

Active Japan: Hokkaido Highlights & Okinawa Island Hopping - September 2027

Northern Japan & Hokkaido Adventure - September 2027

Page 4 of 46 Trips in Tokyo during September 2027 with 613 Reviews