10 Best Osaka Multiday Tours in September 2026

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.

Super Sales

Shikoku Pilgrimage Trail - September 2026

No booking fees

Best price guaranteed

Set out on a profound journey along Japan’s Shikoku Pilgrimage Trail, a trek that elegantly weaves spiritual heritage with natural beauty. This 11-day, self-guided private tour departs from Osaka and offers experienced travelers an immersive exploration of Shikoku’s sacred sites and tranquil countryside. With accommodation, transportation, and meals seamlessly arranged, you’re free to focus on the moderate trekking experience, discovering historic temples, serene mountain paths, and picturesque villages at your own rhythm. The tour’s unique charm lies in its blend of cultural discovery and personal reflection, allowing travelers to walk sections of one of Japan’s oldest pilgrimage routes while enjoying the flexibility of a private itinerary. For those seeking a moderate physical challenge and a deep dive into Japan’s spiritual traditions, this trip stands out as an enriching and memorable adventure.

Trekking and Hiking

Tour Type

Private Tour

Age Range

1-99 yrs

Operated in

english

Destinations

Osaka, Kyoto, Ehime, Tokushima

Osaka, Kyoto, Ehime, Tokushima, Kagawa

Duration11 days

From

USD 5,195

USD 5,039

Saving

USD 156

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Japan: Sushi & Shrines - September 2026

4.2

(72 reviews )

No booking fees

Best price guaranteed

The Japan highlights tour gave me a little bit from every part of Japan and definitely gave me the knowledge I needed to plan my next trip and figure out where my fav parts of Japan were. Can’t wait to go back to Akhibara!

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-39 yrs

Operated in

english

Destinations

Tokyo, Osaka, Takayama, Hiroshim

Tokyo, Osaka, Takayama, Hiroshima, Kyoto

Duration12 days

From

USD 3,339

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50% OFF TODAY

Best of Japan 2026 - September 2026

No booking fees

Best price guaranteed

Get ready to uncover the magic of Japan on this immersive 10-day journey through ancient traditions and cutting-edge cities. From Tokyo’s neon-lit energy to Kyoto’s tranquil temples, experience the perfect blend of past and present. Ride high-speed bullet trains past stunning landscapes, admire Mt. Fuji from the serene lakeside town of Kawaguchiko, and explore the rich history of Hiroshima and Miyajima. With peaceful gardens, vibrant street life, and unforgettable flavours along the way, this adventure is a dream for history buffs, foodies, and culture lovers alike.

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

Tokyo, Osaka, Kawaguchiko , Kyot

Tokyo, Osaka, Kawaguchiko , Kyoto, Hiroshima

50% OFF TODAY

Duration10 days

From

USD 5,124

USD 2,562

Saving

USD 2,562

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Super Sales

Walk the Nakasendo Trail - September 2026

No booking fees

Best price guaranteed

Travel back in time with the 11-day Walk the Nakasendo Trail, a self-guided trekking tour that traces the legendary route between Osaka and Tokyo. This journey takes experienced travelers through scenic mountain villages, lush valleys, and remnants of feudal Japan, with all accommodations, transport, and meals thoughtfully provided. Enjoy moderate hiking each day as you stroll historic post towns and forested paths that once linked Kyoto and Edo (modern Tokyo). What sets this journey apart is the authentic immersion into Japan’s rural charms, where travelers can savor traditional hospitality and discover centuries-old architecture along the Nakasendo. For those who relish moderate-level hiking and cultural exploration, this trekking tour offers a window into the beauty and history of Japan’s heartland.

Trekking and Hiking

Tour Type

Private Tour

Age Range

1-99 yrs

Operated in

english

Destinations

Tokyo, Osaka, Kyoto, Magome, Nag

Tokyo, Osaka, Kyoto, Magome, Nagiso, Nojiri, Yabuhara, Matsumoto

Duration11 days

From

USD 5,300

USD 5,141

Saving

USD 159

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Super Sales

Japan Adventure: Kyushu & Shikoku - September 2026

No booking fees

Best price guaranteed

Say sayōnara to the list-ticking tourists and head southwest, where the extraordinary natural beauty of Japan is on full display. Starting in Osaka, and joined by an expert tour leader, we explore the lesser-visited islands of Kyushu and Shikoku by public transport, including the iconic bullet train. Expect deep cultural immersion – who wouldn’t want to master ‘hell steam’ cuisine? – and active adventures, including a cycle on the famed Shimanami Kaido and a hike up the active volcano, Mount Aso. If you want to see a different side to Japan, this is the trip for you.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Osaka, Fukuoka, Nagasaki, Ikuchi

Osaka, Fukuoka, Nagasaki, Ikuchi Jima, Matsuyama, Kyushu, Mount Aso

Duration13 days

From

USD 7,200

USD 6,984

Saving

USD 216

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50% OFF TODAY

Best of Japan with Koya-san 2026 - September 2026

No booking fees

Best price guaranteed

Journey through the many faces of Japan — from the buzzing streets of Tokyo to the timeless serenity of Osaka. Witness the striking contrasts of tradition and innovation as you ride sleek bullet trains through stunning countryside, gaze at Mt. Fuji from peaceful Kawaguchiko, and explore the soulful streets of Kyoto by lantern light. Reflect in the sacred atmosphere of Koya-san’s mountaintop temples, and dive into the powerful stories of Hiroshima and the beauty of Miyajima. Whether you're into ancient culture, natural beauty or incredible cuisine, this immersive 10-day experience captures Japan’s rich and varied spirit.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Lodge

Age Range

18-75 yrs

Operated in

english

Destinations

Tokyo, Osaka, Kōyasan, Kawaguchi

Tokyo, Osaka, Kōyasan, Kawaguchiko , Kyoto, Hiroshima

50% OFF TODAY

Duration12 days

From

USD 5,988

USD 2,994

Saving

USD 2,994

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8-Day Japan Family Trip with Disneyland - September 2026

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

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All Osaka Tours in September 2026

Page 3 of 35 Trips in Osaka during September 2026 with 398 Reviews

Get a customized trip to Osaka in September 2026

Page 3 of 35 Trips in Osaka during September 2026 with 398 Reviews

Shikoku Pilgrimage Trail - September 2026

Japan: Sushi & Shrines - September 2026

Best of Japan 2026 - September 2026

Walk the Nakasendo Trail - September 2026

Japan Adventure: Kyushu & Shikoku - September 2026

Best of Japan with Koya-san 2026 - September 2026

8-Day Japan Family Trip with Disneyland - September 2026

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All Osaka Tours in September 2026

Page 3 of 35 Trips in Osaka during September 2026 with 398 Reviews

Get a customized trip to Osaka in September 2026

Page 3 of 35 Trips in Osaka during September 2026 with 398 Reviews

Shikoku Pilgrimage Trail - September 2026

Japan: Sushi & Shrines - September 2026

Best of Japan 2026 - September 2026

Walk the Nakasendo Trail - September 2026

Japan Adventure: Kyushu & Shikoku - September 2026

Best of Japan with Koya-san 2026 - September 2026

8-Day Japan Family Trip with Disneyland - September 2026