Shinjuku, Tokyo’s vibrant heart, blends the old and new in a captivating display. This walking and bar hopping tour takes visitors on a journey through Shinjuku‘s contrasting landscapes, where iconic landmarks and hidden alleyways coexist. More than just sightseeing, the tour immerses participants in the neighborhood’s rich history, architectural diversity, and thriving bar scene. Artisanal Japanese cocktails, premium whisky selections, and traditional bar bites await, as knowledgeable local bartenders provide insights. This intimate experience, limited to a maximum of 8 travelers, promises to unveil Shinjuku’s secrets in a way that…
Key Points

- Immersive exploration of Shinjuku’s contrasting old and new landscapes through a guided walking tour of winding streets and hidden alleyways.
- Opportunity to sample traditional Japanese bar bites and craft cocktails, including artisanal Japanese whisky and gin-based drinks.
- Engagement with knowledgeable local bartenders and learning about Japanese mixology traditions across various bar types, such as izakaya and whiskey lounges.
- Insights into Shinjuku’s rich history and architectural diversity, from iconic landmarks to lesser-known establishments.
- A personalized and intimate experience with a maximum group size of 8 travelers, subject to availability.
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Contents
- Key Points
- Exploring Shinjuku’s Past and Present
- Navigating the Shinjuku Tour Route
- Experiencing Shinjuku’s Vibrant Bar Scene
- Highlights of the Walking Tour
- Alcoholic Beverages and Gratuities
- Meeting Point and End Point
- Tour Confirmation and Accessibility
- Tour Group Size and Recommendations
- Frequently Asked Questions
- Can I Bring My Own Alcoholic Beverages on the Tour?
- Is There a Discount for Groups Larger Than 8 People?
- Are There Any Dress Code Requirements for the Bar Hopping Portion?
- Can the Tour Guide Provide Recommendations for Nearby Restaurants?
- Is There an Option to Extend the Tour Duration for an Additional Fee?
- Recap
- Our Top Picks in Tokyo
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Exploring Shinjuku’s Past and Present

As visitors embark on the Shinjuku Old and New Walking and Bar Hopping Tour, they’ll be immersed in the vibrant juxtaposition of Shinjuku’s past and present, uncovering the district’s rich history and modern evolution.
The tour guides will lead participants through Shinjuku’s winding streets, revealing the remnants of the area’s traditional architecture and the towering skyscrapers that now dominate the skyline.
Guests will learn about Shinjuku’s transformation from a quiet residential area to a bustling commercial hub, marked by the construction of the iconic Shinjuku Station in the early 20th century.
Along the way, they’ll have the opportunity to sample the local nightlife, exploring the cozy izakaya bars that have been a fixture of the neighborhood for generations.
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Navigating the Shinjuku Tour Route

The walking tour of Shinjuku’s old and new districts starts at the main entrance of the Shinjuku Isetan Department Store, where participants gather to begin their exploration of the neighborhood’s evolution.
From this central meeting point, the group sets off on a journey through the contrasting landscapes of Shinjuku, guided by a knowledgeable local who navigates the winding streets and hidden alleyways.
Along the way, the tour includes stops at iconic landmarks and lesser-known establishments, allowing participants to witness Shinjuku’s transformation from a traditional commercial hub to a vibrant, modern metropolis.
The tour culminates at the JR Shinjuku East Exit Station Square, where the group can continue their Shinjuku experience by exploring the surrounding nightlife and dining options.
Experiencing Shinjuku’s Vibrant Bar Scene

Winding through Shinjuku’s backstreets, the walking tour immerses participants in the neighborhood’s vibrant bar scene, where they can savor the rich flavors of Japanese craft cocktails and local tipples. From intimate izakaya pubs to cozy whiskey lounges, the tour invites guests to discover the distinctive character of Shinjuku’s watering holes. Along the way, expert guides share insights into the history, culture, and unique ambiance that define these establishments. Whether sipping a perfectly balanced negroni or sampling a rare Japanese gin, travelers are immersed in the lively atmosphere that makes Shinjuku’s bar scene truly special.
| Bar Type | Atmosphere | Signature Drinks |
|---|---|---|
| Izakaya | Cozy, traditional | Highballs, umeshu |
| Whiskey Lounge | Intimate, refined | Rare Japanese whiskeys |
| Craft Cocktail Bar | Modern, innovative | Artisanal cocktails |
| Neighborhood Pub | Lively, local | Draft beers, sake |
| Rooftop Bar | Panoramic, vibrant | Cocktails with a view |
Highlights of the Walking Tour

Throughout the walking tour, participants discover the distinct highlights of Shinjuku’s eclectic neighborhoods.
They’ll venture into hidden alleyways lined with charming izakaya pubs, sampling traditional Japanese bar bites and craft cocktails crafted with local ingredients.
The tour also takes them to revered whiskey lounges, where they can savor rare and exclusive Japanese whiskies in an intimate, refined setting.
Along the way, the guide provides insights into Shinjuku’s rich history, from its origins as a bustling hub for merchants and artisans to its transformation into a modern metropolis.
Participants gain a deeper appreciation for the area’s architectural diversity, from historic wooden structures to cutting-edge, neon-lit skyscrapers.
Alcoholic Beverages and Gratuities

Alcoholic beverages are a central component of the Shinjuku Old and New – Walking and Bar Hopping Tour, with participants sampling a variety of traditional Japanese cocktails and rare whiskies during the experience. Gratuities are also included in the tour price, ensuring a hassle-free experience for attendees.
The tour offers the following alcoholic highlights:
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Sampling of artisanal Japanese cocktails, such as the renowned Roku Gin and Nikka Whisky-based drinks.
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Tasting of premium Japanese whisky selections, including hard-to-find expressions from renowned distilleries.
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Opportunity to engage with knowledgeable local bartenders and learn about the rich history and traditions of Japanese mixology.
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Meeting Point and End Point

The tour begins at the main entrance of the Shinjuku Isetan Department Store, a popular landmark in the heart of the bustling Shinjuku district. Participants will meet their guide at this central location, conveniently situated near public transportation options.
The tour will then take guests on a walking journey through the contrasting sights and sounds of old and new Shinjuku.
At the end of the tour, the group will arrive at the JR Shinjuku East Exit Station Square, where they can easily continue exploring the area or make their way back home. This strategic endpoint provides easy access to various transportation links, allowing for a seamless conclusion to the immersive Shinjuku experience.
Tour Confirmation and Accessibility

Confirmation of the tour is provided within 48 hours of booking, subject to availability.
The tour isn’t wheelchair accessible, but it’s stroller accessible. Service animals are allowed, and the tour is located near public transportation options.
Infants must sit on laps during the tour.
The tour isn’t recommended for travelers with back problems or serious medical conditions.
Participants should have a moderate level of physical fitness to fully enjoy the experience.
The tour has a maximum group size of 8 travelers, ensuring an intimate and personalized experience as you explore the old and new sides of Shinjuku.
Tour Group Size and Recommendations

The tour accommodates a maximum of 8 travelers, ensuring an intimate and personalized exploration of Shinjuku’s old and new landmarks.
Given the walking and bar-hopping nature of the experience, the operator recommends participants maintain a moderate level of physical fitness to fully enjoy the tour.
While the tour isn’t wheelchair accessible, it’s stroller-friendly, and service animals are welcome. Infants must sit on laps during the tour.
Travelers with back problems or serious medical conditions may find the tour challenging and are advised to consult with the operator before booking.
Frequently Asked Questions
Can I Bring My Own Alcoholic Beverages on the Tour?
No, you cannot bring your own alcoholic beverages on the tour. The tour package includes alcoholic beverages, and bringing outside alcohol is not permitted. The tour is designed to provide a complete drinking experience for participants.
Is There a Discount for Groups Larger Than 8 People?
Unfortunately, the tour provider does not offer any discounts for groups larger than 8 people. The tour has a maximum group size of 8 travelers, and the price remains the same regardless of group size.
Are There Any Dress Code Requirements for the Bar Hopping Portion?
This tour does not appear to have any specific dress code requirements for the bar hopping portion. Participants can wear comfortable, casual attire that allows them to move around easily during the walking and bar hopping activities.
Can the Tour Guide Provide Recommendations for Nearby Restaurants?
The tour guide can likely provide recommendations for nearby restaurants during the bar hopping portion of the tour. They’ll be familiar with the local area and can suggest suitable dining options that complement the bar hopping experience.
Is There an Option to Extend the Tour Duration for an Additional Fee?
The tour does not explicitly offer an option to extend the duration for an additional fee. However, visitors can inquire with the tour operator about the possibility of customizing the tour length, which may incur an additional cost.
Shinjuku Old and New – Walking and Bar Hopping Tour – Deep Dive
Recap
The Shinjuku Old and New – Walking and Bar Hopping Tour offers an immersive experience, blending Shinjuku’s rich history, architectural diversity, and vibrant bar scene.
Participants can savor artisanal Japanese cocktails, premium whisky selections, and traditional bar bites while engaging with knowledgeable local bartenders.
This personalized tour provides an intimate glimpse into the contrasting landscapes of Shinjuku, creating a memorable exploration for a maximum of 8 travelers.








































