
Radical & Weird History Bike Tour of New York City
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September 2026
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Who is going?
Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
5.0/5
Based on 4 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Radical & Weird History Bike Tour of New York City worth booking?
Radical & Weird History Bike Tour of New York City is a 3-hour experience in New York, United States, from $69 per person. It scores 59 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 5/5 rating across 4 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 59 / 100
- Rating
- 5/5 (4)
- Duration
- 3 hours
- From
- $69 per person
What separates my guided tours from the others is mine are customized based on the interests of my guests. The small group experience allows me to customize the route and stops, provide more options, and work together to
What you get
About this experience
What separates my guided tours from the others is mine are customized based on the interests of my guests. The small group experience allows me to customize the route and stops, provide more options, and work together to create a unique itinerary. The landmarks visited, the topics discussed, and the food & drink break options are all thoughtful inclusions I believe my guests will find a personal connection with. The conversations held at each point of interest aim to build an appreciation of those who made New York City. At the end of the day, I hope to leave everyone, including myself, feeling inspired and moved by what they saw and learned.
What's included
Included
- Bicycle use
What you'll see and do
Mmuseumm
A modern cabinet of curiosities hidden within a graffiti covered alley.
15 minutes here
Museum of Chinese in America
Meet the local activists trying to save Chinatown from the big developers. Learn how this cultural institution stands accused of selling out the Chinese American community it claims to serve.
15 minutes here
Manhattan Bridge
View the imposing towers of the bridge from gritty Pike street. Here we'll discuss the local anarchist civic engineer who built it and the catastrophe of this next project.
10 minutes here
Lower East Side
Explore the neighborhood built by slumlords that was once the world's most densely populated areas. Delve in to the radical movements that we born out of that era.
15 minutes here
Henry Street Settlement
Go inside a house that was purchased by a nurse to care for this community which was once a notorious red light district.
15 minutes here
Sweet Pickle Books
A used bookstore famous for it's unusual bartering system
15 minutes here
Museum of Reclaimed Urban Space (MoRUS)
Go inside an apartment building that was abandoned and claimed by squatters in the 90s. Still occupied by the radicals today.
15 minutes here
6BC Botanical Garden
Visit another reclaimed urban space in the East Village. Once a lot piled with rubble, now a lush volunteer run garden.
15 minutes here
Keith Haring's Once Upon a Time Bathroom Mural
A famous mural inside a public bathroom that serves as a celebration of a practice that's widely shamed.
15 minutes here
Meatpacking District
See the remains and creative redevelopment of a former industrial neighborhood once known for producing packaged meats. Now home to Manhattan's only beach.
15 minutes here
Hudson River Park
Ride a portion of a bike trail that leads all the way to Canada.
15 minutes here
Where it starts and ends
Meeting point
New York
Unlimited Biking Brooklyn Bridge In between Church St and Broadway.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Unlimited Biking Brooklyn Bridge In between Church St and Broadway.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 8 travelers per booking
- Operated by
- Freewheelin' Bike Tours
Know before you go
- Public transportation options are available nearby
- Travelers should have at least a moderate level of physical fitness
- Time travel is included in the Tour Duration
Photos






What travelers are saying
Outty’s summary of the themes that recur across 4 traveler reviews. Written by us, not quoted from reviewers.
Knowledge and storytelling
4 mentionsReviewers describe the commentary as informative rather than scripted.
The guide
3 mentionsTravelers single out the guide as the reason the experience works.
Photo opportunities
1 mentionThe views and photo stops come up again and again.
Food and drink
1 mentionThe tastings and food stops are a highlight for most reviewers.
Pace and timing
1 mentionSeveral reviewers comment on how the schedule is paced.
Traveler reviews
4 verified traveler reviews for Radical & Weird History Bike Tour of New York City. Ratings and reviews provided by Viator and Tripadvisor.
Bike around Lower Manhattan like a local and understand what you are viewing!
Great bike tour around Lower Manhattan with Robby last week! He was early, ready with my bike, and graciously had a big bottle of water available for me before we began the bike tour. I chose the radical and Weird tour since I wanted more history than the average tourist plus I knew I could never navigate the streets and bike paths as professionally as Robby did on our tour. We had time for discussions, questions and even a nice lunch in a neighborhood park. I throughly enjoyed the tour and recommend it to anyone curious about living in lower manhattan or just curious about the city and its history.
via Tripadvisor
A slice of authenticity in an increasingly fake world.
A lot may have changed in the six years since I last visited NYC, but a bicycle tour with Robby Hillebrand remains the only way to experience the city. Sure you can ‘see’ things with any guide. You can sit on a bus and hear arbitrary facts and you can check off the tourist hotspots while wondering why it all feels so empty. But why would you do that when Freewheelin’ Tours is waiting to engage your soul with speakeasies and art installations, cultural history and dive bars, messenger hang-outs and offbeat eateries. So leave Times Square for the tourists and be absent from your parents’ photos at the Top of The Rock. Instead, lean into the unknown while Mr. Hillebrand takes you by the hand and enlightens you to the side of the city that many locals will never have the fortune to discover.
via Tripadvisor
Exploring Manhattan's Hidden Treasures with Robbie's Friendly Guidance
We are a Parisian couple who had the pleasure of exploring an unusual and off-the-beaten-path Manhattan with Robbie as our guide. He enriched the tour with insightful commentary during our various stops. Robbie knows New York and its hidden gems inside out, and he shares this knowledge from unique and relevant perspectives, including historical, cultural, and political angles. Always attentive and responsive to our interests, Robbie is a highly professional, friendly, and considerate bike guide whom we highly recommend.
via Viator
Great experience, great tour guide
Robbie is a great guy and very passionate about what he does. Extremely knowledgeable about the city. Overall the tour was an amazing experience. I couldn’t believe how much of the city you could cover in one bike ride!
via Tripadvisor
Good to know
- Duration
- 3 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $69 to $89
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 1
- Verdict
- Worth a Look
Why this scores 59
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Radical & Weird History Bike Tour of New York City: questions travelers ask
Practical detail on this experience, plus the wider planning questions for New York.
How much does Radical & Weird History Bike Tour of New York City cost?
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Prices start at $69 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in New York usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Radical & Weird History Bike Tour of New York City take?
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Plan for about 3 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in New York is not rushed.
Is Radical & Weird History Bike Tour of New York City worth it?
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It holds an Outty Ranking of 59 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 4 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in New York, and how flexible the cancellation terms are.
Can I cancel or reschedule Radical & Weird History Bike Tour of New York City?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Radical & Weird History Bike Tour of New York City suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 3-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Radical & Weird History Bike Tour of New York City?
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Around 1 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in New York can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in New York and add a light layer if any part of the 3-hour experience runs outdoors or after sunset.
Where does Radical & Weird History Bike Tour of New York City start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central New York within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in New York?
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New York has more bookable experiences than any other city on Outty, and the quality spread is brutal. Observation decks are commoditised, so we score them on timed-entry reliability and sunset slots. Food tours and borough walks are where the ranking really separates operators, and the top scores in the city all come from small-group guides. On Outty we rank every New York experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Grand Canyon VIP Helicopter Tour, Half-Day Bus Tour of NYC Top Highlights, NYC Bus Tour of Brooklyn, Bronx, Queens: Art, Food & Sports. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit New York?
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September to early November, and late April through June. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in New York?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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