A silhouette of a person playing guitar walking through a city street with an arch in the background, street signs for MacDougal Street and Bleecker Street, and a sign saying "Cafe Wha?"

Walk the Village that changed music forever.

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Not a museum walk. A music-synced Village experience.

A marquee sign outside a building advertising a music event at Cafe Wha? featuring classic rock and R&B on Sunday, August 24, with Chloe Kimes and The Cafe Wha? House Band, with the message 'Weds Thru Sun.'

See it. Taste it. Hear it. Live it.

Freewheelin’ Greenwich is a curated walking tour through Bob Dylan’s early Greenwich Village years — designed for people who care about music, history, and place, not crowds or gimmicks.

The tour traces Dylan’s real movements through the Village, weaving together locations, songs, cultural context, and original research into a cohesive narrative rather than a checklist of stops.

Built from years of independent study and firsthand exploration, this is a small-group experience meant to feel more like a guided conversation than a commercial tour.

Tours are offered in limited runs only, based on availability.

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The Tour Details

🎸 Not Just a Dylan Tour — This Is the Village, Unlocked.

🎵 Music & Legends
Walk the same blocks where Bob Dylan, Joan Baez, and the folk scene changed music forever. Hear Dylan’s songs right where they were written, performed, and lived.

🏛️ Real History, Real Streets
From the Stonewall Inn to hidden corners packed with stories. Take photos at:
Friends apartment
• Freewheelin’ album cover spot
• The Kettle of Fish (former Gaslight Café)
• Washington Square Park and more

🍕 Classic Village Bites (included)
• Falafel from Mamoun’s
• Pizza from Joe’s
• Arancini from Faicco’s
(Vegetarian + dairy options available)

🗺️ The Route
A 1.2-mile walk built for rhythm, comfort, and great photos — no tourist traps, no long lectures. Just music, flavor, and stories you’ll actually remember.

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Free Playlists

This tour comes with its own soundtrack.

A curated playlist — Freewheelin’ Greenwich — is available on Apple Music and Spotify. Just click the links below.

You’ll hear legends like Bob Dylan, Joan Baez, Dave Van Ronk, Leonard Cohen, and others who shaped the Village sound.

For the full experience, start the playlist before your walk and listen with headphones as you explore. You’ll hear much of the same music during the live tour — or you can download it to enhance the e-book on your own self-guided journey.

🎵 Listen on Spotify
🍎 Listen on Apple Music

Meet Your Guide

I'm Freewheelin’ Evan — a NYC high school teacher with a deep love for Greenwich Village’s folk history and classic neighborhood food.

After taking every tour in the city, I decided to build my own — one that combines the best parts of them all: more movement, more music, and fewer forgettable facts.

This tour is about the stories, memories, and moments you'll actually take with you — not just the history, but the feeling.

Come with me and experience the Village like you'll never get anywhere else.

FAQs

⏱ How long is the tour?

About 2 hours at a relaxed pace, with stops for stories, photos, and food.

☔ What if it rains?

Tours generally run rain or shine. In unsafe conditions (like major storms), we’ll contact you to reschedule.

♿ It is accessible?

The route is mostly flat, but sidewalks can be uneven. Let us know ahead of time about mobility needs, and we’ll adjust where possible.

📍Where does it start and end?

We meet in front of The Bitter End (147 Bleecker Street) and end at Washington Square Park.

🍕 Is food included?

Yes - tastings at 4-5 Village favorites are a part of the experience, equal to a nice-sized lunch.

👟 What should I bring?

Comfortable walking shoes, a bottle of water, weather-appropriate clothing, and an appetite for history (and maybe pizza).

👥 How big are groups?

Small and personal, usually 10-12 people max. Private tours available on request.

What Our Guests Are Saying

⭐⭐⭐⭐ We had a lot of fun on the Freewheelin’ Greenwich tour. We sampled delicious snacks at Joe’s Famous Pizza, Murray’s Cheese Shop, and other classic NYC eateries. A very memorable day!
— Brian D., Connecticut
⭐⭐⭐⭐⭐ I thought I’d seen everything in Greenwich Village but I still learned a lot of cool stuff and had a great time. The mix of food stops and music made it fly by!
— Justin B., Brooklyn
⭐⭐⭐⭐⭐ This tour blew me away. The stops were legendary, the playlist was 🔥, and I learned so much about Greenwich Village that I never knew. The arancini and falafel were a bonus.
— Ben R., Toronto
⭐⭐⭐⭐⭐ Whether you’re a lifelong Dylan fan or just curious about the Village’s past, this is the tour to take. The guide was sharp, funny, and deeply knowledgeable. Absolutely worth it.
— Rachel M., Los Angeles

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