Discover the rich history and stunning architecture of the Upper West Side on this engaging 2-hour walking tour that combines outdoor exploration with cultural insights.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for most fitness levels, comfortable walking required
Wildlife
History
The Upper West Side transformed from farmland to a city neighborhood in the late 19th century, with many historic buildings dating back over a century.
Conservation
The area actively promotes green spaces and preservation of historic landmarks to maintain its vibrant community and heritage.
Eyes on Manhattan
Discover the rich history and stunning architecture of the Upper West Side on this engaging 2-hour walking tour that combines outdoor exploration with cultural insights.
Eyes on Manhattan offers guided walking tours across Manhattan neighborhoods, sharing historical context, architecture, and culinary stories. Based in New York, New York, the company curates timed experiences that range from two-hour neighborhood walks to three-hour cultural explorations.
Tours include The Secrets of the Upper West Side, Chinatown, Little Italy, and the LES, Secrets of the East Village, Tales of Gramercy Park, Madison Square & Union Square, and specialty walks such as the Secrets of the Lower East Side Tour and Tasting and From Pushcarts to Power on the Upper East Side. The History and Secrets of the Bowery and The History of Old New York focus on architectural evolution and colonial-era stories, while The “I Love NY Walk” highlights 42nd Street landmarks including Times Square and Grand Central Station.
Guided experiences feature storytelling that connects landmarks to broader New York City history, with site-specific details about notable residents, immigrant communities, and urban transformation. Select tours reference known guides, including Richard Soden, who leads the Gramercy, Madison Square, and Union Square walk.
Eyes on Manhattan emphasizes walkable routes, tangible cultural tasting opportunities on select tours, and detailed historical narration. The business serves visitors seeking immersive, educational walks of Manhattan neighborhoods and offers factual, site-based interpretation rather than theatrical performance. Booking options and schedules vary by tour; prospective visitors can choose based on duration, neighborhood, and interests. Eyes on Manhattan provides clear pre-tour information, meeting points, and accessibility notes where available to help visitors plan each walk confidently, plus seasonal updates.
Location
New York, NY
Based in Manhattan, New York
Tours Offered
9 Tours
Neighborhood-focused walking experiences
Typical Lengths
1.5–3 hours/distance
From 1.5-mile routes to 3-hour tours
Featured Guide
Richard Soden
Leads Gramercy/Madison/Union Square walk
Choose a date, pick a neighborhood, and explore Manhattan’s history, architecture, and local flavors.
Wear comfortable shoes
Ensure you wear sturdy, comfortable walking shoes for the best experience.
Bring water and sun protection
Stay hydrated and protect yourself from sun exposure, especially in summer.
Check the weather forecast
Good weather enhances the walking experience; plan accordingly.
Start early in the day
Opt for an early start to enjoy cooler temperatures and fewer crowds.
Comfortable walking shoes
Good footwear is vital for long walks and uneven terrain.
Sunscreen
Protect your skin from UV rays during outdoor walking.
summer
Water bottle
Stay hydrated as you traverse urban streets and parks.
Hat or cap
Provides additional sun protection during the walk.
summer