When it comes to uncovering New York City’s hidden gems, Roosevelt Island often slips under the radar. This 2.5-hour tour offers a fascinating glimpse into the island’s transformation from a site of prisons and hospitals to a vibrant residential community and research hub. If you’re looking for a mix of history, modern architecture, and scenic views, this tour might just be your perfect fit.
What makes this experience stand out? First, the tram ride affords breathtaking vistas of Manhattan’s East Side—an easy way to see the city from a fresh perspective. Second, the guide, a local resident, shares insights and stories that bring Roosevelt Island’s past and present vividly to life. One possible consideration is the tour’s duration — it’s quite full, so comfortable shoes and a bit of stamina are recommended. If you enjoy learning about urban development and historic landmarks while enjoying spectacular views, this tour is well-suited for you.
Key Points

- Unique Tram Experience: The U.S.’s first commuter tram offers panoramic views of Manhattan and the East River.
- Historically Rich: Learn about Roosevelt Island’s past as a site for prisons, hospitals, and as an asylum.
- Architectural Highlights: See innovative buildings like Cornell Technion with its flood-resistant design.
- Scenic Views: Enjoy sweeping sights of the Manhattan skyline, bridges, and the river.
- Authentic Local Insight: The guide, a resident, provides personal stories and detailed knowledge.
- Family Friendly: Suitable for older children and adults interested in history, architecture, and city views.
A Closer Look at the Roosevelt Island Tour

Our review of this tour is based on detailed descriptions, reviews, and the tour’s itinerary, giving you a full picture of what to expect and why it might be worth your time.
You can also read our reviews of more walking tours in New York City
Starting Point and Ease of Access
The tour begins at the Roosevelt Island Tramway upper level, at the OMNY turnstile entrance. The meeting point is straightforward to find, with the guide easily identifiable by the bright orange NY logo cap. The tram station’s location at E 59 St/2 Av offers easy access from various parts of Manhattan, and the tram itself is not just a mode of transport but an experience—offering spectacular views of the East River, Queensboro Bridge, and Manhattan’s skyline.
The Tram Ride: First Impressions
The 10-minute tram ride over the river is a highlight in itself. Travelers consistently praise the “amazing views” and the chance to see the city from above. However, some reviewers note that during rush hours, the tram can be crowded, which might limit views slightly. Still, even in busy times, the spectacular scenery makes it worthwhile. This ride sets the tone for the tour, transforming what could be a simple commuter trip into a memorable sightseeing moment.
Exploring Roosevelt Island
Once on the island, your guide—who is a local resident—takes you on a walk through the island’s transformation. We loved the way he shared personal insights, making the history tangible. Roosevelt Island has a complex past, initially hosting the Blackwell’s Penitentiary, smallpox hospital, and other institutions. These sites tell stories of neglect and tragedy, like the Smallpox Hospital’s haunting, Gothic architecture, and the Blackwell Penitentiary, which once incarcerated the city’s worst criminals.
More Great Tours NearbyHistoric Landmarks and Narratives
Your guide shares stories about the mistreatment of inmates and the exploitation of the island’s hospital patients, which adds a layer of depth and human interest. The tour then moves to the Four Freedoms State Park, where you’ll enjoy panoramic views of Manhattan and see the sculpture of FDR’s face. It commemorates his famous Four Freedoms speech, and the setting provides perfect photo opportunities, especially with the city skyline as a backdrop.
Meanwhile, the Blackwell family’s farmhouse, dating from 1796, offers a glimpse into the island’s colonial past. Walking along the water’s edge, you’ll see the Blackwell Island Lighthouse, a National Landmark built in 1872, marking the island’s maritime history.
You can also read our reviews of more city tours in New York City
Modern Developments and Architectural Highlights
The tour also emphasizes Roosevelt Island’s modern development. The New Town project, built between 1969 and 1973, features a mix of low-moderate income housing alongside luxury condos—a testament to New York’s ongoing efforts at urban planning and social integration. You visit the Octagon Condominium, originally the site of the NYC Lunatic Asylum. Here, you learn about Nellie Bly, the pioneering journalist who exposed mistreatment in mental health facilities, and you’ll see the Girl Puzzle Monument, honoring her advocacy and contributions.
The Cornell Technion Campus
A highlight for many is the visit to the Cornell Technion Institute. The campus showcases cutting-edge architecture designed for resilience and energy conservation, and the guide emphasizes its role as a hub for innovation and startups. This part of the tour offers insights into the island’s future as a center for technology and research, contrasting sharply with its past as a place of confinement and illness.
The The Sum Up: A Well-Rounded Experience
The tour wraps up at the Blackwell Island Lighthouse, giving guests a chance to reflect on the day’s discoveries. With a total duration of around 2.5 hours, it balances walking, storytelling, and scenic moments without feeling rushed.
The Value of the Experience

Considering the price point, this tour presents excellent value, especially given the knowledgeable guide, the scenic tram ride, and the diverse sights—from historic landmarks to modern architecture. Reviews consistently mention how enthusiastic and friendly the guide is, enhancing the experience. Many travelers, including a teen, shared how much they appreciated the personal stories and detailed insights.
While it’s not suitable for children under 13 or those with mobility issues, this tour offers a rich mix of history, design, and views that appeal to a wide range of interests. It’s ideal for history buffs, architecture enthusiasts, and those curious about NYC’s evolving neighborhoods.
Practical Tips

- Wear comfortable shoes, as there’s a fair amount of walking.
- Bring an umbrella, especially if visiting during unpredictable weather.
- The tram view can be limited during peak hours, so plan accordingly if you’re keen on photography.
- The tour ends at the tram station, making it easy to continue exploring or return to your accommodation.
Final Thoughts

This Roosevelt Island tour strikes a nice balance between storytelling, scenic views, and historical context. It offers a unique perspective on New York City’s past and future — all from a peaceful island that tells a story of transformation. Guided by a local resident, you’ll get authentic insights and stories that you won’t find in guidebooks.
For travelers interested in urban history, architecture, or simply looking for a relaxing escape from the hustle of Manhattan, this experience is a smart choice. It’s especially suitable for those who enjoy scenic rides and guided narratives that bring the city’s lesser-known stories to life.
FAQ

Is this tour suitable for children under 13?
No, it’s not recommended for children under 13, likely due to the walking and historical content.
How long does the tram ride last?
The tram ride takes about 10 minutes, offering sweeping views of Manhattan and the river.
Where does the tour start?
It begins at the Roosevelt Island Tramway upper level at the OMNY turnstile entrance.
Can I cancel the tour?
Yes, you can cancel up to 24 hours in advance for a full refund.
Is it a small group tour?
Yes, the tour is available in a small group setting, which enhances the experience and allows for more personalized attention.
What should I bring?
Comfortable shoes are essential; an umbrella might also be helpful depending on the weather.
Is the tour wheelchair accessible?
No, it’s not suitable for people with mobility impairments.
What are some highlights I should expect?
Expect to see historic landmarks like the Smallpox Hospital, Blackwell’s farmhouse, the lighthouse, and modern architecture like Cornell Technion, all while enjoying breathtaking views of Manhattan.
In summary, this tour offers a well-rounded look at Roosevelt Island’s history, architecture, and scenic beauty. It’s perfect for curious travelers eager to explore a quieter, yet deeply interesting, part of New York City. With expert guides, stunning vistas, and stories you’ll remember, it’s a rewarding way to spend an afternoon away from the crowds.
You can check availability for your dates here:More Walking Tours in New York City
More Tours in New York City
- 8 stops Central Park Pedicab Tour Customizable Landmarks
- NYC: Statue of Liberty & Ellis Island Guided Tour with Ferry
- New York: Hip-Hop, Murals, Sports & Dangerous Neighborhoods Tour
- Create Your NYC: 100% Customizable Private Tour
- NYC: Home Alone 2 & Elf Locations Tour in Central Park
- 1 Day New York Tour from Baltimore
More Tour Reviews in New York City
- 8 stops Central Park Pedicab Tour Customizable Landmarks
- NYC: Statue of Liberty & Ellis Island Guided Tour with Ferry
- NYC: Best of Life in the Village Immersive Experience
- NYC: Tall Ships of Sail4th 250 – Sightseeing Cruise
- NYC: Best of Life in the Village Immersive Experience
- New York Nightlife: The Essential NYC Nightlife Experience
Not for you? Here's more nearby things to do in New York City we have reviewed
- New York Nightlife: The Essential NYC Nightlife Experience
- Secret Ballads Live Intimate Piano & Vocal Concert in NYC
- New York: Hip-Hop, Murals, Sports & Dangerous Neighborhoods Tour
- Create Your NYC: 100% Customizable Private Tour
- The Squares that Shaped Manhattan: Gramercy, Madison & Union
- New York City: Cocktail Class with optional Cheese Pairing
- New York City: Roosevelt Island Walking Tour with Tram Ride
- Innocence at The Metropolitan Opera House Ticket
- NYC: Home Alone 2 & Elf Locations Tour in Central Park
- New York City Grand Central Tales from Darkside with NYPD Guides
- Turkish Coffee Fortune Ceremony
- 1 Day New York Tour from Baltimore
