You’ve probably crossed the Queensboro Bridge a hundred times without giving that slender island below a second thought. But Roosevelt Island isn’t just the thing you glimpse from a taxi window.

This two-mile stretch of land floating in the East River offers one of New York City’s most underrated experiences, and it all starts with that red tram gliding above the traffic.

The Roosevelt Island Tramway isn’t just transportation. It’s your five-minute escape pod from Manhattan’s chaos, suspended 250 feet above the East River, offering views that most New Yorkers pay rooftop bar prices to see. You’re getting them for the price of a MetroCard swipe.

Starting Your Journey: The Tram Experience

The tram station sits at Second Avenue and 60th Street in Manhattan. You’ll use the same MetroCard or OMNY tap you’d use for the subway, and it costs the same as a regular metro ride; though it feels far from ordinary once the doors close and you start rising above the city.

The cabin holds about 125 people, and during the four-minute ride, you’ll watch the Queensboro Bridge’s industrial elegance unfold beside you while the East River churns below.

This is when you realize what to do on Roosevelt Island starts before you even arrive. The tram itself has appeared in films like Spider-Man and Nighthawks for good reason. That cinematic quality isn’t manufactured. It’s real, and it’s yours for the taking.

Turn that movie moment into a full-day lesson; our Educational / The Arts tours include the tram ride, Four Freedoms Park, and guided history walks that hit every NY State curriculum box.

Take a Leisurely Walk Around the Island

One of the best answers to what to do in Roosevelt Island is simply to walk. The island is about two miles long, making it easy to explore on foot. The peaceful promenade that circles the perimeter offers beautiful waterfront views and plenty of spots to stop and rest.

As you walk, notice the blend of historic and modern architecture. From restored landmarks to sleek residential towers, Roosevelt Island reflects the city’s evolution in miniature form.

Visit the Franklin D. Roosevelt Four Freedoms State Park

Located at the southern tip of the island, this park is one of its main highlights. Designed by Louis Kahn, the Franklin D. Roosevelt Four Freedoms State Park pays tribute to President Roosevelt’s famous 1941 speech outlining four fundamental human freedoms: freedom of speech, freedom of worship, freedom from want, and freedom from fear.

The park’s geometric design, tree-lined paths, and open lawns make it ideal for quiet reflection or a casual stroll. You’ll also get sweeping views of the United Nations Headquarters and Midtown Manhattan across the river; a great reminder of how close you are to the heart of the city.

Discover the Smallpox Hospital Ruins

Just a short walk from the Four Freedoms Park are the hauntingly beautiful ruins of the Smallpox Hospital, also known as the Renwick Ruin.

Built in the 1850s, it’s one of the few Gothic Revival structures left in the city. While entry isn’t allowed for safety reasons, you can admire it from a distance and imagine the history it holds.

It’s a striking reminder that Roosevelt Island was once home to several hospitals and asylums before it became the peaceful residential neighborhood it is today.

Check Out the Octagon

On your way north, you’ll likely come across the Octagon; an impressive stone structure that once served as part of the New York City Lunatic Asylum. Today, it’s been restored and converted into a residential complex, but its unique architecture and historical background still make it worth seeing.

The surrounding area also features walking paths and small parks, ideal for a quick break before heading to your next stop.

Enjoy Local Food and Coffee Spots

After all the walking, you’ll want to recharge. Roosevelt Island offers several cozy cafes and local eateries where you can grab a snack or meal without venturing back to Manhattan.

Here are a few options to consider:

• Nisi Kitchen – A neighborhood favorite serving hearty breakfast and lunch options.
• Starbucks – Perfect for a quick coffee fix before continuing your exploration.
• Piccolo Trattoria – Offers classic Italian dishes in a relaxed setting.

Dining on the island adds a layer of comfort to your trip, especially if you prefer a quieter meal away from the usual Manhattan rush.

A Practical Itinerary for Your Visit

For those planning what to do in Roosevelt Island, the practicalities are straightforward. The island is very walkable, and a free red bus service circulates frequently, making it easy to hop from one end to the other. Comfortable walking shoes are highly recommended.

Key points of interest to structure your day include

• The Franklin D. Roosevelt Four Freedoms State Park serves as a serene and architecturally significant starting point.
• The Blackwell Island Lighthouse offers a picturesque goal for a northern walk and excellent photo opportunities.
• The Octagon Park, which surrounds a restored historical building, provides green space for a rest.
• The Cornell Tech campus showcases modern, sustainable architecture and a public hotel where you can stop for a refreshment.

Plan Your Perfect Day with EE Tours

Ready to explore Roosevelt Island the easy way? EE Tours can make your day trip smoother and more enjoyable from start to finish. Whether you’re riding the city’s famous tram, walking through scenic parks, or uncovering the island’s history, we help you make the most of every moment.

With well-planned routes, local insights, and comfortable travel options, you’ll see Roosevelt Island like never before. Book your next city adventure with EE Tours and turn your simple day trip into a truly memorable experience!