Things to Do on City Island NY: Top 15 Most Unique Spots

City Island, NY, is a hidden gem tucked away just off of the Bronx—a laidback, quaint seaside escape with fresh seafood, nautical adventures, and a bit of quirky charm. It’s not as packed as other summer spots, but it’s full of yacht clubs, waterfront restaurants, and historic homes. If you’re looking for a little New England vibe without leaving New York City limits, this is the place. Plus, it’s got its own maritime museum and even scuba diving on the list of things to do on City Island NY!

Here’s a few options from the list of what makes City Island special:

• Seafood galore: Some of the best seafood in the city with killer waterfront views of Long Island Sound.

• Quaint vibes: Stroll past charming historic homes, hit up a marina, or soak in the small-town feel.

• Nature escapes: Relax at nearby beaches or take a walk in one of NYC’s top parks.

• Yacht clubs and boats: Check out the marina scene or book a fishing trip for the day.

If you’ve ever wanted to experience Nantucket but don’t have the time (or the cash), City Island feels like an easy, affordable day trip that’ll scratch that seaside itch.

Ready to discover the best things to do on City Island NY? Let’s get into it:

Quick Hits:

• Explore City Island’s seafood, nautical history, and art scene.

• Take in the picturesque waterfront or try your hand at fishing.

• For even more fun, the Bronx Zoo and NY Botanical Garden are just a short hop away!

Map design by Stanton House Inn with elements from Flaticon

A Brief History of City Island

Before City Island became the charming little nook it is today, the Siwanoy band of Lenape Native Americans used to camp there in the summers. They called it “Naptenock,” which sounds a lot more exciting than “City Island,” but that’s what the Dutch eventually dubbed it.

Fast forward to 1761, when Benjamin Palmer—a big-shot New Yorker—bought the island, dreaming of turning it into a major seaport. That said, the British Navy crushed those plans in 1776, so Palmer packed up and headed back to Manhattan.

In the 1800s, City Island became a busy Bronx fishing village, famous for its oyster fishermen and shipbuilders. By 1895, the locals decided they were more Bronx than Westchester, and in 1898, they officially became part of NYC.

1900s to Today

City Island played a major role in building yachts and military vessels, but today it’s a neighborhood that feels more like New England than the Bronx. The streets are narrow, the houses historic, and the seafood? Unbeatable. The locals, who call themselves “clamdiggers,” aren’t fans of big franchises, so don’t expect to see a Starbucks on every corner. In fact, Dunkin’ is the only chain here—and the only reason it’s there might be to keep the cops and firefighters caffeinated. The island’s commerce board denies most apartments and condos to preserve the island’s small-scale environment, after all.

The general laidback vibe apparently doesn’t apply to developers.

The Best Things to do on City Island NY

Whether you’re craving fresh seafood, a day on the water, or a stroll through charming streets, this little seaside escape hiding in the Bronx has plenty to do. Read on for what makes City Island a perfect getaway.

Sailing, Water Sports & Nautical Adventures

City Island’s location on Long Island Sound makes it a dream for anyone into sailing or water sports. You can take lessons at the New York Sailing Center, or if you’ve got some experience under your belt, head to one of these yacht clubs:

• Harlem Yacht Club – Picture-perfect views stretching toward the Bronx and Manhattan.

• City Island Yacht Club

• Morris Yacht and Beach Club

Not into sailing? No problem. Hop aboard Riptide III for a day (or night) of fishing, or take a peaceful sunset boat ride. If fishing’s your game, you can also book a trip with Island Current.

Charming Historic Houses

City Island’s streets are lined with historic homes that give the place a real New England vibe. Here are a few to check out:

• Samuel Pell House (1837) on City Island Avenue—classic 19th-century New York charm.

• William H. Schofield House (1845) at 65 Schofield Street.

If you’re a film buff, swing by the Tenenbaums’ summer home from The Royal Tenenbaums at 21 Tier Street. Or, for a mix of styles:

• Stroll King Avenue for waterfront mansions.

• Wander Minnieford Avenue for cozy bungalows.

• Check out Belden and Horton Streets for historic cottages.

Walking around and soaking in the architecture is half the fun here.

City Island Nautical Museum

Love history? Then don’t miss the City Island Nautical Museum. It’s tucked into the top floor of the old elementary school (which also used to be a Revolutionary War graveyard—talk about layers of history). The museum is packed with ship models and stories about the island’s rich maritime past. Definitely worth a stop if you’re into boats or local history.

Local Art and Culture

City Island isn’t just about seafood and sailing—it’s got a creative side too:

• Focal Point Gallery, established in 1974 by photographer Ron Terner, features local artists and hosts art exhibitions and live music events.

• The Artist (aka “Starving Artist”) is a combo cafe and music venue where you can sip coffee and enjoy live performances.

City Island is also home to several houses of worship, including:

• Saint Mary Star of the Sea Holy Roman Catholic Church

• Trinity United Methodist Church

• Grace Episcopal Church

• Temple Beth El

If you’re keen on delving deeper into the island’s cultural landscape, book NYC walking tours of City Island. Reach out to cityislandtours@gmail.com.

Explore Belden Point

Head to Belden Point at the southern tip of the island for some seriously scenic waterfront views. It’s the perfect spot for a slow stroll or a quiet moment by the water. There are a few seafood joints here too, so grab some grub while you’re at it!

Relaxing Greenspaces

Need a break from the city hustle? City Island’s got you covered with a few peaceful spots where you can kick back and enjoy some fresh air. Besides Belden Point, check out these gems:

• Hawkins Park

• Promenade on Fordham Street

• Pelham Bay Park (just nearby)

If you’re into history, take a walk through Pelham Cemetery on the island’s east side. It’s where notable New Yorkers like the Pells are buried, and you get a great view of Hart Island.

These NYC parks are perfect for a quiet summer day. The calm vibes and scenic views will have you forgetting you’re still in NYC.

Attend Community Events

City Island might be small, but it’s full of life! There’s always something happening, like the Fall Arts & Crafts Festival, where you can find everything from handmade jewelry to local art. And while you’re there, make sure to swing by the clam chowder festival—it’s a local favorite!

Island Wildlife

Surprisingly, City Island has a lot of wildlife roaming around. Sure, you’ve got the usual city critters like raccoons and squirrels, but you might also spot:

• Rabbits

• Skunks

• The occasional deer, coyote, or even turkey!

For the best wildlife watching, head to the Ditmars Wetlands on the west side of the island. It’s a protected area, perfect for birdwatching and catching a glimpse of animals in their natural habitat.

Transportation History

City Island’s got some cool history when it comes to getting around. Back in the day, a tiny rope ferry connected the island to the mainland, and from 1887 to 1919, the Pelham Park & City Island Railway (a horse-drawn carriage route) helped develop the area.

The original City Island Bridge, built in 1873, was replaced in 2017 by the sleek new City Island Causeway Bridge. Now it’s a smooth ride for anyone visiting or living on the island.

City Island Branch of the New York Public Library

Bet you didn’t know there’s a library tucked away on City Island! This branch of the NYPL has been around since 1903, and it’s a hidden treasure. In addition to a great kids’ section and a garden for events, they have a 1,000-volume collection focused on shipwrecks, naval history, and pirates. Plus, they offer free Internet—just call ahead to snag a spot.

Notable Filming Locations

City Island’s charming streets have made it a hot spot for filming. You’ve probably seen it in movies like:

• A Bronx Tale

• The Royal Tenenbaums

• Raging Bull

• Awakenings

• Wedding Daze

• Don’t Say a Word

If you’re a film buff, take a walk and check out spots like the City Island Yacht Club and City Island Bridge, which have both made screen appearances.

Shopping on City Island

City Island’s got its own collection of unique shops where you can score everything from antiques to local art. Here are a few spots to check out:

• 239 Play: A vintage toy and gadget shop housed in a building from the 1860s. The owner is a 7th-generation City Islander, so worth chatting with him if you catch him.

• Kaleidoscope Gallery: Founded by jeweler Paul Klein, this shop sells one-of-a-kind jewelry, local artwork, and all sorts of gifts.

• J.W. Foley Rarities and Obscurities: If you’re into antiques, you’ll love this place. They buy, sell, and trade some pretty unusual finds.

• Jacks Bait & Tackle: A City Island institution since 1945, Jack’s has all your fishing needs covered, from gear to boat rentals.

City Island Restaurants

If you’re a seafood lover, City Island is your happy place. The island is packed with spots serving the freshest catch straight from Long Island Sound. Locals and visitors rave about these favorites:

• City Island Lobster House

• Lobster Box Restaurant

• Sammy’s Fish Box

• Seafood City

• The Original Crab Shanty

For a more laidback vibe, check out Johnny’s Reef Restaurant out on the point. This spot is all about casual dining—grab a basket of fried seafood, sit at a picnic table, and enjoy the stunning water views. It’s the perfect place to soak in the island’s easygoing charm.

No matter where you go, the seafood options here are top-notch and honestly hard to beat in NYC.

More Restaurants on City Island

Seafood may be the star, but City Island’s got a little bit of everything when it comes to food. The island’s 1.5-mile stretch of restaurants offers up everything from fresh seafood to local favorites, like the famous Henny Colada—a piña colada with a twist (hint: swap the rum for Hennessy). A few standout spots include:

• Artie’s Steak & Seafood: Known for juicy steaks and fresh seafood.

• Clipper Coffee: A cozy café serving coffee, tea, avocado toast, pastries, and sandwiches. Bonus—it’s also a used bookstore with a nook perfect for losing track of time.

Whether you’re in the mood for something fancy or just grabbing a quick bite, City Island’s got you covered.

Some other go-to spots locals swear by:

• Louie & Ernie’s Pizza

• City Island Diner

Whatever you’re craving, this island has something to make your taste buds happy.

Indulge Your Sweet Tooth

Got a sweet tooth? Head to Lickity Split Ice Cream Shop, a beloved spot for both locals and visitors. The owners, Skip and Louise Giacco, are Bronx natives who originally planned to retire in Florida but ended up back home, buying a closed-down ice cream parlor. Now, they serve up classic ice cream flavors at affordable prices—just don’t forget to bring cash!

It’s not homemade, but it’s a true neighborhood gem, a charming place to slow down and enjoy a cone with the kids (or, let’s be honest, by yourself).

City Island Hotels, Inns, and Places to Stay Nearby

City Island may feel like a world away, but it’s only a 28-minute drive from our Greenwich, CT, bed and breakfast. Unfortunately, there’s no longer a place to stay on the island itself—City Island’s last bed and breakfast closed back in 2009. But don’t worry, you’ve got plenty of options nearby.

There are a few New York City bed and breakfasts somewhat nearby. And even some historic bed and breakfasts, if you know where to look.

Here are a few options nearby:

1. Opera House Hotel: This hotel is housed in the historic Bronx Opera House building. It has been meticulously restored, blending modern amenities with its historical charm. Guests appreciate its convenient location near local attractions like Yankee Stadium and various Latin restaurants.

2. Stanton House Inn: We may not be within New York City limits, but our 1840s mansion is closer to City Island than most of NYC, including the South Bronx (where the Opera House Hotel is). Added benefit, you’ll get to experience two different kinds of New England vibes: the Bronx fishing village, and the tony coastal community.

You’re also within fairly easy reach of the best areas to stay in Manhattan.

Directions to City Island

City Island isn’t the kind of place you stumble upon by accident—you have to want to get here. Tucked away in the Bronx, it’s a hidden gem that’s perfect for a summer escape. Most folks visit between May and October, but if you want to skip the traffic, September’s your sweet spot (trust me on that—one bridge in and out means it can get slow).

Here’s how to make your way to City Island on day trips from the rest of New York City:

Car

The fastest way from NYC is to hop on the Bruckner Expressway and head north toward the New England Thruway (I-95 North). Take exit 8B for Orchard Beach/City Island, follow the signs through Pelham Bay Park, and you’ll be there before you know it.

Coming from Greenwich, CT? Just head south on I-95 and follow the same route!

Public transport

If you’re taking public transport, hop on the 6 train to Pelham Bay Park, then transfer to the Bx29 bus for a ride to the island. Easy peasy.

Boat

Currently, there is no direct ferry service to City Island, NY. However, there are plans to introduce a ferry terminal as part of the expanded NYC Ferry service. This would offer an alternative transport option, reduce traffic, and improve access to the island. For now, you can reach City Island via the BX29 bus from Pelham Bay Park or by driving over the City Island Bridge.

More Unique Places to Explore Near City Island in the Bronx

While City Island is packed with charm, there’s even more to explore nearby in the Bronx, or Westchester County, for that matter. Just across the water, Pelham Bay Park is one of the largest parks in NYC, with plenty of playgrounds, walking trails, and waterfront views.

Looking for more? Check out the Bronx Zoo or the New York Botanical Garden, both an easy day trip to New York City from City Island. Perfect for a fun family day out.

Keep exploring Long Island Sound

If you’re up for more adventures, keep following the Long Island Sound coastline and discover even more hidden gems in Westchester County and beyond.

Charming towns along the shore include:

• Mamaroneck, NY

• Larchmont, New York

• Rye, NY

• Port Chester, New York

And if you keep heading east, you’ll hit the Connecticut shoreline with these postcard-worthy towns:

• Greenwich, Connecticut

• Rowayton, CT (a village within Norwalk)

• Norwalk, CT (don’t miss the Sheffield Island Lighthouse)

• Westport, CT

• Fairfield, Connecticut

• Milford, CT

• Old Saybrook, CT

• Mystic, CT (yes, like the pizza!)

So, wherever the road (or ferry) takes you, enjoy the journey—there’s plenty of beauty along the way!

Tl;dr

City Island is one of those hidden gems that offers a little bit of everything—history, culture, and a beautiful seaside vibe, all tucked away off the coast of the Bronx. From charming houses and fresh seafood to lively art spots and peaceful parks, it’s got a magic all its own. So, what are you waiting for? Start planning your City Island adventure and uncover its treasures for yourself!

Frequently Asked Questions

And now, random, fun facts that didn’t make the cut of the above article:

What is City Island known for?

City Island is famous for its seafood restaurants, antique shops, and historical landmarks. It’s a seafood lover’s dream and a great spot to step back in time.

Is City Island worth it?

Absolutely! City Island offers a one-of-a-kind experience with stunning views, a laid-back vibe, and delicious food. If you’re looking for a peaceful escape in the Bronx, it’s well worth the visit.

What does City Island have?

City Island is packed with things to do—there are yacht clubs, waterfront restaurants, antique stores, and even scuba diving. You can also explore Belden Point, a historic amusement park and resort opened in 1887.

Can I walk on City Island?

Yes! City Island is totally walkable. You can stroll along the pedestrian bridge and explore downtown, or take in the scenery while kayaking or fishing.

Does anyone live on City Island?

Yep, about 4,172 people call City Island home. The neighborhood has a cozy mix of city and suburban life, with everything from quaint cottages to Victorian-style homes, all with views of Manhattan.

It’s not just a cool place to visit—it’s a unique place to live, too, full of its own charm and rich history.