Welcome to the bustling metropolis of New York City! In this five-day itinerary, we’ll visit the iconic landmarks that make the Big Apple a destination like no other. From the dazzling lights of Times Square to the serene beauty of Central Park, each day will offer a blend of exploration and adventure.
This carefully crafted 5 days New York City itinerary (based on personal experience) encompasses everything you need to see during your first visit. I like to travel as efficiently as possible. Therefore, the activities in this itinerary have been clustered, reducing travel time.
Day 1: Midtown Manhattan
The first full day in the city promises to be a whirlwind of iconic landmarks and breathtaking views. However, because it’s the day after travelling, let’s not overdo it and focus on midtown Manhattan.
- Times Square
- Rockefeller Center & Top of the Rock
- Morgan Library & Museum
- Empire State Building
- Flatiron building
- Evening: SUMMIT One Vanderbilt & Chrysler Building
Times Square
How better to start a trip to New York City than amidst the neon lights and towering billboards of Times Square? Soak in the electric energy of this famous location as you grab breakfast at a nearby cafe or supermarket.
Wondering what type of breakfast you should get? My recommendation would be to grab a bagel with your drink, like a true New Yorker!
A visit to Times Square is the perfect start of any New York trip.
Rockefeller Center & Top of the Rock
After fueling up and shooting some pictures at Times Square, make your way to Rockefeller Center, a 10-minute walk. Built between 1929 and 1940 in Art Deco style, Rockefeller Center is a historic landmark entailing 19 commercial buildings and a viewing platform.
The center is best known for its central plaza with the golden Prometheus statue. During winter, this plaza gets turned into an ice-skating rink where you can marvel at an 80-feet Christmas Tree (often with a sparkling Swarovski star as topper).
Rockefeller Plaza is famous for its Prometheus statue (and the Christmas tree during the holiday season).
Top of the Rock
One of the main reasons to visit Rockefeller Center, however, is to visit the Top of the Rock Observation Deck. Enjoy a breathtaking panoramic view of the Manhattan skyline, including the Empire State Building and One World Trade Center.
Top of the Rock is my preferred viewing point, rather than the forementioned skyscrapers, as it includes both iconic buildings in view. You can also check out the other side of the city, including a good view of Central Park.
From Top of the Rock, you can see the Empire State Building, One World Trade Center and Central Park.
The Beam Experience
Have you ever dreamt of being a construction worker before there were any labor laws? Look no further! A relatively new feature of Top of the Rock is the Beam Experience, where you can sit on a metal beam for 90 seconds to reenact the 1932 photo ‘Lunch Atop a Skyscraper’. Of course, this is done safely and includes high quality pictures being taken.
The Beam Experience at Top of the Rock (image: Rockefellercenter.com)
Practical info:
- Open: Daily from 09:00 – 23:00.
- Admission: $34 – $55 general admission, $85 express pass (includes the Beam Experience), $160 VIP (includes a guided tour, expedited entry, priority elevator access and a 20% souvenir shop discount).
Morgan Library & Museum
After having enjoyed the view from Top of the Rock, it’s time to head towards the Empire State Building and see it from up close – a 20-minute walk. If you enjoy books and art, however, you should consider a stop at the Morgan Library & Museum first.
Built between 1902 and 1906, this was once the personal library of the famous banker and collector J.P. Morgan. Nowadays, it is open for visitors to marvel at the old books, pieces of art and the painted ceiling.
Practical info:
- Open: Tuesday, Wednesday, Thursday, Saturday, and Sunday from 10:30 am to 5 pm, Friday from 10:30 am to 7 pm.
- Admission: $22 for adults, $14 for seniors, $13 for students (with current ID) and disabled visitors (free for caregivers), free for children under 12.
The Morgan Library & Museum (image: Themorgan.org)
Empire State Building
With an impressive height of 1.250 feet (1.454 feet including the antenna), the Empire State Building is one of the tallest and most recognizable buildings in New York. This world-famous Art Deco style skyscraper – built between 1930 and 1931 – has featured in many movies and television shows, including King Kong.
It offers viewing platforms on the 86th and 102nd floors, however after having seen the view from Top of the Rock, visiting these viewing platforms isn’t a necessity. You can still enjoy the shops and restaurants though.
The Empire State Building remains one of New York’s most iconic skyscrapers.
Practical info:
- Open: Varying opening hours, mostly from 10:00 – 21:00. Check beforehand.
- Admission:
- Main Deck / 86th Floor Observatory: $44 for adults, $42 for seniors, $38 for children.
- Most Popular Deck / 102nd Floor + 86th Floor Observatories: $79 for adults, $77 for seniors, $73 for children.
Flatiron Building
If you’re interested in iconic architecture, paying a visit to the Flatiron Building is a must. Take a 15-minute stroll to the intersection of Broadway with Fifth Avenue where the building stands.
Built in 1902, the Flatiron Building is not only significant because of its unusual appearance, but also because it is one of the city’s oldest surviving skyscrapers. It currently isn’t open to the public.
The Flatiron Building is one of New York’s oldest skyscrapers.
Evening: SUMMIT One Vanderbilt & Chrysler Building
Finally, as evening descends upon the city, it’s time to ascend once more. This time at SUMMIT One Vanderbilt. Here, you’ll step into a multi-sensory art experience with 360-degree views of NYC. Explore the 91st, 92nd and 93rd levels filled with immersive experiences that will challenge your perception of New York.
Practical info:
- Open: 09:00 – 22:30 (last entry at 21:30).
- Admission: $42 general admission (starting price), $56 signature experience (includes a cocktail, starting price), $62 SUMMIT Ascent (includes 12-story glass elevator journey, starting price).
Chrysler Building
Also make sure to take check out the Chrysler Building while you’re here, as it’s only a very short walk. This skyscraper was the tallest building of New York in 1930 and 1931 (until the Empire State Building was completed later that year).
It is an iconic Art Deco masterpiece, renowned for its striking design and glass spire. It reflects a bygone era of American ingenuity and is definitely worthy of some pictures!
Why not take a moment to gaze upon the beautiful Chrysler Building while you’re nearby?
Day 2: Lower Manhattan
On the second day we’ll visit more New York symbols, this time in and around Lower Manhattan – the location of the Financial District.
- Wall Street
- 9/11 Memorial & Museum
- Lunch: Joe’s Pizza
- Staten Island Ferry (Statue of Liberty)
- Evening: Times Square & Ellen’s Stardust Diner (optional)
Wall Street
The first stop of the day is Wall Street, New York’s financial heart. Take subway line 2 (red) or 3 (red) to Wall Street subway station.
Charging Bull
Start the day off with a visit to the Charging Bull, the symbol of financial optimism and prosperity standing proudly at 75 Wall Street. It’s just a short walk from the Wall Street subway exit. Some believe that placing your hands on his… ‘package’, so to speak, ushers in financial prosperity. Why not give it a shot?
New York Stock Exchange
Next, head to New York Stock Exchange – a 5-minute walk from the Charging Bull. Visiting the New York Stock Exchange (NYSE) offers a glimpse into the heart of global finance. While tourists can observe from designated viewing areas, access to the trading floor is restricted.
Wall Street is the heart of the financial district in Lower Manhattan.
9/11 Memorial & Museum
A 10-minute walk away lies the solemn 9/11 Memorial & Museum, where the memories of lives lost are honored amidst the backdrop of the towering One World Trade Center. Pay your respects at the twin reflecting pools, the location of an event that changed the world forever.
The museum’s exhibits serve as reminder of the resilience and unity that emerged from tragedy. Learn about the background of the attacks, what happened on a minute-by-minute basis and experience the stories of everyone involved on that fateful day.
Take a moment to reflect at the 9/11 Memorial, built in the footprints of the Twin Towers.
Practical info (museum):
- Open: Open six days a week (closed on Tuesday) from 09:00 to 19:00.
- Admission: $21 – $33 general admission, $41 – $53 admission + Museum Tour, $84 Memorial + Museum tour, $74 Early Access Museum Tour, $97 Family Pass.
Lunch: Joe’s Pizza
After a morning of reflection, it’s time to indulge in a slice of (possibly) New York’s best pizza. Joe’s Pizza has earned a reputation among New Yorkers of having some of the best slices in the city and is confirmed to exist in the Marvel Cinematic Universe (after appearing in the 2004 movie Spider-Man 2).
Joe’s Pizza officially exists in the MCU. Peter Parker (Spider-Man) briefly worked as a delivery guy here.
Staten Island Ferry (Statue of Liberty)
No visit to New York is complete without paying a visit to the most famous NYC landmark of all: the Statue of Liberty. Since 1886, Lady Liberty has been a symbol of hope and promise for millions of immigrants. Nowadays, it is a beacon that attracts approximately 4.4 million visitors every year.
You can visit Lady Liberty via helicopter or a combined Liberty Island and Ellis Island tour. A free way to see the statue, however, is via the Staten Island Ferry.
This ferry runs 24/7 between Whitehall Terminal in Lower Manhattan and St George Terminal in Staten Island. To get to the Terminal, take the subway from Houston Street to South Ferry – a trip that will take between 20 and 30 minutes.
When boarding the ferry at Whitehall Terminal, make sure to claim a spot at the right side (starboard) of the boat to be able to see Lady Liberty. When heading back to Manhattan, go for the left side of the ship (port). The ferry passes the Statue of Liberty within a few hundred yards, so you’ll be able to see it clearly!
The Staten Island Ferry passes Lady Liberty within a few hundred yards.
Practical info (ferry):
- Open: 24/7.
- Runs: Every 15 or 20 minutes.
- Admission: Free.
Staten Island
When you disembark on Staten Island, there’s plenty to do, especially if you’re into snagging some great deals on brand-name clothes. Head over to Empire Outlets (a 2-minute walk from the Terminal), an outdoor shopping mall packed with outlet stores like Levi’s, Nike, and Guess.
Evening: Times Square & Ellen’s Stardust Diner
At this point, you’ve already seen Times Square by day. But by night, it is a completely different experience and definitely worth a second visit. Upon returning at Whitehall Terminal, head to the South Ferry subway station and take one of the many subways to Times Square. The trip should take less than 30 minutes.
At night, the energy of Times Square is extra radiant with the billboards beaming even brighter than by day. It’s also much busier, which adds to the unique sensation. Street performers and loud music (you’ll hear JAY-Z – Empire State of Mind ft. Alicia Keys a LOT) brings the whole experience to the next level.
Tip: While it’s tempting to visit a souvenir store at Times Square, my recommendation would be to shop for souvenirs in Chinatown later on because the prices are a bit lower there.
By night, Times Square offers an even more vibrant atmosphere than by day.
Optional: Ellen’s Stardust Diner
Amidst the hustle and bustle of Times Square, Ellen’s Stardust Diner offers a unique dining experience, where aspiring Broadway performers serve up classic American fare with a side of showmanship and song.
There’s often a long line so make sure to be well on time, or choose a different restaurant altogether, if you don’t want to wait.
Day 3: Brooklyn & Chinatown
Today we’re going to explore Brooklyn’s best-known highlights. After that, it’s time to visit Chinatown to look for souvenirs and gifts. We’ll end the day staring at the glowing lights of the Manhattan skyline from aboard a ship.
Brooklyn Bridge Park
The first stop of the day is Brooklyn Bridge Park, a 1,2-mile stretch of greenery at the Brooklyn shore, right across Manhattan. The park is well-known for its great view of the Manhattan skyline – including Brooklyn Bridge in the foreground – and definitely worth a lengthy stroll.
First, we have to get there though. Take the subway to the High Street or York Street station, a trip that takes around 30 minutes from Times Square. Upon exiting either subway station, reaching the park takes only a couple of minutes.
The view from Brooklyn Bridge Park is simply stunning. Take your time, and maybe even sit down for a while to take it all in. Maybe you’ll get visited by some of the cute squirrels, which aren’t shy of people at all.
One of the most popular places in Brooklyn Bridge Park is the beautifully restored Jane’s Carrousel, originally constructed in 1922. A fun ride for kids! A personal tip: it is also one of the best proposal locations in New York City. It’s where I proposed to my now-fiancée, and the pictures are stunning!
The view from Brooklyn Bridge Park, near Jane’s Carousel.
DUMBO
After having soaked in the view of the Manhattan skyline (and Lady Liberty, if you squinted your eyes or used one of the viewing binoculars), it is time to head to DUMBO. An acronym for Down Under the Manhattan Bridge Overpass, DUMBO is Brooklyn’s most visited neighborhood, attracting visitors with its cobblestone streets, architecture and many restaurants.
The most well-known street is Washington Street, where you can enjoy the famous Manhattan Bridge view. It goes without saying that you simply have to take some pictures here!
Next, why not grab breakfast or lunch at one of the many restaurants? DUMBO is a popular destination among foodies, and not without reason. Grab a slice of pizza, a bagel, or go for something fancier.
The best-known street in DUMBO is Washington Street, with its iconic view of the Manhattan Bridge.
Walk Across Brooklyn Bridge
When the Brooklyn Bridge opened in 1883, it was the longest suspension bridge in the world and the first connection between Brooklyn and Manhattan. Nowadays, this impressive feat of 19th-century ingenuity is an iconic attraction for tourists from all over the world.
A stroll across the beautiful Brooklyn Bridge should be on every bucket list of things to do in New York. It is a great place to take some pictures, or even better, have a photoshoot. With the lower Manhattan skyline as backdrop, the view from up here is simply amazing. So, after finishing lunch, head to the bridge and experience it for yourself.
How to get to Brooklyn Bridge? Because the Manhattan backdrop is best seen when heading from Brooklyn into Manhattan (and because the next destination is in Manhattan), getting to the Brooklyn-side entrance is what we’ll be covering in this itinerary. If you’re curious about the Manhattan-side entrance, make sure to read our blog covering the Brooklyn Bridge in-depth (coming soon).
The fastest way to get onto the bridge is via Washington Street at the intersection of Cadman Plaza East. Here, you’ll find an underpass. On the left side of the street, there is a set of stairs built into the bridge. When you reach the top of the stairs, veer to the left into the pedestrian lane. Watch for bikes as you cross!
The stairs to Brooklyn Bridge near Cadman Plaza Park. This is the fastest option from DUMBO.
An alternative entrance is at the intersection of Tillary Street and Boerum Place (also known as Brooklyn Bridge Boulevard), where both the pedestrian and bicycle lanes for Brooklyn Bridge begin:
The start of the Brooklyn Bridge Pathway & Cycling Lane at Brooklyn Bridge Boulevard.
Make sure to take plenty of pictures while strolling across the bridge! Stroll all the way to the Manhattan exit and head towards Chinatown (a 10-minute walk). Alternatively, you can make a U-turn somewhere on the bridge and head to the nearest subway station in Brooklyn. From here take the subway to Canal St. (a 15 to 30-minute trip).
Chinatown
Next up, we’ll be heading into Chinatown, a bustling enclave renowned for its vibrant atmosphere and affordable shopping. Browse the stalls and shops to pick up unique souvenirs, trinkets, and gifts at budget-friendly prices.
Of course, don’t forget to try out some lovely Chinese snacks while you’re here! Our favorite snack was the pineapple-pork bun we scored at Mei Lai Wah, a Chinese restaurant located at 62 Bayard Street.
Our favorite snack in China Town was the pineapple-pork bun from Mei Lai Wah.
Evening: Harbor (Dinner) Cruise
After the sun has set, embark on a memorable harbor cruise or dinner cruise. Glide past iconic landmarks such as the Statue of Liberty, Ellis Island, and the illuminated Manhattan skyline, enjoying the breathtaking views. Indulge in a delicious dinner onboard or simply sip cocktails as you enjoy a magical time on the water.
Day 4: Central Park
Today’s all about clearing your lungs in Central Park, one of New York’s most famous attractions. Also, bring your safari hat and binoculars, because we’re going to visit the Natural History Museum! To end the day on a high note, we’ll visit one of Broadway’s famous musicals.
- A Stroll Through the Park
- Central Park Zoo
- Strawberry Fields
- American Museum of Natural History
- Evening: Broadway Musical
A Stroll Through the Park
Central Park in New York City is a must-visit destination, offering an oasis of tranquility amidst the bustling metropolis. Its 843 acres of greenery provides a refreshing escape from the city’s hustle and bustle.
Explore the park’s winding pathways, lush meadows, and iconic landmarks, including Bethesda Terrace, Bow Bridge, and the tranquil waters of The Lake. If you wish to experience Central Park in a truly special way, consider a horse carriage ride.
There are many subways stations located all around Central Park, so getting there is easy. However, because Bethesda Terrace and Bow Bridge are located somewhat in the middle, – I suggest you take the subway to one of the stations near the center of the park (66 St, 72 St, 77 St).
During winter, make sure to visit the ice skating rink in Central Park!
Central Park Zoo
When it opened its door in 1861, Central Park Zoo was one of the first zoos in the country. After a major transformation between 1983 and 1988, the zoo reopened with three major biomes within its 7 acres: the Tropic Zone, Temperate Territory, and the Polar Circle.
Make sure to pay a visit to this small but beautiful zoo in the southeastern part of Central Park. Grizzly bears, penguins, red panda’s, snow leopards, sea lions and many more species are sure to put a smile on your face.
Practical info:
- Open: 10:00 – 16:30/17:30, with the animal exhibits closing 30 minutes earlier (make sure to check what time the zoo closes beforehand).
- Admission: $19,92 for adults, $16,95 for seniors, $14,95 for children (3 – 12), free for younger children.
- Rentals: Wheelchairs are free.
Central Park Zoo (image: Centralparkzoo.com)
Strawberry Fields
Further to the northwest, on the way to the American Museum of National History, Strawberry Fields stands as a tranquil tribute to John Lennon. This peaceful memorial, named after the Beatles’ iconic song “Strawberry Fields Forever,” invites visitors to reflect and pay homage to the beloved musician and advocate for peace.
In the middle of the memorial, you’ll find mosaic tiles bearing the word “Imagine,” a poignant reminder of Lennon’s enduring message of unity and hope.
Strawberry Fields is a memorial dedicated to John Lennon, located in Central Park.
American Museum of Natural History
Dive into the world of dinosaurs, sparkling gemstones, space and more. The American Museum of Natural History – located at the western edge of Central Park – is not just for science buffs. From towering dinosaur skeletons to African animals, there’s something for everyone.
Practical info:
- Open: Daily from 10:00 – 17:30.
- Admission: $28 for adults, $16 for children, $22 for students (with ID), $22 for seniors.
The American Museum of Natural History is known for its many dinosaur skeletons, including T-Rex!
Evening: Broadway Musical
Broadway musicals are the heartbeat of New York City’s theater scene. Whether you’re drawn to classic favorites like The Lion King, Aladdin and Wicked or contemporary hits, Broadway offers something for every taste.
To secure seats for Broadway musicals, make sure to book in advance through official websites with prices typically ranging from $50 to over $200 per ticket depending on the show and seating location.
If you’re seeking cheaper Broadway tickets, consider purchasing rush tickets or participating in lottery drawings on the day of the show, where prices can range from $30 to $50 per ticket depending on availability and demand.
Day 5: Shopping Spree
No visit to the Big Apple is complete without some shopping! Because this is the last day before travelling home, we will take it a bit slower and visit the two best-known shopping spots in NYC. Of course, if you wish to do and see more, you can add anything you like to this planning.
SoHo
SoHo, short for South of Houston Street, is a vibrant neighborhood in Lower Manhattan, renowned for its artistic flair, upscale boutiques and cobblestone streets.
Once an industrial area, SoHo underwent a transformation in the 1960s when artists began occupying the spacious lofts in former factories and warehouses, giving rise to its reputation as an artistic haven.
Shopping in SoHo is an experience like no other. Delight in the array of designer boutiques lining the streets, featuring coveted brands. The best streets to go shopping in SoHo are Spring Street, Broome Street, and Prince Street as well as Broadway. To get to SoHo, take the subway to Prince St station.
Some of the shops worth a visit:
- UNIQLO Soho Store
- Nike Soho
- adidas Brand Center New York
- Everlane Soho
- MUJI SOHO
- T.J. Maxx SoHo New York
- Supreme New York
- BALENCIAGA SoHo
- Louis Vuitton
SoHo is famous for its artistic flair and clothing boutiques.
Macy’s Herald Square
Next, head to Macy’s Herald Square – one of New York City’s most iconic department stores – in Midtown Manhattan. To get here, take the subway from Spring Street to Penn Station, a 15-minute trip. Upon exiting the subway station, Macy’s is just a short walk.
This flagship Macy’s store is not just a retail establishment but a symbol of American retail history. Spanning an entire city block, it is one of the largest department stores in the world. From fashion and beauty to home goods and electronics, Macy’s offers something for everyone.
Summary: Five Days In New York City
Five days in New York is enough to see the city’s most famous highlights. This carefully crafted itinerary ensures you’ll see it all in an efficient way. Remember: The Big Apple isn’t going anywhere, and you can always come back to explore more!
PS: If you’re going to visit New York’s top attractions, consider opting for a New York City Card. These cards offer bundled packages of admissions to various popular attractions and activities at a discounted rate, compared to purchasing individual tickets. Skip-the-line may also be included.
