5-Day New York Itinerary: Explore the Best of the Big Apple

This 5-day New York itinerary offers a comprehensive experience of the city’s iconic landmarks and vibrant neighbourhoods. From the energy of Times Square to the peaceful retreat of Central Park, it’s a blend of culture, history, and adventure that captures the essence of the Big Apple.

  • Start the journey in the heart of Manhattan. The day kicks off with a visit to Times Square, where the bright lights and bustling atmosphere set the tone for the city's vibrancy. From there, make your way to Rockefeller Center, and take a trip up to the Top of the Rock for panoramic views of the skyline, including the Empire State Building and Central Park.

    Later, explore Fifth Avenue, stopping at the famous St. Patrick’s Cathedral and perhaps a few designer shops. The day concludes with a visit to the Empire State Building, where the observation deck offers breathtaking night-time views of the city’s lights stretching across the horizon.

  • Begin the second day of your New York itinerary with a leisurely walk through Central Park, the city’s sprawling green oasis. Whether it's a stroll by The Mall, a visit to Bow Bridge, or simply soaking in the peaceful surroundings, it’s a perfect way to begin the day. After, head to the nearby Metropolitan Museum of Art, one of the world’s largest and most prestigious museums. The galleries here house art from every corner of the globe, offering something for every type of art lover.

    In the afternoon, walk along Museum Mile and choose another museum to visit, like the Guggenheim Museum or The Cloisters for a quieter, medieval-themed experience. The evening could be spent in the Upper West Side, where classic New York diners offer a taste of local cuisine.

  • The third day is dedicated to the city’s historic icons. Take a ferry from Battery Park to Liberty Island and visit the Statue of Liberty, one of the world’s most famous landmarks. Following that, head to Ellis Island, where the Immigration Museum offers a moving insight into the history of American immigration.

    Once back in Lower Manhattan, explore Wall Street and the New York Stock Exchange, and pay your respects at the 9/11 Memorial & Museum. End the day in the SoHo district, where chic galleries, boutiques, and restaurants create a lively evening atmosphere.

  • Day four takes a trip across the Brooklyn Bridge into one of the city’s trendiest boroughs. Begin with a visit to Brooklyn Bridge Park, where stunning views of Manhattan and the East River await. From there, head to DUMBO, a vibrant neighbourhood full of art galleries, coffee shops, and cobblestone streets. The iconic photo opportunity at Washington Street will provide a perfect shot of the bridge with the Empire State Building in the background.

    Later, explore Williamsburg, a neighbourhood known for its street art, indie boutiques, and lively music scene. If there’s time, visit Brooklyn Heights for beautiful views of the Manhattan skyline, and perhaps enjoy dinner at a restaurant with a view of the water.

  • On the final day of your New York itinerary, explore some of New York's lesser-known but equally captivating spots. Start in Chinatown, where the busy streets and markets offer a taste of Asian culture right in the heart of Manhattan. Stroll through Little Italy and grab a bite at one of the local trattorias, before heading towards the High Line—a revitalised, elevated park that offers scenic views of the Hudson River and city streets below.

    In the afternoon, discover the energy of Greenwich Village, home to quirky cafés, historic theatres, and lively streets. Finally, spend the evening in the East Village or Lower East Side, both neighbourhoods known for their nightlife, music venues, and diverse dining options, giving a true feel of New York's eclectic charm.

  • The New York CityPass is a convenient and cost-effective way for travellers to explore the top attractions in New York City. It offers discounted entry to 5 of the most popular landmarks such as the Empire State Building, the Museum of Modern Art, and the Statue of Liberty, allowing visitors to skip regular ticket lines. With a 9-day validity period, it provides flexibility and helps save both time and money. In fact, the CityPass offers up to 40% off regular admission prices, making it excellent value for those looking to visit multiple attractions while keeping costs down.

    You can get your New York CityPass here.

Explore things to do during this five day New York itinerary