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A First Timer’s Guide and New York trip itinerary

A First Timer's Guide and New York trip itinerary

A First Timer's Guide and New York trip itinerary

Everything they say about New York City is true. It’s loud, busy, and full of life. It really is the city that never sleeps. That can be pretty overwhelming—especially when planning your first New York trip itinerary. Figuring out what to do, what to see, and how to get around can be challenging.

I had passed through New York a couple of times as a kid. However, this was my first time planning my own New York trip itinerary. It was the perfect place for Taylor and I to “meet in the middle.” We could see each other for a week (my partner lived in Oregon).

We were fortunate enough to have friends to stay with in New York for the week. Unfortunately, you won’t find any accommodation recommendations in this guide. What you choose will depend very much on your own budget and duration of stay. There are plenty of options to choose from in New York.

If you have the option to stay in New York longer, the rest of the state has much to offer. I highly recommend planning a New York road trip. This will ensure you make the most of your time in the state! Alternatively, you could take a bus trip from New York City to Philadelphia. Experience another iconic US city on your trip!

Table of Contents

Finding cheap flights to New York

Flying to New York used to always be considered an expensive trip, but it really isn’t anymore. With the introduction of budget international carriers like Norwegian Air, other major carriers are competing with low prices. British Airways and Virgin Atlantic now offer ‘Economy Light’ or ‘Economy Saver’ options. These options still give you the perks of long-haul travel. Meals and unlimited drinks are included. However, they do not include checked baggage. You can’t pick your seat until 24 hours before.

This option was honestly perfect for me. I travel light and I really didn’t need that much for a week in New York. So, traveling carry-on only was fine. Particularly as carry-on for large international flights allows a small carry size suitcase. It also allows a personal item which fits under the seat. I had a wheeling suitcase and a small day backpack with more than enough room.

My return flights cost £162 (Thursday to Thursday travel, with Virgin Atlantic, booked three months in advance).


For more tips, check out How to Find Cheap Flights.

Getting to and from the airport

Arriving at the airport often comes with the small challenge of reaching your accommodation while navigating an unfamiliar city. Depending on your group size and luggage, taking a cab might be both easier and more affordable. All New York yellow cabs use fixed meter fares. You don’t have to worry about being overcharged when departing from the airport. Simply proceed to the designated taxi stand outside the terminal.

We flew into JFK and took a cab upon arrival, then opted for the metro on our return trip. Both options were simple and convenient, especially after spending a week using the city’s metro system. In fact, the metro is often faster than a cab—I’ve never encountered such heavy traffic anywhere else!

How to get around the city

The New York public transit system is highly efficient and user-friendly. We stayed in Upper Manhattan. We mainly relied on the A and C (blue) metro lines. These lines helped us travel downtown and across to Brooklyn. However, there are multiple lines available, so be sure to check which one is nearest to your accommodation.

If you intend to use public transit, definitely get a METROCARD. I cannot recommend this small card enough! There are two types of MetroCard:

  1. Pay-per-ride
  2. Unlimited rides

If you’re visiting the city for just a few days, the Pay-Per-Ride MetroCard is likely your best option. This card is loaded with cash value. Each time you swipe to enter the subway, the fare is deducted from your balance. Each ride costs $2.75, no matter the distance or destination.

Benefits of Pay-per-ride

This card can be shared between up to 4 people. Just swipe through. Then pass it back to the next person to come through. This is great for couples or young families.

You can also use this card on other transport such as the buses.

You can use this card on the AirTrain to/from JFK.

If you’re visiting New York for more than a few days, consider the Unlimited MetroCard. This is especially beneficial if you plan to use the subway frequently. There are two options. One option is a 7-day unlimited rides card for $33 plus a $1 non-refundable card fee. The other option is a 30-day unlimited rides card for $127 plus the $1 card fee. We purchased the 7-day card and found it excellent value, taking the subway at least four times daily. We were staying in Upper Manhattan. Each round trip was at least 30 minutes. This made the unlimited rides a great deal.

Benefits of Unlimited

Unlimited travel on metro and buses, only pay the initial $34 fee.

The card is not activated until the first time you swipe in. If you buy it, you don’t have to use it immediately. You still have your 7 days of travel. Alternatively, you may have 30 days of travel.

If you travel 12 or more times in the time period, then you should buy the unlimited card. It is better than the pay-per-ride option.

BUT

You cannot share an unlimited card—there is an 18-minute time limit between turnstile swipes. We discovered this when Taylor swiped and then tried to go the wrong way through the turnstile. We had to wait 18 minutes before he could swipe again or ask the manned booth for assistance.

Unlimited tickets are not valid on the AirTrain. You will need a separate ticket, which costs $5.

You can buy Metrocards at automated machines in most stations or at manned booths. Note that some machines accept only cards and may ask for a ZIP code. If you’re from outside the USA, simply enter 00000.

You can find all this information and more in How to Get Around New York City.

New York City Pass

If it’s your first time visiting New York, you will want to see all the major attractions. I highly recommend getting a City Pass. There are many companies offering different packages, deals, and combinations, so it really depends on what interests you most. Some passes even include discounts on Broadway shows and helicopter tours.

Here’s the pass we chose. After comparing three options, we decided the key attractions we wanted included were:

This pass covered all six. Some passes offer choices between attractions—for example, you could pick either Top of the Rock or the Guggenheim Museum. The options suited us perfectly. Having the pass often lets you skip the ticket lines. You can go straight to the entrance.

If your schedule is tight, keep in mind that some attractions require advance booking. Specific time slots are needed for places such as the Top of the Rock or Empire State Building.

We purchased these tickets during a sale on the City Pass website for £100, so it’s definitely worth shopping around. Just search “New York City Pass” on Google to compare options.

You can read my full New York Pass comparison here.

View of Manhattan from Ellis Island

New York trip itinerary: 6-days

We divided the city into six key areas. They are organized roughly by neighborhoods. We planned to explore specific sections each day. This plan is around other activities we’ve booked—like visiting the Empire State Building or Top of the Rock. We also set aside some free time daily to meet friends or adjust our plans if needed.

The guide below outlines the main areas covered each day. It includes the specific locations and attractions we visited. You will also find useful tips. For photographers and Instagram enthusiasts, I’ve included photo location recommendations, based on extensive research.

If you’d like, you can download the spreadsheet with all neighborhoods and locations here. Make sure to enable offline viewing on Google Drive. This way, you can access it without data or Wi-Fi during your trip.

Day 1

Area: Downtown/ Lower Manhattan/ Staten Island

Sites covered:

  1. 9/11 memorial museum
  2. One World Trade Center
  3. The Oculus
  4. Federal Hall
  5. Charging Bull Statue
  6. Delmonico’s
  7. Stone Street District
  8. Staten Island Ferry
  9. Staten Island

Tips

Prefer an organised tour to see the main sights?

Photography tips and prime locations

Day 2

Area: Midtown/ East Village/ Soho

Sites covered:

  1. Flatiron Building
  2. Washington Square Park
  3. East Village shops and bars – around Bowery and 2nd Ave
  4. Soho streets
  5. New York Public Library
  6. Empire State Building
  7. Grand Central Terminal
  8. Times Square at night

Tips

If you prefer walking tours to explore new areas, check out these options:

Photo tips and locations

Book a tour of Times Square at night here.

Day 3

Area: Brooklyn/ Chinatown/ Little Italy

Sites covered:

  1. Brooklyn Heights
  2. Brooklyn Heights Promenade
  3. Brooklyn Bridge Park
  4. Dumbo
  5. Greenwood Cemetery
  6. Chinatown
  7. Doyers Street (Chinatown)
  8. Little Italy

Tips

We left it too late to walk the Brooklyn Bridge. It was very hot and crowded. Instead, we took the A or C line (blue line) to High Street–Brooklyn. Then, we strolled along the Promenade to the waterfront. It’s a beautiful walk with stunning views of Manhattan and plenty of friendly dogs!

Brooklyn Bridge Park quickly became one of my favorite spots, offering lush greenery, a relaxed vibe, and breathtaking views.

Greenwood Cemetery might seem an unusual choice, but it’s a vast cemetery set within a stunning arboretum. Admission is free, with maps available to guide visitors around and information about notable people buried there. They also host events throughout the year. You can find more details here.

I recommend dedicating at least a full day to explore this part of Brooklyn. During our visit, a huge street festival closed off 10 blocks, featuring live music, food stalls, and vibrant energy. It was such a fun, lively area to relax in the parks or explore local shops.

For a great bagel, we loved Shelsky’s Brooklyn Bagels.

To travel from Brooklyn to Chinatown, take the F line (orange) to East Broadway.

We’re big fans of Asian cuisine. We spent plenty of time wandering through Chinatown. We took photos, sampled food, and browsed shops and street vendors. If you continue walking uptown, you’ll pass through Little Italy as well.

Skyline from Brooklyn Bridge Park

Photo tips and locations

Visit Brooklyn Bridge Park and make your way to the spot marked Old Pier 1 on Google Maps. This offers my favorite view of Manhattan. It is perfect for capturing striking shots. A zoom lens enhances these shots with its compression effect.

Chinatown is vibrant and full of life, ideal for capturing the hustle and bustle. Doyers Street during golden hour provides beautiful, warm light that enhances the atmosphere.

Brooklyn, Chinatown, and Little Italy are excellent locations for portrait and human interest photography, offering rich scenes and authentic moments.

Day 4

Area: Dumbo/ Chinatown/ Upper West Side/ Manhattanville

Sites covered:

  1. Dumbo view of Manhattan Bridge
  2. Museum at Eldridge Street
  3. American Museum of Natural History
  4. Upper West Side bookshops, cafes, stores
  5. Columbia University

Tips

Photo tips and Locations

Day 5

Area: Midtown/ Statue of Liberty/ Chelsea

Sites covered:

  1. Top of the Rock – Rockefeller Center viewing platform
  2. The Statue of Liberty
  3. Ellis Island
  4. Hudson Yards
  5. The High Line

Tips

Looking for tour options at The High Line or Hudson Yards?

Why not combine Hudson Yards with admission to one of New York’s newest observation decks?

Photo Locations and tips

To capture the iconic Top of the Rock shot from the viewing platform, book the 8am time slot. This early hour is the quietest, with very few people around.

Hudson Yards offers fantastic photo opportunities both outside and inside the honeycomb structure. For the best light, visit early in the morning. This timing avoids harsh reflections from the surrounding glass buildings. It also minimizes shadows.

The High Line is packed with great aerial street photography spots. My favorites are where the park crosses 10th Avenue. You can’t miss it. There is a large seating area with glass windows (see photo below). Other stunning views include those overlooking 20th and 14th Streets.

Day 6

Area: Central Park/ Upper East Side/ Tribeca

Sites covered:

Tips

Photo tips and locations

And there you have it. This is our 6 day itinerary. We did this exactly as first-timers to New York City. Don’t forget you can download the spreadsheet here to keep a copy on your phone when you travel.

If you use this itinerary, please let me know!

If you’re in a rush, save it for later to plan your future trip!

Related Article: Most Beautiful Places in Japan | Top 10 Places to Visit in Japan 2025

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