2 Day Itinerary in New York City – The Plan

view of New York City

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My daughter and I are taking an epic Mother-Daughter trip soon that includes Connecticut, Rhode Island and New York City. Part of the trip, in Providence, is a choir competition, and I don’t think we’ll see much of the area outside of the hotel and convention center. We will visit with family in Connecticut prior to driving to Rhode Island.

The best part, she and I decided to extend the trip and finish it out with 2 days in New York City. Having never been before, this is exciting for both of us. I do have a confession about traveling to NYC I’ll tell you about later.

Since I like to plan, plan, plan, I thought it would be a good experiment for me and you, my readers, to compare my 2-Day Itinerary in New York City Plan to the actual events. When we return, I’ll share what went right and what went wrong (hopefully nothing!) with our trip.

The Apps

To begin with, I organized every part of our trip in Tripcase. Right now this is my favorite organization tool because it updates flight information within the app. I also like that I can forward reservations to an email and it imports it into the app.

I’m also using Trail Wallet to keep track of my finances during the trip. I find the app to be simple and effective in its design. As most of the trip is already planned, I’ve about 40% left in my budget for food.

I’m also using

  • Delta
  • NJ Transit
  • NYC Subway Maps
  • Apple Maps
  • Uber and/or Lyft

Day 1 Itinerary in New York City

We leave Providence by train and arrive at Penn Station. I plan to check out bags with the Amtrak baggage hold and proceed to explore.

First stop, walk to the Empire State Building. I’m still on the fence if we want to pay to go up. If we do, we’ll be getting the VIP passes to skip the lines as we don’t have much time.

From the Empire State Building, we’ll walk Broadway up to 44th St to see the 3pm performance of Something Rotten. Being a Shakespeare and a musical fan, I’m really looking forward to this one.

As we’re walking Broadway we’ll stop and take pictures in Herald Square, maybe stopping in the market to get some food to eat on the go.

After the show, we’ll walk back to Penn Station, get our bags and head to the NJ Path train to stay with family friends.
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Day 2 Itinerary in New York City

Another big day for us!

We have 10 am reservations to take the Statue Tour ferry over to Liberty Island from Liberty State Park – New Jersey side. We have tickets for the base but my main goal here is just to see Lady Liberty up close. I’ve had a love affair with the green goddess since I was a kid and love any movie that features her. Guilty pleasure favorite: Ghostbusters II.

From Liberty Island, we’ll take the Ferry to Manhattan to Battery Park. From here we’ll take the 1 or the R to Empire State Building (if we didn’t visit the day before). If we don’t do ESB, we’ll take the 4 or 5 to Central Park.

Speaking of the Subway… I’m buying an MTA Metro Card that will get me on PATH trains to NJ, the NYC Subway and the JFK Air Train when we have to fly out. I did opt for the 7 day unlimited, even if we don’t do $31 worth of subway rides. As it stands, I’m looking at about 10 rides, which is about $28. For an extra $3, it’s worth getting unlimited and not worry about calculating how much I have left.

After we spend the afternoon wandering around Central Park, we have tickets to see Wicked at the Gershwin Theatre. This was my daughter’s pick and I have to agree it’s a good one. I’m excited to see the show, but also the historic theatre itself.


One thing I haven’t factored in or planned for yet is where we’ll eat. With such limited time, I’m sure we’ll get a lot on the go, wherever we are at the moment. My daughter and I agree we’ll do a hot dog stand at some point!

If you have any suggestions on where to eat, I would love to hear about them!

Confession time. Since I’ve never been to New York City, and I’m traveling alone with my daughter, I’m a bit nervous about navigating the city streets. I have dwelled on how to move our luggage from train to train, to walking in the city after dark. I know we’ll be in popular tourist areas, and I navigate those all the time at Disney.

One thing I did purchase to make me feel safer was a new purse. I have to say I’m in love with this purse. It’s from Travelon and it’s an Anti-Theft. What that means is it’s slash-proof, has locking zippers (so no one can pick-pocket) and has RFID blocking technology. Even better, it was only $26 and came in this black leopard pattern. And it’s big enough to carry my camera, so I don’t have to carry 2 bags.

TravelOn Purse

Travelon has a lot of different styles. I encourage you to check them out!

What do you think? Can we do it all? Comment below and let me know! I’m looking forward to sharing Part II of the actual trip!

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