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Claudia Sofio

4 day New York itinerary

I put together a 4 day New York itinerary that will hopefully inspire you for your next trip to the Big Apple. I often visit Manhattan with no planned itinerary other than walk around and see where the wind takes me. I decided to plan out activities every day for my trip with my husband from December 10th to December 13th to make the most out of my vacation to New York.

Day 1 – Montreal to New York

We arrived early at Port Authority Terminal in New York City from Montreal on the overnight Greyhound bus trip. We dropped off our luggage at the Marriott Fairfield Inn & Suites New York Manhattan Times Square South with the concierge since our check-in wasn’t until 4pm.

We decided to go straight to Rockefeller Center to admire the beautiful iconic Christmas tree. It’s a perfect place to get into in the Christmas spirit. We then went to the famous toy store F.A.O Swartz so I can play the large scale piano seen in the movie Big.

It’s time for lunch and we headed over to the Burger Joint, the hidden snack bar at the Parker New York hotel. It was so worth the hour wait to bite into an amazing burger and fries.

Afterwards, we headed down Fifth avenue to admire the beautiful decorated store Windows. Sax Fifth Avenue and Bergdorf Goodman had the best Christmas window displays but close to every other store deserve honorable mentions.

We arrived at the Empire State Building to visit the observatory. I’ve been many times before but I was really excited to check out the new Empire State Building experience. It did not disappoint. They’ve completely revamped and added a beautiful exhibits to admire as you walk to the elevators to the 86th floor. They added many artifacts and documentary movies of the history of the Empire State Building. As we enter the renovated 86th floor, we took in the breathtaking views of Manhattan. We upgraded our ticket to visit the 102nd floor to see the city from a higher bird’s eye view. It was one of the highlights of our trip.

We walked back to our hotel making stops at Macy’s to see more Christmas decorations and stopped to eat at Fresh&Co to eat a poke bowl.

It’s been a long day so we decided to check-in to our hotel and get ready for day 2.

Day 2 – The Vessel at Hudson Square, The High Line and Harry Poter

We woke up early, got a breakfast sandwich at Carve Unique Sandwiches and headed to the Vessel at Hudson Yards to walk up the stairs. You must book in advance but the activity is free.

Once we came down from the Vessel, we walked a few steps to the entry point of the High Line Park. What a pleasure to walk the High Line and take in the views of the city, architecture and art on display. We walked until the end of the High Line up to Gansevoort street.

Since we were in Chelsea, we wanted to check out the Christmas decorations at Chelsea Market. As we’re walking to the market, we saw a unique Starbucks and decided to get some hot drinks. You can check out the Starbucks Reserve Roastery‘s website to understand our experience.

We’re an hour away from seeing a broadway show: Harry Potter and the cursed child. In full disclosure, I’ve never seen a Harry Potter movie nor have I read the books. I have to say that it’s now my top Broadway show. It was entertaining and magical to say the least. It’s a mix of a great story and illusions. The play went from 2pm until 4:30pm and the second part is at 7pm until 10pm. I though at first it would be too long the time flew by. It was so good! I would definitely see it again.

We found a restaurant near our hotel called Samba Kitchen, a Brazilian restaurant. It was a really cute place and the food was really good. I would recommend it.

Day 3 – Financial District and Blue Man Group

After breakfast at our hotel, we took the subway from Times Square down to the Financial District. We walked around The Oculus. Over the last 10 years, the financial district as become a must see when visiting New York City.

We took a taxi to Pier 16 to try our newest activity added to our organized tour: The Hornblower Statue of Liberty cruise.

We ended the evening with the show of Blue Man Group. If you like intimate, wacky and interactive performances, you won’t be disappointed!

Day 4 – The Metropolitan Museum of Arts, Central Park and Ripley’s Believe it or Not.

On day 4, we got up early, and headed over to the Shops at Columbus Circle to do my favorite sport which is shopping. We then walked through the Columbus Circle Holiday Market. It’s not the biggest Christmas market but the products are made locally. We headed over to the Metropolitan Museum of Arts and got there by walking through the beautiful Central Park.

If you’re into museums like myself, you will really love the Met. The pieces seen at this museum make you realize that we’ve come a long way. The Egyptians, Greeks and American Indians to name a few.

We made lunch reservation at the Met and requested a table overlooking Central Park. The food was to die for. Everything you would expect from fine dining exceeded our expectations.

To end our stay, we made a stop at Ripley’s Believe it or Not museum. I had already been there with my oldest daughter who loved it. If you are interested in anything out of the ordinary, I recommend this visit. It will surprise you!


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