9 Must-try Outfits When Strolling New York City


"I like my money right where I can see it...hanging in my closet." 
- Carrie Bradshaw, Sex and the City


What's the most important thing that you need to pack for a trip to the Big Apple? Clothes, clothes, clothes...

Yes, that's right. You have to make sure that the clothes that you'll be wearing for your trip is comfortable, weather-appropriate and photogenic. OOTD or Outfit-of-the-day poses are a must for the stylish tourist.



"Thirty, flirty and thriving." - Jenna Rink, 13 Going on 30.

Style writing is not my forte but seeing my brother's photos from his recent trip to New York City, I just had to post about it. It took some time to convince him but I've finally managed to get his "Yes".

You would think that men's fashion is all about shirts and jeans but it's not! Nowadays, men's clothes are competing head-to-head with women's outfits. You'll see more and more men posting their style in Social Media.


Your traveling clothes need not be expensive. Top European and Japanese brands like Zara, Bershka, H&M, and Uniqlo are offering consumers affordable but fashionable styles that every Tom, Dick and Harry could wear.

What's the best outfit to wear when strolling the streets of New York? Preppy and casual is one combination I would suggest especially during the Summer months. 

You can never go wrong with cotton long sleeves, polo shirts, round neck shirts, jeans, and shorts.

Make sure to wear sunglasses and put on some sunblock. 

1. Wall Street and Lower Manhattan.

This white long sleeved shirt is from H&M. Very appropriate for a visit to the Financial District since a white shirt or blue shirt are the favorite outfit of the movers and shakers of Wall Street.

"Keep the money rollin' in."

2. Times Square at Night


Every tourist to New York has to have this experience. A trip to NYC is not complete without a photo-op in this place. A black long sleeved printed shirt from H&M makes you stand out from the lights, sounds and people of Times Square.

"Now you're in New York,

These streets will make you feel brand new,

The lights will inspire you,

Lets here it for New York, New York, New York"
Time of your life

3. Serendipity 3, Upper East Side Manhattan


Their specialty drink, Frozen Hot chocolate, made this restaurant popular. Founded by Stephen Bruce in 1954, they are also known for their foot-long hot dogs and other frozen drinks. It was also featured in the John Cusack and Kate Beckinsale romantic movie, Serendipity.

Printed shirt and pants: H&M
Green Shoes: Zara

"Hmm...Serendipity, It's one of my favorite words. 'Cause it's such a nice sound for what it means --- a fortunate accident." Sara Thomas, Serendipity

4. Brooklyn Bridge

The story goes that when Washington Roebling developed decompression sickness while building the bridge, his wife Elizabeth studied higher mathematics and engineering to assist her husband in directing the work being done on the bridge. For 21st century audiences, this was the famous scene of Miranda and Steve's reunion in the HBO's Sex and the City.


Printed Shirt: H&M

"Later that day I got to thinking about relationships. There are those who open you up to something new and exotic, those that are old and familiar, those that bring up a lot of questions, those that bring you somewhere unexpected, those that bring you far from where you started, and those that bring you back. But the most exciting, challenging and significant relationship of all is the one you have with yourself. And if you find someone to love the you that you love, well, that's fabulous." Carrie Bradshaw

5. Metropolitan Museum of Art

"Every happy ending is just a new beginning. Because on the Upper East Side, the good times never lasts forever." - Gossip Girl

Spotted on the steps of the Met: A Filipino tourist wearing a green shirt and pants from H&M. Plus, a pair of sneakers from the Adidas All Star Pride Collection.

"Napoleon once said that secrets travel fast in Paris. But Gossip Girl travels faster. Bisou Bisou." - Gossip Girl

6. Washington Square Park

The mecca of cultural activity in Greenwich Village. It is one of the best known public parks in New York.

Pink polo shirt: Ralph Lauren
Shorts: H&M
Shoes: Adidas Stan Smith Pride Collection

"As for the question of destiny...All I know is that even when destiny really wants to accomplish something, you can't do it alone. You still have to show up. You still have to build a bridge...to the one you love." 
- Charlie Bellow, My Sassy Girl


7. Summer Street Style

Summer in New York can be hot and humid. But that shouldn't stop you from wearing your own fashion. When navigating the streets and landmarks of the Big Apple, you'll want something that's in the stylish comfort category. 


Light Denim long sleeves: H&M
White printed shirt: Chatuchak Weekend Market, Bangkok
Pants: Terranova
Shoes: Adidas Stan Smith Pride Collection
OOTD at the New York Public Library

Printed Shirt and Denim Shorts: H&M
Shoes: Converse Chuck Taylor Pride Collection
"Let me teach you how to be single. Okay, lesson one, go get us some drinks.: - Robin, How to Be Single.

8. JFK Airport


"Don't leave home without it." - Visa Card Commercial

Gray round neck shirt: Abercrombie & Fitch
Gray pants: Terranova
Bag: Coach
JFK Airport OOTD
JFK Airport OOTD


New York is the best place to strut your stuff. Everyone can relate to its landmarks, culture, and Street style.

You can be anyone, you can wear anything, you can be yourself. No one would care. People mind their own business.

Clothes maketh the traveler.


All photos owned by the subject. Permission was given to the author.

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