First-Timer’s Ultimate Travel Guide to New York City: What to Wear, Where to Go, and How to Get Around

First-Timer’s Ultimate Travel Guide to New York City: What to Wear, Where to Go, and How to Get Around

Last month, I had the chance to experience New York City and Boston for the first time as an adult. While I visited NYC briefly as a kid with family, I hadn’t had the chance to truly soak it all in as a grown-up. And let me tell you: New York in the Fall is nothing short of magical. The crisp air, street fashion, iconic landmarks, and vibrant neighborhoods left me feeling completely captivated. I’m excited to share my first-timer’s guide to NYC with tips, outfit ideas, and all the spots you have to check out on your trip!


How to Get Around New York City: Tips for First-Timers

New York City is a sprawling metropolis with so much to explore. Whether you’re in Soho, Brooklyn, or Times Square, you’ll want to make sure you’re moving around the city efficiently and comfortably. Here’s how I got around:

1. Subway – The Fast & Affordable Option

The subway is the lifeblood of New York City. It’s the fastest, cheapest, and most efficient way to get around, especially during rush hours. Bonus: It runs 24 hours a day! Download the NYC Subway Map app to help you navigate the stops, and don’t forget to bring your MetroCard (or use the new tap-to-pay system) for easy access.

2. Uber/Lyft – When You Need Comfort

Sometimes you just need to catch a ride when you’re running late or have a little extra luggage. Ubers and Lyfts are a great option for getting from one neighborhood to another without the hassle of a transfer. They’re easy to book via the app, and while they’re a bit pricier than the subway, they’re great for those moments when comfort is key.

3. Walking – Explore the City on Foot

New York is a walking city, and chances are, you’ll end up walking a lot. Wear comfortable shoes (trust me on this) because you’ll be covering miles of pavement, and there’s no better way to see the city’s charm than walking through its vibrant streets and neighborhoods.


Places You Can’t Miss in New York City

1. Brooklyn Bridge

Walking across the Brooklyn Bridge was one of the highlights of my trip. The views of the skyline are breathtaking, and it’s an amazing way to connect Manhattan and Brooklyn. If you’re into photography (or just want a killer Instagram shot), this spot should be at the top of your list. Pro tip: Go early to beat the crowds and catch that perfect golden hour light.

2. SoHo

If you’re into shopping, you’ll love SoHo. It’s the shopping mecca of NYC, full of trendy boutiques, designer stores, and charming art galleries. After indulging in some retail therapy, take a break at one of the many cafes or restaurants that line the cobblestone streets.

3. Canal Street Market

This spot is perfect if you’re craving something to eat (or need a break from all the walking). Canal Street Market offers a variety of food stalls serving everything from tacos to gourmet ice cream. There’s something for everyone, and you can grab a bite while soaking in the vibrant atmosphere of Chinatown.

4. Times Square

Okay, I know it’s super touristy, but Times Square is one of those places you can’t skip. The bright lights, massive billboards, and the energy of the crowd are unlike anywhere else in the world. Plus, you have to snap that classic Instagram photo here, right? It’s a must-do for first-timers.

5. 9/11 Memorial and The Oculus

Visiting the 9/11 Memorial was an emotional experience and an important stop for anyone visiting NYC. The reflecting pools and the surrounding museum are a moving tribute to the lives lost. Just steps away, the stunning Oculus is a modern architectural marvel that’s worth seeing — and if you’re in the mood, you can also shop inside.

6. NYC Smorgasburg

If you’re a foodie like me, don’t miss Smorgasburg — the open-air food market with a rotating selection of vendors offering everything from fresh lobster rolls to mouthwatering pizza. It’s a great spot to sample New York’s culinary scene in one place.

7. The Metropolitan Museum of Art (The MET)

The Metropolitan Museum of Art is a must-see for art lovers. You could easily spend a full day here exploring world-renowned exhibits. Don’t miss the rooftop garden for amazing views of Central Park and the Manhattan skyline.

8. Central Park – Bethesda Terrace

After hitting the museums and sightseeing spots, Central Park is the perfect place to relax and take a breather. Bethesda Terrace is one of the most iconic spots in the park, with its picturesque steps and views of the lake. It’s an idyllic location to enjoy the Fall foliage or people-watch.

9. DUMBO (Down Under the Manhattan Bridge Overpass)

Finally, head to DUMBO in Brooklyn for those perfect views of the Manhattan Bridge with the city skyline as a backdrop. This neighborhood is also great for photos, as it offers a unique blend of industrial architecture and natural beauty. Plus, there are plenty of restaurants and cafes to check out!


What I Wore in NYC: Street-Style Vibes for Fall

New York in the Fall calls for layering and chic comfort. I packed a mix of stylish and practical pieces to make sure I looked good but also stayed comfortable while exploring.

  • Cozy Sweaters & Jackets: Fall in NYC can get chilly, so I packed a few oversized sweaters, paired with a light jacket or trench coat for layering.
  • Streetwear Essentials: Think chunky sneakers, statement jeans, and sleek accessories. I went for an urban street look with a comfy twist. Tote bags and crossbody bags are perfect for carrying essentials while exploring the city.
  • Classic Fall Colors: Burgundy, mustard, olive — all the rich, cozy colors you’ll want to wear during the Fall season. I also made sure to pack neutral basics that could easily be mixed and matched.

Wrap-Up: My NYC Adventure

I couldn’t fit everything into my one-week trip, but I feel like I experienced the heart of what makes New York so special. Whether you’re a first-time visitor or a seasoned traveler, New York City has something for everyone. From the iconic landmarks to the hidden gems, this city truly has an endless list of places to discover.


If you found this guide helpful, I’d love to hear your thoughts in the comments below! Have any other recommendations for New York or Boston? Let me know — I’d love to start planning my next trip. 😊

If you love these outfits and want to shop more, you can find all the links to my looks in my Shop My Closet here!

Until next time,
Dominique Ledesma
Wandering-in-Style
Stay stylish and keep wandering!🖤

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