NYC Proposal Planning - Things You Should Know

Congratulations! If you’ve stumbled upon this article, you’re (1) thinking of popping the question, and (2) you’re planning to do it somewhere in New York City.

In NYC, the possibilities are endless - in fact, it can be quite overwhelming. Finding that perfect location can take serious thought. 

The goal of this article isn’t to sell myself as your proposal photographer, but rather to educate you about some of the factors to keep in mind when planning the perfect proposal.

Tip 1: Think of what your significant other would want

When planning a proposal, it’s important to think about what would truly make the moment special for your partner - without directly asking and giving away the surprise. Understand their comfort level: would they be thrilled by the energy of a public setting, or feel overwhelmed by large crowds? Would they prefer something elaborate and grand, or something and low-key? Would having friends and family present make the moment even more meaningful, or would they rather share it just between the two of you? The best proposals feel personal and thoughtful, so keeping your partner’s preferences in mind ensures the experience is special from start to finish.

Tip 2: Consider a spot (or general location) that has significance to your relationship

Consider a location that holds personal meaning to your relationship. Maybe it’s where you had your first date, shared your first kiss, or a spot you often visit together. These places add emotional significance to the proposal, making the moment feel all the more special to your life story so far.

It’s always a great idea to chat with your photographer about the feasibility of your chosen spot - they can offer valuable insight on factors like crowds and lighting. Staying flexible within the general area can open up opportunities for a specific spot that’s both picturesque and practical.

Tip 3: Balancing good lighting and large crowds.

Finding the perfect spot that has both excellent lighting AND sparse crowds can be especially tricky in NYC. Morning golden hour (after sunrise) offers great lighting from the east, and sparse crowds, but it might not be feasible to plan a proposal that early in the day. Evening golden hour (before sunset) offers great lighting from the west, and might be more practical for your plans, but can also be crowded depending on the spot. Consult with your photographer to try and find that perfect balance.

Tip 4: Do an advanced onsite walkthrough

Unless you’re visiting from out of town, your first ever time going to the location shouldn’t be during the proposal itself. Visit at least once before that date - this will help you feel more comfortable navigating the area, ideally get a feel for crowds, pick a favorite spot, and scout back up options as well. This is especially critical if you’re proposing in a park like Central Park - know how to get to the spot. Your photographer may be inclined to tag along as well.

If you’re unable to visit the location beforehand, ask if your photographer can give you a live tour via video chat.

Tip 5: Have a Plan B (maybe C, D & E)

Let’s be honest - New York moves FAST. And… there’s tons of people. In short, expect the unexpected. With this in mind, the best way to be prepared for a smooth proposal is to select multiple back up options in case your desired spot is unavailable. You’d be surprised at how many times (especially during the busy December season) where I would arrive at the primary spot and there would already be another photographer waiting for their couple, with an elaborate setup already in place.

But not to worry, in scenarios like this, it’s easy to pivot because we have back up options. Your photographer will arrive on location well before you do. If switching spots becomes a necessity, your photographer can quickly text you the new plans without adding any unnecessary stress to your big day.

Tip 6: The Ploy

Since your proposal is most likely a surprise, getting your S/O to the spot (and ensuring they dress for the occasion) can be a challenge. After you choose a location for the proposal, start planning ‘the ploy’. This can either be a legitimate plan, or simply something to use an excuse even if it’s not actually real.

Examples include:

  • A meal at a nice restaurant - I always suggest this one to clients that are proposing in Central Park. Choose a restaurant nearby, so it would make sense to walk through the park beforehand.

  • A date night experience - whether it’s rooftop drinks, the opera, or Date Night at the MET, this could be another great way to ensure you’re dressed for the occasion.

  • Gathering with friends - this one is great because you now have friends who are in on the ploy. Whether it’s a nice brunch, or a picnic in the park, use this excuse to get your S/O to the desired location.

Tip 7: Don’t be afraid to embrace bad weather

A few days before the proposal, you should have a solid idea of how the weather is going to play out. Incoming bad weather (such as rain or snow) can actual be a blessing in disguise - it usually means fewer crowds, and a more intimate experience. Also, uniform cloud cover can really open the door to more photo compositions, since you don’t have to fully rely on the positioning of the sun.

Bad weather? Worst case, you may need to fine tune your ploy a bit, and your clothes might get a bit wet.

Tip 8: Discuss posing with your photographer

These three pointers will help ensure the best possible photos when you’re popping the question:

  1. Pose yourselves parallel to the desired background - this ensures your photographer can capture both of your side profiles (as opposed to the back of one of your heads), while that dramatic background is fully in view behind you both.

  2. Your S/O should be backlit - try to position your partner so they’re backlit, meaning the light is coming from behind them. Backlighting adds dramatic depth to the images.

  3. Hold the knee for longer than you think - kneeling for a longer period of time can help ensure that your photographer can capture all the angles. Hold the position for 10-15 seconds, rather than plopping down and then immediately back up.

Tip 9: Not everything has to go to plan

Last but not least, remember that not everything has to go exactly to plan. Above all, embrace the moment - however it goes down, you’re in for the experience of a lifetime!

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