Here's what you need to know before you plan to get down on one knee on your next getaway.

By Ellie Finn
December 10, 2018

There's a good reason why vacation proposals are so popular: What's better than taking something that's already awesome (a getaway with your significant other) and making it even more memorable? While popping the question while on vacation ensures you have plenty of time to celebrate, there are some factors you should consider before popping the question far from home. To get the scoop, we chatted with Tatiana Caicedo, proposal planner for Proposal007, and asked her to break down the pros and cons of this type of engagement.

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Pro: There's an element of surprise.

Exploring a new city means that neither of you know exactly what to expect, a fact Caicedo points out as the key to any good cover. "You can say there is a fancy speakeasy bar you found online and you need to dress up to go or that you want to head to Times Square for a Broadway lottery and your partner will believe you," the pro explains. "They don't know the city either!" Getting to your location without raising any suspicion is often the hardest part of a proposal, so putting yourselves in a situation where neither quite knows where they're going may take some of the stress out of the equation.

Con: You have to deal with customs.

Different places have different laws, so be sure to do your research before packing your bags. "We have a couple of clients who end up proposing at the airport because the security found the ring box in a luggage," says Caicedo. Furthermore, if you have your heart set on something special, like a fireworks display, make sure it's legal so that you don't spend your first night as a fiancé behind bars.

Pro: It can be just the two of you.

Removing your partner from excited friends and family limits the probability that someone will accidentally slip and spoil the surprise. "You don't have to worry that her friends will drop hints or her mom will 'casually' suggest a wardrobe change," Caicedo explains. Plus, once the deed is done, the trip becomes an engagement honeymoon, a time free of distraction for the newly-engaged to soak it all in before the whirlwind of planning a wedding takes over.

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Con: Your families will be far away.

As much as you don't want them spilling the beans ahead of time, you may wish your loved ones were around for the celebration after the fact. Luckily, Caicedo always reminds her couples that technology makes it easy to connect with your loved ones when you're far away. You can always live stream the event to friends and family at home, but their company (or lack thereof) certainly something to consider before solidifying your plans.

Pro: It's a great way to start a new tradition.

"If you propose on vacation, it automatically makes this place your special place," says Caicedo. It's a new chapter to add to your story as a couple, and a new location to add to a lifetime of vacations and excursions to come. Some fret over choosing a place that already has sentimental meaning, but if no such place exists for you, creating a new tradition is equally as exciting.

Con: You may fall prey to tourist traps.

If you're proposing on vacation you are, by definition a tourist, which means it's easy to fall victim to tourist traps. Whether you get overcharged for an experience or choose a restaurant solely based on fake online reviews, be diligent about where you're getting your information and try to connect with a local if at all possible. If you're interested in hiring a company on the ground to help you coordinate, Caicedo strongly encourages you to do your research well in advance. "Check Facebook and Instagram of the company you want to hire. How much are they posting? What are their clients saying? How fast are they responding?" she asks. But there is one big watch-out as well: "Don't follow them, your partner might see!"

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