How to Travel With Someone You Just Started Dating

Everyone you tell about an impromptu trip will be skeptical (there will be many strained smiles and versions of “oh… wow!”), but those vacation days will prove that you could co-exist without self-destructing or flaming out the relationship. Rather than cracking the relatively new foundation, a whirlwind trip will solidify your feelings—though, there will be a few pitfalls that could wreak havoc, so below are a few tips on how to avoid them!

Travel during off-season


A truth of any relationship that's only a few months old: You guys aren't great communicators yet. That's not your fault; nobody’s assembled the full run-down of sensitivities, language tics, and off-limit topics after only a handful of weekends hanging out together at fourth date-caliber bars. You don't even have their birthday memorized yet! The mind-meld takes time!  save your summer in Rome until after you've had a few more reps, when you're both more accustomed to how you respond to pressure.

Consider booking two different flights back.


You’ll take a bit of solace in knowing that if things went real bad overseas, at the very least you aren’t going to have to spend nine hours sitting next to each other in Basic Economy. That would give you way too much time to stew over the various reasons in which You Are Not Right For Each Other. Instead, have an ejector seat handy. This shouldn't be taken as a toxic prenup agreement, either. You're allowed to harbor a few doubts when you're only ankles-deep in a relationship; that makes you a (somewhat) responsible new couple!

Pack a guidebook.


You're best off letting some other authority—like a guidebook, or an audio guide, or even a tour group—take the wheel, so you two can just enjoy each other. Walking around with Fodors Paris 2020 on your waist isn't the biggest fit in the world, but trust me, transforming into 50-something sundowners as soon as the plane lands is a seamless way to get comfortable. Embrace your inner lameness. It'll allow you to envision what traveling with the person will be like a decade from now.

Feel free to get a little blissful.


You're far from home throwing caution to the wind with a new partner. This sort of stunt requires a good amount of Garden State-style yuppie idealism, and while nobody should spoil themselves with humblebrags about how #adventurous they are, I do think everyone on a potentially irresponsible vacation is allowed some leeway to marvel at how their impulsiveness is, for once, a force for good in their lives. Some of the best memories I had from the trip were our dizziness, "I can't believe we actually did this!"


If you’re  still unsure, hang on to when you feel the time is right! We’re filled with help and advice for you and your new couple, give us a call or email us today and Let’s Get Busy Livin’! 
​
​
Safe Travels,
Dan.

​