Common Mistakes Couples Make When Planning Their Own Honeymoon to Mexico, Hawaii, or the Caribbean

Planning your honeymoon should feel just as exciting as your wedding—but it can quickly turn stressful if you fall into the same traps many couples do. Your honeymoon is not just a vacation—it’s the first big adventure you’ll take together as newlyweds.

After helping countless couples plan theirs, I’ve seen what works… and what ruins the vibe fast. In this post, I’m spilling the 5 biggest honeymoon planning mistakes that can turn your romantic getaway into a disappointment. If you’re about to start planning—or feel like you’re already in over your head—this is for you.

Let’s dive into the top honeymoon planning mistakes (and how to make sure they don’t happen to you).

Mistake #1: Trusting Online Reviews Too Much

We’ve all been there—scrolling endlessly through reviews trying to decide if a hotel is worth booking. One person calls it “a tropical paradise,” while another says they “wouldn’t send their worst enemy.” So…who do you believe?

Here’s the deal: reviews can offer helpful insight—but they’re only one piece of the puzzle. Many bad reviews come from unrealistic expectations or one-off situations that were actually resolved on-site. Some people are just determined to be upset.

Instead of obsessing over reviews, rely on expert recommendations from someone who’s actually been there—or who knows the properties inside and out. A honeymoon travel advisor (like me!) can help you cut through the noise and choose what’s actually best for you.

Mistake #2: Expecting Perfection (and Setting Yourself Up for Disappointment)

Let’s talk about expectations. Between Instagram filters and overly polished resort websites, it’s easy to assume your honeymoon will look like a luxury travel ad. But real life doesn’t come with a preset.

It’s not that your resort won’t be beautiful—it’s just that you may encounter a little rain, a delayed room check-in, or a less-than-warm server. And when your expectations are sky-high, even a small hiccup can feel like a huge letdown.

Here’s my advice: go in expecting the experience, not perfection. Decide ahead of time that you’re going to enjoy your time—no matter what. The couples who have the best honeymoons are the ones who focus on each other, not every single detail being flawless.

Mistake #3: Choosing the Wrong Location Based on Activities You Want

This is a big one—especially for adventurous couples. Say you’ve got a bucket list excursion in mind, like visiting Dunn’s River Falls or zip-lining through the jungle. But then you book a resort on the opposite side of the island.

Now you’re stuck in a 3-hour round trip transfer just to get there. Not exactly the relaxing start you were hoping for.

Before you commit to a resort, make sure it’s in close proximity to the activities you want to experience. And don’t forget to check whether transportation is included—or if you’ll need to arrange that separately.

Working with a honeymoon specialist means you’ll get this kind of logistical support upfront—so you’re not wasting precious honeymoon hours in transit.

Mistake #4: Leaving the Day After Your Wedding

This one makes me cringe every time: couples staying up all night celebrating, then dragging themselves to a 5 a.m. flight the next morning. Exhausted, stressed, and already starting their honeymoon off on the wrong foot.

Trust me—build in a buffer day.

Give yourselves at least 24 hours after your wedding to rest, regroup, and repack. Not only does this make travel more enjoyable, but it also ensures you don’t forget anything important (like passports or chargers!) in the post-wedding fog.

Your honeymoon should begin with excitement—not total burnout.

Mistake #5: Missing Out on Honeymoon Amenities
Did you know many all-inclusive resorts offer special honeymoon perks—but only if you meet the fine print?

This might include a candlelit dinner, complimentary spa service, or breakfast in bed… but you often have to provide proof of marriage, or travel within a certain time frame to qualify.

So many couples miss out on these upgrades simply because they didn’t read the requirements—or worse, didn’t even know to ask!

Here’s a pro tip: make sure your travel advisor registers your honeymoon in advance.

And always double-check the resort’s guidelines to make sure you’re eligible. These perks are a fun and romantic bonus, and you deserve them!

BONUS PRO TIPS
✔ Don’t Cheap Out
This is your honeymoon, not a last-minute weekend trip. If you can’t afford the experience you want, it’s better to wait and do it right than settle for something underwhelming, as it leads to more stress, surprise costs, and missed opportunities for upgrades and perks.
✔ Get the Insurance
Trip insurance can protect your investment if plans change. Look into coverage options that offer vouchers or cash refunds, depending on your comfort level.

Learn More: 6 Things Newly Engaged Couples Should Know About Planning Their Honeymoon.

Planning a honeymoon doesn’t have to be overwhelming or stressful—especially when you avoid these common mistakes. With a little guidance and the right mindset, you can create a honeymoon experience that’s just as magical as your wedding day. If you’re ready to take the pressure off and plan your dream honeymoon with confidence, schedule a free 30-minute honeymoon strategy session with me today. Let’s make it unforgettable!