Room Category Matters: Why I Never Recommend Booking the Cheapest Room

It’s Not Always About Square Footage

Sometimes the biggest room isn’t the best fit, and sometimes the most affordable one is also the most limiting. The view, the layout, the location within the resort - all of that plays a role in how your trip feels.

Imagine waking up to a lush garden versus a parking lot. Or having direct pool access instead of having to weave through crowded hallways. These little things change the pace and rhythm of your stay.

I work with clients to consider how they'll actually use the space. Will you be ordering room service and lounging on the balcony? Will you want easy beach access in the morning? Do you need a little more separation from the main resort areas for peace and quiet?

These details matter. And they’re often overlooked when you only focus on price.

Entry-Level Isn’t Always a Deal

In many cases, entry-level rooms are positioned in less desirable areas of a property — near service walkways, with minimal light or views, or far from amenities. They’re also the first rooms to be booked up by groups or promotions, which can lead to a very different guest experience.

When you pay just a bit more for a higher category, you often unlock:

• Better views and natural light

• Larger patios or balconies

• Soaking tubs or upgraded bathrooms

• Nicer room service setups

• Better sleep, more privacy, and more enjoyment overall

I always aim to balance value with experience. That doesn’t mean you need the most expensive suite, but it does mean getting the room that gives you the most satisfaction for your spend.

Some Perks Are Only Tied to Certain Room Categories

At many resorts, certain upgrades are only available to guests staying in specific room types. This can include:

• Private check-in lounges

• Exclusive pool or beach areas

• Butler or concierge service

• Early check-in and late checkout privileges

• Club-level amenities or VIP dining access

When we work together, I’ll let you know exactly what’s included with each option so we can decide what’s worth the investment. Sometimes a room bump gives you hundreds of dollars in added perks, something you don’t get when booking on your own.

When I start planning a client’s trip, one of the first decisions we make is what room category to book. And without fail, it’s also one of the most misunderstood parts of the process.

I’ve had people say things like, “We’ll just take the cheapest room — we won’t be in it much anyway.” But here’s the truth: in luxury travel, your room isn’t just a place to crash. It’s part of the experience. And choosing the wrong one can affect everything from your comfort to your mood to the memories you bring home.

Here’s why I never recommend defaulting to the lowest category and how I help clients get a room that feels just right.

You Deserve a Room That Feels Like a Retreat

One of my favorite parts of a luxury trip is that moment when you step into your room for the first time. It sets the tone. It should feel like a retreat — a space that makes you want to take a deep breath, drop your bags, and sink into the moment.

Whether you’re celebrating a milestone, honeymooning, or just taking a well-earned break, your room should support that. It should reflect what you value: space, peace, convenience, beauty.

And yes, I can help you find all of that without going wildly over budget.

Let’s Make the Room Part of the Experience

If you’re planning a trip and feeling tempted to book the lowest category “just to get there,” I invite you to pause. Let’s talk about how you want to feel when you arrive, and what kind of space helps support that.

The right room can elevate your entire trip. And I’ll help you find it.