Finding the right all-inclusive resort sounds easy until you start factoring in who is actually going on the vacation.

This week, we’re looking at all-inclusive resorts through the lens of two very different families. Julie is, admittedly, a little extra when it comes to vacation planning, while Krystle’s family is much more willing to go with the flow. But beyond our planning styles, we’re also working with different family sizes, different ages, and different vacation dynamics. Julie is planning for a family of four, while Krystle is planning for a family of five, which can completely change what works when it comes to rooms, activities, dining, and overall value.

We each looked at what matters most to our families and searched for resorts in three different categories:

• Under $5,000
• Under $10,000
• Wildcard with no budget

Flights are not included, so we’re comparing the resort experience itself and asking what you really gain as the budget increases. Better rooms? Better beaches? More activities? Better food? Or are there resorts at the lower end that check just as many boxes?

We’ll walk through our criteria, the resorts that made our shortlists, where each one shines, and the tradeoffs we’d have to make along the way.

Because when it comes to all-inclusive resorts, the “best” resort may have a lot less to do with how much it costs and a lot more to do with who you’re traveling with.

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