There are trips you take, and then there are trips that feel almost impossible to fully explain once they’re over because they held so much at once that it’s hard to separate any one part from the whole. This was that kind of week—the kind of week that I wish I could live on repeat, forever.
We went for my brother Zach’s wedding, but from the start, it never felt like just a destination event. It felt like stepping into something much bigger—this rare stretch of time where the people who shaped your entire life are all in one place, moving through the same days together.
Zach and I are three and a half years apart, which meant we didn’t just grow up alongside each other—we grew up together. There was no real separation between our childhoods. We were in it at the same time, sharing the same spaces, the same routines, the same sense of humor that became a kind of shorthand between us. He’s one of those people who can turn anything into something memorable, and that’s always been true—long before this trip, long before this wedding.
That’s why I was so incredibly honored to be chosen, alongside my sister, as his “best woman.” It says so much about a man, and his bond with his sisters, that he’d forgo the groomsmen and best man and honor his sisters with such love and admiration. To say we took the title to heart is an understatement.
But what made the week feel almost surreal wasn’t just the wedding itself—it was who was there to experience it with us. My entire family traveled in—my parents, 89-year-old grandma, my husband and our three kids (who were fully part of the celebration as flower girl and ring bearers), my in-laws, my sister and her boyfriend and plenty of cousins and loving friends. It felt like every part of my life—past and present—collapsed into one place.
What made it land even more was Nicole—and how naturally she’s always fit into all of it. From the very beginning, she never felt like someone new being added in. She felt like someone who had always been there, just waiting to step into the role officially. The same goes for her family—especially her sisters, who I genuinely love. There was no awkwardness, no sense of two sides coming together and figuring each other out. It felt easy, familiar and like something that had quietly taken shape long before this trip even happened.
So when we were all there together, it didn’t feel like two families merging in real time. It felt like something that had already been true—this just made it official.
Mornings turned into coffee and kids already in bathing suits, afternoons blurred between pools and ocean views and nights stretched into long dinners where no one was checking the time. In the middle of it all was the wedding itself—held at Flora Farms, which somehow managed to exceed even the highest expectations. It was one of those nights you wish you could bottle. Set on a working organic farm just outside San José del Cabo, Flora Farms is known for its hyper-seasonal, farm-to-table menus and open-air event spaces that feel equal parts rustic and refined—one of the most sought-after wedding venues in Cabo for a reason.
As a travel writer, I’m always aware of where I am, not just emotionally, but experientially. This trip felt different, because it was both at once the entire time and it gave me a rare opportunity to see Cabo with kids through both lenses: as one of the most meaningful weeks of my life, and as a destination that truly delivers on every level.
We split our time between two very different resorts—starting with a multi-generational stay at the Viceroy in San José del Cabo, and ending at Hilton Los Cabos. If you’re wondering where to stay in Cabo with family, these two experiences couldn’t have been more different—and that’s exactly what made the trip work so well.
Both were unforgettable and together, they made this trip what it was: not just a beautiful escape, but a real look at the best family-friendly resorts in Cabo—something we’ll keep talking about for years.
Five Days at Viceroy Los Cabos—Living Inside the Kind of Stay You Don’t Fully Believe Until You’re In It
We started at Viceroy Los Cabos, and the first thing that hits you isn’t even the room—it’s the setting. The entire resort feels like it’s floating. Water is everywhere—not just as a feature, but as the foundation of the design—walkways stretch across reflective pools, white, geometric structures rise out of it and everything feels intentional, architectural and almost cinematic. The property was designed by renowned Mexican architect Miguel Ángel Aragonés, and the stark white, minimalist structures contrasted against water and sky are what give it that almost surreal, mirror-like effect. It’s the kind of place that looks like it belongs in a design magazine, but somehow still feels warm once you’re inside it.
And then there was the villa. We stayed in a five-bedroom private villa, which, for a group like ours, felt almost too good to be true. Everyone had their own space—including my grandma, which in itself felt meaningful—but we were still together in a way that doesn’t happen often anymore as adults.
There were six bathrooms, a massive kitchen and shared living space, and upstairs, a private rooftop with its own pool and area to lounge, where we’d end up gathering at some point during the day—sunburned, slightly exhausted and not ready for it to be over. The villas at Viceroy are designed for exactly this kind of multi-generational stay, making it one of the most unique luxury family resorts in Cabo if you’re traveling with a larger group—with indoor-outdoor living spaces, private plunge pools, and full-service options (including in-villa dining and concierge support) which makes coordinating a large group feel seamless.
And then there was the service, which, truly, stood out in a way that’s hard to overstate. It wasn’t performative or overly polished—it was intuitive. Things happened before you thought to ask, plans felt easy, logistics (especially with a group this size) never felt heavy. It removed friction from what could have been a complicated trip and replaced it with something that just… flowed. The resort is known for its high-touch service model, including dedicated butlers for villa guests and a concierge team that handles everything from transportation to dining reservations and on-property experiences.
Even now, looking back, it’s one of the first things I remember.
The Wedding at Flora Farms—One of Those Places That Lives Up to Every Expectation
The wedding itself took place at Flora Farms, and if you’ve seen it before (even just in photos) you already know it’s special. But being there is different.
Set on a 25-acre organic farm tucked into the foothills, Flora Farms doesn’t feel like a traditional venue. It feels like its own ecosystem. Lush, layered, alive in a way that’s hard to replicate. There are pathways lined with greenery, open-air spaces that feel both expansive and intimate, long wooden tables, soft lighting that comes alive as the sun goes down. It’s beautiful, but not in a sterile or overly styled way. It feels grounded. And that made the entire experience land differently. The property includes its own herb gardens, bakery, and on-site culinary program, which means everything (from cocktails to dinner) is sourced directly from the land you’re standing on. How cool is that?
Watching my brother get married there—with our entire family present, our kids included, all of us dressed up and slightly undone from the heat and the emotion of it—was one of those moments that just stays with you.
Leaving Viceroy—and Shifting Into a Different Kind of Trip
After five days at Viceroy (which, even writing that, feels kind of surreal) we packed up and moved to Hilton Los Cabos Beach & Golf Resort.
It was about a 25-minute drive, and the shift wasn’t just geographic—it was emotional too. We said goodbye to our extended family, which was harder than I expected. There’s something about being together like that, all in one place, that makes separating feel abrupt. But it also marked the beginning of a different kind of experience—just the five of us: me, Dan, and our three kids Mila, Leo and Eli.
After the energy of the wedding and the group dynamic, it was exactly what we needed.
Hilton Los Cabos—Where the Trip Became About Slowing Down
If Viceroy felt architectural and elevated, Hilton Los Cabos felt grounded and easy in a way that’s incredibly valuable when you’re traveling with kids.
The property sits right on one of the few swimmable beaches in Cabo, which immediately changes the experience. The ocean isn’t just something you look at—it’s something you can actually be in—and the entire resort is built with families in mind, without feeling like it’s only for families. Fun fact: This stretch of coastline along the Tourist Corridor is known for calmer waters, making it one of the safest and most accessible swimmable beach areas in Cabo.
There’s a dedicated kids club, a playground, a water slide, multiple pools, and enough space for kids to move without it feeling chaotic. The resort also offers family programming, including daily activities, beach games, and supervised kids club experiences, which makes it easy for parents to carve out downtime without feeling like they’re sacrificing the family experience. At the same time, it still holds onto that resort feel—where you can sit, have a drink, and feel like you’re on vacation too.
The entire resort is built with families in mind, which is why it consistently comes up when searching for family-friendly resorts in Cabo that actually work for both kids and parents.
The Food, the Moments, and the Unexpected Things That Stick
We ended up eating at Talavera, one of the resort’s signature restaurants known for its live-fire cooking and Baja-inspired menu, more than once, which tells you everything you need to know. The selection is extensive—fresh seafood, grilled meats, lighter options, things the kids will actually eat—and it’s the kind of place where you don’t feel like you’re compromising just because you’re at a resort.
One night, we went to the Italian restaurant Vela, and got one of those tables you don’t forget—a couch built into the seating, overlooking the ocean, the kind of setup that makes you slow down without trying.
We also found ourselves at one of the cocktail spots more than once—not for anything over the top, just for that in-between moment when the kids are occupied, the sun is starting to dip, and you realize you’re actually relaxed. The resort has multiple bars and lounges, including beachfront and poolside options, which makes those transitional moments—post-pool, pre-dinner—feel like part of the experience rather than an afterthought.
But one of the most memorable experiences was the cooking class at Talavera. We made guacamole, tortillas, salsa—the kind of hands-on experience that could have easily felt like a “resort activity,” but didn’t. It felt real, engaging, something the kids actually got into. Mila, who used to eat avocado all the time and then completely stopped, suddenly loved it again after making it herself. Which feels small, but also isn’t.
Our chef, Mimi, was warm and patient and genuinely kind, and the entire experience felt less like something scheduled and more like something shared.
The Kind of Trip You Don’t Really Know How to Summarize
Looking back, it’s hard to separate the trip into clean categories.
It was a wedding.
It was a family trip.
It was a work trip, in some ways.
It was a reset.
It was chaotic and calm and emotional and easy—all at once.
Viceroy gave us this elevated, once-in-a-lifetime feeling of being together in a way that felt almost cinematic, Hilton gave us the space to come back to ourselves as a family—to slow down, to just be five people again without a schedule and Cabo, somehow, held all of it.
If you’re thinking about Cabo as a destination—whether for a wedding, a family trip, or something in between—it’s one of those places that can meet you in different ways, depending on what you need. For us, it was everything at once.
FAQ: Cabo Travel, Resorts, and Family Trips
Is Cabo a good destination for families?
Yes—especially if you choose the right resort. Many Cabo resorts, like Hilton Los Cabos, offer kids clubs, pools, and family-friendly amenities while still feeling elevated enough for adults.
What is the best area to stay in Cabo?
San José del Cabo (where Viceroy is located) tends to feel quieter and more design-forward, while the corridor and Cabo San Lucas areas offer more resort-style, family-friendly options.
Is Viceroy Los Cabos worth it?
For a luxury, design-driven stay—especially for couples or groups—it’s one of the most visually striking and service-forward resorts in Cabo.
Is Hilton Los Cabos good for kids?
Yes—it’s one of the more family-friendly luxury resorts in Cabo, with a swimmable beach, kids club, playground, and multiple pools.
Can you swim in the ocean in Cabo?
Not all beaches in Cabo are swimmable due to strong currents, but Hilton Los Cabos is known for having one of the few safe, swimmable beaches in the area.
