Caballeros Vacations | Booking Memories For 15+ Years | All-Inclusive Resort Specialists & Disney Vacation Planners

I’ve personally spent years traveling to the resorts, cruises, and parks I sell. And that matters.

My mom took me to Iberostar Tucan/Quetzal in 1997, the year it opened. I was a kid. I fell hard for all of it. The warmth, the food, the people, the monkeys in the trees, the resort cats, the flowers everywhere, the way a place that far from home could somehow feel like home. I’ve been chasing that feeling ever since. Today the credentials reflect it: Iberostar Top Producing Star Agent, Hyatt Prive, Virgin Voyages First Mate (Gold), Universal Preferred Agency. None of those are paid for. They’re granted by the brands based on volume and product knowledge. They’re the receipt for the trips I’ve been taking since I was a kid.

So when you ask me whether the sargassum at Secrets Playa Blanca matches the brochure photos, or whether a 4-day Universal Orlando trip is enough to do both parks justice, I’m not pulling answers from marketing copy. I’m telling you what I saw last time I was there.

The other half of my job is telling you when to stop panicking. The storm path that’s all over the news. Sargassum reports for your week. A Reddit thread about the resort you just booked. Sometimes I know the answer because I was there last month. Other times I know which sources to actually read. Either way, you stay off the rabbit hole.

And these aren’t theoretical trips I’m researching. I’ve planned them for my own family, as an adults-only couple, and now with a toddler. Which Disney resort works for early-rising kids. Which Aruba properties don’t lock parents and a small kid into a kids’ club. Which Riviera Maya properties hold up when nap time hits at noon. Whatever stage you’re planning around, I’ve already worked through the variables on my own trips.

If something isn’t right for your trip, I’ll tell you, even when it costs me the booking. You get the trip you’ll love, not the one with the better margin.

115+

Resorts personally stayed at

Years being Disney Annual Passholders

320+

Annual trips & excursions booked

15+

Years booking travel

You tell me what you want!

We start with a quick call or the form on this page. I ask about past trips you loved or hated, who's coming with you, what kind of vacation sounds good right now, and what would make this one feel worth the spend. No commitment to keep going if we're not the right fit.

About 10 minutes. I read every form myself.

I bring you a shortlist that fits you.

Once you've officially hired me, I research resorts, cruises, or parks that match what you described. I pull real rates across brands, weigh honest tradeoffs (this one is better for kids, that one is better for date nights), and usually surface a pick you wouldn't have thought to look at yourself. Final pricing, apples to apples, so you can decide on what matters.

Usually within 48 hours of our first call.

You book. I handle everything else.

After you approve, I send the invoice, take the deposit, and pull your itinerary together. From there I handle dining reservations, room requests, transfers, special-occasion notes, and the prep before you fly. One person on your trip, not a queue.

Documents, packing tips, and a destination guide land in your inbox.

You travel. I'm one call away the whole time.

Once you're on the ground, you have my direct number. Flight delay, a room that's not what we ordered, a restaurant that didn't honor your reservation, a weather surprise. You text or call, I sort it from my end while you stay on vacation. No phone trees, no case numbers, no booking-site queues.

The storm-rescue review below is this step, in practice.