Proud To Be Recognized:

Mike Boguslavskiy at a tropical resort in the Caballeros Vacations polo with a Walt Disney World lanyard
Mike Boguslavskiy Founder · at Iberostar Selection Bavaro Suites
Mike at an Iberostar resort on the Caribbean coast, wearing an Iberostar Hotels & Resorts cap
JOIA Paraiso Riviera Maya, Mexico
Mike in front of Cinderella Castle at Magic Kingdom, Walt Disney World
Magic Kingdom Walt Disney World
Cerveceria art installation at a Hyatt resort in Punta Cana
Cerveceria Tulum, Mexico
From Mike, your travel planner

I’ve personally been to the resorts, cruises, and parks I sell. Here’s why that matters for your trip.

Most travel agents have stayed at maybe ten resorts in their career. I’ve stayed at 115+, most of them more than once. I’m an annual passholder at Walt Disney World with stays at nearly every Disney resort, and I’ve sailed the cruise lines I book most. When you ask me whether the sargassum at Secrets Playa Blanca matches the brochure photos, or which Disney resort makes the most sense for a family of four when the kids are early risers, I’m not reading marketing copy. I’m telling you what I saw last time I was there.

I also hold elite status with the resort groups and cruise lines I sell most: Hyatt Prive, Iberostar Top Producing Star Agent, Virgin Voyages First Mate (Gold), and others. That access is granted by the brands based on volume and knowledge, not paid for, and it’s what lets me unlock perks you can’t book on your own: room upgrades when available, resort credits, early check-in, and onboard credit on Virgin that adds up fast.

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
6+
Years being Disney Annual Passholders
320+
Annual trips & excursions booked
15+
Years booking travel
As featured in
Why choose Caballeros Vacations

What you actually get when you book with me.

Four reasons booking with me works out better than DIY or an online travel site.

in bundled perk value per trip

Same price or less. Always more value.

Resorts and cruise lines pay me a commission directly, so your price is never higher than booking direct. Plus with many brands I have exclusive rates that come in even lower. And the perks I bundle in (complimentary private transfers, resort credits, room upgrades when available) routinely save a few hundred dollars on top of the trip price.

If the rate drops after you book, I re-check it and re-book it.

person to call when a trip goes sideways

If something goes wrong, you call me.

Storm three days before your flight. Resort closure. Missed connection. Whatever the surprise, you call one person, and that person is me. I rebook flights, find a new resort, get you on the next sailing, and keep the trip on track.

One client was three days from a Punta Cana trip when a storm hit. I had them in a different resort, with two extra days added, before they finished packing.

brand on the market

The right one for your trip, not for my margin.

Most agents specialize in one or two brands because that is where their commission is highest. I sell every brand you might want: Sandals, Hyatt, Iberostar, Secrets, Disney, Universal, Celebrity Cruises, Virgin Voyages, all the major cruise lines. So when I recommend a resort, it is based on what fits your trip, not on which booking pays me more.

I visit 15 to 20 resorts a year across brands so my answers stay current, not theoretical.

supplier-elite credentials

Perks the booking sites do not have.

I hold elite agent status with the brands I sell most: Hyatt Prive, Virgin Voyages First Mate Gold, and Iberostar Top Producing Star Agent. That unlocks room upgrades when available, resort credits, early check-in, late check-out, and extra onboard credit that adds up fast over a sailing.

Granted by the brands based on volume and product knowledge, not paid for.

Start Planning With Mike

I read every form myself. Reply within a business day, no call center.

Working with me

Here's what working with me actually looks like.

Three steps, no high-pressure pitch, and one person looking after the whole trip.

You tell me what you're after.

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 surprises (weather, schedule changes, supplier issues). One number to call before, during, and after the trip.

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

Start Planning With Mike

Reply within a business day, no call center, no sales script.

Real trips, real clients

What it looks like when I plan your trip

Hear it from clients who’ve worked with me: a surprise proposal, a 17-guest birthday, a storm three days before take-off. Three different trips, one common thread.

★★★★★

Michael was a wonderful agent to work with on my son’s surprise proposal. I usually book my trips myself but decided to use an agent this time. He got us the best price, and then checked again before our trip and actually got it dropped to a cheaper rate.

Jennifer Pittman Surprise proposal trip
★★★★★

Michael organized an unforgettable surprise 40th birthday trip and somehow made coordinating travel for 17 guests feel effortless. He secured an incredible group rate, coordinated directly with the resort managers and our butler, and pre-arranged spa, dining, and arrival logistics. The staff was completely prepared for us when we arrived.

Katelyn Selin 17-guest surprise 40th birthday
★★★★★

Three days before our trip, a major storm was announced for the day of take-off. I called Mike right away. He didn’t just save the trip, he got us two extra days. New flights, new resorts, private shuttles between airports and properties. Above and beyond. I’ve used a few travel agents and Caballeros is the very best.

Vadim Dyadyuk Storm rescue, 3 days pre-trip
+

Hotels & Resorts Personally Stayed At

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Preferred Vendors

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Trips & Excursions

+

Years Of Experience

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