Our Story

Caballeros Vacations was founded out of a true passion for vacation planning by us –  Michael & Lana Boguslavskiy. Over the last 14+ years we’ve developed some wonderful relationships at many all-inclusive resorts across Mexico, and we’ve learned a lot of tips & tricks when it comes to planning a successful Disney World Vacation.

During this time, we’ve witnessed first hand how the faces of our friends light up as they take their “first time visitor” walk on Main Street USA in Walt Disney World; and we have seen what true relaxation looks like when someone finally gets that first all-inclusive margarita sip as they lay down by the pool in a tropical country without a care in the world. These wonderful moments are why we’ve always helped our friends & family book their vacations – and why we wanted to extend that help to everyone else!

Over the years we’ve personally done vacations across a wide array of budgets, whether to Disney World and Universal Orlando, or to Cancun & Playa del Carmen. During this time we have stayed at over 100 different properties across Orlando, FL and the Riviera Maya, Mexico – taking our time to evaluate each one so we can provide the best experience to our clients – that’s based on personal experiences. At Caballeros Vacations our goal isn’t to get the largest commission check possible, but it’s to ensure you have the best time possible. As such we work with you to see how your existing credit card points, frequent flyer programs, and hotel loyalty memberships can get you the most perks & benefits, at the best price, in a property that matches what you want from your vacation.

We’re experienced Disney Vacation Planners, who also happen to be Annual Pass Holders, and die-hard Disney addicts. We’re also proudly a Preferred Universal Orlando Agency, CLIA accredited, and certified specialists for most of the top all-inclusive resorts – with recognized agency status – at properties such as Iberostar, RIU, Hyatt Ziva, Hyatt Zilara, Hotel Xcaret, Barceló, Palladium Hotel Group, and more!

We’re happy to extend any savings and benefits we may have access to, and provide a wealth of knowledge along the way. From actual, recent, first-hand, experience.

For any quote requests, or travel related questions, shoot us a message online, send us an email, or fill out the form here!

Caballeros Vacations Team

Meet The Caballeros

Michael Boguslavskiy

Mexico All-Inclusive Expert

Lana Boguslavskaya

Disney World Born & Raised

Our Helpful Assistants

Our Certifications

Our Travel Partners


Real Reviews from Real Travelers