Cheryl Bailey, Travel Agent in New Braunfels, TX

Cheryl Bailey

New Braunfels, TX Travel Agent

Cheryl Bailey

New Braunfels, TX · 11 Years of Experience

Yellow Umbrella Events, a Travel Leaders Network Affiliate Agency

Areas of expertise

Destinations:

Mexico, Quintana Roo, Baja California Sur, Yucatan, Dominican Republic

Interests:

Destination Weddings, LGBTQ+ Honeymoons & Destination Weddings, All Inclusive, Groups, Meetings & Incentives

About Me

Destination Wedding Specialist

I'm Cheryl Bailey, founder of Yellow Umbrella Events - and if you're planning a destination wedding at an all-inclusive resort in Mexico, there's a good chance I've already solved the exact problem you're about to face.

I've spent years specializing in one of the most misunderstood corners of the travel industry: destination wedding room block management. Most couples don't know that managing the hotel side of a destination wedding is an entirely different skill set from planning the wedding itself. The resort contracts are complex, the room block agreements have landmines buried in the fine print, and the guest communication can spiral into chaos faster than you'd think. My entire business exists to prevent that - to step between you and the expensive mistakes, the resort regret, and the guest confusion that derails so many beautiful weddings before they even begin.

My company has one defining credential that I'm especially proud of: we are the world's #1 seller of Hotel Xcaret Mexico weddings, with over 450 weddings successfully completed at that property alone. That's not a marketing claim - it's a track record built one couple at a time, over hundreds of weddings, at one of Mexico's most sought-after luxury resort experiences. No one knows Hotel Xcaret like we do. No one has navigated its contracts, its room categories, its policies, and its quirks more times than my team.

But Hotel Xcaret is just one piece of what we do. Yellow Umbrella Events works across the premier all-inclusive resorts in Cancun, Playa del Carmen, and Cabo San Lucas. I've walked these properties, built relationships with the people who work them, and developed the kind of institutional knowledge that only comes from doing this - repeatedly, at scale - over many years.

I've personally traveled extensively to experience, research, and vet the resorts we recommend. For me, this isn't a desk job. I travel to understand the guest experience firsthand - the room quality, the food and beverage, the beach, the vibe at 10pm on a Saturday when your 80 guests are together celebrating someone you love. That on-the-ground knowledge shapes every recommendation I make.

My team mirrors that same standard. Fabiola Acosta, our Mexico-native wedding sales consultant, brings resort-side experience that gives us a perspective most US based planners simply don't have. She understands how these properties operate from the inside - which means we can navigate situations and negotiations that others can't. Together, we respond to client questions mostly same-day, because I know that when you're managing a wedding guest list and coordinating room blocks across time zones, waiting days for an answer isn't an option.

Over the years, I've come to believe that destination wedding couples deserve a specialist, not a generalist. The all-inclusive resort world has its own language, its own customs, and its own set of traps. My clients don't have to learn any of that. That's my job - and honestly, it's my passion.

I've also had the privilege of traveling far beyond Mexico for personal research and bucket-list experiences - most recently completing a luxury expedition to Antarctica that I can honestly say changed the way I think about what travel can do to a person. Those experiences shape the way I serve my clients. I understand the difference between a trip that was fine and a trip that was transformative. I want every destination wedding we manage to be the latter - not just for the couple, but for every single guest who made the trip to celebrate with them.

If you're planning a destination wedding in Mexico and you want someone in your corner who has seen everything, negotiated everything, and genuinely loves what they do - I'd love to connect.

-Cheryl 

Over 600 Weddings. Countless Moments Like This.

Cheryl Bailey, with her husband, Shea Bailey
Cheryl Bailey, with her husband, Shea Bailey

"The thoughtfulness behind this gesture made me even more confident we chose the perfect company." — Bride, UNICO 2087

"YUE has truly taken the anxiety and pressure of planning a wedding. All of our wedding guests have mentioned how helpful they have been. 5 stars — only because 10 wasn't an option." — Groom, Hotel Xcaret Mexico Resort Wedding

"What could have been a stressful part of planning turned into a seamless, organized experience. If you're working with Yellow Umbrella, you are in the best hands!" — Bride, Impression Isla Mujeres

600 weddings and conting. One standard: you feel supported every step of the way.

Certifications & Awards

ASTA is the leading global advocate for travel agents, the travel industry and the traveling public.It is the world's largest association of travel professionals.Our members include travel agents and the companies whose products they sell such as tours, cruises, hotels, car rentals, etc.Expand your world. Go with the pros.
AMA Academy
AMA Academy
AmaWaterways Specialist
AmaWaterways Specialist
AMResorts Master Agent
AMResorts Master Agent
Avalon Waterways Specialist
Avalon Waterways Specialist
Globus family of brands Specialist
Globus family of brands Specialist
Classic Star Performer
Hard Rock Hotels Triple Platinum Agency
#! Global Weddings Seller Hotel Xcaret Resorts