Professional Wedding Planners

We’re Yellow Umbrella Events, the award-winning destination wedding travel planner for all-inclusive resorts in Mexico.

We’re proudly based in between San Antonio & Austin, Texas (hey y’all!) and serve clients across the U.S.
Our unique, hyper personal approach to destination weddings gives our clients a seamless experience, every time.
Weddings Planned Across Mexico
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 Years Of Combined Industry Experience
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Awards Earned

Meet Cheryl Bailey

Cheryl Bailey launched Yellow Umbrella Events in 2011. Before Yellow Umbrella, she started a catering business that morphed into a full-on wedding planning company for Austin-area couples. Cheryl loved pulling together the complicated logistics for each event—but fussing over tiny details like napkin placement and flower colors? So not her thing.
That’s why she founded Yellow Umbrella Events; destination wedding planning allows her to flex her logistical prowess – while the gorgeous resort venues do the rest of the heavy lifting. Big-picture vision planning and comprehensive guest management are her jam. And if you do need help picking out the perfect napkin? Cheryl knows just who to call; after more than a decade in the destination wedding industry, she’s cultivated contacts with top resort event coordinators, sought-after wedding planners, and local vendors.
When she’s not planning destination weddings, you can find Cheryl hanging with her husband Shea (meet him below!) and their three  kids at home in Texas—or blissed out on a beach in Mexico.
Cheryl Bailey of Yellow Umbrella Events
Shea Bailey of Yellow Umbrella Events

Meet Shea Bailey

Shea Bailey is the co-owner and operations manager of Yellow Umbrella Events. He grew up in Tennessee (Go Vols!), joined the Army National Guard his senior year of high school, and graduated from Maryville College with a degree in Biology. After college, Shea spent the next year living in Venezuela while working with a local professor at the Universidad De El Tigre.
After returning home, he entered the “corporate world” where he gained experience in sales and operations while traveling extensively around the country. Several years later, Shea decided it was time to trade in cubicle life to follow his dream of becoming an entrepreneur and join Cheryl in building Yellow Umbrella into the premier travel planner for destination weddings to Mexico.

Meet Our Team

Fabiola Acosta, Wedding Sales

As Yellow Umbrella’s Wedding Sales Consultant, Fabiola works one-on-one with our clients to help them choose the best resort, venue, and room block options for their destination weddings.  Before joining Yellow Umbrella Events, Fabiola spent 10 years selling and operating weddings at the top resorts in Cancun and the Riviera Maya and has visited nearly every resort Yellow Umbrella works with today. As a Mexico native and resident of Playa del Carmen, Fabiola knows the Mexican Riviera inside and out. She loves helping answer couples’ questions about the area (and she understands that if you haven’t been to Mexico before, you probably have a lot of them!). When she’s not scoping out the newest activities and attractions in Cancun, you can find her playing with her two doggies on the beach.

Monica Hawk, Groups Coordinator

As one of our Groups Coordinators, Monica takes very good care of our clients’ guests by handling resort reservations, preparing guests for travel, and answering all their questions along the way (so our couples don’t have to!). Monica has extensive experience within the travel industry, having owned her own full-service travel agency for 10+ years before joining Yellow Umbrella. A self-professed perfectionist, she doesn’t let any guest details fall through the cracks. Now an Alabama resident, Monica was born near Cleveland and enjoys rooting for the Browns and Buckeyes once football season rolls around.

Mia Hendricks, Groups Coordinator

As Yellow Umbrella’s other Groups Coordinator, Mia also works with our couples to help them manage their guest reservations and needs leading up to their event. Mia’s strong project management skills keeps her groups well organized; before joining Yellow Umbrella, she ran a Texas-based non profit organization that provided support, supplies, and scholarships for children in need. Today, she enjoys the opportunities to travel with Yellow Umbrella (is there any better office than the beach?!). An amateur photographer and artist at heart, Mia loves telling people’s stories through photos.

Kaitlyn Taylor, Onboarding Coordinator

As our Onboarding Coordinator, Kaitlyn helps our couples get set up with the initial steps associated with their destination wedding, including creating their custom web page, reservation forms, and the backend processes that make booking a breeze for our team. With a degree in Advertising and Public Relations, Kaitlyn has always had a strong interest in web design. Before joining Yellow Umbrella, she worked as a Wedding Planner and Venue Director at an Austin-based venue and Media Coordinator at an Austin church. Outside of work, she enjoys playing tennis and spending time with her husband and two dogs, a blue heeler named Bear and a corgi named Rafa (yes, she’s a huge Rafael Nadal fan!).

Emily Knox, Groups Coordinator

Emily is one of our Group Coordinators at Yellow Umbrella Events, assisting guests with their reservations while acting as the main point of contact for any questions they may have. With a background in customer service, Emily ensures that every guest feels heard; she knows that this process—and perhaps international travel in general!—may be new to them, and so she takes her time ushering each guest through all the details. Emily has been with the YUE team for 2+ years and loves that she gets to help guests plan trips to some of her own favorite places (particularly Hotel Xcaret). Outside of her work with Yellow Umbrella Events, Emily enjoys putting together unexpected outfit combinations (she’s a fashion lover!) and scouring local shops for her collections of oddities.

Jennifer Weems, Media Manager

As our social media manager, Jennifer keeps the Yellow Umbrella social channels, website, and blog looking pretty and up to date. Prior to joining Yellow Umbrella, she was a wedding photographer for nearly 20 years—so she has a keen eye for getting the perfect shot. Today, she loves that she gets to work closely with her friends (she’s known Cheryl and Shea for a decade!), and the occasional work travel trip to Mexico doesn’t hurt. Outside of Yellow Umbrella, Jennifer enjoys interior design, spending time with her two dogs, and developing her 30-acre property into a wedding venue.

Ready to save the date?

Start working with the Yellow Umbrella team on your Hotel Xcaret destination wedding now:

Frequently Asked Questions

Because we offer expert guidance, comprehensive travel management, and responsive support. Couples who choose to work directly with a resort often flounder – because they are forced to make every decision themselves. If this is your first time planning a destination wedding, you are making those decisions in a total vacuum.

But this is what we do, day in and day out. We’re able to quickly identify your best options based on your unique needs, group size, and vision. Then, we work our connections to secure it all for you (what would take you months of back and forth can take us just days). Simply put: Resorts won’t walk you through the process – but we will.

We are destination wedding travel planners – meaning we will manage all the travel related components of your destination wedding. This includes helping you decide on the perfect resort, securing your wedding package, managing your guest room block, assisting with resort communication, and more.

You may still wish to have the support of a “traditional” wedding planner – they will help you with the wedding day side of things, like choosing vendors and picking out flowers and linens. Resorts offer on-site wedding coordinators, or you can choose a local wedding planner for more in-depth assistance (we know the best and are happy to give you an intro!).

Nothing! We do not charge a fee for our room block management services.
The best destination wedding resort is the one that works best for you. We know that’s a non-answer; that’s why we start with a consultation call to first determine your destination wedding vision, so we can align that with the right resort. Resort selection is a part of our travel planning service!