Travel Designed by Experienced Experts Who Care About the Details

River and Expedition Cruises Crafted for Connection, Comfort, and Confidence

Meet the Owners of Yellow Umbrella Travel

Cheryl and Shea Bailey, owners of Yellow Umbrella Travel

Yellow Umbrella Travel was created by Cheryl and Shea Bailey, owners of Yellow Umbrella Events, one of the top group travel agencies in the United States, known for crafting seamless, all-inclusive experiences at Mexico’s best resorts. After guiding thousands of companies, couples, and families through international travel logistics, Cheryl saw a growing need among her clients. They were ready to explore beyond Mexico in more elevated and expertly organized ways. They wanted the same thorough, personalized service they had come to trust, but for a different kind of journey: the rivers of Europe and the remote coastlines of the world. That is how Yellow Umbrella Travel was born. A sister brand dedicated to river cruises and small-ship expedition travel, built on more than a decade of group travel expertise and a team of nine travel professionals who bring the same trusted approach to every journey. Yellow Umbrella Travel is based in New Braunfels, Texas, and serves group travelers from San Antonio, Austin, the Texas Hill Country, and across the United States.

Our Credentials and Industry Affiliations

Viking logo

The Yellow Umbrella Difference

Our process goes far beyond simply booking a ship – we deliver end-to-end planning designed to make group travel effortless.

  • Expert Group Logistics
    From group room blocks to international transfers, we coordinate every moving part so every guest enjoys a seamless experience.
  • Personalized Service
    You’ll always work with a dedicated, experienced planner – not a call center.
  • Responsive, U.S. Based Support
    Our team is quick to respond, transparent, and ready to troubleshoot anything – from payment questions to what to wear.
  • Proven Expertise
    After more than a decade managing group travel worldwide, we know how to prevent problems before they happen.

Let us take the complexity out of planning, so you can focus on the unparalleled adventure that awaits.

Uniworld River Cruises Christmas Market
Prauge Christmas Market

Yellow Umbrella Travel’s Process

Because every great trip starts with the right ship!

Finding the perfect river or expedition cruise can feel overwhelming – hundreds of ships, countless itineraries, endless cabin options. That’s where our expertise comes in.

It’s our signature system for pairing your group with the ideal ship, itinerary, and experience – designed to fit your travel style, group size, sense of adventure, and budget.

How Yellow Umbrella Travel Works

  1. Share Your Vision
    Tell us what you’re celebrating, where you’d love to go, and how you want your experience to feel – intimate and cultural, adventurous and wild, or luxurious and laid-back.
  2. We Curate the Perfect Match
    Using our insider knowledge of the world’s top river and expedition fleets, we match you with the best-fit cruise line, ship, and itinerary for your group’s personality and budget.
  3. We Handle Every Detail
    From individual reservations to group room block contracts to international transfers and payments, we manage all the logistics – so you can focus on enjoying the journey.

Why Clients Love Us

  • We saves time. We narrow the world of river & expedition cruise options down to the few that truly fit your needs.
  • We can often save you money. We know how to secure group rates and added value through our river cruise line partnerships.
  • Our process is seamless. We manage the details and the deadlines so nothing slips through the cracks.
  • We are personalized. Every recommendation comes from our team of nine seasoned travel experts – not an algorithm.

Ready to Find Your Perfect River or Expedition Cruise Match?

Let’s design your river or expedition journey together - curated for connection, culture, and comfort. Contact us today.

The Yellow Umbrella Travel Difference

5 Reasons Groups Trust Us With Their River & Expedition Journeys

Silversea Antarctica Expedition Yellow Umbrella Travel

This Is What “Above the Current” Feels Like

A team that’s thorough, up front, and invested in your experience from day one.
Because when every detail is handled with care, all that’s left for you to do is enjoy the journey.

Frequently Asked Questions

Because cruise lines sell cabins; we design experiences. We handle every aspect of your group journey – from choosing the right ship and managing contracts to coordinating guest bookings and transfers – so you can actually enjoy the trip, not manage it.

We plan both individual trips and group trips. Whether you’re a party of 1 or 100, we’d love to plan your river or expedition travel!

Our river cruise and expedition travel services are complimentary at this time.

However, for advanced and extremely detailed itineraries (like corporate event or incentive travel planning services) there could be a fee. Once we learn about your group size, destination, and travel style, we’ll provide transparent pricing for any potential fees upfront. No surprises, ever!

Reach out to us anytime. You’ll get clear answers, fast responses, and honest guidance from our expert team (never a call center). Contact Us Here.