GET TO KNOW THE
PEOPLE BEHIND TWC

YOUR VISION, OUR EXPERTISE

At Travel With Class, we’re more than destination wedding planners. We’re your trusted travel partner for life’s most meaningful getaways. Whether you’re saying “I do” by the sea, honeymooning in the Maldives, planning a long-overdue sister trip through Italy, or treating your family to a well-deserved escape — we’re here to make it easy, elevated, and completely you.

From handpicked resorts and flights to private transfers, excursions, and dinner reservations, we take care of the details so you don’t have to. Because your journey deserves more than a booking — it deserves to be unforgettable.

HEY, IT’S ME STEPHANIE!

Let me share a bit of my journey with you. Travel With Class sprang from the seeds of my first venture, Cover it With Class, where I explored the realms of wedding rentals and event planning. In 2020, I felt a pull towards something bigger, something that combined my love for crafting beautiful weddings with my passion for travel. The concept of creating entire experiences, rather than just events, was too enticing to pass up.

As someone who’s always been bitten by the travel bug, I bring a wealth of personal travel experiences and a deep-rooted passion to the planning table. It’s incredibly rewarding to transform the dream of a magical wedding, a dreamy honeymoon, or the ultimate getaway into reality. There’s something truly special about being at the heart of creating those unforgettable moments.

I’m here to help bring your visions to life, whether you’re from Wisconsin or beyond, as your trusted travel agent. Interested in making those dreams a tangible reality? Let’s set up a time to talk. A free consultation is just a step away. Let’s start planning something unforgettable.

Grandfather and grandson laughing together on a couch.

SHOW STOPPER 2024 AWARDEE

Honored to be named a Showstopper by AIC Hotel Group for reaching key milestones with my amazing clients. This recognition is a reflection of the trust so many couples and travelers have placed in Travel With Class. I’m proud to keep doing what I love — creating unforgettable travel experiences with heart.

BOOK A DISCOVERY CALL >

Person in black and white dress, outdoor background.

MEET OUR SIDEKICK, CHAPSI!

I’m Debora!

Born and raised in Chicago, travel has always been a big part of my life. My perspective on the world really grew after living abroad in a few different places. Those experiences gave me a deep appreciation for culture, community, and the way travel connects people across different places and backgrounds.

Over the years, I’ve had the opportunity to visit many countries, and each destination has shaped the way I think about travel—not just as a getaway, but as a way to create lasting memories, learn something new, and experience the world in meaningful ways. Travel has humbled me and reminded me how incredibly privileged we are to experience the world around us.

As a travel advisor, I bring both my personal travel experiences and my passion for planning into every trip I help organize. I enjoy helping families and couples find vacations that truly fit their style, whether that means relaxing on a beach, exploring a new culture, or setting sail on an unforgettable cruise.

Outside of travel planning, I’m a mom and someone who truly loves to explore. Some of my favorite memories are the trips I take with my own family, discovering new places and experiences together. My motto has always been: “If we were meant to stay in one place, we’d have roots instead of feet.”

DEBORA CHACON A.K.A CHAPSI
Travel Advisor

DID YOU KNOW…

• I lived in Puerto Rico and still have family there, so I visit often.
• I lived in Guatemala for 10 years and still have family there as well.
• I speak both English and Spanish fluently.
• I’ve visited 13 countries and counting.
• My favorite way to vacation with my family is on a cruise.

MEET OUR SIDEKICK, BETH!

Travel has always been a big part of my life, but becoming a mom gave it a deeper purpose. As an educator, I’ve always believed that learning happens everywhere—and I’ve seen firsthand how traveling with my kids brings us closer and creates lasting, meaningful memories. Now, I help other families do the same. Whether it’s a quick weekend escape or a big international adventure, I take care of the details so you can focus on being present, making memories, and enjoying the journey together

As someone who’s always been bitten by the travel bug, I bring a wealth of personal travel experiences and a deep-rooted passion to the planning table. It’s incredibly rewarding to transform the dream of a magical wedding, a dreamy honeymoon, or the ultimate getaway into reality. There’s something truly special about being at the heart of creating those unforgettable moments.

I’m here to help bring your visions to life, whether you’re from Wisconsin or beyond, as your trusted travel agent. Interested in making those dreams a tangible reality? Let’s set up a time to talk. A free consultation is just a step away. Let’s start planning something unforgettable.