Meet Your Travel Advisor
Chelsie
Travel Advisor, Once Upon A Trip Travel
Chelsie brings a thoughtful, detail-oriented approach to every itinerary she designs. She partners with families and travelers of all kinds to build trips that feel effortless from the first phone call to the final send-off, drawing on firsthand experience, industry training, and a genuine passion for helping clients see the world.
Credentials
Professional Background
Chelsie entered the travel industry after years spent planning trips for her own family and friends, who consistently turned to her for recommendations, itineraries, and the kind of insider knowledge that only comes from doing the research yourself. What started as a hobby became a calling once she recognized how much stress, time, and money a knowledgeable advisor could save the everyday traveler.
Since joining Once Upon A Trip Travel, Chelsie has completed ongoing supplier and destination training, earned certifications from major cruise lines and resort partners, and worked directly alongside the agency's founder to master the craft of personalized, family-first travel planning. She approaches every booking with the same standard: research thoroughly, communicate clearly, and treat every client's trip like it's her own family's vacation.
Industry Training
Certified across leading cruise lines and resort partners.
Continuous Learning
Ongoing destination education to stay current on every detail that matters.
Mentored Growth
Trained directly alongside our founder in family-first trip planning.
Curated Expertise
Travel Specialties
Chelsie focuses on the trip types where preparation and insider knowledge make the biggest difference.
Caribbean & Ocean Cruising
Chelsie helps first-time and repeat cruisers choose the right ship, cabin, and itinerary, from Caribbean getaways to longer-haul sailings.
Disney & Family Theme Parks
From park-hopping strategy to dining reservations, Chelsie builds Disney and theme park itineraries that keep every age group happy.
All-Inclusive Resort Getaways
Chelsie matches families and couples with all-inclusive resorts suited to their budget, pace, and must-have amenities.
Multi-Generational & Group Travel
She coordinates logistics for extended family trips and group travel, keeping every traveler's needs and budget in view.
Client Stories
Memorable Client Experiences
Chelsie once helped a family of six plan a multi-generational Caribbean cruise that brought together grandparents, parents, and grandchildren for the first vacation they had all taken together in over a decade. By coordinating cabin placement, excursions suited to every age, and a surprise anniversary dinner for the grandparents, she turned a logistically complex trip into an effortless, joyful reunion.
Multi-generational cruise, Caribbean
For a couple planning their first Disney trip with young children, Chelsie built a day-by-day plan around nap schedules, character meet-and-greets, and low-stress dining reservations. The parents later told her it was the first family vacation that felt like a break rather than a second job.
First family visit, Disney Destinations
Her Approach to Planning
Chelsie starts every client relationship with a conversation, not a form. She asks about travel history, priorities, and pace before recommending a single destination. From there, she structures an itinerary around what matters most to that specific traveler, whether that's downtime by the pool, packed days of excursions, or a careful balance of both, and she stays available throughout the planning process and the trip itself.
Fun Facts & Travel Passion
Outside of planning trips for clients, Chelsie is constantly researching her own next destination and keeping a running list of restaurants, excursions, and hidden gems worth recommending. She believes the best travel memories come from a mix of careful planning and a little spontaneity, and she brings that same philosophy to every itinerary she builds.
Ready to Start Planning with Chelsie?
Reach out today to begin building an itinerary tailored to your family, your budget, and your travel style, or learn how you can join our team of travel advisors.