Hi, I'm Jessica!
I'm the travel advisor behind Jesskeepsswimming Travel, where I help families turn exciting vacation ideas into thoughtfully planned, unforgettable experiences.
Disney and Orlando are my specialty — Walt Disney World, Disneyland, Universal, Epic Universe and Disney Cruise Line — and that's how most families first find me. But I'm a full-service travel advisor. Once families trust me with their Disney trip, they come back for their cruises, their beach escapes, their honeymoons, their trips to Europe and their big group getaways, because they'd rather have one person who knows them than start over with a stranger every time.
So whether it's a first Disney trip, a milestone anniversary in Italy, an all-inclusive week in Mexico, or a multigenerational cruise, I'll help you navigate every detail with confidence — concierge service, start to finish.
How I work with you
From choosing the right resort and creating a realistic budget to planning park days, securing dining reservations, navigating Lightning Lane, and watching for new promotions, I'm here to make the entire process easier. You'll have one person who knows your family, understands your priorities, and stays with you from your first quote through your final day of travel.
I believe every family deserves a vacation that feels like it was designed specifically for them — not a cookie-cutter itinerary. I take the time to learn what matters most to you, whether that's meeting favorite characters, experiencing every thrill ride, finding the best food, slowing down for resort time, or simply enjoying more time together.
Vacation planning shouldn't leave you feeling overwhelmed. You enjoy the excitement and make the memories — I'll keep swimming through the details.
What it costs to work with me
Nothing extra. Resorts, cruise lines, Disney, Universal and tour partners pay a commission for bookings made through an advisor. You pay exactly the same price you'd pay booking it yourself — and get an expert in your corner at no added cost. Here's exactly how that works →
Where I can take you
Let's plan something wonderful.
Tell me your dates, your budget, and what matters most to your people. I'll send back a free, no-pressure plan.
Get your free quote