Dreaming of Disney? Chasing croissants?
I turn travel chaos into calm with personalized plans and a dash of magic. From dreamy Disney days to passport-stamped European adventures to the crystal blue waters of Mexico and the Caribbean, I design seamless travel experiences for families, couples, and groups—rooted in care, detail, and a little magic of the way.
Planning support from daydream to departure.
As a full-service travel advisor, with Once Upon a Time Vacations, I handle it all, from hotel bookings and flight searches to itinerary building and on-the-go support. I plan with purpose so your trip feels effortless and unforgettable.
Custom Itinerary Planning
Theme Park Ticket, Dining & Excursion Reservations
Special Needs & Accessibility Support
Group & Multi-Gen Trip Coordination
Travel Insurance & Documentation Guidance
Real-Time Support During Travel
Flight Research & Booking
Need something else? Just ask—if it’s travel-related, I probably help with that too.
featured destinations
Whether you’re dreaming of castles, coastlines, or city breaks, here are just a few destinations I know inside and out.
Walt Disney Trips, Destinations, Cruises
Theme park trips (Disney + Universal) that balance fun with ease—yes, even with little ones or sensory needs. I’ll handle every detail from park tickets to dining, so you can focus on the fun.
- Walt Disney World, Disneyland, & Disneyland Paris
- Adventures by Disney & National Geographic Expeditions
- Aulani Resort in Hawaii
- Itineraries, Dining, Lightning Lane strategy, & Sensory-Friendly planning
European Cities
Paris, Rome, London, Florence, and beyond—tailored for families, honeymoons, or first-time travelers. I create relaxed, well-paced itineraries with room to explore and savor.
- Family-Friendly Routes & Romantic Honeymoon Escapes
- Boutique Hotel Bookings & Rail Travel Coordination
- Guided Tours, Museum Tickets & Culinary Experiences
- Built-in Breathing Room to Explore at your own Pace
Beach Escapes
From all-inclusive resorts in Mexico to relaxing beachfront escapes in the Caribbean, I match you with the perfect spot to unwind—whether you’re bringing the whole crew or sneaking away just the two of you.
- All-inclusive Resorts in Mexico, the Bahamas, & across the Caribbean
- Adults-only Retreats or Family-friendly Beachfront Stays
- Honeymoons, Anniversaries, or Group Getaways
- Snorkeling, Spa Days, Excursions & Dining Reservations
- Resort Recommendations Tailored to your Travel Style
Cruises
I'll help you pick the perfect ship, sort every port, and make sure your time at sea is stress-free and full of ease.
- Disney Cruise Line, Royal Caribbean, and more
- Caribbean, Mediterranean, and Alaska itineraries
- Family Cruises, Adult-only Sailings, or Group Trips
- Excursion Planning, Specialty Dining, and Onboard Activities
- Pre- and Post-Cruise Hotel + Flight Coordination
Winter Ski Getaways
From powdery slopes to cozy stays, I’ll help you plan a seamless winter escape—complete with all the essentials, so you can show up and enjoy the magic of the mountains.
- Lodging in Aspen, Vail, Telluride, Santa Fe, and beyond
- Hassle-free ski + snowboard rentals
- Lift tickets arranged and ready
- Winter excursions and off-mountain activities
- Airport transportation coordination
FAQs
Let’s clear things up because travel planning should feel exciting, not confusing.
If I’m booking your accommodations, flights, or cruise, my planning services are completely free to you! If you’ve already booked your lodging and just need my help planning the details, I charge a flat fee: $200 for domestic travel, $500 for international trips, and $300 for Disney-only itineraries (this is waived if I book your lodging).
I specialize in family vacations, luxury getaways, cruises, Disney and theme park travel, and accessible travel for families with special needs. Whether you're dreaming of Europe, the Caribbean, or a multi-gen trip to Disney, I've got you covered.
Everything from flights and hotels to dining reservations, park tickets, excursions, and insider tips. I build fully customized itineraries based on your pace, preferences, and priorities.
Absolutely. I’m available throughout your travels for questions, last-minute changes, or anything unexpected that comes up.
Start by filling out my travel interest form or messaging me directly. I’ll ask the right questions to help narrow things down and make it easy (and fun!) to start planning.
Yes! Whether it’s accessibility needs, food sensitivities, multi-family logistics, or surprise elements—I’ll tailor the trip to fit you. Just ask.
Because I treat your trip like it’s my own. I’m a mom of three, a detail-lover, and a former teacher who thrives on logistics, care, and creating moments that matter. My planning style is equal parts concierge and cheerleader—with your needs, preferences, and peace of mind at the center of everything I do.
Pretty much everything travel-related—from dreaming to departure and every step in between. I’ll recommend destinations based on your pace, style, and budget. I handle hotel bookings, flights, transportation, dining, and excursions. I build out your full itinerary, offer tips for cultural experiences, and take care of theme park strategy like Genie+ and Lightning Lane. I also support families with special needs, help you understand travel insurance or visa requirements, and stay available throughout your trip for any last-minute needs or emergencies.
Let the vacation magic begin.
Just tell me where you’re headed and I’ll handle the rest with a sprinkle of strategy and a whole lot of heart.
Booked, Packed, and Raved About
Here’s what happens when planning feels easy and fun.
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Meet your travel-obsessed personal planner
Hi, I'm Holly! I take travel dreams and turn them into beautifully organized, stress-free experiences. As a former theatre teacher, mom of three, and seasoned itinerary nerd, I blend creativity with logistics to create trips that feel both magical and manageable.