Home / Travel Advisor Search / Hilary Lewandowski
Travel Advisor Profile
Travel Advisor
1923 Travel with Hilary
I help families plan vacations that feel exciting, organized, and fun from start to finish. Specializing in Disney, cruising, and multi-generational trips, I handle the details so you can focus on making memories. From first trips with little kids to big family getaways, I plan each vacation with care, confidence, and a lot of heart, just like I’m planning it for my own family.
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I grew up traveling with my family and extended family on cruises and ski trips, and those trips are still some of my favorite memories. Now, I get to do the same with my own kids, and there’s nothing better than seeing the world through their eyes.
I became a travel advisor because I genuinely love planning trips, and I love helping other families experience that same excitement, confidence, and joy when everything comes together.
I treat every trip like it matters, because it does. I get excited planning your vacation as if I’m going myself, and I want you to feel confident knowing all the details are handled.
You’ll never feel like you’re figuring things out alone. I’m here to walk you through the process, explain your options, and adjust plans as life happens.
I’m very hands-on, especially for Disney trips, where details really matter.
That includes:
For cruises and all-inclusive trips, I help match you with the right ship, resort, and itinerary so your vacation fits your family’s travel style.
Hearing how kids experienced a trip is honestly my favorite part of this job.
I’m a mom to three young boys, and we love Disney trips and cruising together. Family travel is a big part of our life, and it’s why I care so much about helping other families make the most of theirs.
Alaska, Glacier Bay National Park
Cruises, Disney, Family Travel, Ocean Cruises, Theme Parks
Princess Cruises, Royal Caribbean
I booked my Royal Caribbean Freedom of the Seas cruise (July 25–28) to the Bahamas through 1923 Travel with Hilary, and it was the best experience!
This was my birthday cruise, and Hilary made sure everything was seamless from start to finish.
She was knowledgeable, fun, and had excellent communication throughout the entire planning process. Anytime I had a question, she was quick to respond and always made me feel confident in my plans. The trip itself was fun, smooth, and unforgettable—exactly what I was hoping for my birthday celebration.
If you’re looking for a travel agent who goes above and beyond to make your trip special, I highly recommend booking with Hilary at 1923 Travel!
Walt Disney World is my favorite destination to book because there are so many moving parts, and I love helping families feel confident instead of overwhelmed. From resorts and park plans to dining and transportation, the details matter. I love helping parents create magical memories their kids will love and remember long after the trip is over.
Cruising is one of my favorite destinations to book because I grew up cruising with my family and have so many great memories from those trips. I love helping families choose the right ship and itinerary, balancing fun onboard features with incredible destinations. It’s also one of my favorite ways for multi-generational families to travel together.
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Travel Guides
Planning an Alaska cruise with multiple generations? Read my firsthand insights from my own family's sailing—including which priorities actually mattered with three kids under seven.
By Hilary Lewandowski
•
January 4, 2026
Travel Guides
Most Royal Caribbean staterooms max out at four guests—a reality that catches families of five off guard. Learn how to book with 5+ guests, and how early planning unlocks options most families never see.
By Hilary Lewandowski
•
February 23, 2026
Travel Guides
Disney doesn't have to wait for "someday." Here's how real families plan intentional, magical Walt Disney World vacations — without breaking the bank or waiting until the kids are grown.
By Hilary Lewandowski
•
March 10, 2026
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