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Tailored Experiences, Timeless Memories

Your family travel concierge
for Disney and beyond

We plan family vacations to Walt Disney World and Disney Cruise Line, Universal Orlando, ocean and river cruises, all-inclusive resorts, and Europe. Based in Massachusetts, working with families across the country - one advisor who knows your family, handling every detail from the first idea to the day you get home.

Family enjoying a Whimsical Wishes Disney vacation

CONCIERGE SERVICE

DESTINATION EXPERTISE

PERSONALIZED ITINERARIES

Whimsical Wishes Travel Concierge is a women-owned family travel agency based in Swampscott, Massachusetts. We plan vacations for busy families - Walt Disney World, Disney Cruise Line, Universal Orlando, ocean and river cruises, all-inclusive resorts, and Europe - working with families across the United States.

Hello, Welcome to Whimsical Wishes Travel Concierge

You're in the right place if...

 

  • You're seeking a team of experienced travel professionals with over three decades in the industry dedicated to crafting unforgettable adventures.
     

  • You're a family, primarily consisting of parents and grandparents, looking for more than just a travel service that understands your desires, pays meticulous attention to details, and respects your timelines.
     

  • You value a personalized approach to vacation planning, where every step is guided by our hands-on expertise; ensuring that all your questions are answered, and every aspect of your journey is thoroughly explained.
     

  • You believe in the power of shared moments and lasting memories. For us, the heart of every adventure lies in those precious, small yet significant instances that leave an indelible mark on your family's story.
     

  • You understand the importance of trust when it comes to travel planning. We invest time in getting to know you, foreseeing your needs, and eliminating any potential anxieties, ensuring that you embark on your journey with confidence.
     

  • You're not simply looking for a vacation; you're in search of an experience that resonates with your family's unique preferences and interests.
     

  • You're a family that values both quality time on vacation and in your everyday lives. As moms ourselves, we comprehend the significance of these moments and strive to help you make the most of them.
     

  • You share our passion for embracing life's adventures, big and small. We're not just about selling travel; we're about igniting the same excitement and zest for exploration that drives us in our own lives.
     

  • You're ready to embark on a journey with us, not just as your travel advisors, but as your dedicated partners in creating memories that will be cherished for a lifetime.

Kayla and Melissa, owners of Whimsical Wishes Travel Concierge.

Why families trust us with planning their vacation

A travel advisor plans, books, and manages your trip for you - saving you the hours of research and making sure no detail or deadline slips. Here is what that looks like with us:

Whimsical Wishes Travel Concierge is a women-owned agency based in Massachusetts, working with families across the country. We are EarMarked by Disney as an Authorized Disney Vacation Planner and a Universal Preferred Travel Agency. We are members of ASTA, the American Society of Travel Advisors, and we are affiliated with Travel Leaders Network, one of the largest travel agency networks in the world.

Those are the credentials. What they mean in practice is that our advisors have stayed at the resorts, sailed the ships, and walked the parks - and that when we tell you something is worth it, we're telling you from experience rather than from a brochure.

Family Travel Tips & Tricks

01

Why Disney Cruise Line Is Worth It for Families (And Why We Recommend It Again and Again)

Planning a vacation that appeals to everyone in the family can feel like a full-time job. And for busy parents, it often becomes one more thing on an already full plate. If you’re looking for a vacation that combines fun, ease, and quality time together—Disney Cruise Line should be on your radar.

02

6 Signs You’re Relying Too Much on Random Advice for Disney Planning
(And How To Respond)

If you’ve found yourself drowning in tabs, second-guessing your choices, or wondering if you’re doing this whole Disney planning thing right… you’re not alone. Let’s talk about the red flags that you may be leaning too heavily on random advice—and what to do instead.

03

10 Reasons Why Disneyland Resort is the Top Choice for Family Travel

With distinctive family-focused features and experiences, Disneyland Resort transforms ever visit into a magical adventure and is perfectly suited for families vacationing with small children. Explore the reasons to make Disneyland Resort your top choice for family travel.

04

How To Choose the Right All Inclusive Resort for Your Next Family Vacation

There are hundreds of resorts to choose from across Mexico and dozens more on each Caribbean island. How do you decide which one is right for your family? Here are our top three tips for choosing the perfect resort for your vacation.

Mickey Mouse greets a young boy (C)Disney

Three Simple Steps to your Best Vacation

1

CONSULT

Connect with a travel advisor to discuss your plans. They’ll propose a vacation that matches your family’s wants and needs.

2

PLAN 

Your advisor designs an itinerary that’s perfect for you and takes care of every detail.

3

VACATION

Your advisor makes sure you’re prepared and ready to go on the vacation you’ve been waiting for.

Where to Next?

Beyond the parks, we also plan ocean and river cruises, all-inclusive resorts in Mexico and the Caribbean, and more.
Don’t see your dream trip here? Just ask.

Questions families ask us

What does a family travel concierge do?

A family travel concierge plans and books your entire vacation for you — recommending destinations and resorts, building the day-to-day itinerary, handling reservations and details, and staying with you from the first idea to the trip home. At Whimsical Wishes, that means you hand over the research, the decision fatigue, and the logistics, and get back your time and your confidence. You travel; we handle everything else.

Does Whimsical Wishes only plan Disney trips?

No — Disney is our deepest specialty, but it's far from all we do. We plan Walt Disney World, Disneyland, Disney Cruise Line, Aulani, and Adventures by Disney, along with Universal Orlando and Hollywood, ocean and river cruises, all-inclusive resorts in Mexico and the Caribbean, and family travel through Europe. Whatever your family's pace, from theme-park days to a quiet beach week, we plan it end to end.

Do travel advisors at Whimsical Wishes charge a planning fee?

Many of our advisors charge a planning fee, and we encourage it. Planning a family trip well takes real expertise — knowing which resort fits your family, which ship, which week, and the hundred details that are hard to see from a website. A planning fee reflects that work. Your advisor will tell you what theirs is before any planning begins, so you always know upfront. What you get for it is judgment you can trust and a lot of hours back.

How do I get started with Whimsical Wishes?

Getting started is simple: share a few details about the trip you're dreaming of through our Get Started form, and a Whimsical Wishes advisor will reach out to begin planning. From there we consult, design your itinerary, and handle every detail right through the day you come home.

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Happy Clients

"We truly had the best trip of our lives thanks to our Whimsical Wishes advisor! She worked collaboratively with us to understand each of our family member’s priorities, handled every detail, and created an end slide deck that gave us a seamless dream vacation! We are so grateful and can’t wait for the next one!

Janna S., Massachusetts

EarMarked by Disney authorized travel agency
Universal Preferred Travel Agency
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