Stress-Free Multigenerational Family Travel

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Melissa Singletary, Travel Agent in Newberg, OR

Melissa Singletary

Newberg, OR Travel Agent

Melissa Singletary

Newberg, OR · 2 Years of Experience

The Singing Suitcase, LLC, an independent agent with WorldVia, a Travel Leaders Agency
5.0
(3)
100% Recommended
Melissa is amazing and made the whole process of planning a Disneyland vacation very simple! I had been putting off a trip to Disneyland for years... Read More >
About
Reviews
My Places

Areas of expertise

Destinations:

Hawaii, Disneyland

Interests:

Disney Vacations, Family Vacations, Holiday Travel, All Inclusive

About Me

Time together at the Oregon Coast
Time together at the Oregon Coast

Making Memories Together: The Magic of Multigenerational Travel

Some of the most meaningful trips aren’t just about parents and kids—they’re about bringing the whole family together. Multigenerational travel allows grandparents, parents, and children to share incredible experiences, strengthen family bonds, and create lifelong memories. But planning a trip that caters to multiple ages and interests? That’s where I come in.

As a multigenerational travel expert, I specialize in crafting seamless, stress-free vacations that keep everyone happy, from energetic toddlers to adventure-loving grandparents. I’ve personally experienced the magic of multigenerational travel, from Disney Cruises and Hawaiian getaways with my parents to relaxing beach weekends filled with family fun. These trips create irreplaceable moments, whether it’s watching grandparents experience Disney magic through their grandkids’ eyes, enjoying a sunset dinner on a Caribbean beach, or exploring a tropical island together.

I design customized itineraries that balance fun, relaxation, and meaningful experiences for all ages—whether it’s a Disney vacation, a family-friendly cruise, a Hawaiian escape, or a cultural trip to Italy or Argentina. I handle the details so you can focus on making memories together.

Let’s plan your perfect multi-generational getaway!

REVIEWS

Rating: 5.0
3 reviews
100% Recommended
Your trust is our priority. Every review is submitted by verified travelers after they have booked and completed their trips. Learn more about our review guidelines.
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Showing 3 reviews

We finally went to Disneyland!
Reviewed By NikkiMcP - Eugene, Oregon | Traveled to Disneyland | California | USA
Melissa is amazing and made the whole process of planning a Disneyland vacation very simple! I had been putting off a trip to Disneyland for years because it was so overwhelming and confusing to me. Melissa gave us straightforward options for package deals, and lots of advice and strategies for packing and how to save time and money on meals and rides. Melissa is the expert on traveling with kids! Mine are big kids but still require some special considerations. She helped me plan some special kid surprises and answered my ongoing millions of questions. We are already talking about our next trip! Disneyland went so well, my husband is actually entertaining a cruise trip. I find myself saying, “Oh, Melissa can totally set that up for us!” a lot over the last couple of days. I trust her 100%.
Melissa Singletary responded
"It was such a delight to help your family make this long-awaited trip a reality! Thanks for letting me be part of it! I look forward to seeing where your next adventures take you. "
I would recommend this agent to my family and friends.
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Disneyland CA
Reviewed By ascofield - Eugene Oregon | Traveled to Los Angeles | California | USA
The Singing Suitcase is amazing to work with. Our trip to Disneyland for four of us was the best time. We didn't have to worry about anything but just enjoyed the experience. Melissa took care of every detail and then some! It was so fun and I wouldn't go back without The Singing Suitcase to plan it! I encourage others to do the same! We have several in our group with Dietary restrictions and all of that was meticulously accounted for. Thank you Melissa!
Melissa Singletary responded
"I'm so glad you had a such a great trip! It was a pleasure helping you with your family trip to Disneyland. Can't wait to see where your next travels take you. "
I would recommend this agent to my family and friends.
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First Time Going to Disney!
Reviewed By DryHumorGuy - Salem, OR | Traveled to Disneyland | California | USA
I can't explain what it meant to have Melissa's help booking our first family trip to Disneyland. Part of the reason we've never gone is how intimidating the whole process was for me. How do I know when to go and avoid the crowds? How do I know what deals are the best? How do I know what to spend a little extra on to make the trip amazing? Talk to Melissa - she knows everything! She made planning this trip soooo much easier than I could have imagined and I'm grateful for her help. She knew EVERYTHING, down to the best shuttle service to take from the airport. If you need to get away, especially with kids, but you don't know where to start, call Melissa! She is so friendly, helpful, and knowledgeable. You'll be glad you did when you put those Mickey ears on!
Melissa Singletary responded
"Thank you for the kind works! It was a delight to help make your family's Disney dreams come true! "
I would recommend this agent to my family and friends.
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My Places

When it comes to travel planning, real-world experience makes a huge difference. Check out the map below to see all the places I have personally visited or booked for my clients. I know these destinations well and can give you reliable guidance.
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