Play Longer Travel

You've Built Something Real. Now It's Time to Enjoy It.

Play Longer Travel specializes in Disney vacation planning for business owners who've built something real — and are finally ready to enjoy it.
Mickey Mouse stands on Main Street, U.S.A. at Magic Kingdom® Park, with Cinderella Castle illuminated in blue at dusk — Walt Disney World® Resort.
WHAT GREAT PLANNING LOOKS LIKE

Planning the Perfect Trip Takes Real Expertise. Here's What We Handle.

Walt Disney World® Resort is one of the most meticulously designed vacation experiences in the world. Four theme parks. Two water parks. Over 25 resort hotels. Dozens of dining experiences — from casual quick-service to some of the best themed restaurants anywhere. And a system of tools, reservations, and strategies that, when used right, transform a good trip into an exceptional one.

Getting it right means knowing which resort puts your family in the best position for the parks you want. It means securing dining reservations at the right restaurants before they fill up. It means building a Lightning Lane™ strategy around the experiences that matter most to your family.

It means knowing Walt Disney World® Resort the way I know it — after more than 20 visits — so every decision is built on real experience, not guesswork.

That’s what expert planning delivers. You focus on showing up. I’ll make sure everything is ready when you get there.

THE BETTER WAY

Play Longer Travel Handles All of It. And It Costs You Nothing.

There is no planning fee, no booking surcharge, no catch. You get expert guidance, complete itinerary planning, dining reservations, and on-trip support at zero additional cost.

What you do get is your time back. And a trip that's actually designed around your family instead of the loudest travel blogger on the internet.

Complete Itineraries

Park-by-park, day-by-day plans built around your family's pace — not a generic schedule.

Dining & Reservations

Advanced dining reservations made for you. No 6am alarm clocks to grab a table at the best restaurants.

Deals & Price Monitoring

When Disney releases a new promotion, I rebook automatically if it saves you money. You find out after it's done.
Book Your Disney Call →
WHY THIS ADVISOR

I'm a Business Owner Who's Been to Walt Disney World® Resort Over 20 Times. I Plan Trips the Way I Run a Business.

Most travel advisors know Disney. I know Disney and I know you.

I’ve spent 25 years in family business. I understand what it means to take a week away from something you’ve poured everything into. I understand the guilt. The urge to check your phone. The mental math about whether you can actually afford this.

I also know that Walt Disney built one of the greatest businesses in history — a system so well-designed it ran without him. Walt Disney World® Resort is proof that systems work. And the business owners who visit it come back with something most vacations can’t give you: perspective.

My job is to make sure you’re actually present for all of it. The planning is handled. The business is covered. The only thing left is showing up.

"Walt didn't just build a theme park. He built a business that outlived him. That's the most inspiring thing I've ever seen — and every time I walk through those gates, I remember why I'm building mine."
— Shawn Kuehn, Founder, Work Faster Play Longer
Shawn and his family in front of Cinderella Castle
DISNEY DESTINATIONS

Three Disney Experiences. One Specialist Who Knows Them All.

Walt Disney World Logo

Walt Disney World® Resort

Four theme parks. Two water parks. Disney Springs®. Over 25 resort hotels. The most complex vacation decision a family makes — and the most rewarding when it's done right. I've been over 20 times. This is my specialty.
Ask About Walt Disney World® →
Disney Cruise Line logo

Disney Cruise Line

Eight ships. Private island destinations. Broadway-caliber entertainment. All-inclusive predictability that business owners love — one price, no decision fatigue, complete disconnect. I'll match your family to the right ship and itinerary.
Ask About Disney Cruise Line →
disneyland-resort-logo

Disneyland® Resort

Disneyland® Resort is a fundamentally different experience than Walt Disney World® Resort — the original, and the best first Disney park experience for young families discovering the magic for the very first time. This is where it all began. There is something irreplaceable about experiencing Disney in the place Walt himself built and loved. I'll help your family plan a first visit that becomes the story you tell for years.
Ask About Disneyland® Resort →
Find out about all the great destinations →
HOW IT WORKS

Three Steps. Zero Stress.

STEP 1

Tell Me About Your Trip

One free 30-minute consultation. You tell me who's traveling, when you want to go, what matters most to your family, and what your budget looks like. I ask the questions you haven't thought to ask yet.
STEP 2

I Build Your Plan

Complete itinerary. Resort recommendation. Dining reservations. Lightning Lane™ strategy. Budget breakdown. Everything optimized around your family — not a template.
STEP 3

You Show Up

I handle the rest. Booking confirmations, reminders, deal monitoring, last-minute changes. When you arrive, all you need to do is be there.
Book Your Disney Call →
WHEN TO START

The Earlier You Start, the Better Your Trip.

Walt Disney World® Resort trips require more planning than almost any other family vacation. Resort availability, dining reservations, and Lightning Lane™ strategy all have specific windows — and the best options fill up fast. Here's what you need to know about timing so nothing gets left on the table.

6–12 Months Out
Resort selection, package booking, and overall budget planning. This is when the best resort availability and package deals are secured.
2–6 Months Out
Dining reservations, full itinerary build, and park day strategy. The best restaurants fill up fast — this window is critical.
30–60 Days Out
Lightning Lane™ approach, final confirmations, and your pre-trip briefing. You show up knowing exactly what to expect every day.
Start Planning Your Trip →
WHAT CLIENTS SAY

Real Trips. Real Families. Real Reviews.

★★★★★
"Shawn is a Rockstar Travel Agent! He helped streamline my Disney vacation. Everything was amazing! His suggestions helped keep our family on plan and we enjoyed every restaurant he recommended!"
— Stefanie Fernandez · Google Review · September 2021
COMMON QUESTIONS

Everything You're Wondering Before You Book

How far in advance do I need to reach out?

The earlier the better — ideally six months or more before your travel dates. That said, we can work with shorter timelines. Reach out as soon as you know you want to go and we'll assess what's still available and build the best trip possible from there.

What does the consultation actually look like?

One free 30-minute call. You tell me your travel dates, who's coming, what matters most, and your budget range. I ask the questions you haven't thought of yet. By the end of the call you'll have a clear picture of what your trip looks like and exactly what I'll handle for you.

Our kids are young — is this the right trip?

Walt Disney World® Resort is genuinely one of the best experiences for young children. The magic is designed for them. I'll match your family to the right parks, the right resort, and the right pace so the trip works for your kids' ages and energy — not a generic schedule.

We've never been. Where do we even start?

With a conversation. First-time families are my favorite to plan for because everything is new and the opportunity to get it exactly right is wide open. I've been over 20 times. I know what first-timers need and what they don't. That's what the consultation is for.

What if a promotion is released after we book?

I monitor pricing after booking. If a promotion is released that saves your family money I rebook automatically and you hear about it after it's done. This is one of the most tangible advantages of working with an expert advisor rather than booking direct.

Is there really no cost to us?

Correct. Play Longer Travel planning services are provided at no cost to you. There is no planning fee, no booking surcharge, no catch. You get expert guidance and complete trip planning at zero additional cost.

FREE RESOURCE

Not Ready to Book Yet? Start Here Instead.

Download the Guilt-Free Family Vacation Planner — the same reverse-engineering framework I use with every client. Figure out exactly what your dream trip costs, what your business needs to generate to fund it, and how to schedule it without the guilt.

Free. No strings.

Guilt-Free Family Vacation Planner PDF guide displayed as a flat lay with coffee and plant on a white surface
READY WHEN YOU ARE

Your Family Has Earned This Trip. Let's Plan It Together.

Free consultation. No obligation. Expert planning from someone who's been there over 20 times
Book Your Disney Call →
Play Longer Travel planning services are provided at no cost to you. There is no planning fee, no booking surcharge, no catch.

As to Disney artwork, logos, and properties: ©Disney

Walt Disney World® Resort, Disneyland® Resort, and Disney Cruise Line are registered trademarks of The Walt Disney Company. Play Longer Travel / Work Faster Play Longer LLC is an independent travel advisor and is not affiliated with, endorsed by, or sponsored by The Walt Disney Company or its affiliates.

Ships’ Registry: The Bahamas