Expert Guidance
Personalized advice from experience, not algorithms.
Let’s plan your
next great adventure.
Personalized planning. Professional resources.
Unforgettable experiences.
Meet Jason
Hi, I’m Jason—
the Hawaiian Shirt Guy.
Travel has always been more than a destination for me—it’s been a lifelong passion.
For more than 30 years, I’ve built my career around creating memorable experiences and taking care of people.
As a business owner, I spent years helping customers discover new places, new products, and experiences they’d remember long after the moment had passed. Along the way I traveled extensively, built lasting relationships, solved problems, and learned that the smallest details often make the biggest difference.
I’ve always enjoyed planning trips almost as much as taking them. Researching destinations, comparing options, and uncovering those little experiences that turn a good vacation into an unforgettable one is something I genuinely love.
That’s why I created Hawaiian Shirt Guy Travel. I’m here to listen, offer honest advice, and handle the details so you can relax and look forward to the journey.
“
Great vacations don’t happen by accident—they happen with thoughtful planning. I believe the excitement of a vacation should begin the moment you start planning it.”
Why Use a Travel Advisor?
Expert guidance. Personalized service. More value than you might expect.
Better Value
For most vacations, my planning services are included at no additional cost.
Save Time & Stress
I handle the details so you don’t have to.
Peace of Mind
Support before, during, and after your trip.
Personal Service
You’re not just a booking—you’re a guest I care about.
Let’s Bust a Few Travel Myths
A few common misconceptions can make working with a travel advisor seem confusing. Here’s the reality.
Myth
Travel Advisors Cost More.
RealityFor most vacations, my planning services are included at no additional cost.
Myth
I Can Always Find a Better Deal Online.
RealityI have access to special rates, upgrades, and offers you won’t find on your own.
Myth
Travel Advisors Are Only for Luxury Travel.
RealityI help with all budgets—from weekend getaways to family vacations and beyond.
Myth
Booking Online Is Easier.
RealityIt may be faster, but I make it easier by doing the work for you.
Myth
I Lose Control if I Use a Travel Advisor.
RealityYou stay in control—I just make sure you have the best options and support.
Our Process
Planning an unforgettable vacation shouldn’t feel like work.
Here’s how we make it simple.
1
Get to Know You
Every great trip starts with a conversation. We’ll talk about where you want to go, who’s traveling, your budget, and what kind of experience you’re hoping to have.
2
Research & Recommendations
I compare destinations, resorts, cruises, tours, and trusted travel partners to build recommendations tailored specifically to your trip.
3
Refine the Details
We’ll review your itinerary together, answer questions, and make any changes until everything feels just right.
4
Travel with Confidence
Once you’re booked, I’m still here if you need assistance before or during your trip. You can focus on making memories—not managing logistics.
No pressure. No obligation.
Every vacation begins with a conversation. If we decide we’re a good fit, we’ll create something amazing together.
Start the ConversationWhere Would You Like to Go?
Whether you’re dreaming of a tropical beach, an Alaskan glacier, or a European adventure, let’s find the trip that’s right for you.
Ready to start planning?Let’s create a vacation you’ll always remember.
Plan With JasonCurrent Opportunities
Browse Travel Deals
Explore current offers on cruises, resorts, tours, and more—and let’s find the right value for your trip.
View Travel DealsClient Experience
What Clients Are Saying
★★★★★
“Jason makes the whole process easy and fun. He listens, gives great advice, and handles all the details. Our trips are always amazing!”
— Michelle T.Travel Inspiration
Postcards From the Hawaiian Shirt Guy
Destination ideas, practical travel tips, planning advice, stories, and occasional special offers—delivered with a little personality.
Join the ListYour Next Adventure
Where will your next adventure take you?
Whether you’re dreaming of an Alaskan cruise, a Scottish castle, a relaxing Caribbean escape, or someplace you’ve never considered before, I’d love to help you plan a trip that’s every bit as memorable as the destination.
Let’s Start the Conversation