About

John Maddox- A travel advisor that specializes in cruises and all-inclusive resort vacations.

How I Became a Travel Advisor

I’ll never forget my first cruise. After spending years in IT—constantly problem-solving, always “on,” never really disconnecting—I finally took a week to sail the Caribbean. One evening, standing on the deck watching the sun drop into the ocean, something shifted. For the first time in a long time, I wasn’t thinking about work deadlines or the next fire to put out. I was just… there.

That trip reminded me what it feels like to actually relax. To wake up somewhere beautiful and not have a single thing on your to-do list. To let someone else handle the details while you just enjoy yourself.

That’s when I realized: this is what people need more of. Not just a vacation, but a real break. And I wanted to help make that happen.

So I left IT and became a travel advisor. Now, instead of troubleshooting systems, I’m planning getaways. And honestly? It’s the best career change I ever made.

Why I Focus on Cruises & All-Inclusives

 

After nearly 20 cruises and more all-inclusive resort visits than I can count, I’ve figured out what works—and what doesn’t. I know which cruise lines deliver the best value, which resorts have the best food, and which cabins to avoid (hello, directly under the pool deck).

I focus on cruises and all-inclusive resorts because they’re designed to make travel easy. Everything’s handled: your accommodations, meals, drinks, entertainment. You’re not nickel-and-dimed with surprise charges or left figuring out dinner reservations on vacation. It’s all taken care of, so you can focus on what matters—actually enjoying your time away.

My job is to match you with the right experience. Not the most expensive one. Not the one with the flashiest brochure. The one that fits your style, your budget, and what you’re hoping to get out of your trip.

John Maddox- A travel advisor that specializes in cruises and all-inclusive resort vacations.
John Maddox- A travel advisor that specializes in cruises and all-inclusive resort vacations.

How I Work With Clients

 

I keep things straightforward. We’ll start with a conversation about what you’re looking for—maybe you want a laid-back cruise with plenty of activities, or an adults-only resort where you can disconnect completely. I’ll ask the right questions, make some recommendations based on my experience, and handle all the booking details.

Once your trip is booked, I’m here if you need anything. Questions about excursions? Wondering what to pack? Want to add something last-minute? Just reach out. I don’t micromanage your vacation, but I’m available if something comes up.

My goal is simple: make planning easy so your vacation can be exactly what you need it to be.

Tropical Getaways Travel place picture
5.0
Based on 27 reviews
powered by Google
Eddie K profile pictureEddie K
16:01 09 Jan 25
We were seeking an all-inclusive vacation for my wife, our three daughters (ages 21, 18, and 11), and myself. It was essential to find a destination that offered something for everyone to enjoy. After sharing our requirements with John, he took the time to truly listen—and he absolutely delivered!

This was our daughters’ first trip abroad, so we wanted everything to go as seamlessly as possible. From the flights to the ground transportation and the incredible resort, every detail was flawlessly executed.

If you’re in search of a five-star travel agent, look no further than John. He’s simply the best!
Kathryn Myrick-Jones profile pictureKathryn Myrick-Jones
15:16 24 Jun 24
John was so helpful in booking our large group on a cruise and making sure we had rooms nearby with all amenities we needed. He was also super helpful in answering all of our first-time cruiser questions and helping us make decisions that worked for our group. We had a great vacation thanks to his help in planning ahead!
Collin Coyle profile pictureCollin Coyle
17:42 31 May 24
We received the most professional presentation of options before booking, and we scheduled with ease. We had a few travel glitches along the way, and our agent John assisted us more than we could have imagined. We will definitely be using him again!
Kristin LeAnne Lambert profile pictureKristin LeAnne Lambert
00:11 23 Mar 24
He was extremely helpful and made everything go smoothly for my honeymoon!!
Allison Wannamaker profile pictureAllison Wannamaker
12:31 27 Jan 24
John was extremely helpful (but not intrusive) as we planned our vacation to Cancun. A great resource.
Mary Beth Connor profile pictureMary Beth Connor
13:44 02 Oct 23
John was very helpful in planning our Alaskan cruise. Always available for questions or concerns.
Blake White profile pictureBlake White
20:07 01 Sep 23
I had the pleasure of recently working with John in the planning of a cruise for my bachelor party. As someone who had never previously been on a cruise, as well as part of a group of 10 guys which planning is not a strong skill of, John’s insight and knowledge was invaluable. John was patient and attuned enough to help us find a date and cruise itinerary which worked for everyone (not an easy thing to do with a large group). In addition to simplifying the booking and payment process, John also used his experience in traveling to offer extremely helpful recommendations. Throughout the whole process he remained highly responsive and available when any questions arose. All in all, we had an amazing trip and experience which we will not forget! John was a great help and I’m not sure if all of this would have been possible without him. I highly recommend working with John for any vacation or getaway needs!
Jeff Jones profile pictureJeff Jones
19:15 29 Apr 23
John was fantastic. I finally convinced my wife for us to go on a cruise. He created a great first-cruise experience for us. We are now discussing with John a cruise to Alaska. I know it's not a tropical destination, but John can still handle it. Call John if you are looking for a fantastic getaway experience!

My Promise To You

 

I’m not going to promise you the “trip of a lifetime” or tell you every vacation will be perfect. What I will promise is this: I’ll listen to what you want, recommend options based on real experience, handle the logistics, and be there if you need help.

Travel should feel like a break, not another thing to stress about. Let me take care of the planning so you can look forward to your vacation instead of worrying about the details.

Ready to start planning?

John Maddox- A travel advisor that specializes in cruises and all-inclusive resort vacations.

“Nobody can discover the world for somebody else. Only when we discover it for ourselves does it become common ground and a common bond and we cease to be alone.”

― Wendell Berry