About Trips by Jenny

Hi! I’m Jenny, your personal travel strategist (and lifelong wanderluster).

I believe travel should be joyful, effortless, and exactly the way you imagine it, not something you stress about scrolling, comparing, or researching alone. That’s why I started Trips by Jenny: to bring thoughtful planning and VIP treatment to travelers who want more than just a confirmation email.

As a certified Advanced Fora Travel Advisor, I combine industry expertise with insider access to craft trips that feel personal, whether you’re planning a beach escape, a family adventure, an all-inclusive vacation, or a bucket-list celebration.

I work with every type of traveler, from first-time explorers to seasoned travelers, but I specialize in:

All-inclusive resorts
Large group journeys
Family trips that balance fun for kids and adults

Booking with me means you get the same pricing you’d find online, plus time-saving expertise and added perks you won’t see on your own.

Let's Work Together!

I’ve always been the friend everyone turns to when planning the next big getaway. Scouting out hidden gems, curating perfect routes, and discovering local favorites doesn’t feel like work. It’s my passion. Traveling with friends and family taught me what works (and what doesn’t), and that real-world experience became the foundation for Trips by Jenny.

I started this business so that you can enjoy the thrill of travel, without the overwhelm.

Why I Do This

You tell me what you want. I turn that into an itinerary that fits your style, pace, and priorities.

Here’s what clients consistently tell me:

“Jenny handled everything — we just packed and showed up.”

“She knew the best places for our family.”

“We’ll never plan a big trip without her again!”

Those wins are why I love what I do. (And why I still get excited every time someone says “I’ve never thought of that!”)

How I Help You

What Clients Say

“Jenny was awesome and had everything done. All we really had to do was pack and show up. This is our second time booking through Jenny and will continue to book through her. Everything was so easy to understand and very organized which is important when taking 3 kids out of the country!

— Russell W. (Travel to Mexico)

“Jenny was fantastic at helping us book our trip. She listened to all of our wants and needs from the trip and gave us a few choices based off of them. She was there every step of the way to ensure everything went well with our travels and accommodations. I would highly recommend Jenny to help you book the trip of a lifetime for you!”

— Jamie D. (Travel to Mexico)

“Jenny was helpful when we reached with our selected itinerary and when we found potential savings opportunities she was able to act on our behalf with Royal Caribbean to get our pricing adjusted. Jenny was kind enough to surprise us with a dinner at a specialty restaurant which enjoyed immensely.”