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About Me

WHIMSICAL VACATIONS

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Hey, I'm Jenny Wespiser

Leisure Travel Specialist | Owner

I've always loved the feeling of having a trip to look forward to—the anticipation of discovering somewhere new, finding the little restaurant you'll still be talking about months later, settling into a beautiful hotel after a day of exploring, or sitting on a beach with absolutely nowhere else you need to be.

For me, travel has never been just about seeing another place. It's about slowing down, experiencing something new, and making memories with the people you love.

I'm a mom to two boys, a lifelong traveler, a former special education teacher, and a Minnesota native. I love learning, exploring, and figuring out how all the pieces of a trip come together. And yes, I genuinely enjoy the planning part, too.

I love finding the right hotel. I love discovering a destination's hidden gems. I love figuring out how to experience a place without trying to do everything. And I especially love those little details that turn a good trip into a great one.

I've been fortunate to experience some incredible places, travel with my family, explore destinations on my own, and continually learn through my work in the travel industry.

Now, one of my favorite things is helping other people experience that same excitement—the anticipation, the discovery, the precious time with loved ones, the stories you'll bring home.

I'm Jenny, and I can't wait to see where your travels take you.

Global travel brands we partner with

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Testimonials

SOME KIND WORDS FROM MY CLIENTS

"Jenny was awesome to work with. We’ve never used a travel agent before but with planning a wedding, we just didnt have the bandwidth to take on booking a honeymooon halfway across the world. She listened to what we were looking for and provided just enough options to not make it overwhelming. Once we made the decision, she had everything set up and ready to go for us, mailed all important documents a week prior to travel and checked in to ensure we had all our questions answered. I felt rest assured about the honeymoon when planning a stressful wedding."

Tim, Illinois

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