Jessica Wilson

Ask me about

Family Travel

Arts & Culture

Food & Wine

United States

Europe

Disney

My Story

Here are three things that light me up and influence my travel style.

Learning and curiosity: I’ve been curious about the world since I was a kid traveling the world as part of a military family. Nothing lights me up like learning something new.

Geologist: I have a Master’s degree in geology and worked as a geologist in the energy industry for 10 years before leaving to be home with my young sons.

Classically trained chef: I’ve loved cooking since I was a kid. I went to culinary school & later worked as a personal chef. Savoring local food and wines is always a must for me while traveling.

Here are three things that light me up and influence my travel style.

Learning and curiosity: I’ve been curious about the world since I was a kid traveling the world as part of a military family. Nothing lights me up like learning something new.

Geologist: I have a Master’s degree in geology and worked as a geologist in the energy industry for 10 years before leaving to be home with my young sons.

Classically trained chef: I’ve loved cooking since I was a kid. I went to culinary school & later worked as a personal chef. Savoring local food and wines is always a must for me while traveling.

Travel Style

For travelers who care about where they go, how they experience it, and why it matters—without doing all the work themselves.

This isn’t about rushing from highlight to highlight or choosing a destination because it’s trending.

This is for you if:

1. You want travel to feel intentional, not rushed or checkbox-driven
2. You care about where you go—the place, the culture, the people—not just the hotel
3. You value how you experience it: paced well, thoughtfully layered, something for everyone in the family and aligned with your interests
4. You’re curious about the why behind a destination and want context, not just logistics

5. You don’t need endless options—you want them to be thoughtfully chosen & clearly explained so you can choose with confidence

For travelers who care about where they go, how they experience it, and why it matters—without doing all the work themselves.

This isn’t about rushing from highlight to highlight or choosing a destination because it’s trending.

This is for you if:

1. You want travel to feel intentional, not rushed or checkbox-driven
2. You care about where you go—the place, the culture, the people—not just the hotel
3. You value how you experience it: paced well, thoughtfully layered, something for everyone in the family and aligned with your interests
4. You’re curious about the why behind a destination and want context, not just logistics

5. You don’t need endless options—you want them to be thoughtfully chosen & clearly explained so you can choose with confidence

Stay connected

Reviews (5)

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Christopher S.

travel by cruise

3 months ago

This was our first time working with Jessica, but it certainly won’t be the last! She was incredibly organized, communicating every upcoming date to keep us on track, but where she really shined was in the details. She proactively suggested magical touches we didn’t even know existed—like booking a call from Mickey Mouse to get our boys excited for the cruise! We were also blown away by the unexpected onboard credit and the adorable customized character magnet for our stateroom door. Jessica truly went above and beyond to make our trip special.

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Christina A.

travel to Portland

6 months ago

Jessica was great! She did loads of research prior to making a recommendation, making sure the place we stayed would be a good experience.

M

Mary S.

travel by cruise

6 months ago

Helped us book exactly what we wanted. Kept in touch with us to ensure we were aware of important dates. Answered all our questions in a timely and knowledgeable manner.

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Luke W.

travel to Italy

9 months ago

Jessica knocked it out of the park with her recommendations and service!

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Michelle B.

travel to Texas

a year ago

What really made this trip stand out was Jessica’s attention to detail. She took the time to really listen to what we were looking for and mapped out a thoughtful and personalized itinerary. Her recommendations on dining and local activities were spot-on—we discovered places we probably wouldn’t have found on our own!

If you're looking for someone who genuinely cares about crafting a great travel experience, I highly recommend working with Jessica. I’ll definitely be booking future trips with her!

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Christopher S.

travel by cruise

3 months ago

This was our first time working with Jessica, but it certainly won’t be the last! She was incredibly organized, communicating every upcoming date to keep us on track, but where she really shined was in the details. She proactively suggested magical touches we didn’t even know existed—like booking a call from Mickey Mouse to get our boys excited for the cruise! We were also blown away by the unexpected onboard credit and the adorable customized character magnet for our stateroom door. Jessica truly went above and beyond to make our trip special.

C

Christina A.

travel to Portland

6 months ago

Jessica was great! She did loads of research prior to making a recommendation, making sure the place we stayed would be a good experience.

M

Mary S.

travel by cruise

6 months ago

Helped us book exactly what we wanted. Kept in touch with us to ensure we were aware of important dates. Answered all our questions in a timely and knowledgeable manner.

L