Advisor - Ashley GillumWanderlust On A Whim logo

Ashley Gillum

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  • Based in icon

    Based in Where The Wind Comes Sweeping Down The Plains - Oklahoma

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Boutique Travel
Couples Travel
Beaches
USA Travel
Caribbean Travel

Our Story

My love for travel goes way back to my first adventure: SeaWorld in San Antonio (where I was fully convinced as a kid that we stole the rental car… oops). From family trips to Disney to college game days, once-in-a-lifetime adventures, and everything from solo escapes to sister getaways, I’ve been chasing new places and stories my whole life.

These days, I design thoughtful, boutique getaways that turn into core memories. Travel doesn’t just light me up, it resets me—and I want to help you feel that spark, too.

Travel Style

I design experiences that balance wonder with ease—where every detail is thoughtfully handled, yet there’s still room for those unexpected, awe-inspired moments. From flights and stays to curated local experiences, I take care of the details so you can fully enjoy the adventure. Think slow mornings, ocean air, elevated stays, and hidden gems that make your trip feel effortless from start to finish.

Because travel should do more than take you somewhere new—it should stay with you long after you return.

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Reviews (2)

7 months ago

Ashley was great to work with on this particular booking. We waited until the last minute and she was able to get us a nice hotel and a great location. Our travel plans were laid out for us and we didn't need to do anything extra. I would highly recommend her to any one for their travel needs

8 months ago

Working with Ashley at Wanderlust On A Whim made planning my Boston trip completely stress-free. She took care of everything from hotel bookings to insider recommendations that made my trip feel perfectly personalized.

After a hectic day of travel delays at LaGuardia, Ashley jumped in immediately and rebooked me on the next available flight. When I decided that driving in Boston wasn’t for me (wise choice!), she even helped return the rental car early and got my points refunded.

She went above and beyond securing a private tour of Fenway Park, recommending amazing restaurants (1928 Beacon Hill was a total home run!), and even planning my Salem attractions before I realized I needed to. Despite a government shutdown, she made sure I still had plenty to see and do by finding creative alternatives that matched my interests.

If you want someone who makes travel easy, fun, and truly tailored to you book with Ashley at Wanderlust On A Whim. She turns travel stress into pure wanderlust!

Travel ideas (2)

Travel photos

A sign that says, "welcome to backstreet scenic village anguilla".
Two palm trees on the beach during the daytime.
A plate of food sitting on a table.
View of the beach during sunset.
View of a mosaic ceiling in a building.