Ashley Gillum
Based in Where The Wind Comes Sweeping Down The Plains - Oklahoma
Wanderlust On A Whim
Ask us about
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.
Reviews (2)
Raye H.
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
Hannah H.
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!
Raye H.
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
Hannah H.
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)

The Ultimate Two-Week Scotland Itinerary
Scotland was more than a getaway—it was a full-body yes to adventure, courage, and curiosity. From misty castles to rain-soaked hikes and a literal bungee swing, every moment reminded me why solo travel is wildly worth it. I chose to share this destination because it challenged me, changed me, and reminded me of the power of wandering solo. The Highlands are calling—and trust me, you’ll never forget the way they answer.

The Ultimate Two-Week Scotland Itinerary
Scotland was more than a getaway—it was a full-body yes to adventure, courage, and curiosity. From misty castles to rain-soaked hikes and a literal bungee swing, every moment reminded me why solo travel is wildly worth it. I chose to share this destination because it challenged me, changed me, and reminded me of the power of wandering solo. The Highlands are calling—and trust me, you’ll never forget the way they answer.

A Single Girl's Weekend Getaway: Charleston, SC Guide
Charleston combines its history, lively culture and amazing food with the welcoming charm of the South. Its streets and historic landmarks tell stories of the past, while its iconic film locations keep it modern and captivating to make you feel like you’re stepping into a movie! From the Marketplace to unforgettable seafood feasts, Charleston offers something special and unique for everyone. Whether it's your first visit or your tenth, Charleston’s charm will have you coming back for more.

A Single Girl's Weekend Getaway: Charleston, SC Guide
Charleston combines its history, lively culture and amazing food with the welcoming charm of the South. Its streets and historic landmarks tell stories of the past, while its iconic film locations keep it modern and captivating to make you feel like you’re stepping into a movie! From the Marketplace to unforgettable seafood feasts, Charleston offers something special and unique for everyone. Whether it's your first visit or your tenth, Charleston’s charm will have you coming back for more.

The Ultimate Two-Week Scotland Itinerary
Scotland was more than a getaway—it was a full-body yes to adventure, courage, and curiosity. From misty castles to rain-soaked hikes and a literal bungee swing, every moment reminded me why solo travel is wildly worth it. I chose to share this destination because it challenged me, changed me, and reminded me of the power of wandering solo. The Highlands are calling—and trust me, you’ll never forget the way they answer.

The Ultimate Two-Week Scotland Itinerary
Scotland was more than a getaway—it was a full-body yes to adventure, courage, and curiosity. From misty castles to rain-soaked hikes and a literal bungee swing, every moment reminded me why solo travel is wildly worth it. I chose to share this destination because it challenged me, changed me, and reminded me of the power of wandering solo. The Highlands are calling—and trust me, you’ll never forget the way they answer.

A Single Girl's Weekend Getaway: Charleston, SC Guide
Charleston combines its history, lively culture and amazing food with the welcoming charm of the South. Its streets and historic landmarks tell stories of the past, while its iconic film locations keep it modern and captivating to make you feel like you’re stepping into a movie! From the Marketplace to unforgettable seafood feasts, Charleston offers something special and unique for everyone. Whether it's your first visit or your tenth, Charleston’s charm will have you coming back for more.

A Single Girl's Weekend Getaway: Charleston, SC Guide
Charleston combines its history, lively culture and amazing food with the welcoming charm of the South. Its streets and historic landmarks tell stories of the past, while its iconic film locations keep it modern and captivating to make you feel like you’re stepping into a movie! From the Marketplace to unforgettable seafood feasts, Charleston offers something special and unique for everyone. Whether it's your first visit or your tenth, Charleston’s charm will have you coming back for more.
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