An independent affiliate of Virtuoso.

Kaitlyn Heads

Kaitlyn believes the best kind of transformation happens with a passport in hand. Whether she's designing romantic getaways for couples who need to remember why they fell in love, or leading women to tackle change with boldness on a Reclamation group trip, she's all about creating experiences that stick with you. But here's what really fuels her: showing her two young daughters that women can explore the world on their own terms—no permission required. 

At home in North Carolina, you'll find her up before the sun (5am crew!), devouring a good book, and juggling all the elements of single motherhood with the kind of caffeinated determination you can only find in an Enneagram 7. She's a planner who truly loves the details and she's convinced that the right trip at the right time doesn't just change your perspective, it changes who you become.

Travel Advisor

"The trip was perfection. The entire family loved the hotels, meals, tours and excursions. Molly did an excellent job of creating a vacation that my husband and I, my teenagers and my parents would enjoy! Not an easy job! I will use her for all our future adventures!! I can not thank you enough for your part in creating such beautiful family memories."


Happy travelers

"Molly listened to my needs and met each one. We took all of her recommendations and they were 100% exactly what we wanted. She answered all of my questions and was always available to help me!"


Happy travelers

work with Kaitlyn

Follow the adventure!

@explorateurtravel