
Kerry Rupp is the owner of Holiday Golightly; your ultimate Girlfriend Getaway resource. They take the research and planning out of your busy hands and book fantastically unique getaway trips that match your group’s interests and style. In addition, their site is loaded with free advice, insider info, gossip and sleek trip tools – including the popular Divvy It Up tool that splits expenses after a trip. Here’s is what Kerry had to say about her fabulous business.
How would you describe your business in 3 adjectives or less?
Guaranteed Great Getaway
What are your most popular products or services?
The ladies love our trips to Tuscany & Umbria in the Italian countryside: lounging at the villa, joining a truffle hunt, taking cooking classes and indulging in an delicious dinner with wine pairings, prepared and explained by a local celebrity chef.
People may be surprised to know…
Girlfriend getaways represent four percent (4%) of all US travel spending. Only twenty-four percent of US women have taken a girlfriend getaway in the past three year but thirty-nine percent PLAN to in the next three years.
What was the inspiration or motivation behind starting your business?
A friend told me she and her sisters had the time, money and the inclination to take a girls’ trip together, but they just never got organized and did it – whereas she thought I could “write a book on the topic”. I realized I really could create a business doing what I was already doing for fun, and help women take much-needed trips that so many women neglect to do for themselves.
What mistake have you made in your business that you will not repeat?
Assuming that people will do what they say they’ll do. Actions speak louder than words.
How do you spend your free time?
Traveling, of course!
What is your indulgence?
A monthly massage with Moe at Milk + Honey Spa. (And who am I kidding? I’m constantly indulging myself with travel…)
Where is your favorite place to go with your girlfriends?
Martha’s Vineyard in the summertime, Vail in the wintertime!
Where is the best place to get a manicure and pedicure?
Polished – chic atmosphere, convenient to home!
Where is the best place to find gifts?
Sanctuary on Bee Cave – Hanna has fantastic taste and a beautiful assortment.
What is your favorite salon?
Still figuring that out – miss my stylist in Seattle ….
Where is the best place to buy shoes?
DSW … because with my darn 10-1/2 size foot, it’s not about which shoes I want, it’s about which brand even MAKES my size!
Where is the best place to buy clothes?
Boutiques, baby! I love the dresses at Maya Star in SoCo.
Who is the best local designer or artist?
Still learning …
What is the best gym or fitness club?
Town Lake Trail – great people watching and the leash free area where I can let the dog loose so she can run as fast as she can (which is way faster then me!)