Advisor - Cara Whitehill

Cara Whitehill

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  • Based in icon

    Based in Cincinnati, Ohio

  • Languages spoken icon

    English

Ask me about

Food & Wine
Outdoor & Nature
Luxury Travel
California
Europe
Midwest USA

My Story

I plan trips while I’m on trips. Preferably something unique, boutique, independent, and creative. I like to balance exploration with relaxation, followed by a good glass of whatever the finest local grapes or grains offer. Moments over checklists. And golf!

Travel Style

My favorite travel experiences are the ones you can’t script.

The gem of a restaurant you found accidentally when you got lost in Venice looking for the one in your guidebook. The impromptu post-wedding afterparty at the local beach bar run by neighboring fishermen in Colombo, Sri Lanka. Enjoying an AC/DC cover band at an Irish pub in Rome, Italy, where we had to duck in because of a sudden rainstorm. Wandering through Paris, and accidentally ending up in a street protest you thought was a parade...but ended up next to an amazing patesserie. Bumping into a work colleague in the Botanic Gardens in Buenos Aires. Bumping into golf buddies at the top of St. John’s Fortress in Kotor, Montenegro (1,300 steps!) and grabbing lunch with incredible Serbian & Croatian wines afterward. Getting a spontaneous full-day tour of Queensland, Australia, with a local couple staying at the same resort (and their charming kids!), wrapping up with an authentic Aussie barbie & cricket on the beach.

I love crafting amazing itineraries as much as the next inveterate traveler, and I also aim to leave room for those serendipitous experiences that make a trip truly magical. I’ll happily point you to some of my favorite spots and ones on my list that I’ve yet to check out, and your job is to be open to the other possibilities that a destination can lead you to!

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Reviews (1)

3 months ago

Cara was amazing. All I did was tell her the dates and the hotel and she took care of the rest. She was also available to answer a question I had while I was checking in, which helped me get settled quickly. I'll definitely be working with her again in the future.

Travel ideas (1)

Travel photos

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