Travel Advisor

Heather Below


  • Spain,
  • Mexico,
  • Solo Travel,
  • Boutique Travel
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Advisor - Heather Below


I am the CEO of three young men and a dog mom. Chicago-based, but love jet setting and discovering new places to get lost.

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Home airports

PIA for early morning. ORD for everything else.

My travel style

I never really had the opportunity to travel before I had children. I wanted so badly for them to have that experience, so I made a point to travel with them often. This leaves me with a lot of family friendly traveling expertise. The last five to seven years, however, I’ve become a seasoned solo traveler with expertise in luxe adventures and unique stays. Beautiful beaches, gorgeous pools and epic views are always included.

Favorite hotels

Recently returned from:

  • Ziplining and yoga flows in Costa Rica. 

  • Wandering the cobblestone streets of old Barcelona for 10 days. 

  • Sunbathing at Pablo Escobar's abandoned villa-now-turned-boutique-hotel in Tulum. 

  • Hiking the red rocks of Sedona.

Dreaming of:

  • Cape Town.

  • Bangladesh. 

  • Cappadocia.

  • Phuket.

One thing I can't travel without...

My iPad.

Two truths, one lie:

  1. I tore my ACL playing in the waves in the Bahamas. 

  2. I jumped out of a plane in North Shore, O'ahu. 

  3. A live sloth was found in my carry on when returning from Costa Rica and I had no knowledge of how he got there.

Advisor - Heather Below

Travel Advisor

Heather Below

Get in touch with Heather

Reach out to customize and book your own experience. Or, just to chat about travel in general.

You can normally expect a response from Heather within a business day or so. You'll also be subscribed to our travel newsletter (you can unsubscribe at any time).