Travel Advisor

Gray Grandy



  • Florida,
  • Caribbean,
  • Europe,
  • Luxury Travel,
  • Family Travel
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Travel Advisor Gray Grandy with her husband and son and brown/white arches behind.


I bring that "oldest daughter energy" to all aspects of travel planning. Let my OCD create your itinerary! Let me plan the perfect vacay for your discerning family (even if that is an age seven tyrant).

Home airports


My travel style

In high school, I won the 'I came, I saw, I conquered' award while on an eight week long Europe trip. To this day, I bring that energy to all my travels. Whether I am seeking the absolute best lounge chair and sunset to relax for a week or making sure no sight is missed, you can know that I will always go, see and conquer!

Favorite hotels

Recently returned from:

  • Seeking out the Sacred Valley in Peru. 

  • Lounging while avoiding parenting in Jamaica. 

  • Sharing tapas and sangria while managing my multigenerational family in Spain. 

  • Skiing (or maybe sliding) down the mountain in Jackson Hole.

Dreaming of:

  • Penguin Town in South Africa. 

  • Looking (but let us be clear, not hiking) at the Grand Canyon. 

  • Sunrise seeking at Angkor Wat. 

  • Floating over the Aegean in Mykonos.

One thing I can't travel without...

I will never leave without my sunscreen and a fantastic book.

Two truths, one lie:

  1. I ate guinea pig on the side of the road and did NOT get sick. 

  2. I've been detained by immigration in Spain and Jamaica.

  3. I worked on a dude ranch and cleaned Kim Kardashian's toilet.

Travel Advisor Gray Grandy with her husband and son and brown/white arches behind.

Travel Advisor

Gray Grandy

Get in touch with Gray

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

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