Travel Advisor

Kaitlan Leonard



  • South Africa,
  • Kenya,
  • Tanzania,
  • Peru,
  • Argentina,
  • Thailand,
  • Singapore,
  • Maldives,
  • New Zealand,
  • Australia,
  • National Parks,
  • Europe,
  • Luxury Travel,
  • Adventure Travel
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Advisor - Kaitlan Leonard


A food and wine lover, adventure junkie and travel addict. I've been to over 35 countries across six continents. I specialize in curating bespoke luxury experiences outside of the ordinary.

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Home airports


My travel style

My travel style is a mix between luxe and adventure. I love a beautiful resort with a view, as long as it's in close proximity to where all of the action is. By day, I'm likely exploring by hiking, diving, ice climbing or bungy jumping, just to name a few. I'll then end the day by having a relaxing evening at the newest top restaurant or by enjoying a cocktail at a local speakeasy. I love planning multi-country trips where there's an opportunity to spend the frontend exploring and then finish up at a relaxing beach destination.

Favorite hotels

Recently returned from:

  • Scuba diving in the Great Barrier Reef. 

  • Hiking in New Zealand. 

  • Wine tasting in South Africa. 

  • Seeing the Big Five on Safari in Kenya.

Dreaming of:

  • Tasting my way through Portugal.

  • Glacier trekking in Patagonia. 

  • Exploring and relaxing on Easter Island. 

  • Diving the Galapagos Islands.

One thing I can't travel without...

Scuba diving mask.

Two truths, one lie:

  1. The only continent I haven't been to is Antarctica. 

  2. All of my flights have been on points in 2022. 

  3. My first time on a plane wasn't until high school!

Advisor - Kaitlan Leonard

Travel Advisor

Kaitlan Leonard

Get in touch with Kaitlan

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

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