Travel Advisor

Tiffany Starr Osby



  • Middle East,
  • Africa,
  • Group Travel,
  • Adventure Travel
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Advisor - Tiffany Starr Osby


The one who’s always ready to hop on a flight and go. I am very adventurous and outgoing. I love culture and trying new things.

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Home airports

Chicago O’Hare Airport.

My travel style

You can usually find me in search of destinations that are full of a cultural experience. I love destinations that are adventurous by day and relaxing with awesome views by night

Favorite hotels

Recently returned from:

  • Taking in the awesome views in Santorini, Greece.

  • Experiencing luxury in Dubai.

  • Hotel hopping in Egypt.

  • Feeding giraffes in Kenya.

Dreaming of:

  • All of Africa.

  • Qatar. 

  • Paris.

  • Bali.

One thing I can't travel without...


Two truths, one lie:

  1. I usually travel alone. 

  2. I swam with sharks in Dubai. 

  3. I was a millionaire in Kenya.

Advisor - Tiffany Starr Osby

Travel Advisor

Tiffany Starr Osby

Get in touch with Tiffany

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

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