Travel Advisor

Caitlyn Cronin in a brown jacket

Caitlyn Cronin




  • Hawaii,
  • London,
  • City Travel,
  • Food & Wine

Based in

Chicago, IL

Profile details


Flight attendant. Travel enthusiast. Wine lover. Foodie. Cat mom. Sports fan.

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Travel style

Hi! I’m Caitlyn (or Caity)! I am a seasoned traveler who has been exploring the world since birth. Infused with a passion for travel from a young age, I bring a lifetime of globetrotting experiences to my role as your travel advisor. With a deep understanding of diverse cultures and a keen eye for unique destinations, I am dedicated to curating unforgettable getaways tailored to your needs.

I have a deep love for crafting custom itineraries. With meticulous attention to detail, I weave together the perfect blend of destinations, activities and experiences, ensuring each trip is a seamless and personalized adventure, along with making sure you are eating some seriously good food along the way!

Caitlyn's travel guides & trip reports

Favorite hotels

LondonHouse Chicago, Curio Collection by Hilton

Luxury property in a 1920s high-rise building with relaxing rooms offering river views.

Sheraton Grand Tel Aviv

Where modern elegance and beachfront luxury redefine your coastal escape.

Caitlyn's travel photos

Posing for a photo on the street

Get in touch with Caitlyn

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

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

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Caitlyn Cronin in a brown jacket

Travel Advisor

Caitlyn Cronin