Travel Advisor

Jesse Ilan



  • Puerto Rico,
  • Israel,
  • Adventure Travel,
  • City Travel
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Advisor - Jesse Ilan


Native New Yorker, photographer, distance runner and adventurer. I've worked and traveled in 50+ countries and counting. Love experiencing the world through food, culture, art and conversations.

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Home airports

Newark if I can help it, LGA and JFK if I have to.

My travel style

When it comes to travel, I'm a maximalist. I always prioritize a good view over extra luxuries and I try to experience as much local culture and cuisine as possible. I'm a major proponent of road trips in foreign countries and love exploring a new place by running, biking or walking – which usually helps burn off the many, many calories. I've spent the last year doing the digital nomad lifestyle in ten different locations, and have no plans of slowing down. I can go from the beach to the mountains to the city to dinner to dancing – all in a day's work.

Favorite hotels

Recently returned from:

  • Biking, running and eating my way through Italy. 

  • Surfing, yoga, and remote work retreat on Costa Rica's Pacific Coast. 

  • Hopping around cafes and eating tacos in Mexico City. 

  • Working, beach-ing it, eating, partying and sleeping in Tel Aviv.

Dreaming of:

  • Hiking in Patagonia and a week to recover sipping Malbec in Mendoza. 

  • Funky natural wine adventure through the Slovenian mountains. 

  • Moroccan adventure. 

  • Surf, eat, sleep and repeat in Bali.

One thing I can't travel without...

Camera and coffee.

Two truths, one lie:

  1. I spent five days hiking through the Colombian jungle and met friendly guerillas who let me hold their rifles. 

  2. I got into a high speed moped chase in Chiang Mai, Thailand. 

  3. I ate way too much pizza before going skydiving in Türkiye, and paid the price.

Advisor - Jesse Ilan

Travel Advisor

Jesse Ilan

Get in touch with Jesse

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

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