Travel Advisor

Advisor - Jon Herlihy

Jon Herlihy




  • London,
  • New England,
  • Italy,
  • Japan,
  • Luxury Travel,
  • Arts & Culture

Based in

Bay Area & Boston

Profile details


If travel planning were an olympic sport, I’d be going for gold. For 15+ years I obsessed over the details as a Marketing Director in Tech, and now I’m taking my passion for travel full-time.

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Travel style

Once I have a destination in mind, I map out the top sites and activities, best hotels, and of course, restaurants. I choose hotels based on central location, value (price & perks) and unique experiences they offer. My ultimate city travel day: free breakfast at the hotel — then off to explore museums, cafes, and...the unexpected. Meet up with old friends for dinner or a show, and top it off with a nightcap in the lobby bar. Ultimate beach vacation? Watching the waves with a coconut drink in one hand and a mystery book in another.

Contact me if you have an upcoming trip and want to explore how to travel like a pro.

Jon 's travel guides & trip reports

Favorite hotels

Jon 's travel photos

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Jon 's reviews

Jon was very proactive and called ahead to ensure all of my needs were met. I was able to get early check in and the two rooms I booked were located together. I received a nice welcome note and got $100 resort credit with $60 breakfast credit. Exceptional service.

Fantastic! Courteous, thorough, prompt, responsive. Personable, patient, polite. I could go on.

Jon replied to my request right away and was not only able to find me this amazing option in Petaluma but was well within my budget. Jon was great to work with, happy to offer recommendations and since he is an avid traveler, went above and beyond to make sure I would have a great trip planned. I would definitely book with him again!

Get in touch with Jon

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

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

Advisor - Jon Herlihy

Travel Advisor

Jon Herlihy