Travel Advisor

Advisor - Jon Herlihy

Jon Herlihy

He/Him

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Expertise

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

Based in

Bay Area & Boston

Profile details


About

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

Jon 's reviews

Booking with Jon Herlihy for my Napa Valley trip was the best decision I could have made! Jon was attentive, responded quickly, and was very knowledgeable about the property and area I was staying in. Jon booked my accommodations, which included a ton of extra great perks such as early check-in, resort credit, and daily breakfast at the restaurant which was outstanding. Jon made sure I had everything I needed in the weeks and days of my trip. He had a welcome gift waiting for me in my room upon arrival which was such a sweet surprise, it was a great bottle of wine and a crudités platter. Jon also helped me arrange my chauffeur service, and the company he recommended was top-notch. I can’t thank Jon enough for his expertise, professionalism, and dedication to making this a great experience for me. I will be booking with Jon again for my future trips.

We had the pleasure of working with Jon to book our recent cruise with Virgin Voyages, and we couldn’t be more impressed with his service. From the moment we reached out, Jon was incredibly attentive and knowledgeable, guiding us through the entire process with ease. He answered all our questions, provided valuable recommendations, and made sure we had everything in place for a smooth booking experience.

Jon’s personalized approach made us feel confident and excited about our trip. He was always available to assist with any concerns, ensuring that we were well-prepared and well-informed every step of the way.

Thanks to Jon, our cruise with Virgin Voyages was absolutely unforgettable. We highly recommend him to anyone looking for a reliable and professional travel agent who goes above and beyond!

There is no one better than Jon Herlihy when it comes to helping our family determine our travel plans. He takes the time to get to know his clients both personally and professionally and provides us with several luxurious (or more reasonable) options depending on our preferences! His love of travel proves to also be a huge help to me when thinking of destinations for myself and my husband as well because we can always trust his recommendations and beautiful photos he posts and shares with his followers. We head to Europe this summer and can’t wait to visit the hotels he has booked for us! Jon is one of a kind and we are so lucky to have found him.

Jon was fantastic to work with. Willing to hear my suggestions and together with his ideas we had a wonderful trip. No problems with hotel or tickets. I definitely will reach out to Jon 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