Travel Advisor
Jon Herlihy
He/Him
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
Complete Three Day London Itinerary
Planning a Destination Wedding on Cape Cod
Favorite hotels
Corinthia London
Unrivaled luxury London hotel with elegant style, complimentary English breakfast and panoramic penthouses.
Fora Perks
- ★
Breakfast daily.
- ★
Upgrade & extended check-in/out whenever possible.
Castello di Casole
La dolce vita brought to life on 4,200 acres of fairytale Tuscan countryside.
Fora Perks
- ★
$100 food / beverage credit.
- ★
Breakfast daily.
- ★
Upgrade & extended check-in/out whenever possible.
Bernardus Lodge & Spa
A true Wine Country escape in Carmel, with oversized suites and standalone villas, plus a lauded farm-to-table restaurant.
Fora Perks
- ★
$100 USD equivalent Resort or Hotel credit to be utilized during stay
- ★
Daily breakfast credit of $30 per person, for up to two guests per bedroom
- ★
Upgrade on arrival, subject to availability
The Upper House
Chic hotel in a high-rise building with modern suites and city views.
Fora Perks
- ★
$100 hotel / resort credit.
- ★
Breakfast daily.
- ★
Upgrade & extended check-in/out whenever possible.
Jon 's travel photos
Jon 's reviews
Working with Jon was so easy and helpful. He sent us an itinerary ahead of time. Followed up several times to make sure we were all set. By booking with Jon we were also upgraded to the one bedroom suite which was such a special treat. Jon is communicative, always available to answer questions, and had great recommendations. I look forward to booking my next trip with Jon!
- Jennifer S.
Booked travel to California
- May 2024
Jon is always a practical planner and makes booking so easy. He’s willing to take calls anytime and checks to ensure you received your benefits.
- Jonathan C.
Booked travel to San Francisco
- May 2024
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.
- Joey M.
Booked travel to California
- March 2024
Fantastic! Courteous, thorough, prompt, responsive. Personable, patient, polite. I could go on.
- Sidney B.
Booked travel to California
- December 2023
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).