Italy Travel Expert Madeline Jhawar

Italy Travel Expert Madeline Jhawar

I grew up mainly in Edmonton, Canada, but spent about 5 years living in Italy

I have also lived in Brussels, Stockholm, Milan, Vancouver, New York, Boston, Chicago, and San Francisco. (I define “lived” as having spent at least a year in the place.) I have a Linguistics degree from Queen’s University, Canada and spent 8 years at Arrow Electronics in international operations. My husband is British-Indian and we have 2 kids (who describe themselves as “half British, half Indian, half Canadian and half American.”).

Italy and I go back a couple decades. I visited Italy for the first time as an exchange student for a year after high school. It was a tough year and it was a fantastic year. I learned to speak Italian so well that when I started University back in Canada, I finished all the Italian courses in my first year and then worked as an Italian teaching assistant at the University for the remaining 3 years of my degree.

This is me in 1990 when I went to high school in Monza

Tour Guide in Italy

After graduation, I got a job with the hiking and biking company, Butterfield & Robinson, and led travelers on week-long biking and hiking tours in Tuscany, the Veneto, Parma, Italian Lakes, and the Cinque Terre. To them, my co-guide and I were the face of the company, their translators, van drivers, guides-on-a-bike, luggage haulers, and bike mechanics. I led wine tastings and castle tours and was, in general, problem-solver extraordinaire.

This is me working on the bike when I worked as a guide for Butterfield & Robinson

Expatriate Assignment in Milan

While biking in Tuscany, one of the B&R clients offered me a job in international operations at Arrow Electronics. I ended up working for her for over 8 years. After being trained in NY and doing an assignment in Stockholm, I moved back to Italy – to Milan this time. I found an apartment right near Piazza Duomo and worked as Southern European operations manager, for 2.5 years.

This is me in Sicily in 2002

Founder of Italy Beyond the Obvious: 2008

Italy Beyond the Obvious started in August of 2008, when friends of friends told me they’d be happy to pay for a trip planning service. As soon as you work as a tour leader in Italy, everyone wants advice. So I’d been planning trips to Italy for friends and family since about the mid-1990′s , and until August of 2008 I wasn’t charging for them. But when I started spending time getting to know my travelers in order to make good recommendations, I realized that it was much more time-consuming compared to doing it for friends I already knew well. People said they’d be happy to pay for such a valuable service and thus Italy Beyond the Obvious was born. I have had more work than I can handle ever since.

After more than 15 years of helping family and friends create Italy vacations, in 2008 I gave some thought to my travel philosophy, my product, my business model, and my fees, and set up a website and business for Italy Beyond the Obvious.

Read our interview about experiential travel with TravelDew


Here’s a full list of podcasts that I’ve been a guest on.


Here’s a full list of articles that I’ve written.

Client Testimonials

"We had a wonderful trip! We did so many amazing things and experienced many wonderful places yet never felt like..."

"We thank you so much for all you gave us, guided us to, arranged for, and detailed for us. Not..."

"We are in love with Venice and the Dolomites. The ski adventure was amazing and beyond anything we could have..."

"Absolutely everything that you planned went off without a hitch. Every tour, every restaurant, every train and activity came through..."

"Thank you again from all three of us for your help in planning such a delightful trip. I know that..."

"Madeline carefully planned a fabulous, personalized 19 day itinerary (Lake Garda, Dolomites, N/S Tuscany, Rome) that enabled us to be..."

Read More Client Testimonials

Italy Advice & Tips In Your Inbox

Italy Advice & Tips In Your Inbox

Italy Advice & Tips In Your Inbox

Join our mailing list to get the free Driving In Italy eBook

Your name(Required)

Going Somewhere Other Than Italy?

The Travel Expert Network

Check out the Travel Expert Network where you’ll find Certified Travel Experts™ like us ready to plan custom bucket trips for you all over the world!

Visit the Travel Expert Network →

Office Locations

San Francisco
+1 773 621-3024
Contact San Francisco

+39 320 028 6827
Contact Milan

+39 331 222 2349
Contact Rome

Free Driving In Italy eBook
Start Dreaming About Your Next Italy Trip

Start Dreaming About Your Next Italy Trip

Subscribe to our newsletter.

Your name(Required)