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Welcome to The Globetrotting Teacher

Selfie in Essaouira Morocco along the Atlantic Ocean ramparts

About Jackie

Hi, I’m Jackie Sills-Dellegrazie and I’m so glad you’ve landed on my travel blog, The Globetrotting Teacher!

I started this blog in 2015 completely on a whim (“Hey honey, I think I’m going to start a blog today!”) with just a fierce love for travel, miles and points expertise, and absolutely zero clue how to build or run a website.

At the time, I was an elementary school teacher who used every last vacation day to travel across all 48 continental states and internationally. None of which would have been possible without the help of using points and miles to book award flights and award nights. (We all know what teachers make…ugh!)

But after 15 years of teaching and a travel blog that was growing faster than I could manage with a full-time job, I set off on my own field trip, so to speak. This adventure has taken me to 5 continents and 45 countries…so far, sometimes with my husband or family and many other times as a solo female traveler. And, along the way, I’ve also learned how to run a successful online business.

It hasn’t been all sunshine and roses, though! In 2020, the pandemic nearly wiped out everything I had worked to achieve both personally and professionally, as it did for so many others around the world.

Little by little, I’ve rebuilt and gotten back to traveling. This journey included building a digital course called Booking Award Flights Made Easy, redesigning the site, and working on a new site, Discover Northern Italy.

When I’m not traveling, I’m either in New York City where I work and live with my husband and love, Peter, or we’re off in northern Italy on our newest adventure…renovating a 200 year old house!

About The Globetrotting Teacher

My goal with The Globetrotting Teacher has always been to inspire and teach others how to travel more for less because travel has the power to open minds and hearts. They’re cliche but true, “Not all classrooms have four walls” and “Travel really is the best teacher.”

On the site you’ll find, expert, in-depth guides and detailed itineraries to help you discover new destinations, actively plan your own trips, & travel the world confidently. Using my points and miles know-how, I can also teach you how to make more travel possible for a lot less than you ever imagined with the help of credit card points, airline miles, and hotel points.

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