A Little About Us

Hello I am Cassondra. This is where I like to share my tips, tricks and tales from the road.

I have a 2 year old son and he travels with me, wherever we go, so far he’s been to 13 countries and counting. We’re mostly into island hopping, road trips and round-the-world travels.


The Back Story 

In 2014, I set a new life goal for myself. I wanted to see the world and my 9-5 job wasn’t allowing me the freedom to travel. Over a two week period, I sold everything I owned that wouldn’t fit in my car, paid off my lease, said good-bye to my job and set out to explore the world!

This lead to nearly 5 years of full time travel. Covering 3 continents, 20+ countries and half of the United States. 

For nearly a decade, I lived and worked on Mackinac Island for half of the year, from April to October. I spent summers on the most magical one-of-a-kind island in Northern Michigan. For the other 6 months of the year, like a Snow-bird, I went south. My winter home was in Jamaica.

The seasonal jobs on Mackinac Island, gave me the ability to travel full-time every winter. It was really an amazing opportunity, I would always recommend to anyone itchy to try something new! Unfortunately, I retired from Mackinac Island in 2018. Since then, my travels haven’t stopped! 

I always miss Mackinac Island and working at the hotels on the island, and plan to retire there some day. I am still just as passionate about traveling and exploring the world. 

I’m an open book when it comes to travel – I’ll drive, fly, cruise, dive – whatever it takes to get there. I feel the world is there to be discovered.

I’m glad you are here and I hope you find something useful to help you on your journey. If you have any questions, let me know, I’d love to help however possible.



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