Twelve Things to do on your Trip to Oahu

In 2017, my corporate work brought me to San Francisco - which was already nearly halfway to Hawaii for me. So, after the conference, I jumped on a flight and made my way to Oahu. I had a fraternity brother…

Seven Adrenaline-Packed Adventures in New York for after the Quarantine

With the current events of 2020 - we are all chomping at the bit for not only normality, but some adventure as well. There are only so many ways you can let your imagination try to make a trip to…

The Ultimate Off-Season Oregon Road Trip – Roulette Travel Guide

The Pacific Northwest, specifically Oregon, is a wonderland of lush forests, towering redwoods, megalith and driftwood lined beaches, gushing waterfalls - and much more. But - with the incredible sights, come incredible crowds. Many places in Oregon are as busy…

Upstate New York – the Budget Friendly Alternative to a Winter Trip Out West

When many think of where to plan their winter trip, the popular destinations out west usually come to mind - Aspen, Lake Tahoe, Jackson Hole, Park City, etc. However, with this popularity, there also comes the high price - these…

Roulette Travel Guide: Getting to, thru (and outta) Cuba

For a long time, U.S. Citizens couldn't go to Cuba due to the longstanding embargo until changes were made that finally opened travel again in 2014. I feel fortunate to have made it to Cuba before more changes to our…

Roulette Travel Guide – 4 Days in Wyoming, Yellowstone and Grand Teton

In the years prior to this trip, I had heard the name Jackson Hole thrown around a few times in conversation - mostly in regards to epic skiing. I have sort of retired from skiing (after a long career of…

A Four Day Road Trip through Northern Spain

Prior to pulling out an atlas that had been collecting dust on my bookshelf, I had never even heard about Spain's Picos de Europa National Park.  Located just inland from Spain's northern coast, straddling the provinces of Cantabria and Asturias,…