Guided Hiking
Winter Ice Hiking Adventure
Step into a winter wonderland of frozen waterfalls, frosty caves, icicles and much more on this one-of-a-kind adventure.
Caves and Cracks Adventure
Explore the caves, cracks and crevasses created within the dissected plateau of the Catskills.
Waterfall and Valley Adventure
See why over 300 guests have enjoyed this classic adventure.
Abandoned Plane Crash Adventure
Hike and climb to panamoric mountaintop views – and the site of a plane crash.
Bachelor and Bachelorette Parties
Add some adventure to your bachelor or bachelorette plans.
Proposals & Engagements
Ask the big question in a place you will both remember forever.
Cliff Jumping Adventure
Enjoy an adrenaline cocktail with a jump from a 25 foot waterfall.
Corporate Events/Teambuilding
Bring the team closer together through an invigorating retreat day.
Sponsors
RHIP Packs
Click to learn more about the RHIP Modular Backpack system!
Kahtoola Microspikes
Completing my hikes in the winter would not have been possible without Kahtoola Microspikes.
Jackery USA
Jackery’s battery pack is the foundation of the power system for my van build.
Sunglass Warehouse
To read more about Sunglass Warehouse’s sponsorship of Roulette Travel, read our blog post here!
Recent News
Roulette Hike Review – Indian Head Mountain Loop – Catskills Park
Overview When most hear of the hike “Indian Head” – they quickly conjure thoughts of the Adirondack hike with spectacular mountain and valley views. But – there’s a lesser trafficked Indian Head in the Catskills, and some (okay myself) could…
Building "Big Jenny" – the $7,500 Shuttle Bus Tiny Home
Lets get a few things out of the way, before the pictures become a little misleading – as of now, Big Jenny the Shuttle Bus Tiny Home is living a stationary life in Upstate New York. While she technically is…
Roulette Travel Review: Glamping at an Old Zoo Near the Catskill Mountains
“Glamping” is a recent phenomenon that has brought together some of the luxuries of a hotel stay, with the natural setting and simplicity of camping. I had only ever experienced this one other time through Fancy Camps at a music…
Is AWD (All-Wheel Drive) a Necessity for Winters in the Northeast?
To save you some time – and money – the short answer is NOPE! But, you might need snow tires. There are pros and cons to each type of vehicle, and after living through winters with both a front-wheel drive…
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…
How to Reduce (or even Eliminate) the Pesky AirBnB Cleaning Fees
We’ve all had it happen – you find a perfect spot to stay, and it looks like its right in your budget. Then, when going to confirm your reservation – you see that astronomical cleaning fee. Okay, so in reality…
