Guided Hiking
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.
Mountaintop and 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
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…
Roulette Travel Catskills Cleanup Day – Saturday November 2, 2019
The Catskill Mountains offer a serene escape to millions of people throughout New York and the Northeast – and for the most part, is well maintained under the principles of “Carry In, Carry Out” and “Leave No Trace.” Unfortunately, due…
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…
New Roulette Travel Silver Sponsor: Sawyer Products!
There’s an old saying that “its better to have one and not need it, than need one and not have it” – and thats my mentality towards water filters when hiking and especially when traveling. I’ve been using the Sawyer…
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…
Roulette Hike Review – Thomas Cole Mountain
Hike Details Region: Catskills State Park, Upstate New York Trailhead: East Jewett, NY 12424 Approximate Round Trip: 6 Miles Approximate Elevation Gain: 2,200 ft. Exertion Level: Moderate Technical Level: Easy Recommended Footwear: Hiking Boots No water sources after first 1/2…
