Let’s hit the trails!
Hike with Cliff offers personalized hiking adventures in the Catskills, Gunks, and Hudson Valley for private groups, corporate teams, and anyone ready to explore with expert guidance. From easy nature walks to challenging climbs, create unforgettable memories and capture amazing photos with a NY State licensed guide who loves sharing his favorite trails.
Our Hikes
Open Group & Private Hikes
Join up with others on an open group adventure or plan your own private hiking experience. You’ll climb to cascading waterfalls, stop by epic vistas and take in the beauty of the Catskills or Gunks, depending on your location.
Corporate Adventures
Work with Cliff to plan a custom team-building experience for your employees and colleagues. We’ll craft an adventure that’s right for your group, including end-to-end logistics and transportation, if needed.
Engagement Experiences
Choose a setting as meaningful as the moment. We’ll guide you on a curated hiking experience that leads to the perfect proposal—complete with planning, location scouting, photography, and every detail handled with care.
Every Hike Includes
Equipment
to tackle the trails safely.
Snacks
to keep you fueled up for adventure.
Photography
to capture memories and epic views.
Meet Cliff
Cliff is a NY State licensed hiking guide (Badge #9454) and wilderness first responder based in the Hudson Valley and Catskills. A California native turned Upstate New Yorker, he’s explored extensively across Latin America, New Zealand, and the Western United States.
When he’s not leading hikes, you’ll find him playing pickleball, paddling local rivers, or slinging drinks at a neighborhood bar. Cliff lives at the base of the Shawangunks with his wife, Dani, and their goldendoodle, Pancho.
