Trans Vermont Expedition

Adventure Like Never Before – Trans Vermont Expedition 2026
The Trans Vermont Expedition 2026isn’t just a trip—it’s a rite of passage for East Coast overlanders. This iconic, fully guided, point-to-point journey takes you deep into the heart ofVermont, challenging both driver and machine while showcasing the raw beauty and character of the Green Mountains.
Designed and led by Ridgeback Guide Service, this expedition strings together Vermont’s legendary Class IV roads, remote forest corridors, and scenic backroads into a purpose-built adventure that rewards skill, preparation, and curiosity. Each day delivers technical driving, immersive scenery, and the kind of discoveries that only come from traveling the long way through the backcountry.
This is the trip that defines RGS—equal parts challenge, exploration, and authentic Vermont culture.
What’s in Store
-Class IV Roads
Put your overland setup to work on Vermont’s famous Class IV roads—mud, rock, ruts, and elevation changes that test traction, line choice, and driver confidence. These routes are rugged, rewarding, and unforgettable.
-Hidden Gems
Experience the Vermont most travelers never see: secluded swimming holes, forgotten historical sites, charming country stores, and select brewery stops that reflect the independent spirit of the state.
-Camping Bliss
Each night brings a new campsite and a new view—remote forest clearings, mountain valleys, and quiet corners of the state where campfires crackle and stories flow freely.
-Unexpected Delights
No Vermont expedition is complete without the classics. Expect impromptu maple creemee stops, locally sourced provisions, and those small, unplanned moments that turn a great trip into a legendary one.
The RGS Experience
The Trans Vermont Expedition is built for drivers who want real off-road travel, not parking-lot trails. While not an extreme rock-crawling event, this trip demands capable vehicles, attentive driving, and a willingness to get a little muddy. In return, you’ll gain confidence, skill, and a deep appreciation for Vermont’s backcountry—guided every mile by professional RGS instructors who know these roads inside and out.

Group size is intentionally limited to preserve access, safety, and the quality of the experience.
Why This Trip Sells Out