Vermont private guided tours for travelers who believe the journey is just as important as the destination.

Vermont dirt road with autumn trees in colorful foliage

What Makes Us Different

Sure, you could plan your trip using the same top-10 lists everyone else does… but where’s the adventure in that? Vermont Wayfinders is for travelers who crave something more. The winding back roads, the tucked-away treasures, the stories you won’t find in a guidebook.

We take you beyond the usual stops, into Vermont’s quieter corners, where every turn reveals something unexpected. Our guided tours mix iconic sights with places that feel like your own little discovery—because that’s what makes a trip truly memorable.

If you love scenic detours, charming surprises, and the kind of experiences that make you feel like a local…

Welcome!

Your adventure begins here.

The Vermont Wayfinders Experience

Rural Vermont landscape with green field, dirt road, barn, and distant mountains under a blue sky.
A wooden covered bridge in Vermont with a yellow clearance sign reading "10'0"." Surrounded by trees with autumn foliage.
A gray horse standing in a Vermont grassy paddock, with a misty scene in the background. The tree behind the horse has orange and green leaves, indicating fall. A wooden fence is visible, enclosing the area.
  • Just you and your crew. No crowds, no rush. A relaxed, private adventure at your own pace.

  • The scenic route, always. Winding back roads, hidden nooks, and the kind of places you’d never find on your own.

  • Local know-how. Your guide isn’t reading from a script, they live in and love Vermont and know the best tucked-away treasures.

  • Your trip, your way. Every tour is tailored to your interests, because the best adventures aren’t one-size-fits-all.

Scenic Vermont autumn landscape with a calm river reflecting clouds, surrounded by trees with fall foliage and a forested mountain in the background.

Who We’re For

Our tours are perfect for:

  • Curious explorers who love scenic detours.

  • Couples & small groups looking for a truly unique and intimate Vermont experience.

  • Nature lovers & photographers who crave the beauty of unspoiled landscapes.

  • Independent travelers who enjoy exploring solo but want a local guide to unlock Vermont’s best-kept secrets.

Vermont sunset over Mount Ascutney and trees, with a pink and purple sky and scattered clouds.

Signature Vermont Guided Tours

Skip the cookie-cutter itineraries. Our Signature Vermont Guided Tours are all about you. Designed for small, private groups of 1-4 people, these day trips are fully customized to match your interests and travel style.

Want to wander through covered bridges, chase scenic landscapes, or sip your way through Vermont’s best craft breweries? We’ve got you.

Your personal guide will take the wheel, leading you down winding backroads, sharing local stories, and revealing the unexpected beauty that makes Vermont unforgettable. With a flexible schedule and insider expertise, this is the ultimate way to experience Vermont your way.

Historic Vermont covered bridge surrounded by autumn foliage and clear blue sky

Private Guided Tours

Not sure where to go or what to do? No worries, leave it to Vermont Wayfinders!

Our private guided tours are designed for travelers who want to experience the best of Vermont — both the iconic sights and the off-the-beaten-path treasures you’d never find on your own. Whether you have a few must-see spots in mind or just want to sit back, relax, and enjoy the ride, we’ll handle the details.

From winding back roads to charming small towns, every route is crafted for an unforgettable adventure. No planning, no navigating, no driving. Just pure Vermont magic.

With Vermont Wayfinders, your journey through Vermont will be full of unforgettable moments