Most trips to Vermont don't go wrong because people didn't do the research. They go wrong because the internet (yes, even you, Claude) gives everyone the same tired advice.
I know the roads, the timing, and the stops that don't show up on the Top 10 list. You just show up and have fun.
Request my tour datePrices start at $800 for the day, plus tax.
Why Vermont trips are tough to plan
Planning a day in Vermont should feel exciting. Instead, it often feels overwhelming.
Too many "must-see" lists. Untrustworthy opinions of what to do on social media. Routes that look simple online but waste hours in real life. Crowded stops that feel anything but special.
Vermont looks easy on a map. The roads around Woodstock, Killington, Ludlow and Weston don't behave the way Google suggests and the most "popular" stops are often the most crowded and least memorable.
Vermont is totally worth doing right.
Let me help you have an incredible time visiting this beautiful state.
In their own words (don't just take my word for it!)
"There is just no way we could have experienced such beautiful sites on our own."
"I was also glad to have one day where I was not in charge of the itinerary!"
"This was hands-down one of the best day tours I've ever taken and I travel a lot. It felt personal, special, and completely unique."
"We had a particular type of tour in mind and Aimee delivered perfectly."
"Aimee took us on backroads, through covered bridges and allowed for multiple photo ops while providing expert knowledge of the area. This was a 5 star experience."
"We would highly recommend her tour to anyone looking for a relaxing, fun, enlightening, and memory-making day in Vermont."
Here's what a great day in Vermont actually feels like
Instead of rushing from stop to stop, your day flows.
Instead of second-guessing the next turn, the route makes sense.
Instead of fighting crowds, you find quiet stretches that feel like the real Vermont.
You tell me what you love. I handle the rest: the timing, the route, the backup plans for when a spot is busy. You get quiet bridges, open views, and stops that actually earn their place in the day.
No guessing. No rushed stops. No parking challenges. Just a day that feels unhurried from start to finish.
- The drive feels scenic, not strategic
- The timing works with the day, not against it
- Every stop earns its place
- You experience Vermont instead of managing it
Here's how it works
Step 1 Tell me your date and what kind of day you're after
Step 2 I build a private route around your interests
Step 3 Relax. Ride shotgun (or in the back seat). I'll take it from there.
What every tour includes
- Private tours only. No mixed groups, ever.
- A custom route built around what you actually want to see.
- Timing designed to avoid crowds and traffic.
- Pacing that adjusts as your day unfolds.
- Photo stops no one else has on their Instagram.
- Local stories that bring each stop to life.
- A private Ford Bronco. Comfortable, capable, and genuinely fun to ride in.
- Pickup and drop-off included.
Who is a day with Vermont Wayfinders for?
Not every traveler wants the same thing from Vermont. But there's a common thread. You'd rather experience the day than manage it.
- The planner in the group who wants one day where they're not managing every decision.
- Repeat visitors who've done Woodstock and Quechee and want something deeper and quieter this time.
- Couples and small groups looking for a day that feels genuinely personal, not packaged.
- Photographers who care about light, timing, and being in the right place at the right moment.
- Solo travelers who love exploring but want a local to unlock the corners Vermont doesn't advertise.
Ready for a Vermont day that actually feels like Vermont?
Private. Thoughtfully planned. Designed around you.
No guesswork. No rushed stops. No crowded tour buses.
Pricing for a full-day tour starts at $800 for your whole group, up to 4 people.
What this covers: a private Bronco and guide for the day, a route built around what you want to see, pickup and drop-off, local stories at every stop, and the timing worked out so you're never rushed or stuck in a crowd. No per-person pricing. No add-ons you didn't ask for.
Still deciding?
Take the Vermont Anchor Day Quiz and see what kind of Vermont day is right for you.
