Vermont Sampler Guided Tours

Big on Adventure, Small on Time

Want to see the best of Vermont without spending an entire day on the road?

That’s where Vermont Sampler Tours come in! These privately guided 3-4 hour tours give you a bite-sized taste of Vermont’s scenic backroads, charming villages, and local favorites, all in a compact, easygoing experience.

It’s the perfect way to explore if you’re short on time, love a good scenic detour, or just want a more budget-friendly private tour. You’ll still get a local expert as your guide, a perfectly planned route, and plenty of time to soak in the sights—just in a smaller, snackable package.

Why Choose a Vermont Sampler Tour?

Each tour is completely private (just you and your group) and led by a friendly, knowledgeable guide. Whether you’re into covered bridges, historic villages, breweries, or scenic drives, we have a carefully curated selection of Vermont Sampler Tours that highlight the best of Vermont in just a few hours.

Who’s This For?

  • Visitors on a time crunch who still want a taste of Vermont magic

  • Couples, solo travelers, and small groups (1-4 people) looking for a chill, private experience

  • Scenic drive lovers who know the best routes are the ones without traffic lights

  • Anyone who wants a stress-free adventure—no maps, no wrong turns, no GPS meltdowns

What’s Included?

  • A fun, friendly guide who loves Vermont and can’t wait to show you some of what makes it so amazing

  • Scenic backroads & unique stops because highways are boring

  • Local stories, history, and quirky tidbits to impress your friends later

  • A relaxed, no-rush experience because you’re here to enjoy, not speed-tour

How it works

  1. Click on the link below to book a Vermont Sampler Tour

  2. Select and book a date

  3. Choose the theme you’d like for your tour and your pick-up location

  4. Receive details about your trip in your inbox

  5. Vermont Wayfinders picks you up

  6. Have an unforgettable day!

Pricing starts at $350/tour.

This tour is for up to 4 people and is generally available May-October.

Frequently Asked Questions

❓ How much does it cost?
Each Vermont Sampler Tour is $350 (plus booking fees) for your private group of 1-4 people. That’s one flat rate, whether you’re solo or bringing friends!

❓ Where do the tours start?
Since these tours are only 3-4 hours long, we want to spend as much time exploring as possible! We offer pickup in Woodstock, Ludlow, or Springfield, Vermont. If you’re staying nearby, we might be able to arrange pickup in another location — just ask, and we’ll see what we can do!

❓ What does the tour include??
When you check out, you will be asked to choose a theme for your Vermont Sampler Tour. To review what each Vermont Sampler theme includes, click here.

❓ Can I customize the tour?
Vermont Sampler Tours follow set itineraries, but we’re flexible! If time allows, we can adjust things a little. To view the themes you can choose from, take a look here.

❓ What if the weather is bad?
We roll with the punches! Tours happen rain or shine, please dress for the day. If the weather is truly terrible (think blizzards or monsoons), we’ll reschedule. You can check out all of our Tour Policies here.