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Guided tour group of cyclist on Vermont dirt road.

Ride Together. Explore Vermont.

Custom full-day guided gravel rides for groups of 2–6 — perfect for gifts, father–son/daughter days, bachelor/bachelorette adventures, corporate retreats, and client events.

Why Go Private?

  • Your ride, your way. We tailor pace, distance, and stops to your group — from laid-back café cruises to iconic Vermont climbs.
  • You choose it all. Pick the date, region, and style of meal stop — we’ll craft the perfect route.
  • Everything handled. Expert guide, snacks and hydration, lunch or post-ride treat, route planning, GPX/cue sheets.
  • Perfect for special occasions. A private adventure for milestones, team bonding, or just a memorable day together.
  • Classic Vermont backroads. Farm valleys, forest ridges, covered bridges, and hidden swimming holes.

Perfect for Any Occasion

🎁 Gift Experiences – Surprise your favorite rider with a full-day adventure they’ll never forget.
👨‍👦 Father & Son / Mother & Daughter – Trade screen time for story time on two wheels.
🎉 Bachelor / Bachelorette – A celebration that’s active, scenic, and unforgettable.
🏢 Corporate & Client Outings – Reward your team or impress your guests with something original.
👯 Friends Getaway – Ride, laugh, and explore together.

How It Works

  • Pick your date & group size (2–6 riders).
  • Tell us your style: cruisy, adventurous, or a mix of both.
  • We handle the rest: route design, snacks, hydration, lunch or local stop, and on-ride support.
  • You show up and ride.

Sample Day: Private Bike Adventure

Morning Meet-Up
Meet at a scenic trailhead or your inn. Quick bike check, snacks, and roll onto Vermont’s quiet gravel roads — sugar shacks, sweeping views, pure Vermont.

Mid-Ride Stop
Around mile 20, we’ll pause for lunch — maybe a picnic by the lake, a bakery, or a farm stand with cold drinks.

Afternoon Flow
Smooth descents, forest lanes, and maybe a maple creemee or brewery stop if you’re up for it.

Wrap-Up & Celebrate
Finish where we started — stories, smiles, and a local treat or cold drink.

Typical Day: 30–50 miles · 2,000–3,000 ft · 4–6 hours total (including stops)

Optional Themes:

  • Chill & Scenic: mellow pace, photo stops, café lunch

  • Adventure Mode: climbs, descents, post-ride beer garden

  • Family & Friends: flexible mileage, more snacks, plenty of laughter

Pricing & Booking

  • From $549 per rider (2–6 riders)
  • Bikes not included (rentals available at checkout)
  • Add-ons: premium bike rental, photo/video “Memories” package
  • Book 4–6 weeks ahead for summer & foliage season

Quick FAQs

How far do we ride?
Typically 30–50 miles with scenic stops — adjusted for your group.

Do I need to be experienced?
Nope! If you enjoy biking and adventure, you’re ready.

Can I bring my own bike?
Yes — or rent one when booking.

What’s included?
Guide, route planning, snacks/hydration, on-ride support, and lunch or a local stop.

What if it rains?
We ride in safe conditions; reschedules are available if weather turns rough.

How many riders can join?
Private groups of 2–6. Larger? Contact us!

What Our Riders Say

“The whole experience was fun, seamless, and incredibly well-organized. Every detail was handled, so it felt easy and relaxed. Whether for work, friends, or family, it’s a fantastic way to share time together without the stress of hosting.”
Andrew McNealus
Vermonter

See What Your Day Could Look Like

Ready to Plan Your Private Adventure?

Have questions? Reach out: ryan@ramblexroam.com | 802-777-8846