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Off-Road Adventure - National Forest to Flagpole & Reddish Knob

Join us on a breathtakingly beautiful, private and guided adventure throughout the Virginia Blue Ridge Mountains in one of our State-of-the-Art Overland Jeep Rubicons in total comfort. Your host will be a Terra Overland off-road Adventure Guide who will chauffeur the vehicle, share knowledge about your adventure, answer questions, and provide off-road driving instruction* and techniques necessary to traverse the particular terrain of the Adventure you choose.

* for up to three licensed drivers

Get ready to fall in love with Virginia and all of its wonders through the trails, history, and southern hospitality! And most of all, WELCOME TO TERRA OVERLAND!

We Practice the principles of Leave No Trace. Pack in, pack out; help keep outdoors safe, healthy, and beautiful.
City: Virginia
Mon 22 Jul
You can choose the date already on the booking website
Starting at $399.00
Mon 22 Jul
Starting at $399.00
Make a reservation
What's Included
Private transportation
Additional Info
  • Service animals allowed
  • Not recommended for travelers with spinal injuries
  • Not recommended for pregnant travelers
  • Not recommended for travelers with poor cardiovascular health
  • Travelers should have at least a moderate level of physical fitness
  • Driver License needed if upgrade to drive.
  • Face masks required for guides in public areas
  • Hand sanitiser available to travellers and staff
  • Regularly sanitised high-traffic areas
  • Gear/equipment sanitised between use
  • Transportation vehicles regularly sanitised
  • Guides required to regularly wash hands
  • Regular temperature checks for staff
  • Contactless payments for gratuities and add-ons
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Traveler Photos
Reviews (17)
Jul 2022
Shawn & Dawn were great. We’ve been to Massanutten Resort for about 4 years & were looking for something different to do. Found Terra Overland & it was totally worth it. My 7 year old son had a blast he loves Jeepin as did my wife & I. I highly recommend this experience. Shawn is passionate with the lifestyle of Overlanding & Jeepin & it doesn’t just end with the adventure. Next year I may bring out my trail Jeep & we may hit up some trails. Little did we realize there is a huge Jeep community & trails all around the Massanutten area. We also can’t wait to see when the property is finished. It’s great when your job isn’t just a job, but a passion. It really puts things on a whole other level.
Response from Host
Jul 2022
Hi mjpst43, We’re so glad that you enjoyed your experience with us at Terra Overland! We always enjoy hearing about how our Jeeps inspire people to get out and explore. Thank you also for taking the time to leave us this review! We’re always looking to improve and grow as a business, so your thoughts are greatly appreciated. Keep Jeep Waving!
May 2022
This is a must do when you visit Massanutten. There were three adults and two teenagers so we had two jeeps. Dawn and Shawn were great; and they even worked with us when I mistakenly booked the wrong day. They made it work anyway!! Can't thank them enough for that. Experiencing the off-road part was fun but it was just as fun being outside on a beautiful day in the national park. The views were amazing! Throughout the day, Dawn and Shawn were very personable and shared many things about the area and overlanding. No matter whether you have kids or your a group of adults, this is a must do activity.
Response from Host
May 2022
Sandee, Thank you so much for this great review! We all worked together to make it happen :) We thoroughly enjoyed getting to meet everyone and sharing the beauty, fun, and excitement that the mountains have to offer! Thanks for choosing Terra Overland!
Apr 2022
Our group of 5 friends just spent 6 hours with Shawn and Dawn in 2 jeeps and had the best experience! They went above and beyond to provide a unique adventure. Absolutely loved it!
Response from Host
May 2022
Thank you so much for choosing Terra Overland for your annual "Girlfriends Adventure" this year! We had a great time hosting all of you on the mountain! It was a gorgeous day in every way with such a fun group of women! Dawn & Shawn

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