Terra Overland - Off Road Adventures

5 tripadvisor stars

5 Stars - Based on 23 User Reviews

Emilia J

7/01/2022 - TripAdvisor

Amazing experience packed into a Jeep! Would 1000% do this again! Shawn and Dawn made this an amazing first overlanding / off-roading experience. They’re a wonderful team that has every step of the way thought through. It felt more than just seamless, we never had to worry about a thing (besides potentially running into a bear). And the jeep is just the coolest thing, especially once you hit gravel and put it in spider monkey mode. They’re a relatively new company so if you’re at all hesitating booking because of that, I can assure you it’s legit and will be worth every penny! Looking forward to my next trip with Terra Overland!
MattP

7/01/2022 - TripAdvisor

TERRA OVERLAND: A Must Stop Destination 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... read more read less
thespai

6/24/2022 - TripAdvisor

Great company, Great people, Great experience Unbelievable awesome fun! Loved learning history, being in a beautiful forest, and talking local info. Incredible guides! Gorgeous views! A unique and valuable experience. The kids were absolutely thrilled. Way beyond my expectations. Wonderful memory with my kids. Well worth it! Definitely want to do it again. Next time I’m driving and we are camping!
Traveleronthego_8

5/30/2022 - TripAdvisor

Terra Overland... BEST adventure ever! This was an Extraordinary experience driving this super outfitted jeep through the steep mountain trails, streams and major mud holes to the summit at Reddish Knob for a spectacular view! My husband and I have been married for 50 years and this was one of the most memorable vacation experiences of all time. It challenged us to do things we never did before... and gain tremendous confidence in our accomplishment. Shawn, our guide and owner, shared all of his knowledge and skills to create a comfortable experience... he's a patient and smart teacher. He wants everyone to have a safe and FUN time.… and we did!
AFoxden

5/13/2022 - TripAdvisor

Once in a lifetime thrill Highly recommend!! Shawn does not disappoint. You can truly feel his passion for over-landing. His knowledge and great personality makes this whole experience exceptional. Talk about an exhilarating ride and spectacular views. WOW! We can’t wait until next year to do it again.
sandeeo1972

5/01/2022 - TripAdvisor

Fantastic way to spend the day 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.
Tara M

4/22/2022 - TripAdvisor

AWESOME girlfriend adventure! 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!
mariataz1962

4/17/2022 - TripAdvisor

My Adventure with Shawn at Massanutten, VA Shawn picked us up promptly at our condo as we stood in shock at how big the jeep was. He told the boys-ages 6 + 11, that the tires were 36" high, almost taller than the 6 yr. old. We took a picture of a clean jeep and away we went. Right from the start Shawn was able to make a connection with each of the boys on their level. They were so excited to go out on our way and had tons of questions and Shawn eagerly answered each one. He even found time between the questions to give us some fun facts about the areas that we were driving... read more read less
P1893DZjennifert

4/10/2022 - TripAdvisor

You MUST do this! We had the BEST time with Shawn and Dawn on our off road jeep adventure! Our family has been coming to Massanutten Resort for years and we were looking for something different to do. This trip exceeded our expectations! A must for anyone visiting the area!
nova2022

4/03/2022 - TripAdvisor

Camping makes the adventure Twice as much fun! Camping turns the off-road experience into the ultimate adventure! Sleeping in the roof top tent on Alfa One was so cool!! We had twice as much fun on the trip by camping overnight at a campsite with a phenomenal view of the valley below. Alfa One is stocked for camping! Shawn and Dawn make sure you are comfortable and safe before you set out on your adventure, but the one thing we were not prepared for was the adrenaline rush and excitement! The kids are completely hooked- we will be making these trips part of our family tradition for years to come!

Red Alert!

Terra Overland: A transporter to explore "strange new worlds”

We are adventurers at heart who escape and REBOOT ourselves through Overlanding.

Create a story worth telling and BOLDLY go on the most unique adventure of your life.

– Shawn, Terra Overland

Day Adventures

Adventure Awaits!

Day Adventures: Chauffeured by Terra Overland off-road Adventure Guides, you will experience breathtaking panoramas, lakes and wildlife. You’ll explore diverse terrain from lush forests in the George Washington National Forest to farmland with herds of livestock on rolling hillsides as you learn how to climb the mountains in 4-wheel drive. As an upgrade at checkout, choose Adventure Driver Upgrade (Flagpole Tour) and you can be behind the wheel once the tires hit dirt!

Overnight Adventures

Overland Vehicle Rentals

Rental of our overland Jeeps: These vehicles are equipped with all the necessities for an overnight camping expedition or more; a spacious rooftop tent, comfortable seating inside and outside of the vehicle, off-road suspension for reliable flex on any terrain or surface. Amenities include a portable toilet, privacy shelters, and solar panel energy for efficiency during long expeditions or in remote locations. There is a drawer storage system that includes basic camping equipment and cooking equipment. A refrigerator and a Skottle to cook on are also onboard. These features, combined, allow you to pick up and leave for your trip – you bring food and clothes. As for safety, the Jeeps have a Garmin InReach communication and SOS device. Also, Terra Overland can be reached via cell phone at any time. All that being said, there is nothing holding back this spectacular machine from reaching its destination. So why wait, book Today! An adventure of a lifetime indeed!

Guided Adventures

Bring Your Own Rig

Are you 4×4 curious, own your own rig, and eager for an adventure like no other?

Bring your own off-road vehicle and join Terra Overland on a remarkable journey each month! As we will take you to a different, extraordinary spot in Virginia, allowing you to explore unique historical sites, learn to maneuver the terrain, and make new friends. Our team will provide all the support you need for a safe and entertaining experience.

DIY Adventures

Overland Trip Planning

Expedition Planning: Bring your own Rig – Book a one-hour zoom call with us. Do you own a Rig and want to explore Virginia like a native? One of the best east coast states for Overlanding is Virginia. It has George Washington and Thomas Jefferson National Forests, and many more outdoor adventure opportunities at your fingertips. Terra Overland will provide campsite recommendations, plan out trails for you based on skill level and interests – hiking, climbing, kayaking, etc. This is YOUR adventure – Let Terra Overland make it happen!

Blog

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Join us on May 28th for our new off-road adventure Bald Mountain Jeep Trail Five Rig Convoy, Breathtaking Views, Steep Climbs, Deep MudGear Up &

BYOR: April’s Torrent Trek

DIRT ALERT! We are excited to invite you to join us on Sunday, April 23rd for “Torrent Trek”, an exclusive overlanding adventure to explore some

Bring Your Own Rig

Sunday, March 19th Join us on Sunday, March 19th for an exclusive adventure through some of the most breathtaking natural wonders of the Virginia area.

Virginia’s “Scales of the Dragon”

February:“Bring Your Own Rig Adventure” and we have planned one adventure of a lifetime. We found a lost Jeep trail along world-famous Virginia’s “Back of

Bring Your Own Rig

Book Now Are you 4×4 curious, own your own rig, and eager for an adventure like no other? Bring your own off-road vehicle and join Terra

The History of the Jeep – A Timeline

The Jeep is one of the most well-known and iconic vehicles in the world. Created during WWII, the Jeep would go on to become a

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