Terra Overland
Terra Overland
5
Multi-day Tours4WD, ATV & Off-Road ToursAdrenaline & Extreme ToursHistorical & Heritage ToursTaxis & ShuttlesClimbing ToursHiking & Camping ToursPrivate ToursSelf-Guided Tours & RentalsPhotography ToursDay Trips
9:00 AM - 5:00 PM
Monday
9:00 AM - 5:00 PM
Tuesday
9:00 AM - 5:00 PM
Wednesday
9:00 AM - 5:00 PM
Thursday
9:00 AM - 5:00 PM
Friday
9:00 AM - 5:00 PM
Saturday
9:00 AM - 5:00 PM
Sunday
9:00 AM - 5:00 PM
About
Simply Put, We Are Overland Enthusiasts! This is why we aspire to find a way to share the Overland Lifestyle, at its best, with as many like-minded people as possible. We also enable those who already love the lifestyle to rent a new rig and try out new gear.
Massanutten, United States
Travellers talk about
(2 reviews)
(2 reviews)
(2 reviews)

Most Recent: Reviews ordered by most recent publish date in descending order.

Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as waiting time, length of visit, general tips, and location information.

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5.0
5.0 of 5 bubbles40 reviews
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40
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Britt S
Virginia, United States2 contributions
5.0 of 5 bubbles
Jan 2024 • Family
Day trip from Wintergreen with our 6 and 8 year olds. The kids were nervous at first about Dad's lack of experience driving off-road, but everyone had a ball! Shawn was a terrific guide -- full of insight about the vehicle, the region, the terrain... Highly recommend!
Written 2 January 2024
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Rich
4 contributions
5.0 of 5 bubbles
Nov 2023 • Family
Our late November trip with Terra Overland exceeded our expectations. We were looking for something fun to do with our two adult sons(both Jeep drivers), and that would be memorable, adventurous, and open up a new family activity.

Sean and Dawn were outstanding - outgoing, patient, instructive, and encouraging, Equipment is top-notch, safety pre-brief and initial guidance helped get everyone oriented, and conversations along the way helped us understand the "why" and the "how" of successful overlanding.

Absolutely worth the cost for the experience, and learning on a well equipped vehicle. We drove in from Fairfax County that morning, spent 5 hours on the trail, and headed home. Everyone was tired and happy. Recommend without hesitation!
Written 27 November 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thank you for choosing us for your adventure! We're thrilled to hear that your trip with your two Jeep-driving sons exceeded your expectations and became a memorable and adventurous family activity. We are delighted to hear that our outgoing, patient, and instructive approach made your experience exceptional. Safety and guidance are paramount to us, and we're glad our pre-brief and equipment helped everyone feel oriented and confident throughout the journey. We're elated that the experience and learning were well worth the investment. Your willingness to drive in from Fairfax County and spend 5 hours on the trail speaks volumes about your dedication to the adventure. It brings us immense joy to know that everyone left tired yet happy! Thank you for recommending us without hesitation! We're honored to have been a part of creating such wonderful family memories and look forward to more adventures with you and your sons in the future.
Written 2 December 2023
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Rebecca Y
1 contribution
5.0 of 5 bubbles
Nov 2023 • Family
Went on this amazing journey with my daughter to obtain clarity, peace, and enjoy the beauty of nature. What we found was a life changing experience rife with the understanding that there is so much more in life! The views were breathtaking, and as a Virginia resident I realized there is so much more in this amazing state. Shawn was a wealth of knowledge, talented behind the wheel, and inspiring in his love of the business and conservation of nature! Dawn was so awesome to speak with and answered every question I had about booking! I would highly recommend Terra Overland and all of their adventure packages to everyone I know! If you get the opportunity to go on just one of these life changing adventures, take it! After a single outting you will find yourself coming back again and again, as I know that I will! Thank you Dawn, Shawn, and the Terra Overland company for giving us a sense of adventure, clarity, and renewed sense of purpose! You have life long customers here! Thank you!
Written 5 November 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thank you immensely for sharing your profound experience with your daughter. It's immensely gratifying to hear that it became a life-changing adventure filled with newfound perspectives and a deeper appreciation for the beauty of nature. Shawn's passion for both our business and nature conservation is truly inspiring, and we're delighted that his knowledge and skill behind the wheel contributed to your transformative journey. Dawn is a gem; her dedication to assisting and answering your questions shines through her interactions. We're deeply touched by your recommendation and your intention to explore more adventures with us. It means the world to have you as a lifelong friend. Your words about finding a sense of adventure, clarity, and renewed purpose encapsulate the essence of what we strive to provide. Thank you!!! for letting us be a part of your journey. We eagerly anticipate more unforgettable adventures with you and your family.
Written 2 December 2023
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Cathy J
1 contribution
5.0 of 5 bubbles
Oct 2023 • Family
Planned this tour for my birthday with my brother and his wife. While the weather was not great, the trip was. We had a fantastic time, enjoyed Shawn's knowledge about overlanding, the Shenandoah Valley and Jeeps! All three of us had a ball, and I'm already planning a spring trip to go birding. If you're in the area, I'd highly recommend touring with them, you won't regret it!
Written 22 October 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thank you for celebrating your birthday with us at Terra Overland! We're thrilled that despite the weather, you had a fantastic time exploring the Shenandoah Valley with Shawn and our trusty Jeeps. It's wonderful to hear that Shawn's knowledge added an extra layer of enjoyment to your adventure. We're delighted that all three of you had a ball! A spring trip for birding sounds like a fantastic plan, and we'd love to be part of that upcoming adventure. Your recommendation means the world to us! We can't wait to welcome you back for more exciting experiences amidst the beauty of nature.
Written 2 December 2023
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Michael S
1 contribution
5.0 of 5 bubbles
Oct 2023 • Couples
“AWESOME” I have no other words that can describe this off road trip we took with Shawn and Dawn. Definitely upgrade so you can wheel one of these unbelievable Jeeps. There knowledge of the Virginia mountain range is incredible and you will get to adventure to areas that you would never see as an average tourist. The views we saw were spectacular and at one point of our adventure on an amazing ridge half the jeep is in Virginia and the other half is in WV. We can’t wait to head out again with TerraOverland possibly to camp for a few days. Thank you TerraOverland for the HIGHLIGHT of our vacation and for the respect you have for the forest.
Written 12 October 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Wow! Your enthusiasm is truly infectious! Thank you so much for your glowing review of your off-road adventure with Shawn and Dawn. We're thrilled that you found the experience "AWESOME" and that our team's knowledge added to the adventure, unveiling hidden gems in the Virginia mountain range. Exploring off-the-beaten-path locations and witnessing those breathtaking views is what Terra Overland is all about. We're delighted that you got to experience the unique thrill of straddling Virginia and West Virginia on that amazing ridge! It's fantastic to hear that this was the highlight of your vacation. We'd love to have you back for an extended adventure—camping amidst these stunning surroundings sounds like an unforgettable plan. Thank you for recognizing our commitment to respecting and preserving the beauty of the forest. We can't wait to embark on more incredible journeys with you!
Written 2 December 2023
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Barbara S
1 contribution
5.0 of 5 bubbles
Sept 2023 • Couples
Sean and Dawn were wonderful in getting our evening set up. We were having car trouble and Sean coordinated with us so we could meet for a pick up. It was a lovely evening complete with our picnic dinner, sunset and stargazing…we even witnessed Starlink coming across the sky! It was a great adventure!!
Written 22 September 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thank you so much for sharing your fantastic experience at Terra Overland! We're thrilled to hear that we could make your evening so special, especially given the initial car trouble. It's moments like these that truly define an adventure, and we're delighted that you could enjoy a memorable evening complete with a picturesque sunset, stargazing, and even catching a glimpse of Starlink! We appreciate your kind words and hope to have the pleasure of hosting you on more incredible adventures in the future.
Written 2 December 2023
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Hiker6288
2 contributions
5.0 of 5 bubbles
Aug 2023 • Family
Truly a lifetime adventure. Every year my adult sons and I take a week to re-bond. Well, this was our best – a week of exciting off-roading and camping. Off-roading is great but what made it unusual was Shawn’s knowledge of the area and his ability to find trails that have not been driven in years. This was not the standard tourist trip – this was a unique experience! Camping with Shawn and Dawn for 5 nights was spectacular – what a pleasure to be with them. I won’t forget cooking around the ‘skottle’ or how well we all slept in the Jeep roof top tents. Many thanks to Shawn and Dawn!
Written 10 September 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thank you so much for sharing your heartwarming review with the TripAdvisor community. It was genuinely a joy to guide you and your sons through this adventure! We're ecstatic to hear that our journey together became a highlight in your yearly bonding trips. Exploring those less-traveled trails and rediscovering hidden gems in the area is always thrilling for us. Sharing those experiences with others, especially passionate adventurers like you, makes it all the more special. It was delightful getting to know all of you better. The stories and laughter we shared will be cherished memories of ours forever. We truly believe in offering more than just a standard tourist trip, and we're excited to have delivered a unique experience for you. Warm wishes and safe travels Dawn & Shawn
Written 10 September 2023
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Richard J
5 contributions
5.0 of 5 bubbles
Aug 2023
We had such a great time with Terra Overland! My daughter and I are both car enthusiasts, but had never been off-roading before. Shawn helped us both learn the basics of how to safely drive a Jeep in its natural habitat, while also teaching us about the local area and culture in the Virginia mountains. The obstacles were challenging and exciting for us, but not scary. Shawn was a calm and patient teacher as my daughter and I each got more experience behind the wheel. He also recommended some great restaurants for us to try during the remainder of our Virginia trip!
Written 27 August 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Wander39162063610
1 contribution
5.0 of 5 bubbles
June 2023 • Solo
This was an experience of a lifetime. Effortless camping. Dawn and Shawn were so nice and helpful. It was a true get away. They help you organize a trip that will be optimized just for your want's and needs. The equipment is top notch and nothing is overlooked. Terra Overland's well thought out rig has all the comforts you need and want while getting to get out on the trail. A true escape.
Written 16 August 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thank you so much for your glowing feedback! It's heartening to hear that you had an unforgettable experience with us. Dawn, Shawn, and the entire team here are deeply committed to our mission at Terra Overland: to democratize outdoor adventure. We believe that everyone should have the chance to experience the wonder and joy of the great outdoors, tailored to their unique preferences. Your kind words about our attention to detail and top-notch equipment reassure us that we are on the right track. It's always a pleasure to provide our guests with the perfect balance of comfort and exploration, granting them a genuine getaway. We eagerly await the opportunity to embark on more adventures with you in the future. Safe travels and happy trails!
Written 17 August 2023
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Patrick S
Stafford, VA1 contribution
5.0 of 5 bubbles
July 2023 • Friends
OMG this adventure was Awesome. We did the sunset tour. It was a perfect evening. We had a great time on the trail. They really know what they are doing. Shawn was the perfect host!!! He kept us informed, entertained, and provided provided service above and beyond. We all had a great experience. As a matter of fact one week later I bought a Jeep Wrangler so I will be contacting Shawn too arrange some Driving Lessons for off road diving, I can trust his knowledge of how to safely negotiate the outback.

Pat
Written 10 August 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thank you so much for sharing your wonderful experience with us at Terra Overland! We're thrilled to hear that you had an unforgettable time during the sunset tour. It's heartwarming to know that we were able to make your adventure even more special. Congratulations on your new Jeep Wrangler! We're looking forward to helping you master the backcountry. Our team is always here to ensure you get the most out of every journey. We appreciate your trust and confidence in our expertise. Thanks again for choosing Terra Overland, and we're excited to continue being a part of your adventures. Safe travels, and see you on the trail soon! Warm regards, Terra Overland Team
Written 17 August 2023
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

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Terra Overland - All You Need to Know BEFORE You Go (2024)

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