Buffalo Overland
1 Guide
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Buffalo Overland - The best Off-roading trips in Buffalo, NY
Start planning your next adventure with us today
12Trips Available
In 2006, I landed what I believed was the dream job at Cisco Systems, embarking on an 18-year journey that took me across the globe on countless business trips. My life became a whirlwind of airports, hotel points, and business meetings, yet amidst the success, I realized there was something missing. That realization hit me during a routine flight from Boston to San Francisco, as I looked out over the vast expanse of the Grand Canyon. The stunning view stirred something deep within me, igniting a passion for exploration and a desire to share the beauty of the world in its rawest form. This epiphany was the catalyst that would eventually lead to the creation of Buffalo Overland.
While at Cisco, I played a significant role in product development across various business units, gaining experience in everything from startups to acquisitions. I thrived on driving innovation and team building, contributing to groundbreaking projects that exemplified the principles outlined in Geoffrey Moore’s “Dealing with Darwin." Despite my achievements in the tech world, my heart increasingly pulled me toward the outdoors. The high-paced environment of Silicon Valley couldn’t compare to the fulfillment I found in the rugged wilderness, where the only deadlines were set by nature itself.
Inspired by my global travels—from the towering peaks of the Swiss Alps to the sweeping plains of South Africa—and influenced by literary works like "The Alchemist," I knew it was time for a significant shift. Leaving behind the boardrooms and corporate life, I began exploring North America’s most breathtaking landscapes, honing my skills as a guide and digital nomad. My unique background in business and technology equipped me to offer adventures that go beyond the ordinary, blending the thrill of off-road exploration with modern comforts and cutting-edge tools for an enhanced experience.
Buffalo Overland was born from this fusion of passions. Today, I guide travelers across the wild terrains of the U.S. and Canada, combining my leadership experience with a deep love for nature. Whether it’s navigating off-road trails or marveling at a starry night in the wilderness, each journey with Buffalo Overland is crafted to be memorable and transformative. I invite all adventurers to join me as we explore the untamed beauty of these landscapes, creating unforgettable experiences with the guidance of someone who has journeyed from the heights of Silicon Valley to the depths of the wilderness.
Bill Reilly
5Featured Guide
New York's Best Kept Secret | 2 Nights - Finger Lakes Region Seasonal Trip (STANDARD PACKAGE)
Level 1 Roads are perfect for all trail-rated vehicles straight off the lot. Enjoy group camping locations with options for renting equipment or bringing your own. Experience guided trail rides to explore scenic trails with expert guides. Take remote waterfall excursions to visit secluded waterfalls in the area. Enjoy guided hikes through the stunning Watkins Glen State Park and explore Corning, NY's famous Glass Museum. Optional tastings include microbrewery tours or Finger Lakes' renowned wine tastings. Each Trip will include Wi-Fi access and IT support at camp
Buffalo, NY
Starting At $800
New York's Best Kept Secret | 2 Nights (October 11 - 13) - Finger Lakes Region Seasonal Trip (STANDARD PACKAGE)
Level 1 Roads are perfect for all trail-rated vehicles straight off the lot. Enjoy group camping locations with options for renting equipment or bringing your own. Experience guided trail rides to explore scenic trails with expert guides. Take remote waterfall excursions to visit secluded waterfalls in the area. Enjoy guided hikes through the stunning Watkins Glen State Park and explore Corning, NY's famous Glass Museum. Optional tastings include microbrewery tours or Finger Lakes' renowned wine tastings. (Trip Date: October 11 - 13). Reserve This Date Now!Buffalo, NY
Starting At $800
New York's Best Kept Secret | 2 Nights (October 18- 20) - Finger Lakes Region Seasonal Trip (STANDARD PACKAGE)
Level 1 Roads are perfect for all trail-rated vehicles straight off the lot. Enjoy group camping locations with options for renting equipment or bringing your own. Experience guided trail rides to explore scenic trails with expert guides. Take remote waterfall excursions to visit secluded waterfalls in the area. Enjoy guided hikes through the stunning Watkins Glen State Park and explore Corning, NY's famous Glass Museum. Optional tastings include microbrewery tours or Finger Lakes' renowned wine tastings. (Trip Date: October 18 - 20). Book Your Ideal Trip Now!Buffalo, NY
Starting At $800
New York's Best Kept Secret | 2 Nights - Finger Lakes Region Seasonal Trip (PREMIUM PACKAGE)
Level 1 Roads are perfect for all trail-rated vehicles. Group camping locations, with the option to rent equipment or bring your own. Expertly guided trail rides. Remote waterfall visits. Guided hikes through Watkins Glen State Park and Corning's famous Glass Museum. Optional tastings include microbrewery tours or Finger Lakes' renowned wine tastings. (PREMIUM PACKAGE includes: Premium camping gear, ALL tastings, and additional amenities) . Book This Amazing Trip Now!Buffalo, NY
Starting At $2,400
New York's Best Kept Secret | 2 Nights (October 11 - 13) - Finger Lakes Region Seasonal Trip (PREMIUM PACKAGE)
Level 1 Roads are perfect for all trail-rated vehicles. Group camping locations, with the option to rent equipment or bring your own. Expertly guided trail rides. Remote waterfall visits. Guided hikes through Watkins Glen State Park and Corning's famous Glass Museum. Optional tastings include microbrewery tours or Finger Lakes' renowned wine tastings. (PREMIUM PACKAGE includes: Premium camping gear, ALL tastings, and additional amenities) The Trip Date is from October 11 - 13. What Are You Waiting For?Buffalo, NY
Starting At $2,400
New York's Best Kept Secret | 2 Nights (October 18 - 20) - Finger Lakes Region Seasonal Trip (PREMIUM PACKAGE)
Level 1 Roads are perfect for all trail-rated vehicles. Group camping locations, with the option to rent equipment or bring your own. Expertly guided trail rides. Remote waterfall visits. Guided hikes through Watkins Glen State Park and Corning's famous Glass Museum. Optional tastings include microbrewery tours or Finger Lakes' renowned wine tastings. (PREMIUM PACKAGE includes: Premium camping gear, ALL tastings, and additional amenities) - The Trip Date is from October 18 - 20. Book This Exciting Trip Now!Buffalo, NY
Starting At $2,400
The Smoky Bourbon Excursion | 4 Nights Kentucky Bourbon Trail Seasonal Trip (STANDARD PACKAGE)
Level 1 to 9 trails with expert guides navigating on all levels. Sample and tour the famous distilleries on the Kentucky Bourbon Trail. Scenic drives through the Rolling Hills of Kentucky. Explore Windrock Park, a 73,000-acre OHV playground. You can bring your own OHV or rent a certified one. Experience the stunning natural beauty of the Smoky Mountains. Fees and accommodations are on us. Book This Amazing Trip Now!Buffalo, NY
Starting At $1,500
The Smoky Bourbon Excursion | 4 Nights Kentucky Bourbon Trail Seasonal Trip (PREMIUM PACKAGE)
Level 1 to 9 trails, guided by experts every step of the way! Kick off your journey by sampling and touring the world-renowned distilleries on the Kentucky Bourbon Trail. Take a scenic drive of Kentucky's rolling hills. Unleash your inner thrill-seeker at Windrock Park, a massive 73,000-acre OHV playground. Bring your own OHV or rent a certified one. Explore the stunning natural beauty of the Smoky Mountains. Fees and accommodations are on us! (PREMIUM PACKAGE Includes: Luxury Camping accommodations and additional amenities).Buffalo, NY
Starting At $3,400
Arizona and New Mexico Tour | (4 Nights ) The Skies at Night Tour - (STANDARD PACKAGE)
Arizona and New Mexico Backcountry: Explore some of the most beautiful and remote areas in the Southwest. Stargazing: Exceptional opportunities to view the night skies. Includes Expert Guides for tours and excursions, camping gear and setup, and daily meals and refreshments. Level 1 to 4 trails: Vehicle minimum specs required. Ride in/out off-road adventure for all skill levels. Certified safe locations. What are you waiting for? Book This Amazing Trip Now!Buffalo, NY
Starting At $2,000
Arizona and New Mexico Tour | 4 Nights The Skies at Night Tour - (PREMIUM PACKAGE)
Arizona and New Mexico backcountry: Explore some of the most beautiful and remote areas in the Southwest. Stargazing: Exceptional opportunities to view the night skies. Includes expert guides for tours and excursions, camping gear and setup, and daily meals and refreshments. Level 1 to 4 trails: Vehicle minimum specs required. Ride in/out off-road adventure for all skill levels. Certified safe locations. (PREMIUM PACKAGE Includes: Luxury camping gear and additional amenities). Book Your Trip Now!Buffalo, NY
Starting At $4,800
Colorado Tour | 4 Nights The Epic Beauty of Telluride - Seasonal Trip (STANDARD PACKAGE)
Telluride Base Camp, situated at 9,700 feet with spectacular views. Team building activities are designed to strengthen team cohesion and collaboration. From off-road adventures to scenic hikes. Plus live video backgrounds featuring the iconic Coors Mountain. Level 1-4 trails, vehicle minimum specs required, accommodation (camping and lodges), daily meals and refreshments, guided team activities, off-road vehicle rentals if needed, and expert guide services. The Trip Date is September 10 - 15. Secure Your Spot Now!Buffalo, NY
Starting At $2,500
Colorado Tour | 4 Nights The Epic Beauty of Telluride - Seasonal Trip (PREMIUM PACKAGE)
Telluride Base Camp, situated at 9,700 feet with spectacular views. Team building activities are designed to strengthen team cohesion and collaboration. From off-road adventures to scenic hikes. Plus live video backgrounds featuring the iconic Coors Mountain. Level 1-4 trails, vehicle minimum specs required, accommodation (camping and lodges), daily meals and refreshments, guided team activities, off-road vehicle rentals if needed, and expert guides services. (PREMIUM PACKAGE Includes: Luxury accommodations and additional amenities). Book This Awesome Trip Now!Buffalo, NY
Starting At $5,500
With over a decade of off-roading experience across the United States and Canada, Coach Bill Reilly, Founder and CEO of Buffalo Overland, offers a unique fusion of adventure, expertise, and cutting-edge technology in our premium overland excursions.
At Buffalo Overland, we specialize in creating unforgettable off-roading experiences tailored for the business elite. Our meticulously planned adventures seamlessly blend rugged exploration with the latest technology.
Explore the ultimate guide to overlanding with our comprehensive resources designed for both novices and seasoned adventurers. Whether navigating the rugged trails of Colorado or the scenic routes of New York, our expert guides provide detailed information to ensure a safe and exhilarating journey. With Buffalo Overland, you'll receive top-notch advice and support, making every overlanding trip memorable.
Our excursions cater to business team workshops, remote work retreats, and family bonding experiences. These turn-key adventures include satellite and 5G connectivity, drones, GoPro documentation, interactive maps, and other innovative technologies to enhance your experience. Equipped with two fully-loaded Jeep Wrangler 4WD vehicles and a state-of-the-art Pando 2.0 trailer as our base station, we ensure each trip is both luxurious and thrilling.
Buffalo Overland revolutionizes outdoor adventures by integrating the latest technology with off-road and overlanding trips. We offer a "Work from Anywhere/Live Everywhere" service for business professionals from Fortune 500 companies. Our unique excursions include guided tours with robust internet connections and office-like amenities, allowing participants to stay productive while immersed in nature. Partnering with top Satellite and 5G providers, Buffalo Overland delivers an unparalleled experience for today’s tech-savvy outdoor enthusiasts.
As your ultimate guide and trusted resource, Coach Bill is dedicated to providing an extraordinary overland experience. Combining extensive knowledge, a passion for adventure, and a commitment to excellence, Buffalo Overland offers the perfect blend of nature, technology, and excitement. Join us and discover the thrill of overlanding with Buffalo Overland, where every adventure is designed to exceed your expectations.
Trips Available
Discover Your Destination
Off-roading
Starting At $800
New York's Best Kept Secret | 2 Nights - Finger Lakes Region Seasonal Trip (STANDARD PACKAGE)
Discover The Hidden Gems of Finger Lakes Region In New York!
Off-roading Area: Buffalo, NY
Off-roading: Cross-Country
ATV/UTV:
Pando 2.0 Trailer • Off Grid Trailers • Max 8 guests (base trip price includes 1 guest)Description: Level 1 Roads are perfect for all trail-rated vehicles straight off the lot. Enjoy group camping locations with options for renting equipment or bringing your own. Experience guided trail rides to explore scenic trails with expert guides. Take remote waterfall excursions to visit secluded waterfalls in the area. Enjoy guided hikes through the stunning Watkins Glen State Park and explore Corning, NY's famous Glass Museum. Optional tastings include microbrewery tours or Finger Lakes' renowned wine tastings. Each Trip will include Wi-Fi access and IT support at camp
Off-roading
Starting At $800
New York's Best Kept Secret | 2 Nights (October 11 - 13) - Finger Lakes Region Seasonal Trip (STANDARD PACKAGE)
Uncover the Hidden Gems of New York's Finger Lakes Region!
Off-roading Area: Buffalo, NY
Off-roading: Cross-Country
ATV/UTV:
Pando 2.0 Trailer • Off Grid Trailers • Max 8 guests (base trip price includes 1 guest)Description: Level 1 Roads are perfect for all trail-rated vehicles straight off the lot. Enjoy group camping locations with options for renting equipment or bringing your own. Experience guided trail rides to explore scenic trails with expert guides. Take remote waterfall excursions to visit secluded waterfalls in the area. Enjoy guided hikes through the stunning Watkins Glen State Park and explore Corning, NY's famous Glass Museum. Optional tastings include microbrewery tours or Finger Lakes' renowned wine tastings. (Trip Date: October 11 - 13). Reserve This Date Now!
Off-roading
Starting At $800
New York's Best Kept Secret | 2 Nights (October 18- 20) - Finger Lakes Region Seasonal Trip (STANDARD PACKAGE)
Experience The Adventure In The Finger Lake Regions!
Off-roading Area: Buffalo, NY
Off-roading: Cross-Country
ATV/UTV:
Pando 2.0 Trailer • Off Grid Trailers • Max 8 guests (base trip price includes 1 guest)Description: Level 1 Roads are perfect for all trail-rated vehicles straight off the lot. Enjoy group camping locations with options for renting equipment or bringing your own. Experience guided trail rides to explore scenic trails with expert guides. Take remote waterfall excursions to visit secluded waterfalls in the area. Enjoy guided hikes through the stunning Watkins Glen State Park and explore Corning, NY's famous Glass Museum. Optional tastings include microbrewery tours or Finger Lakes' renowned wine tastings. (Trip Date: October 18 - 20). Book Your Ideal Trip Now!
Off-roading
Starting At $2,400
New York's Best Kept Secret | 2 Nights - Finger Lakes Region Seasonal Trip (PREMIUM PACKAGE)
Go On An Exciting Adventure In The Finger Lakes Region with Buffalo Overland!
Off-roading Area: Buffalo, NY
Off-roading: Cross-Country
ATV/UTV:
Pando 2.0 Trailer • Off Grid Trailers • Max 8 guests (base trip price includes 1 guest)Description: Level 1 Roads are perfect for all trail-rated vehicles. Group camping locations, with the option to rent equipment or bring your own. Expertly guided trail rides. Remote waterfall visits. Guided hikes through Watkins Glen State Park and Corning's famous Glass Museum. Optional tastings include microbrewery tours or Finger Lakes' renowned wine tastings. (PREMIUM PACKAGE includes: Premium camping gear, ALL tastings, and additional amenities) . Book This Amazing Trip Now!
Off-roading
Starting At $2,400
New York's Best Kept Secret | 2 Nights (October 11 - 13) - Finger Lakes Region Seasonal Trip (PREMIUM PACKAGE)
Discover The Beauty of The Finger Lakes Region with Buffalo Overland
Off-roading Area: Buffalo, NY
Off-roading: Cross-Country
ATV/UTV:
Pando 2.0 Trailer • Off Grid Trailers • Max 8 guests (base trip price includes 1 guest)Description: Level 1 Roads are perfect for all trail-rated vehicles. Group camping locations, with the option to rent equipment or bring your own. Expertly guided trail rides. Remote waterfall visits. Guided hikes through Watkins Glen State Park and Corning's famous Glass Museum. Optional tastings include microbrewery tours or Finger Lakes' renowned wine tastings. (PREMIUM PACKAGE includes: Premium camping gear, ALL tastings, and additional amenities) The Trip Date is from October 11 - 13. What Are You Waiting For?
Off-roading
Starting At $2,400
New York's Best Kept Secret | 2 Nights (October 18 - 20) - Finger Lakes Region Seasonal Trip (PREMIUM PACKAGE)
The Best Overlanding Trip In The Finger Lakes Region!
Off-roading Area: Buffalo, NY
Off-roading: Cross-Country
ATV/UTV:
Pando 2.0 Trailer • Off Grid Trailers • Max 8 guests (base trip price includes 1 guest)Description: Level 1 Roads are perfect for all trail-rated vehicles. Group camping locations, with the option to rent equipment or bring your own. Expertly guided trail rides. Remote waterfall visits. Guided hikes through Watkins Glen State Park and Corning's famous Glass Museum. Optional tastings include microbrewery tours or Finger Lakes' renowned wine tastings. (PREMIUM PACKAGE includes: Premium camping gear, ALL tastings, and additional amenities) - The Trip Date is from October 18 - 20. Book This Exciting Trip Now!
Off-roading
Starting At $1,500
The Smoky Bourbon Excursion | 4 Nights Kentucky Bourbon Trail Seasonal Trip (STANDARD PACKAGE)
Embark on a guided road trip along the famous Kentucky Bourbon Trail, sampling your favorite distillers, and soak in the beauty of the Smoky Mountains.
Off-roading Area: Buffalo, NY
Off-roading: Cross-Country
ATV/UTV:
Pando 2.0 Trailer • Off Grid Trailers • Max 8 guests (base trip price includes 1 guest)Description: Level 1 to 9 trails with expert guides navigating on all levels. Sample and tour the famous distilleries on the Kentucky Bourbon Trail. Scenic drives through the Rolling Hills of Kentucky. Explore Windrock Park, a 73,000-acre OHV playground. You can bring your own OHV or rent a certified one. Experience the stunning natural beauty of the Smoky Mountains. Fees and accommodations are on us. Book This Amazing Trip Now!
Off-roading
Starting At $3,400
The Smoky Bourbon Excursion | 4 Nights Kentucky Bourbon Trail Seasonal Trip (PREMIUM PACKAGE)
Experience The Best Overlanding Adventure In Kentucky!
Off-roading Area: Buffalo, NY
Off-roading: Cross-Country
ATV/UTV:
Pando 2.0 Trailer • Off Grid Trailers • Max 8 guests (base trip price includes 1 guest)Description: Level 1 to 9 trails, guided by experts every step of the way! Kick off your journey by sampling and touring the world-renowned distilleries on the Kentucky Bourbon Trail. Take a scenic drive of Kentucky's rolling hills. Unleash your inner thrill-seeker at Windrock Park, a massive 73,000-acre OHV playground. Bring your own OHV or rent a certified one. Explore the stunning natural beauty of the Smoky Mountains. Fees and accommodations are on us! (PREMIUM PACKAGE Includes: Luxury Camping accommodations and additional amenities).
Off-roading
Starting At $2,000
Arizona and New Mexico Tour | (4 Nights ) The Skies at Night Tour - (STANDARD PACKAGE)
Go On This Epic Adventure Across Arizona to New Mexico with Buffalo Overland!
Off-roading Area: Buffalo, NY
Off-roading: Cross-Country
ATV/UTV:
Pando 2.0 Trailer • Off Grid Trailers • Max 8 guests (base trip price includes 1 guest)Description: Arizona and New Mexico Backcountry: Explore some of the most beautiful and remote areas in the Southwest. Stargazing: Exceptional opportunities to view the night skies. Includes Expert Guides for tours and excursions, camping gear and setup, and daily meals and refreshments. Level 1 to 4 trails: Vehicle minimum specs required. Ride in/out off-road adventure for all skill levels. Certified safe locations. What are you waiting for? Book This Amazing Trip Now!
Off-roading
Starting At $4,800
Arizona and New Mexico Tour | 4 Nights The Skies at Night Tour - (PREMIUM PACKAGE)
See The Stunning Arizona and New Mexico Evening Skies with Buffalo Overland!
Off-roading Area: Buffalo, NY
Off-roading: Cross-Country
Capacity:
Max 8 guests (base trip price includes 1 guest)Description: Arizona and New Mexico backcountry: Explore some of the most beautiful and remote areas in the Southwest. Stargazing: Exceptional opportunities to view the night skies. Includes expert guides for tours and excursions, camping gear and setup, and daily meals and refreshments. Level 1 to 4 trails: Vehicle minimum specs required. Ride in/out off-road adventure for all skill levels. Certified safe locations. (PREMIUM PACKAGE Includes: Luxury camping gear and additional amenities). Book Your Trip Now!
Off-roading
Starting At $2,500
Colorado Tour | 4 Nights The Epic Beauty of Telluride - Seasonal Trip (STANDARD PACKAGE)
Explore The Grand Beauty of Telluride Colorado with Buffalo Overland
Off-roading Area: Buffalo, NY
Off-roading: Cross-Country
ATV/UTV:
Pando 2.0 Trailer • Off Grid Trailers • Max 8 guests (base trip price includes 1 guest)Description: Telluride Base Camp, situated at 9,700 feet with spectacular views. Team building activities are designed to strengthen team cohesion and collaboration. From off-road adventures to scenic hikes. Plus live video backgrounds featuring the iconic Coors Mountain. Level 1-4 trails, vehicle minimum specs required, accommodation (camping and lodges), daily meals and refreshments, guided team activities, off-road vehicle rentals if needed, and expert guide services. The Trip Date is September 10 - 15. Secure Your Spot Now!
Off-roading
Starting At $5,500
Colorado Tour | 4 Nights The Epic Beauty of Telluride - Seasonal Trip (PREMIUM PACKAGE)
The Ultimate Telluride Adventure with Buffalo Overland!
Off-roading Area: Buffalo, NY
Off-roading: Cross-Country
Capacity:
Max 8 guests (base trip price includes 1 guest)Description: Telluride Base Camp, situated at 9,700 feet with spectacular views. Team building activities are designed to strengthen team cohesion and collaboration. From off-road adventures to scenic hikes. Plus live video backgrounds featuring the iconic Coors Mountain. Level 1-4 trails, vehicle minimum specs required, accommodation (camping and lodges), daily meals and refreshments, guided team activities, off-road vehicle rentals if needed, and expert guides services. (PREMIUM PACKAGE Includes: Luxury accommodations and additional amenities). Book This Awesome Trip Now!
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Bill Reilly
Starting At 5$800
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