Highlander Cycle Tour

Exploring New York State’s Spectacular Finger Lakes Wine Country

4 Different Courses and Distances to Choose From

NEW DATE – August 16, 2025!

Where We Ride

•Spectacular scenery of mountains and lakes

•Courses for every ability

•Nearly car-free roads

Testimonials

“I loved the ride. Great roads, beautiful countryside, monster climbs, and grape pie….it just doesn’t get any better than this!” -Carol

“I had a great experience – thanks to all your rest stop volunteers and the organizing team. Even having a flat was in its own way a rewarding experience, due to the kind help offered.” -John

“This is the best event in the Northeast, and one of the best anywhere.” -Brad

“I’ve done one thing more difficult in life and that was taking lead down range in Afghanistan” -Army major after completing the fabled DB4D Highlander Century+ course

“I loved the Lowlander! I have ridden many centuries, starting with the Seattle to Portland years ago. This was one of the best days I’ve ever had on a bike!! The organization of the events was great – as were the route markings and timing/location of the rest stops. But the ride itself was really spectacular. And the last climb to the Canandaigua Lake overlook was truly wonderful. You and your organization should be congratulated. Can’t wait to do it again next year!” -Ellen

Why Ride the Highlander?

•Bountiful rest stops

•Pre-ride and roving SAG support

•Full post ride dinner with signature Finger Lakes Grape pies

•Custom labeled bottles of wine and juice from local winery

•HCT Store including many of the legacy Highlander jerseys and additional items for sale

We had an amazing Silver Anniversary and hopefully you were there. Now we usher in the next quarter century of ride! On Sat. Aug. 16, 2025, the Highlander will ride again.

During the Highlander, we will keep with our “Tour de France” style of ever-changing and new courses. This will include some new hills and amazing scenery on roads less traveled. 2025 will venture into some territory not used ever before. With course options for everyone, will you be there?

Climbing Strong since 2000, the Highlander Cycle Tour is an annual charity bicycle tour in parts of New York’s famous Finger Lakes Wine Country. With amazing roads, gravel/dirt, and single-track options available, there’s something for everyone. Course options will range in length from 30 to 100 miles, and degrees of difficulty from family friendly ride to incredible climbing exceeding 10,000′! For sure the Highlander will treat the rider to some of the finest and most exhilarating riding in North America. Come celebrate with us as we bring back the passion of cycling’s heart!

Looking to take your ride to the next level? The Highlander is now partnered with Rivendell Cycling Tours, bringing you unique opportunities to bicycle around the best of Europe. Come join us! Check it out here: Rivendell Cycling