About the ride
Choose between one of six ride options. All rides are guided by on-bike ambassadors, with the Beaufort County Sheriff's Office, the South Carolina Highway Patrol, course marshals, physical signs and RidewithGPS digital directions to assist you. Routes utilize public roadways and leisure paths, private community roadways, and for the shorter routes... the beach! Please note that all roadways are open to traffic. Rest stops will be stocked with water and hydration beverage and a variety of snacks. Stay for included lunch and live music after the ride!
Route/Distance Options
62 Miles
Start time: 7:30 am
This metric-century road course will take riders through some of Hilton Head Island’s most beautiful scenery and communities.
There are two pace options:
- A: 20 – 22 mph (average)
- B: 17 – 19 mph (average)
The Beaufort County Sheriff’s Office will provide initial escort for both pace groups at a controlled pace from the start at Lowcountry Celebration Park through Sea Pines. Upon exiting the Greenwood gate, the escort will discontinue for the A group and a SAG vehicle will follow.
The escort will continue for the B group over the island bridges, the flyover and back until the first rest stop at Honey Horn (mile 29). Ride at your own speed after completion of the escort. The Barker Field rest stop is at mile 45.
Estimated duration: 62A = 3:15; 62B = 4:00
40-miles
Start time: 8:15 am
This is a controlled pace road ride for the first 20 miles (average pace 15-16 mph), escorted by the Beaufort County Sheriff’s Office.
In addition to riding through the exclusive Spanish Wells and Indigo Run neighborhoods, you’ll enjoy viewing some of Hilton Head’s best-kept secrets during this entire on-island road ride. Enjoy the rest stop at Historic Mitchelville Freedom Park at mile 24. .
Estimated duration: 3:00
30-miles
Start time: 8:45 am
Want to go the extra mile? This route is a combination pathway and road ride with ambassadors and marshals on the route.
Pedal over the Charles E. Fraser Bridge with panoramic views of Broad Creek, through Indigo Run, Palmetto Hall, Port Royal and historic Mitchelville communities, before returning to Lowcountry Celebration Park. This ride also includes the picture-perfect rest stop at the Port Royal Beach House (mile 20), where you will see magnificent Port Royal Sound views from the bluff that earned Hilton Head its name in 1663. A pace of 12-14 MPH is encouraged.
Estimated duration: 2:45
20-miles
Start time: 9:15 am
Pedal back in time through Hilton Head’s most historic residential beachfront community, Port Royal. Cruise by two Civil War-era forts, Fort Walker and Fort Sherman, enjoy a picture-perfect rest stop at the Port Royal Beach House (mile 10.5) where you will see magnificent Port Royal Sound views from the bluff that earned Hilton Head its name in 1663.
Ride ambassadors and course marshals will guide the routes. A pace of 12-14 MPH is encouraged.
Estimated duration: 2 hours, 15 minutes.
10-miles
Start time: 9:30 am
Enjoy this leisurely ride on Hilton Head Island's beautiful beach between the South Forest Beach area and Palmetto Dunes and on Hilton Head's pathway paralleling William Hilton Pkwy. Direction of ride will be based on wind direction. Bicycles should be suitable for riding in the sand!
Estimated duration: 1:15
2-miles
Bring the kiddos for a family ride (up to 5 family members) of fun and fitness led by Boys & Girls Club ambassadors. T-shirts not included with this registration. Enjoy a post-ride meal and festivities!
Hilton Head Island: Ride around the South Forest Beach area and on the beach.
NOTE: REGISTRATION FOR THIS OPTION WILL BE AVAILABLE SPRING, 2027.
Estimated duration: :30
