Hilton Head Island isn’t just a paradise for lovers of sun-kissed beaches and tranquil seas. It’s also a treasure trove of history waiting to be explored. Now imagine uncovering these historic gems on two wheels, riding through scenic trails, tree-canopied paths, and coastal views. This guide will take you on a ride through Hilton Head’s rich history, combining the thrill of cycling with the allure of historic exploration.

And getting started is easier than you think! Peddling Pelican, Hilton Head’s most trusted bike rental service, offers hassle-free rentals and delivers bikes directly to your vacation home. What’s stopping you from indulging in this unique adventure?
Why Explore Hilton Head by Bike?
Exploring Hilton Head by bike allows you to connect with the essence of the island. Here’s why it’s the perfect way to experience its history and beauty.
- Scenic Freedom: Cycle through lush landscapes, pass coastal vistas, and traverse serene tree-lined paths that make every turn a joy to experience.
- Eco-Friendly Fun: Experience the island sustainably while leaving no carbon footprint behind.
- Staying Active: Biking combines exercise with exploration, ensuring you stay fit as you soak up Hilton Head’s charm.
For those looking for the perfect rental service, look no further than Peddling Pelican, conveniently located in the Shops at Sea Pines Center. Here’s why they’re the ultimate choice for your cycling adventure.
- More than 35 years of exceptional service, with 1,000 +bikes ready for rental.
- Free delivery service to your vacation home, making renting as easy as it gets.
- Friendly staff and top-notch bikes, ensuring a seamless adventure.
Reserve your bike today and get ready to start your two-wheeled historical tour!
Hilton Head’s Top Historical Landmarks to Explore by Bike
1. St. Luke’s Church
St. Luke’s Church is one of Hilton Head’s oldest landmarks, dating back to the 18th century. Its charming graveyard offers a glimpse into the island’s past, with gravestones that tell stories of early settlers and soldiers.
It’s a relaxing bike ride through shaded bike paths to reach the church. Be sure to lock your bike and take in the serene atmosphere of this treasured site.
2. Fort Mitchel
Built during the Civil War in 1861, Fort Mitchel played a significant role in defending Hilton Head against Confederate forces. Wander through its ruins for a fascinating look into America’s wartime history.
The ride is mostly flat, making for an easygoing trip through verdant landscapes.
3. Zion Cemetery and Baynard Mausoleum
This landmark is home to the oldest structure on Hilton Head Island. The Baynard Mausoleum, along with the graves of Revolutionary War soldiers, creates an evocative glimpse into Hilton Head’s earliest settlers.
Enjoy the quiet serenity along the route, perfect for history enthusiasts.
4. The Leamington Lighthouse
The Leamington Lighthouse, a unique skeletal structure built in the 1870s, guided sailors safely along Hilton Head’s shores. It remains a symbolic, picturesque landmark.
The ride consists of flat trails filled with coastal beauty. It’s a photo-worthy stop you won’t want to miss.
5. Baynard Ruins
Baynard Ruins are the remains of a grand antebellum mansion burned down during the Civil War. Today, its skeletal remains offer a hauntingly beautiful glimpse into Hilton Head’s dramatic history.
Located just around the corner from Peddling Pelican, the route weaves through lush maritime forests, combining nature and history in a single ride.
6. Fort Howell
Named a National Historic Landmark, Fort Howell was built during the Civil War to defend the freedmen’s village of Mitchelville. Its earthworks and story stand as a testament to resilience and freedom.
The ride to Fort Howell is an immersive experience as you bike through Hilton Head’s scenic beauty.
Tips for Biking Through Hilton Head
To ensure a smooth and enjoyable cycling adventure, follow these tips before you hit the trails.
Rent the Perfect Bike with Peddling Pelican
Peddling Pelican is the top choice on Hilton Head for a reason! With free delivery to your vacation home and friendly staff to guide you, you’ll have the ideal bike to suit your adventure. Book online at Peddling Pelican to secure your ride!
Stay Safe
- Wear a helmet to ensure your safety.
- Stay hydrated by carrying a water bottle.
- Be mindful of the clearly marked cycling paths, and yield to pedestrians.
Best Times to Explore
Mornings are perfect for cooler temperatures and quieter trails. If you’re visiting in summer, avoid the midday heat by starting before 10 am or after 4 pm.
What to Bring
- Comfortable, breathable clothing
- Sunglasses and sunscreen to protect against the sun
- A small backpack for personal items
- A camera or smartphone to capture those unforgettable moments
Experience Hilton Head’s History Like Never Before
Hilton Head Island is more than just a beautiful destination; it’s a historic treasure trove where the past and present blend seamlessly. Exploring its landmarks on two wheels is not just a ride but an adventure filled with discovery, wonder, and connection.
With Peddling Pelican, your cycling experience is made effortless and unforgettable. Whether you’re a history buff, a biking enthusiast, or a curious traveler, now’s the time to start uncovering Hilton Head’s rich heritage.