Temperatures may dip in January, but on Hilton Head, winter is a relative term. Not only is snow a rarity in the Lowcountry, with Hilton Head Island getting a dusting just every four years or so, but average high temperatures come in at around 60 degrees, sometimes reaching into the 70s! What this means for Hilton Head residents and visitors is that even in the middle of winter, families will still find many opportunities to head out for a cool bike ride around the island.
To gather some ideas for where to go and what to do, we chatted with Hilton Head Bicycle Company co-owner Sue Hall, who is always in the know about the best family-friendly activities on Hilton Head Island.
Sue says, “Why not hop on two wheels and roll over to …”
The Sandbox Children’s Museum
This early childhood, hands-on play museum was founded more than 20 years ago with the goal of educating children through age-appropriate activities and interactive exhibits. This is where young kids can learn while they play, and parents can feel good about their choice. The Sandbox offers a variety of regular programs like STEAM time and DIG (Discover, Imagine Grow). In January, special events like Perler Pixel Art, Future Makers: 3D Design to Print, the Sock Puppet Workshop, and more enhance the experience.
Lawton Stables
A short bike ride to Sea Pines will get you to Lawton Stables, where visitors of all ages can rub shoulders with goats, pigs, alpacas, and other small critters in the Animal Farm or take a behind the scenes tour of the property. To take a break from pedaling, young children can enjoy a pony ride. Lawton Stables also offers one-hour guided Western-style trail rides into the Sea Pines Forest Preserve. For animal-loving families, this is a must-visit spot.
Sea Pines Forest Preserve
On horseback isn’t the only way to see the Sea Pines Forest Preserve. You can also bike though the easy 8-mile trail of this forest and marshland. In addition to simply enjoying the landscape during a time of dormancy, visitors will encounter sites like a 4,000-year-old Indian shell ring, freshwater lakes for fishing, and a bird habitat. Accommodations like restrooms and a picnic area make this nature-inspired outing comfortable for everyone.
Gregg Russell Harbour Town Playground
Before leaving Sea Pines, families can bike over to the Gregg Russell Harbour Town playground, named for everyone’s favorite family-friendly Sea Pines performer. Inspired by nature, the playground features a forest theme with tree houses, swings, slides, and climbing structures, including live oak trees. This sprawling playground is sure to bring out the kid in anyone.
There are plenty more places for families to bike on Hilton Head Island during January, from nature trails to public pathways. With its sunny skies and cooler air, you might just find winter in Hilton head to be your favorite season of all.
Hilton Head Island is known for its sun-soaked days, but once a year, the night takes center stage. On Saturday, Nov. 22, the annual Lantern Parade returns, transforming Coligny Beach into a glowing riverscape of creativity and community spirit.
Hundreds of handcrafted lanterns made by locals and illuminated by artist Chantelle Rytter’s signature designs will drift through the evening, creating one of the island’s most memorable sights. And while the experience is magical, getting around can be tricky. That’s why Jim has pulled together a few tips to make your Lantern Parade adventure smooth and fun, as well as wonderfully bright.
Arrive on two wheels Skip the parking hassle and roll right up to the festivities. Rent an e-bike with built-in headlights or grab a set of lights for your own bike at our shop. You’ll glide into the celebration safely and stress-free.
Kick off the evening beachside Before the parade begins, grab a cocktail at the Tiki Hut. You can people-watch, soak in the atmosphere and even enjoy the parade from your seat if you feel like staying put.
Make it a musical night This year’s parade features four bands, but the music doesn’t stop there. Jim suggests hopping between local favorites like The Sandbar, FISH, and the Big Bamboo Café for even more live performances. Or circle back to the Tiki Hut for cocktails, tunes, and glowing lantern views.
Elevate your outing If you’re in the mood for something extra special, Jim recommends booking dinner at The Sage Room—an excellent way to cap off an already unforgettable night.
The parade lineup starts at 4:45 p.m., and the procession begins just after sunset at 5:30 p.m. However you celebrate, make sure you’re there because the island really shines brightest on Lantern Parade night.
More info at https://culturehhi.org/portfolio/2025-hilton-head-island-lantern-parade-2/
Whether your aim is to avoid offering presents sure to end up in the regifting pile or a dedication to giving experiences rather than “stuff,” our newly launched Hilton Head Bicycle Company gift cards are sure to be the perfect fit. For local islanders, vacationers, and all sorts of visitors, these gift cards can be exchanged for bikes and accessories, rentals, or even bike tours.
If your daily routine at home is filled with carpools, errands, and drive-thru dinners, a vacation to Hilton Head Island is your chance to trade all that for ocean breezes and pedal power. Leave the car parked and explore the island on a beach cruiser or e-bike to truly soak up the sunshine and sea air.
Biking on Hilton Head is easy, safe, and enjoyable for all ages. Here are seven great reasons to hop on two wheels during your stay:
1. Miles of Safe, Scenic Paths Wondering where to ride on Hilton Head? A better question is where can’t you ride. The island boasts 60 miles of dedicated bike trails plus hundreds more public pathways. Most connect seamlessly, allowing you to ride for hours without worrying about cars, thanks to the well-maintained network overseen by the town and community volunteers.
2. Beach Riding Bliss Few places let you bike right on the sand, but Hilton Head’s 12 miles of wide, hard-packed beach are perfect for cruising along the shore. Just remember to steer clear of the salt water to protect your bike.
3. Stress-Free Bike Rentals No need to lug bikes from home or worry about packing extra gear. Renting bikes on the island is simple and convenient, with options for every family member, plus accessories like child seats, trailers, and helmets. We’ll even deliver bikes directly to your accommodation, so your vacation stays hassle-free.
4. Stunning Natural Backdrops Nestled in South Carolina’s Lowcountry, Hilton Head offers a unique blend of coastal beaches and peaceful salt marshes. Its beautiful landscapes create an instant sense of relaxation and provide the perfect backdrop for unforgettable family rides.
5. Wildlife Encounters Pedal through trails lined with ancient oak trees draped in Spanish moss, towering palmettos, and blooming magnolias. Keep your eyes open for wildlife too – dolphins, sea turtles, blue herons, and pelicans all call Hilton Head home, offering magical glimpses for kids and adults alike.
6. Guided Bike Tours Sometimes it’s nice to let someone else take the lead. Local guided bike tours are a great way for families to explore the island’s hidden gems and learn about its history, ecology, and culture without planning every detail yourselves.
7. Fun Family Fitness Biking isn’t just about sightseeing – it’s also an easy, low-impact way to get everyone moving while having fun together. Kids burn off energy, parents sneak in some exercise, and everyone sleeps soundly after a day spent outdoors.
On July 30, our community gathered to unveil the new pathway and boardwalk at Shelter Cove Community Park, dedicated to Frank Babel in recognition of his extraordinary advocacy for cycling accessibility on Hilton Head Island. Frank has been instrumental in helping Hilton Head achieve Gold-Level Bicycle Friendly Community status through the League of American Bicyclists, ensuring safe, accessible biking for residents and visitors alike.
Frank has been instrumental in turning the island into the bike-friendly destination it is today—championing safer pathways, fostering community support, and inspiring riders of all ages. This pathway naming is a wonderful celebration of his continuing impact.
We were thrilled to be part of the occasion. Our owner, Jim Hall, spoke with WHHI‑TV about how important bike access is to our community and had the opportunity to showcase our bicycles as part of the first rides on the new pathway. It was a perfect moment that highlighted both Frank’s lasting efforts and our commitment to encouraging a healthy, active lifestyle through cycling.
The new pathway and boardwalk aren’t just a scenic route — they’re living proof of what unified community vision can create. We’re proud to help carry that forward by making biking accessible, fun, and memorable for everyday riders. View the full interview here.
Hilton Head Island offers a seriously wide variety of activities and entertainment, and for anyone who enjoys live music, this is the island to be on.
Case in point – our very own Jim “Homerun” Hall, owner of Hilton Head Bicycle Company, bike rider, avid golfer, and bass guitar plucker. He’s a member of two well-known local bands— Chilly Willy and WGB — which means he can be found at local hotspots providing the rhythm for live performances in any season.
Ready for some tunes? Here’s a schedule highlighting live music on Hilton Head Island, specifically upcoming Chilly Willy and WGB performances this summer and into the fall.
Chilly Willy will bring jazz, blues, and rock ‘n roll to gigs at these great venues:
Located on the island’s south end, Local Legend Brewing Company celebrates the rich history of Hilton Head’s early days in the 1970s and 1980s through its food, music, and storytelling.
• July 5 at Local Legend Brewing Company 7-10 pm
• July 12 at Local Legend Brewing Company 7-10 pm
• July 18 at Local Legend Brewing Company 7-10 pm
• August 9 at Local Legend Brewing Company 7-10 pm
Open since 2006, The Black Marlin Bayside Grill offers fresh seafood, delicious hand-cut steaks, and obviously great music!
• July 10 at The Black Marlin 6-10 pm
• August 28 at The Black Marlin 6-10 pm
• September 19 at The Black Marlin 6-10 pm
• October 10 at The Black Marlin 6-10 pm
At Brother Shucker’s, you’ll find great food, good times, and excellent local talent.
• July 25 at Brother Shucker’s 9 pm – midnight
• August 22 at Brother Shucker’s 9 pm – midnight
• September 26 at Brother Shucker’s 9 pm – midnight
• October 24 at Brother Shucker’s 9 pm – midnight
• November 28 at Brother Shucker’s 7-8 pm and 9 pm – midnight
The Shipyard Beach Club performance and event venue features a deck, a gazebo, and a beautiful view of the Atlantic Ocean.
• September 5 Shipyard Beach Club 5-8 pm
Get ready to dance! The high-energy WGB band hits the stage with the biggest disco hits of the ’70s, ’80s, and beyond, delivering the ultimate throwback party. Catch one of these live performances:
Kind of Blue was established in 2022 in the south end of Hilton Head Island and offers nightly entertainment from some of the best local entertainers, including specialty events throughout the year.
• September 24 at Kind of Blue 7-10 pm.
Poseidon has become the mid-island destination for dining, shopping, and entertainment. And at the Rooftop Bar, dancing the night away is expected.
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