Aug 12, 2026 | Around HHI, News
Summer may be coming to a close, but on Hilton Head, we like to send it off in style with Labor Day weekend activities the whole family can enjoy. From biking around the island to one more beach day or that final ice cream cone of the season, this long weekend offers the chance to make a few more memories.
Hit the Beach
It’s probably the reason you came to the island. Hilton Head has miles of beaches like the popular oceanfront Coligny Beach Park, Driessen Beach Park with its winding boardwalk, and Historic Mitchelville Park with its rustic setting and nature trails. Visit a few of our beaches to experience the breadth of Lowcountry coastal landscapes.
Cruise Around
With more than 60 miles of paved, multi-use public pathways and 12 miles of beach biking, Hilton Head offers the freedom to pedal the day away. Make your ride even smoother when you rent a cruiser from us and choose your favorite route from our list of maps + resources.
Go Farther on a E-Bike
If you have a longer off-beach ride in mind, you can get almost anywhere faster and easier on an electric bike. Get the extra boost to carry you into your post-summer responsibilities, but for one last weekend, just enjoy the ride.
Tee Up
Whether amateur, pro or complete novice, Hilton Head has a course suited to any level of golfer. In fact, there are 26 gorgeous and green championship courses to choose from. For a lighter golfing adventure, go mini and head to Pirate’s Island Adventure Golf, Legendary Golf, or Adventure Cove Mini Golf & Arcade.
Go Pro
Sea Pines Racquet Club offers professional tennis demonstrations each Monday, including Labor Day. This could be your chance to change your game by learning valuable tips while enjoying complimentary refreshments.
HarbourFest Finale
When it’s time to wind down a day with the kiddos, head over to Shelter Cove Harbour for family-friendly entertainment. Cappy the Clown and Parrot Palooza with Shannon Tanner & The Oyster Reefers perform live at Harbourfest Labor Day Saturday and Sunday.
Take in the Tunes
For live music on Hilton Head Island, look to Sea Pines Resort and take your pick. Coast and Quarterdeck have nightly performances from 4 to 7 p.m., while Harbourside keeps the music flowing from 5 to 8 p.m.
And then, it’s a wrap! See you next summer. ☀️
Jul 16, 2026 | Around HHI, News
Sue Says: Enjoy a Progressive Date Night on Hilton Head
Hilton Head is known as a welcoming vacation destination for families of all sizes, but it’s a perfect getaway for couples too. With so many fantastic local options for wining and dining your sweetie, we turned to our own Sue Hall, who knows a thing or two about planning a romantic evening.
Here’s what Sue says:
Start the evening with cocktails at Fishcamp on Broad Creek. Grab a seat outside if the weather is nice and enjoy the relaxed waterfront atmosphere as you toast to a fun night ahead.
Next, bike over to the Old Oyster Factory for dinner and another beautiful view of the water. If you are in the mood for oysters, you can choose from a variety of preparations, including Rockefeller, Savannah and chargrilled garlic-Parmesan. Maybe skip the garlic-Parmesan if this is a first date.
Despite its name, this delightful restaurant serves much more than oysters. Seafood is the star, but there are plenty of options for land lovers too, including filet mignon and cabernet-braised short ribs.
After dinner, head to Lincoln & South Brewing Company for a nightcap and live music. It’s a fun, laid-back place to relax and spend a little more time together before calling it a night.
OR if you want to end with something sweet head over to Kilwins in Shelter Cove Towne Centre. Choose from ice cream, chocolate or handmade fudge, then take a stroll along the marina beneath the stars. XOXO.
Staying in Sea Pines?
If you’re spending the evening in Sea Pines, Sue has a date-night route for you too.
Start at Coast, one of Sue and Jim’s favorite spots. You’ll quickly find out why this waterfront restaurant was named one of the Top 10 Beach Bars by Southern Living. You might catch live music in the early evening, and you can also say hello to Kristin, Amy, Bernardo and Liz, the superstars behind the bar. Kick off the evening with a Hibiscus Harmony or Bloody Orange Honey Bee.
Next, head to the Quarterdeck at Harbour Town and watch the sunset across the water. Try to get a seat with a view of the Harbour Town Lighthouse for added ambiance. While you’re there, enjoy a refreshing aperitif or glass of wine paired with crab dip or a dozen oysters.
Jul 9, 2026 | Around HHI, News
Whether you’re riding to enjoy Lowcountry scenery, to get to any of Hilton Head Island’s attractions, or to boost your cardio, knowing the rules of the road is an important part of a safe cycling experience. A recent change to South Carolina law affects how bicyclists can navigate stop signs and traffic signals, making riding more efficient while still prioritizing safety.
Local cycling advocate and Bike Walk Hilton Head Island president Jim Hall helped break down what the new Stop-as-Yield law means for riders and how to use it responsibly.
A Brief Background
The concept behind South Carolina’s new law is not new. The idea originated in Idaho, which passed the first version, commonly known as the “Idaho Stop,” in 1982. The law allowed bicyclists to treat stop signs as yield signs. Later, Delaware expanded on the concept by allowing cyclists to treat certain red lights as stop signs.
Over time, a growing number of states and jurisdictions adopted similar legislation after studies suggested the approach could improve safety and traffic flow for people on bicycles.
South Carolina signed its version of the law on May 18, and it took effect on June 5.
What the Law Allows
Under the new law, cyclists approaching a stop sign may slow down and proceed through the intersection without coming to a complete stop if there is no immediate hazard. Riders must still yield to vehicles, pedestrians, and anyone else who has the right of way before entering the intersection.
At traffic signals, cyclists may proceed through a red light only after coming to a complete stop and yielding to all conflicting traffic. Riders may also make a right turn on red after slowing and yielding or turn left onto a one-way street after stopping and ensuring the way is clear.
The key takeaway is simple: stop signs can be treated as yield signs, and red lights can be treated as stop signs, but only when it is safe to do so and when all right-of-way requirements are met.
Benefits for Cyclists
Supporters of Stop-as-Yield laws point to safety data from other states that have implemented similar measures. Studies have shown reductions in bicycle-related crashes after adoption, while riders benefit from fewer unnecessary stops and starts.
The law can also make cycling more comfortable and efficient. Maintaining momentum requires less effort, particularly for riders using clipless pedals or traveling longer distances. In many situations, smoother movement through intersections can also improve predictability for both cyclists and motorists.
Safety Still Comes First
Although the new law offers cyclists more flexibility, it does not remove the responsibility to ride cautiously and defensively. Riders should remain alert, make eye contact with drivers whenever possible, and never assume that everyone on the road is familiar with the updated regulations.
The safest approach is to slow down, assess the situation, and proceed only when the path is clear. A little extra caution goes a long way toward ensuring that every ride remains both enjoyable and safe.
Jun 22, 2026 | Around HHI, News
From parades to music to fireworks, Hilton Head Island knows how to celebrate the Fourth of July. Whether you prefer to get up early for a run, entertain the kids at a carnival, or look up to see something amazing – probably all of the above – the island has everything necessary to keep the whole family engaged from dawn to dusk.
Our recommendation is to plan your schedule and travel from one fun offering to the next on two wheels. On a cruiser or an e-bike, with kids pedaling away or relaxing in a bike trailer or tagalong, biking around Hilton Head on the Fourth of July adds an extra layer of fun to summer’s biggest day.
Kick off your celebration early by checking out the seasoned musicianship and a laid-back style of the Chilly Willy Band at The Black Marlin on July 3. Our own Jim Hall will be on the stage! You can also catch Chilly Willy (minus Jim) at Local Legends on July 4.
In the morning, start your Fourth off right at the Hilton Head Firecracker 5K, the island’s oldest and largest race. This is a family-friendly run (or walk) that follows a scenic tour around the island and includes medals, prizes, and the Most Patriotic Dressed Award. Afterwards, stick around for music and food trucks.
Next up, it’s time for the Harbour Town Fourth of July Parade. Don’t just watch — be an active participant. You can decorate your bike, wagon, dog, and each other, then join in this fun celebration. This year’s parade will be led by Woody the Clydesdale, and along the way, you’ll encounter classic entertainment. Stay to enjoy the carnival after the parade.
Just after lunch, head to the beach to catch the Salute from the Shore, featuring F-16s from Shaw Air Force Base. This military flyover of the South Carolina east coast is your chance to wave a flag from the beach and be part of a public salute to honor the armed forces.
In the evening, you won’t want to miss Gregg Russell’s special Fourth of July Concert under the Liberty Oak in Harbour Town. An annual tradition for many, many years, this musical event is perfect for all ages.
Before heading to the fireworks, look up to witness a special flyover from Lincoln the bald eagle. Known for appearances in Philadelphia, this winged patriot will travel from the Harbour Town Lighthouse to the Harbour Town Golf Links. Don’t miss this special appearance that marks the 250th anniversary of the United States and raises awareness for wildlife conservation.
For fireworks, you have a couple of great options. Harbour Town in Sea Pines will decorate the sky above the lighthouse, and you’ll also find food and live music. Shelter Cove Harbour & Marina offers fireworks over Broad Creek paired with live entertainment from Shannon Tanner and Cappy the Clown.
With so much to do in Hilton Head on the Fourth of July, this special day is sure to be one of the highlights of your summer. Savvy locals and visitors know that biking from celebration to celebration is the breeziest and most convenient way to get around. 🎆
Jun 15, 2026 | Around HHI, News
For generations of Hilton Head residents and visitors, one name is synonymous with outdoor music and family fun – Gregg Russell. In fact, Gregg is so well-known and well-regarded on the island, that he was recently inducted into the Hilton Head Island Hall of Fame.
The Hall of Fame is an initiative by the Rotary Club of Hilton Head that honors the people who have made enduring contributions to the community. Last month, 10 local stalwarts were celebrated as Pillars, those whose activities and accomplishments have upheld the ideals of the Founders and have been instrumental in making Hilton Head Island what it is today.
Speaking of instrumental, it was no surprise that Gregg Russell was chosen as one of these Pillars. He’s been performing live music here for more than four decades. Best known for his seasonal performances under the old Liberty Oak in Harbour Town in the Sea Pines Resort, Gregg has brought cheer to more than 3 million fans. In fact, when his name comes up, most island residents and visitors of a certain age will reminisce about attending his concerts in their youth then bringing their own children and maybe their children’s children to hear him perform.
During spring and summer, with special shows for Thanksgiving and Christmas, Gregg offers his unique blend of games, sing-a-longs, and entertainment that brings out the kid in everyone. Many islanders have taken the Bubble Gum Pledge with Gregg, and no one can forget the enjoyment of a pleasant night under the tree just relaxing and swaying to the music.
Congratulations to Gregg and his fellow Hall of Fame inductees Todd Ballantine, James Benjamin “Benny” Hudson Jr., Jonathan Worth Daniels, David John “Top” Jones, Timothy C. “Tim” Doughtie, Richard A. “Pete” McGinty, Joseph B. “Joe” Fraser, J. Edward “Ed” Pinckney and Walter M. Greer. We appreciate everything the Pillars do to make Hilton Head Island a great place to live, a wonderful place to visit, and an ideal community for biking!
Jun 2, 2026 | Around HHI, News
Summer has a way of keeping Hilton Head Island buzzing from morning to night. One minute you’re pedaling beneath moss-draped oaks on a shaded bike path, the next you’re watching fireworks over the marina, browsing a local market, or catching live music by the water. Between the beaches, outdoor events, family activities, and warm Lowcountry evenings, there’s always something happening once the season gets underway.
And since Hilton Head is recognized as a Gold Level Bicycle Friendly Community by the League of American Bicyclists, getting from one summer adventure to the next is easy — and a lot more fun — on two wheels.
If you’re planning a June, July, or August escape, here are a few favorite ways to make the most of summer on the island.
Events, Music & Local Favorites
Every summer, Shelter Cove Harbour & Marina becomes one of the island’s busiest gathering spots. The Hilton Head Island Art Festival returns Memorial Day Weekend with dozens of artists showcasing everything from paintings and pottery to photography, jewelry, and handmade goods. The festival is free to attend and combines art, entertainment, shopping, and waterfront dining all in one place.
The celebration continues all season long with HarbourFest, the marina’s signature summer tradition. Beginning Memorial Day Weekend and running through Labor Day, HarbourFest features weekly live music, family entertainment, arts and crafts, and fireworks displays. Kids especially love favorites like Shannon Tanner, Cappy the Clown, and Parrot Palooza.
Another island tradition takes place beneath the famous Liberty Oak in Harbour Town, where Gregg Russell performs evening concerts throughout the summer. Generations of families have gathered there for singalongs, storytelling, and plenty of laughter.
Looking for a slower-paced morning? Cruise over to the Hilton Head Community Market on Saturdays. This family- and pet-friendly market includes local produce, baked goods, artisan items, crafts, and rotating vendors, so every visit offers something a little different.
Shelter Cove Towne Center also keeps the summer calendar packed with entertainment. Tuesday night Summer Jams feature bounce houses, family activities, fireworks, and plenty of energy, while Friday evening Sunset Celebrations pair live music with relaxed summer vibes.
Lowcountry Celebration Park joins the fun too with Party in the Park events on select Thursday evenings throughout June and July. Expect live music, food trucks, beverages, bounce houses, and even car shows for a laid-back community gathering that feels very Hilton Head.
Time to Get Moving
Summer on Hilton Head isn’t only about relaxing. There are plenty of opportunities to stay active while still soaking up the scenery.
At Palmetto Dunes, weekly Turtle Trots invite runners and walkers of all ages to take part in a casual 5K benefiting Palmetto Dunes Cares. Held throughout the summer, these events are more about fun and family participation than competition.
Prefer a slower pace? Start your morning oceanside with Hilton Head Beach Yoga, where participants practice on the sand while the waves roll in nearby. Beach Pilates sessions offer another way to mix fitness with fresh coastal air.
Of course, it wouldn’t be summer on Hilton Head without time on the water. Charter a fishing excursion from Harbour Town Yacht Basin and spend the day casting lines, spotting wildlife, and enjoying the beauty of the Lowcountry from a completely different perspective.
And then there’s golf. Hilton Head’s courses are famous for a reason, but you don’t have to be an expert to join in. First Tee offers approachable options including a six-hole par 3 course, driving range, and disc golf course. Families can also opt for a more playful round at local mini golf favorites like Legendary Golf or Pirate’s Island Adventure Golf.
No matter how you spend your days, summer on Hilton Head tends to fill up quickly with sunshine, music, bike rides, and plenty of memory-making moments. The hardest part is deciding what to do first.
