Your Hilton Head Summer Starts Here

Your Hilton Head Summer Starts Here

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.

New at HHBC: Beach-Ready Geared Bikes 

New at HHBC: Beach-Ready Geared Bikes 

We’re excited to now offer geared bikes you can ride on the beach, available for rent at HHBC. We’re one of the very few on Hilton Head Island offering this type of bike for rental.Think of this as a beach cruiser with gears. You get the same upright, comfortable cruising position, but with the added benefit of gearing for longer rides and changing conditions.In the past, sand and salt air made geared bikes a poor choice for beach riding. That’s changed with our new Priority bikes featuring a Gates Carbon Drive Belt — no chains, no derailleur, and fully enclosed 7-speed Shimano hub gearing.An added bonus? Gears make it easier to pedal against the wind, especially on breezy beach days.Comfortable, rust-free, and beach ready. Book online or stop by HHBC to rent one of our new Priority geared cruisers today.

Hilton Head Bicycle Company Now Proud to Be Official Trek Bicycle Dealer!

Hilton Head Bicycle Company Now Proud to Be Official Trek Bicycle Dealer!

Those who ride know that from the wheels to the handlebars, the bike matters as much as the road. So when Trek asked us to become an official Trek Bicycle dealer, there was no question our answer would be, “Trek, yeah!”

Since 1976, Trek has been on a mission to produce better bikes and leverage innovation to challenge the limits of the bicycle’s capacity. From developing OCLV Carbon to its alpha aluminum, the Waterloo, Wisc.-based company has focused on materials as the foundation for each bike. From there, strict attention is given to enhancing important features like braking control, rear suspension and shocks for a better ride and designing for better aerodynamics.

Trek is so confident that its bikes will stand the test of time and miles, it offers a lifetime warranty on framesets, main frame, and full suspension for the original owner. It all starts with an authorized retailer, and now, Hilton Head Bicycle Company is on that select list.

This status allows us to carry Trek bikes – electric, mountain, road, gravel and more – plus Trek accessories. And we can service Trek bikes and have easy access to real Trek parts for repairs – all the requirements to help you maintain that awesome Trek warranty.

For bike aficionados from Hilton Head to Bluffton, Jasper, and all of Beaufort County, this makes owning and maintaining a Trek bicycle more convenient, especially with our bike repair delivery service.

We’re excited about partnering with Trek and can’t wait to get you on the road. As Trek knows, sometimes you have to get lost to find yourself. Ride on!

Just Ask Jim: Hilton Head’s Sweetest Stops

Just Ask Jim: Hilton Head’s Sweetest Stops

Just Ask Jim: Hilton Head’s Sweetest Stops

You’ve heard of pub crawls, dine-arounds and progressive dinners. But what could be sweeter than touring Hilton Head’s top spots for desserts, frozen treats, and confections? To make it easy, we’ve pulled together some of our favorite places to indulge and are sharing them here.

As we always say, the best way to experience Hilton Head is from the back of a bike, and visiting the island’s sweet spots is no different. In fact, you can hop on one of our guided e-bike tours, like the beach bum tour or history and nature tour, and expect a stop at Hilton Head Ice Cream – the first location on our list below.

So get your spoon ready, and let’s go!

Hilton Head Ice Cream

Like its name implies, this eatery makes real, homemade, award-winning ice cream using high-quality cream and the same butterfat content used when it originally opened 35 years ago. With a variety of traditional as well as unique flavors like Chocolate Cayenne, Cookie Monster, and Peach Pecan, there’s a perfect taste for every palate.

Chocolate Canopy

Since 1982, the Chocolate Canopy has been creating chocolates and confections to fulfill the sweetest needs of any appetite. From chocolates in the shapes of local characters like alligators, crabs, flip flops, and starfish to a variety of pralines, truffles, and clusters, and so much more to try – the Chocolate Canopy is the place to shop for gifts, including those you give yourself.

Hilton Head Social Bakery

Voted best bakery, this local gem features all-natural French baked goods made from scratch every day. Led by Chef Philippe Feret and co-owner and wife Marissa, the bakery offers a range of pastries, more than 10 fresh fruit tarts, macarons, shortbread cookies, and plenty of choices for more savory pairings. Twice as good, there are now two locations to choose from – Shelter Cove and South Island.

The Ice Cream Cone in Coligny Plaza

With 78 hand-scooped flavors as well as soft serve and vegan options perfect for the homemade waffle cones, this local staple has been serving the island since 1971. A few of our top choices include Krazy Cookie Dough, Bourbon Pecan, Key Lime Pie, and Caramel Turtle Cheesecake, as well as gourmet flavors like Dark Chocolate Raspberry Truffle, Honey Roasted Peanut Butter, and Cappuccino Crunch.

MilkShake Factory

For those searching for something more sippable, enjoy your ice cream in a glass at the MilkShake Factory. With numerous locations throughout the country, this sweet stop has a long history rooted in chocolate. From a 1950s soda fountain to the milkshake shop of today, this is where you’ll find signature and gourmet items like the Chocolate Cake Shake, Caramel Toffee Cappuccino, Mint Cookies & Cream, Peanut Butter Brownie, and many more, including several classic flavors. There are also plenty of non-dairy and “not shakes” treats to sample.

The Island Fudge Shoppe

When a confectioner has “shoppe” is in the name, you know it’s going to be good. This is the place to stock up on island favorites like saltwater taffy, pecan pralines, and homemade toffee. And of course, you must try the fudge, which comes in an array of enticing flavors like salted caramel, birthday cake, penuche and raspberry truffle.

Whether you decide to create your own tour or join one of ours, your sweet tooth will be satisfied after you pay a visit to any (or all) of these flavorful locations.

HHBC Sponsors Special Olympics” Fundraiser

HHBC Sponsors Special Olympics” Fundraiser

🚴‍♀️ HHBC Sponsors “60 Minutes for Special Olympics” Fundraiser

We’re thrilled to share that Hilton Head Bicycle Company is teaming up with our friends from Engel & Völkers to support a cause close to our hearts — the 60 Minutes for Special Olympics fundraiser happening right here on Hilton Head!

Join us Saturday, October 18, as we ride together to celebrate and support Special Olympics athletes in our community.

Here’s how the day rolls out:

📍 11 a.m. – Hilton Head Bicycle Company (112 Arrow Road)
Start the day with us and grab a bike for just a $10 donation — 100% of proceeds go directly to Special Olympics athletes!

📍 12 p.m. – One Hot Mama’s
Pedal over for great food and even greater company! 10% of all sales receipts at One Hot Mama’s will be donated to SOAR, our local Special Olympics program. You’ll also get the chance to meet some of the incredible local athletes we’re riding for and refuel before heading back.

💙 Donations can also be made online here: fundraise.specialolympics.org/team/772713 — every dollar helps support training, competition, and inclusion for Special Olympics athletes across the Lowcountry.

We’re proud to join forces with Engel & Völkers, Artern Media, and One Hot Mama’s for this community event — proving once again that when Hilton Head comes together, amazing things happen.

So grab your helmet, bring a friend, and let’s ride for something special!

Jim Hall to Judge the Hilton Head Kiwanis Chili Cook Off

Jim Hall to Judge the Hilton Head Kiwanis Chili Cook Off

We’re excited to share that our very own owner, Jim Hall, will be taking part in one of Hilton Head Island’s tastiest traditions — the 40th Annual Hilton Head Kiwanis Chili Cook Off & Jeep Island, happening Saturday, October 11, 2025, at Lowcountry Celebration Park.

This beloved community event, presented by Renewal by Andersen, brings together professional chefs, talented home cooks, and chili lovers from across the Lowcountry. Contestants will compete for top honors in Professional, Amateur, and People’s Choice categories, with prize money donated to local youth charities.

As part of the celebrity judging panel, Jim will help taste, evaluate, and select the winners. With so many creative recipes and bold flavors, it’s sure to be a spicy challenge — and one he’s honored to take on.

Beyond the chili, attendees can look forward to Jeep Island, featuring incredible Jeep displays and competitions, plus a raffle of a donated Jeep. Families will enjoy the Kids Zone, legendary Kiwanis grilled burgers and dogs, and plenty of music, fun, and fellowship.

Most importantly, the Chili Cook Off supports the Hilton Head Kiwanis Club’s mission of improving the lives of local kids. Proceeds benefit vital youth programs right here in our community.

We’re proud to see Jim representing our team in this tradition that blends food, fun, and giving back. If you’re in town, come out and join us for a bowl (or ten) of chili and say hello!

📅 When: Saturday, October 11, 2025 | 12–3 p.m.
📍 Where: Lowcountry Celebration Park, Hilton Head Island
🎟️ Tickets: $10 entry | $10 chili tasting punch card

👉 Learn more: Hilton Head Kiwanis Chili Cook Off