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This list comes straight from Jim Hall – the first in our “Just Ask Jim” series. Jim is one of Bike Doctor Hilton Head’s owners and island local who knows every scenic route and sweet stop by heart. When he’s not helping customers find their perfect ride, you’ll catch him out exploring the paths himself. Jim put together these dessert favorites so you can enjoy a true taste of Hilton Head — one pedal (and one scoop) at a time.
You already know Hilton Head is packed with scenic spots, places to enjoy outdoor activities, and cultural offerings. But have you realized it’s also teeming with culinary stops serving handmade ice cream, artisan chocolates, and classic confections? We’ve rounded up some of the best places to satisfy your cravings. And because exploring by bike is the island way, why not turn it into a two-wheeled tour of desserts?
Hilton Head Ice Cream
Homemade and award-winning, this local favorite has been scooping smiles for more than 35 years. With traditional flavors alongside creative options like Chocolate Cayenne, Peach Pecan, and Cookie Monster, everyone in the family will find something they love.
Chocolate Canopy
Since 1982, the Chocolate Canopy has been delighting visitors with sweets in every shape and flavor. Think pralines, truffles, and clusters, as well as whimsical chocolates shaped like alligators, crabs, and starfish. Perfect for gifts or a little indulgence just for you.
Hilton Head Social Bakery
Led by Chef Philippe Feret and his wife Marissa, this award-winning bakery delivers French pastries and breads made from scratch each day. Fresh fruit tarts, macarons, buttery cookies, and savory options line the cases — now available at two island locations.
The Ice Cream Cone (Coligny Plaza)
A Hilton Head tradition since 1971, this shop offers 78 hand-scooped flavors plus soft serve and vegan options. Local favorites include Key Lime Pie, Bourbon Pecan, and Caramel Turtle Cheesecake, while gourmet picks like Dark Chocolate Raspberry Truffle keep things adventurous.
MilkShake Factory
For a sip-able twist, the MilkShake Factory blends nostalgia with creativity. From Chocolate Cake Shakes to Peanut Butter Brownie or Caramel Toffee Cappuccino, the menu mixes classics with inventive combos. Non-dairy choices mean everyone can join in.
The Island Fudge Shoppe
Nothing says “vacation treat” like homemade fudge. With flavors such as salted caramel, birthday cake, raspberry truffle, and penuche, this spot is a must-visit. You’ll also find pralines, toffee, and saltwater taffy — ideal for stocking up before you head home.
Plan Your Own Sweet Tour
Map out your own route because Hilton Head’s dessert scene makes it easy to sample your way through the island. One thing’s certain: by the end, you’ll have a satisfied sweet tooth and a few new favorite stops.
