Harbour Town Dining & Entertainment

Hilton Head Island's best dining and entertainment

Harbour Town Dining & Entertainment

Harbour Town is home to some of the island's best restaurants! Whether you are looking for a great lunch spot or evening entertainment, Harbour Town offers the best dining options.

Cinnamon Bear Country Store

Cinnamon Bear offers 24 flavors of premium ice cream, including gluten-free, sugar-free and dairy-free, as well as low-fat frozen yogurt and free sprinkles – every day! You'll also find an espresso bar, soft drinks, gourmet foods, daily samplings, as well as a vast bulk candy and nut selection, including Jelly Belly and Cinnamon Bears, of course.

(843) 671-2219


Situated under the oaks in Harbour Town, CQ's features progressive American cuisine, inspired by the seasons and coastal ingredients, and has been a popular landmark for fine food and spirits for more than 20 years.

cqsrestaurant.com | (843) 671-2779

Cups & Cones - Temporary Closed

Stop by Cups & Cones for a hot coffee, ice-cold beverage or tasty ice cream cone.

(843) 363-8140

Harbourside Burgers & Brews

Enjoy an open-air café specializing in light, casual fare and specialty frozen drinks, as well as seasonal nightly entertainment under the stars. (Seasonal)


Links, an American Grill at the Harbour Town Clubhouse

Indulge your appetite for exceptional dining at Links and enjoy indoor and outdoor seating overlooking the famed Harbour Town Golf Links.

Learn More | (843) 363-8380

Spirit of Harbour Town (Vagabond Cruise)

Dine in the main climatecontrolled cabin, or al fresco on the covered topside deck of Hilton Head Island's premier sunset and dinner cruise vessel. All menu items are prepared fresh every day and the full-service bar is sure to feature your favorite refreshments.

VagabondCruise.com | (843) 363-9026

The Crazy Crab

Serving fresh, local seafood "your way," The Crazy Crab offers casual, family-friendly dining overlooking Harbour Town Yacht Basin. With fare ranging from steamed shrimp and crab legs to lobster and steaks, there is something for everyone in the family to enjoy. Gluten-free items available. Open seven days a week, they offer a great bar and central location in Harbour Town. Lunch is served 11am-3:30pm; dinner is served 3:30-10pm.

TheCrazyCrab.com | (843) 363-2722

The Harbour Town Bakery & Café

The Harbour Town Bakery & Café serves home-cooked breakfasts, freshly baked pastries and a large selection of made-to-order lunch options, including fresh salads and seasonal soups.

(843) 363-8190

The Liberty Oak

Under The Sea Pines Resort's iconic Liberty Oak is where you'll find Gregg Russell, Hilton Head Island's most popular family-friendly entertainer for more than 40 years, as well as the Charles Fraser Memorial, a commemoration of eco-development pioneer and The Sea Pines Resort founder Charles Fraser. Visit greggrussell.com or call (843) 842-1979 for Gregg Russell's concert schedule.

The Quarterdeck, Waterfront Dining - Temporary Closed

Located next to the iconic Harbour Town Light House and overlooking the Calibogue Sound, The Quarterdeck offers breathtaking sunsets and an enticing menu. They specialize in fresh seafood and signature dishes, which pair well with their Wine Spectator Award-winning wine list, specialty cocktails and local draft beers. Live music nightly is offered seasonally.

(843) 842-1999