Hilton Head Island is renowned for its beautiful beaches, golf courses, and relaxed coastal charm, but it also offers some exceptional dining experiences that turn a good trip into a memorable one. The island’s water-centric lifestyle means plenty of opportunities to enjoy seafood, sunset views, and waterfront dining—all paired with the warm southern hospitality. Whether you’re seeking a romantic evening, a fun family outing, or an exclusive private tour, Hilton Head’s culinary options are more than just meals—they’re part of the adventure.
In this guide, we’ll explore the five best dining experiences on Hilton Head Island, each with its own unique flavor and atmosphere. From sunset dinner cruises to private dolphin tours, these options highlight the best ways to savor the island’s natural beauty while enjoying fantastic food.
1. Hilton Head Island: Sunset Dinner Cruise
At number one, the Sunset Dinner Cruise offers a classic Hilton Head experience—sailing through the Intracoastal Waterway while enjoying a three-course meal prepared fresh by award-winning chefs at the Sea Pines Resort. The cruise lasts about 2 hours, and you can select either outdoor or indoor seating to match your mood. During the trip, you’ll witness a breathtaking sunset over Harbour Town, with the iconic lighthouse providing a perfect backdrop.
What makes this cruise stand out is the chance to spot dolphins frolicking nearby—an unmissable highlight for nature lovers. Guests consistently praise the delicious food and the calm, relaxing atmosphere. The reviews highlight the experience as “lovely,” with guests mentioning the “beautiful sunset,” the “delicious dinner,” and the “friendly staff.” Parking can be a challenge, so arriving early is advised, but the overall value for a 2-hour cruise with a full meal is excellent.
Bottom Line: This cruise combines spectacular sunset views, delicious food, and dolphin-watching—perfect for couples or anyone wanting a romantic, scenic dinner on the water.
2. Hilton Head Sunset Dinner Cruise
Coming in at number two, the Hilton Head Sunset Dinner Cruise aboard the Spirit of Harbour Town is slightly more detailed and offers similar delights. This cruise also features a three-course dinner, with options like roasted pork loin or blackened Mahi Mahi, all crafted by Sea Pines Resort chefs. The tour takes about 2 hours and sails through Calibogue Sound, giving you views of nearby South Carolina islands and unspoiled estuaries—perfect for lovers of coastal scenery.
A key feature is the cruise’s route, which includes a passage by Daufuskie Island and the Harbour Town Lighthouse, especially at sunset. Reviewers mention how easy and enjoyable the experience is, with “spectacular sunsets” and “delicious meals” making it a memorable outing. Some note that the spicy salsa might not suit everyone, but overall, the food receives high marks. The atmosphere is described as pleasant and relaxing, and the staff attentive.
Bottom Line: Ideal for those seeking a well-organized, scenic dinner with quality food and a view of the South Carolina coast, especially suited for romantic evenings or special occasions.
3. Private Hilton Head Dolphin Tour with Waterfront Dining Stop
At number three, the Private Hilton Head Dolphin Tour offers a more intimate, customized experience—perfect for families or small groups. For around $413, up to 6 people can enjoy a 2-hour 15-minute tour departing from Palmetto Bay Marina. The highlight is the chance to see dolphins in their natural habitat, along with other wildlife like pelicans and turtles, while cruising the calm waterways of Broad Creek and Calibogue Sound.
What sets this tour apart is the personalized nature—your captain shares insights about the local ecosystem, and you’ll make 2-3 stops at local restaurants, sampling the best waterfront cuisine. The itinerary often includes views of the Harbour Town Lighthouse and Daufuskie Island, accessible only by water. Guests rave about the “friendly, knowledgeable” captains and the relaxed, scenic ride. Since it’s a private tour, it’s highly customizable, making it suitable for families, eco-enthusiasts, or anyone craving a tailor-made adventure.
Bottom Line: This private tour offers the most personal experience, blending dolphin sightings with dining stops and insider knowledge—ideal for small groups wanting a flexible, memorable day.
4. Hilton Head Island: Dolphin Watching 3-Course Dinner Cruise
Next up, the Dolphin Watching 3-Course Dinner Cruise combines the thrill of wildlife viewing with a delicious meal. For just $70 per person, this 1.5-hour cruise offers a three-course menu prepared daily, with stations at a private table. The cruise’s shorter duration makes it appealing for those with limited time or families with young children.
The main draw here is the opportunity to see Atlantic bottlenose dolphins in their natural habitat, all while enjoying views of Hilton Head from the water. The menu includes options for kids and adults alike, and the crew is praised for being friendly and engaging. This cruise is particularly suitable for travelers who want a quick, fun outing without sacrificing quality food or wildlife encounters.
Some guests mention the rich chocolate cake and the fresh salad as highlights, and the overall atmosphere is described as relaxed and enjoyable. If you prefer a shorter, lively experience with wildlife watching, this cruise fits the bill.
Bottom Line: Perfect for families or travelers on a tight schedule, this cruise offers dolphin sightings combined with a delicious meal in a shorter time frame, making it a great value.
5. Sunset Hibachi Dinner Cruise
Finally, the Sunset Hibachi Dinner Cruise provides a unique dining twist—all-you-can-eat hibachi-style dishes served aboard a custom catamaran. For around $128 per person, you enjoy a 2-hour cruise with unlimited entrees like chicken, steak, shrimp, and vegetables, plus salad and fried rice. The boat’s relaxed vibe, combined with music and scenic sunset views, makes for a lively, fun evening.
What makes this experience stand out is the interactive dining—hitting all the notes for those craving flavorful, freshly prepared food in a casual setting. Reviewers mention the fun atmosphere, the quality of the hibachi dishes, and how the staff makes the evening memorable. Be aware that beverages like beer, wine, and soft drinks are available for purchase, which can add to the fun.
This cruise is especially suited for groups looking for a lively, engaging experience with a coastal view. While the price is higher than some other options, the all-you-can-eat aspect and entertainment factor offer good value for a memorable night.
Bottom Line: For travelers wanting a dinner with a fun, interactive twist, this cruise delivers with flavorful food, music, and beautiful sunset scenery.
How to Choose the Right Dining Experience in Hilton Head Island
When selecting the best dining experience on Hilton Head, consider your budget, timing, and personal interests. If you’re seeking a romantic sunset with scenic views, the Sunset Dinner Cruise or the Hilton Head Sunset Dinner Cruise offer stunning settings and excellent food. For those wanting a more private, tailored adventure, the Private Hilton Head Dolphin Tour provides a personalized touch with the chance to see dolphins and sample waterfront dining.
Budget-conscious travelers might prefer the shorter dolphin watching cruise, which still offers wildlife sightings and a quality meal at a lower price point. If you’re looking for a more lively, interactive dinner, the Sunset Hibachi Dinner Cruise combines great food with a fun atmosphere.
Booking early is recommended, especially during peak seasons, to secure your preferred time and experience. Think about your interest in wildlife, desire for privacy, and whether you want a quick outing or a full evening of dining and scenery.
Final Thoughts
Hilton Head Island’s waterfront dining options go beyond just a meal—they’re an integral part of the island experience. Whether you prefer the romance of sunset cruises, the excitement of dolphin spotting, or a private eco-dolphin tour with dining stops, there’s something to match your style and budget. For a special occasion, the private dolphin tour stands out, while the classic sunset dinner cruises are perfect for couples wanting a romantic night. Families and groups can find great value in the shorter dolphin-watching cruise or the hibachi dinner cruise.
To make the most of your trip, consider booking these experiences early during the busy season. Each of these tours offers a unique way to enjoy Hilton Head’s natural beauty while indulging in excellent cuisine—making your visit truly unforgettable.