Top Hilton Head Island Dining Experiences

Enjoy a delicious Latin-inspired menu freshly prepared by the award-winning chefs of the Sea Pines Resort, featuring bold flavors and coastal flair. Think zesty, savory, and perfect for pairing with your favorite drink—and speaking of drinks, enjoy happy hour pricing on cocktails, wine, and beer throughout the entire cruise! As we cruise through the beautiful intracoastal waterways, you’ll be treated to stunning Lowcountry views, sightings of playful Atlantic bottlenose dolphins, and a narrated tour highlighting the rich history of Hilton Head and nearby Daufuskie Island—all with a refreshing drink in hand. Whether you’re celebrating a birthday, date night, or just want to unwind, this early evening cruise offers a laid-back vibe with gorgeous daylight views from start to finish.

Enjoy an immersive way to discover Hilton Head Island's aquatic scenery—and give yourself the best chance of spotting local marine life, including dolphins—on this guided boat tour. Choose a departure time that works best for you, greet your United States Coast Guard-licensed captain, and hop aboard. Learn more about the island's ecosystem along the way, and look out for wildlife as you head into nature.

Increase your odds of seeing dolphins in the wild on this dolphin watching cruise from Hilton Head. Sail out from easy-to-find Palmetto Bay Marina at your selected departure time: admire views of the shore, look for wildlife, and learn about the local ecosystem. Plus, take a quick stop to look for shells, starfish, and sand dollars at “Disappearing Island,” a strip of land only accessible at low tide.

End your day in Hilton Head aboard a relaxing sunset cruise around the island and waterways. Board your private vessel and enjoy a calm ride on Calibogue Sound with views of Harbour Town and the area is awash in golden light. While you sail, keep your eyes peeled for several species of wildlife including the playful Atlantic bottlenose dolphin.

A sailboat cruise from Hilton Head is a peaceful way to see stunning Lowcountry landscapes without the noise of a moor. Join a captain and crew aboard a 39-foot long (12 meter) sailboat that competed in America’s Cup—head through quiet waters and past gorgeous scenery without the roar of a motor. You can even try your hand on deck and help out with the sails.

Come aboard the Spirit of Harbour Town for a 3 course dinner cruise prepared by the chefs of Sea Pines Resort *SHARE YOUR MEAL PREFERENCES AT CHECKOUT IN THE SPECIAL REQUIREMENTS SECTION* APPS Heirloom Tomato Panzanella Salad - Greens, Tomatoes, Mozzarella, Cucumbers, Focaccia, Basil, Apple Cider Vinaigrette ENTREE (Select 1) 1. Roasted Pork Loin - Buttermilk Whipped Potatoes, Peppercorn Sauce, Shaved Fennel Slaw 2. Blackened Mahi Mahi -Buttermilk Whipped Potatoes, Pineapple Salsa, Shaved Fennel Slaw 3. Roasted Chicken Breast - Buttermilk Whipped Potatoes, Chimichurri, Shaved Fennel Slaw 4. Pasta Primavera - Fresh Vegetables, Olive oil, Garlic, White Wine, Herbs DESSERT (Select 1) 1. Sunset Key Lime Pie - Raspberry Coulis, whipped cream 2. Chocolate Torte - Raspberry Coulis, whipped cream KIDS (3-12) 1. Chicken Tenders - Mashed Potatoes and Fresh Vegetables 2. Chicken Alfredo pasta - Parmesan Cream, Roasted chicken *Children's Menu comes with salad & dessert choice*

Take part in an authentic Lowcountry travel experience with this shrimping tour from Hilton Head Island. Join a crew on board a fishing boat and head out on the salt marshes for a chance to catch shrimp and fish, and learn about the environment and wildlife as you go. After the trip, hang out and enjoy a day pass to the Sea Pines Resort.

Cruise the beautiful waters around Hilton Head Island as the sun melts into the horizon. In a unique twist, dine on all-you-can-eat hibachi-style food, with entrees of chicken, steak, shrimp, and vegetables, along with salad and fried rice (beverages available for purchase). The cruise departs from 18 Simmons Rd, Hilton Head Island, SC, aboard a custom catamaran boat for a memorable evening.

Hop on a Jet Ski and explore Hilton Head Island on this scenic tour. Leave from Palmetto Bay Marina, past gorgeous mansions, until you reach the designated area where you can zoom around as you like. Enjoy the beautiful surroundings and get the chance to observe birds, dolphins, and maybe even a sea turtle in their natural habitat.

Paddle through the calm waters of Skull Creek on Hilton Head Island during this guided stand-up paddleboard (SUP) tour. Join a small group and use your core strength to keep you balanced while you float on pristine waterways. Keep your eyes peeled for local wildlife such as the Atlantic bottlenose dolphin and several species of sea birds.

Soar over Hilton Head Island with a parasailing adventure. Get a bird’s eye view of Calibogue Sound, Harbour Town Lighthouse, and Daufuskie Island during the flight. Keep an eye out for local wildlife, including bottlenose dolphins. Take-off and land on the back of a custom parasail boat, or choose to cool off and get wet. Tandem and triple flights are also available for couples or small groups.

If you’re keen to spend some time exploring Daufuskie Island independently, then this is an easy and stress-free option. A great alternative to sightseeing tours, this transport package gives you the freedom to plan your own itinerary. Simply travel on a ferry from Hilton Head to Daufuskie Island, then choose how you spend your day. Possibilities include golf cart rental, or visiting the favorite foodie hotspot of Daufuskie Crab Company.

Cruise along the coastal waterways of Hilton Head Island aboard a private boat during this sunset cruise. Board your vessel and see as the sky changes from blue to shades of orange and pink as the sun begins to set. While you sail, keep your eyes peeled for local wildlife like dolphins, turtles, and even otters.

Go sailing in Hilton Head Island with this private dolphin-watching tour. Motor out to Port Royal Sound and then put up the sails for a true sailing adventure. Keep an eye out for a variety of wildlife including birds, dolphins, manatees, and sting rays during this boat tour. Maximize time with a private tour and learn about sailing from your guide.

See Hilton Head Island from a fresh perspective with this private sunset dolphin tour. Meet your boat captain at Palmetto Bay Marina for a private tour that can accommodate up to six people. Keep an eye out for Atlantic bottlenose dolphins as you learn about their feeding patterns, social behavior, and more. Admire sunset views from the deck of the boat.