Top Hilton Head Island Tours, Sightseeing & Cruises

Embark on a nautical adventure aboard the Black Dagger pirate ship, which transforms kids into little pirates for a treasure hunt on the waters of Hilton Head. The crew provides kids with pirate costumes and pirate lessons before setting sail in search of treasure. This family-friendly cruise has a choice of several departures in the morning and afternoon, making it easy to fit into your schedule.

Cruise from Hilton Head to Savannah on this Lowcountry day trip that’s packed with views. Relax on the open-air upper deck or air-conditioned lower cabin as you cruise through the Intracoastal Waterway, drink in hand from the onboard bar (own price). Then, dock in Savannah and spend a few hours of free time shopping, dining, and sightseeing before sailing back to Hilton Head.

Remote Daufuskie Island is accessible only by boat and remains largely undeveloped, despite its fame as the setting of Pat Conroy’s novel “The Water is Wide.” A guided tour makes the trip a cinch—this package includes round-trip ferry tickets, plus transportation between island attractions such as the First African Baptist Church and Mary Fields School, all visited with the benefit of commentary from your guide.

Enjoy sunset views and scan the water for Atlantic bottlenose dolphins on this dolphin-watching cruise off the coast of South Carolina. The frequency of dolphin sightings makes this cruise ideal for those hoping to catch photos of the majestic sea creatures. Plus, throughout the cruise, you can learn about dolphins and your surroundings from an on-board naturalist.

On this dolphin watching cruise from Hilton Head, you have the chance to see wildlife, check out local landmarks, and admire the coastline as you cruise out on the Calibogue Sound and Atlantic Ocean. Your guide narrates the entire trip as you sail past Bull Island, the Haig Point Lighthouse, and more, all while looking out for dolphins, egrets, herons, and other animals in the wild.

Learn about the marine life populating the waters off the coast of Hilton Head Island on this dolphin watching cruise. Up your chances of spotting dolphins and other marine animals with the help of your professional guide, who will also provide information about the ecosystem as you go.

Explore Hilton Head Island at your own pace with a private pontoon boat rental. Go sightseeing on the beautiful waters of Skull Creek and keep an eye out for bottlenose dolphins. Travel toward the mouth of the Atlantic Ocean and see Daufuskie Island and Palmetto Bluff. Get tips from a local on where to go and personalize this boating adventure according to your interests.

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.

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.

Go sailing at sunset in Hilton Head Island with this private dolphin-watching tour. Climb aboard a sailboat and cruise out into Port Royal Sound during this tour. Keep an eye out for wildlife including dolphins, manatees, sting rays, and more. Learn about sailing if you choose or just sit back and enjoy the ride, complete with sunset views.

Maximize time in Hilton Head Island with a Segway Tour. Meet your guide for a basic safety tutorial on how to use a Segway and then set out to explore the historic Honey Horn property. Cover ground with ease during this efficient tour and learn about local history and culture from your guide. No prior experience is necessary and helmets are provided.

Over 24 Hollywood films have been shot in the historic town of Beaufort, South Carolina. Explore Beaufort without the hassle of navigating on a tour of the area’s highlights, from scenic film locations to historic homes. Your small group size ensures the full attention of your guide, who navigates for you and provides little–known stories about Beaufort’s past. Morning and afternoon departure times are available for your convenience.

Discover the natural beauty of Hilton Head Island with a guided kayaking tour. Meet your guide for a quick safety tutorial and then paddle out into the Broad Creek Wildlife Area. Keep an eye out for birds and dolphins as you explore salt marshes, tidal rivers, and creeks. Learn about the local ecosystem and history from your naturalist guide. No prior kayaking experience is necessary.

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.

Travelers of all ages can see more of the lush Honey Horn landscapes in less time with this Hilton Head Island Segway adventure. Meet-up with your group, and follow your guide to explore this 70-acre (28.3-hectare) preserve. Marvel at meadows, glide along the trails and boardwalks, and check out the oldest tree in South Carolina. Along the way, you might even spot a few alligators lounging in the sunshine.

Hilton Head Private Dolphin-Watching Tour with Dining Stop

Discover Hilton Head’s natural landscapes during a Segway tour through the Coastal Discovery Museum. The 70-acre (28-hectare) preserver was once a cotton plantation and features open meadows, salt marshes, and a live oak forest, perfect for exploring. This tour is strictly about the scenery and doesn’t have any narration, meaning you can enjoy your time riding around without interruptions.

Easily explore the highlights of Hilton Head, South Carolina aboard an easy-to-use Segway. Join a small group and get your feel for the vehicle with a brief introduction. Then, set off to explore the island including Shelter Cove Community Park and Broad Creek. No matter your age, the Segway allows everyone to explore at the same pace.

Set out on a private adventure on Hilton Head Island’s waterways with this pontoon boat rental. Receive professional orientation on navigating and then choose an itinerary that matches your interests. Keep an eye out for dolphins as you cruise along Skull Creek and travel to the mouth of the Atlantic Ocean. Pontoons can comfortably fit up to 10 people.

Embark on a nautical adventure aboard the Black Dagger pirate ship, which transforms kids into little pirates for a treasure hunt on the waters of Hilton Head. The crew provides kids with pirate costumes and pirate lessons before setting sail in search of treasure. This family-friendly cruise has a choice of several departures in the morning and afternoon, making it easy to fit into your schedule.

Zoom around Hilton Head Island on a small, motorized "creek cat" boat during this guided tour. Get views of all the quintessential sights, as well as access to some smaller marshes and wildlife-rich areas. Enjoy the opportunity to operate your own creek cat under the supervision of a guide; multiple departure times available.

Set out on a cruise from Hilton Head Island, South Carolina in search of Atlantic bottlenose dolphins. Board your private vessel and cruise past the Harbour Town Lighthouse and Daufuskie Island. While you sail, keep your eyes peeled for the playful dolphins as well as other local wildlife like bald eagles.

Discover the story behind the kazoo, a popular music instrument, during this factory and museum tour. Visit Kazoobie Kazoos, a family-run manufacturer of kazoos in Beaufort, South Carolina to learn about these instruments. Explore the on-site factory and hear stories about this American-made and American-invented instrument. Bring the kids for an educational experience.

Discover Beaufort’s historic district without the hassle of navigating a tour that highlights the town’s Hollywood past. In addition to telling little–known stories about the town’s 300–year history, your guide brings you to landmarks often missed by visitors, from unmarked Forrest Gump film locations to the cemetery used in The Great Santini.