Top Hilton Head Island Sightseeing Tours in 2026

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 boat 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.

Explore the rich history of Beaufort, South Carolina, on a captivating golf cart tour. This one-hour journey offers a unique blend of local lore and architectural beauty and many film spots that were filmed here, showcasing the stunning Antebellum homes and live oaks draped in Spanish moss. Knowledgeable guides share insights into the town's 300-year-old past, making history come alive. Perfect for families, history buffs, and travelers seeking an authentic Lowcountry experience. - Enjoy a one-hour guided golf cart tour in Beaufort's historic district - Learn about Beaufort's culture, architecture, and fascinating stories - Tours available daily, departing from Emma's Earth Shop in downtown Beaufort - Eco-friendly 8-man golf carts provide a comfortable, engaging ride

Experience Hilton Head Island in a way that few travelers get to: On a small, motorized "creek cat" boat during this guided tour. Operate your own vessel under your guide’s supervision while taking in views of all the quintessential sights, as well as access to some smaller marshes and wildlife-rich areas.

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.

Experience Hilton Head’s wildlife-rich Broad Creek Estuary on this kayaking tour designed for all ages and experience levels—no need for prior experience or your own equipment. Glide through calm salt-marsh waters and keep an eye out for wild bottlenose dolphins, as well as manatees, sea turtles, otters, and shorebirds. Paddle past waterfront homes and learn about the local history and ecology from your guide.

Sit back and relax while a United States Coast Guard-licensed captain steers this boat tour toward stunning sunset views and a chance to spot wild dolphins. This 1.5-hour wildlife experience is fun and educational for children and grown-ups alike, with a friendly crew who’ll navigate the water for you and help you learn more about the local ecosystem.

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.

Hilton Head Island is known as one of North America’s best spots for watching dolphins in the wild. Get out on the water and take in amazing views of these intelligent, playful creatures during this private boat tour. With a Lowcountry Master Naturalist as your captain and guide, you’ll learn all about the ecology of Hilton Head while watching the dolphins along with other wildlife including rays, sharks, and sea turtles. Just your group (up to six passengers) cruising the waters, watching dolphins eating, playing, and socializing.

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.

Atlantic bottlenose dolphins are found in abundance around Hilton Head, and this sunset cruise heads out into the salt marsh where they are most often spotted. Hear about the wildlife, history, and culture of the Lowcountry from your captain along the way, and snap photos of the landscape as the sun sets.

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.

Cruising the salt-marsh ecosystem in search of dolphins is a popular activity in Hilton Head, but unlike other similar tours, this dolphin and nature tour uses small boats so wildlife isn’t scared away easily. Sail along the water from Shelter Cove Marina, down Broad Creek, and into Calibogue Sound, while keeping a lookout for Atlantic bottlenose dolphins, birds, and other animals that call the area home.

Embark on an unforgettable private boat tour for up to six people, departing from Hilton Head Island and taking you on a journey through the pristine waters of the Lowcountry. Learn about the marsh grasses and wildlife. Your journey will be escorted by dolphins. Cut across the Calibogue Sound and head to Daufuskie Island; an exclusive spot only accessible by boat. Visit Freeport Marina and Old Daufuskie Crab Company at your leisure and own expense. Once you've had your fill, board the boat and continue on your journey back to the mainland enjoying dolphin spotting along the way.

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.

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

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.

Explore the rich tapestry of Beaufort's history on this engaging walking tour that spans over 500 years. Discover fascinating folktales and Hollywood lore that make this coastal town truly unique. Perfect for history buffs and curious travelers alike, this tour offers a deep dive into the stories that shaped Beaufort. With tours lasting between one to two hours, you’ll get an immersive experience without feeling rushed. Enjoy the charming scenery as you stroll through this iconic destination with knowledgeable guides sharing insider insights along the way. - Discover Beaufort's history and Hollywood connections - Tours last between one to two hours for a thorough experience - Engage with local folktales that add depth to the journey - Ideal for history enthusiasts and casual travelers alike

This unique tour starts with an exciting boat ride to beautiful Page Island, Outside's private paradise. Along the way, your captain will find tell entertaining stories and help spot interesting wildlife. Watch for dolphins and birds that call the tidal marsh home. Once on Page Island, you'll be launched in our comfortable kayaks and led on a scenic paddle through the Daufuskie Island nature web. Learn all about the local ecosystem and the critters that live there.

Set out on a private cruise from Hilton Head Island, South Carolina, in search of wild Atlantic bottlenose dolphins. Board your vessel and cruise along the beautiful Lowcountry waterways with your captain. Unlike crowded public dolphin cruises, enjoy your own comfortable boat, personalized attention, and the flexibility to explore at your own pace.

Bring the whole family to watch the sunset at Hilton Head on this new, private boat tour. You’ll easily meet your captain in plenty of time to get on the water before sunset. Feel free to rent this boat for parties, birthdays, anniversaries, or other functions, as the boat was made to host entertaining events.

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.

Located south of Hilton Head Island, Vanishing Mile Isle can only be visited when it’s briefly exposed during low tide. With this private charter, you can easily access this unique location and spend time beachcombing for sand dollars, seashells, and more, with a master naturalist onhand to provide more information. Along the way, look for dolphins and other wildlife in Calibogue Sound.

This trip is completely customizable and based on your preferences. At Outside Hilton Head, we specialize in unforgettable outdoor adventures in the Lowcountry. Our team of expert guides, including master naturalists and USCG licensed Captains, is dedicated to providing exceptional experiences. From kayaking and paddleboarding to dolphin tours and custom watersport adventures, we offer something for everyone.