Top Hilton Head Island Private Sightseeing Tours

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.

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.

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.

Our tour will take you through the city's National Historic Landmark District, showcasing beautiful historic homes, churches, and sites that have witnessed centuries of American history. You’ll see sites from the Filming of Forest Gump, hear stories of the civil war, Harriet Tubman, the Succession, the Jewish settlers, local history and so much more. Go at your own pace. Stop anytime and continue whenever you want. The tour is all outside, location aware, plays as you walk, and can be taken 24/7/365. It never expires.

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.

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.

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.

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.

Set out on a 2-hour private cruise from Hilton Head Island, South Carolina, in search of Atlantic bottlenose dolphins. Board your vessel and cruise past the Harbour Town Lighthouse and Daufuskie Island. While you sail, watch for playful dolphins and other local wildlife like bald eagles.

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. 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.

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 private 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.

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.

***Booking 1 person, is booking 1 boat for up to 6 people *** Experience a breathtaking private sunset dolphin tour on Hilton Head Island! Watch dolphins, stunning sunsets, and magical fireworks while cruising the scenic waterways. Perfect for unforgettable memories! Embark on an unforgettable adventure with our Private Sunset & Fireworks Dolphin Tour on Hilton Head Island, SC! This exclusive experience offers front-row seats to breathtaking sunsets and a spectacular fireworks show, all while encountering playful dolphins in their natural habitat. Cruise through scenic waterways as the evening sky transforms into a canvas of colors. Ideal for romantic getaways, family outings, or celebrations, this private tour guarantees magical moments on the water. Witness Hilton Head's natural beauty like never before!

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.

Explore Hilton Head's waterways on a private, guided tour using a motorized Creek Cat boat. Navigate around Harbourtown, Daufuskie Island, and South Beach while focusing on nature and wildlife, especially the Atlantic bottlenose dolphin. Enjoy a personalized experience with your guide as you spot local ecosystems and playful dolphins in a private setting.

End another wonderful day on Hilton Head Island with a private sunset cruise around its waterways. Board your vessel at Broad Creek Marina and enjoy a relaxing cruise customized to your group's interests. Sail along Calibogue Sound and see the Harbour Town Lighthouse while watching for local wildlife.

Set sail on a private 1.5-hour wildlife boat tour that’s fun and educational for children and grown-ups alike. Your guides will navigate the water for you, and help you keep a lookout for dolphins and diving birds so you can admire them in their natural habitat. They’re also on hand to help you learn more about the dolphins and how they live.

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.

Combine an excursion to see Atlantic bottlenose dolphins in their natural environment with personalized attention on this private tour. Depart from the Palmetto Bay Marina in a boat headed for the dolphins' swimming and hunting grounds with a guide, who will teach you all about their biology and behavior. Having a dedicated guide means you can ask plenty of questions as you travel.

Tucked between Hilton Head Island and Savannah, and accessible only by boat, Daufuskie Island is a real gem. This private 4.5 hour Daufuskie Island trip provides a glimpse into a fascinating chapter of Lowcountry history on the undeveloped side of the island. Visit local artisans and learn the rich history of the Native Americans, European settlers, the cotton trade, and the Gullah culture. We encourage you to wear weather-appropriate clothing and bring water, snacks, and sunscreen.

Rent a 16-passenger boat for an unforgettable adventure on the Lowcountry waters. With your own captain, enjoy personalized activities tailored to your group's interests. Our USCG licensed captains are also interpretive naturalists, sharing fun facts and stories about the area's unique ecology. Perfect for bachelor/bachelorette parties, family reunions, or any group looking to celebrate in style. - Enjoy a private boat experience with your own captain - Tailor activities to your group's preferences for a custom adventure - Learn about the Lowcountry from our knowledgeable captains - Ideal for celebrations, family gatherings, or group outings

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.