Top Hilton Head Island Sightseeing Tours in 2026

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.

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.

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

What sets the Sunday Brunch Cruise apart is the unique opportunity to enjoy a relaxing meal while cruising through the scenic waterways of Hilton Head Island. With stunning views, the chance to spot dolphins, and a laid-back atmosphere, it’s a perfect way to unwind and enjoy the beauty of the Lowcountry. Reserved seating, both indoor and shaded outdoor, ensures comfort for everyone, and $10 bottomless mimosas make it an extra special way to start your Sunday.

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.

Explore the waters around Hilton Head, South Carolina aboard your own vessel during this morning excursion. Meet your dedicated captain and sail to Port Royal Sound to begin your tour. Take in the views of Hilton Head, Pickney Island, Paris Island, and many other landmarks while you keep your eyes peeled for playful dolphins that play in the wake of the boat.

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.

This is our most popular boat trip! Hilton Head and surrounding areas boast a large and active population of Atlantic Bottlenose Dolphin, with great viewing opportunities year-round! Join Outside Hilton Head for a PRIVATE 90-minute cruise in one of our stable and comfortable powerboats. We will explore the Broad Creek Wildlife Area, Calibogue Sound and nearby marshes. Your Captain will guide you to points of interest, while explaining the unique connections between history, culture and nature in the Lowcountry. This tour is great for families!

Make this the family memory everyone talks about. Our private large-group dolphin tours are designed for multi-generational families of up to 20 passengers, giving you the space to relax together without the stress of crowded boats. In just two hours, you’ll enjoy guaranteed dolphin sightings, shaded seating, and plenty of room so kids, parents, and grandparents all feel comfortable. Every trip is flexible — spend more time with dolphins, visit a quiet sandbar, or simply enjoy cruising the Lowcountry waterways. Guided by friendly, USCG-certified captains who know how to keep all ages engaged, this is the rare activity that makes three generations smile at once. With over 900 five-star reviews, families say this is the highlight of their Hilton Head vacation — the kind of bonding experience you’ll remember for years.

Come aboard our custom ski boat rated for 6 passengers. This charter comes with a USCG captain to drive the boat so you and your group can sit back and enjoy the day hassle free. This is your charter to customize from water ski, tubing, wake boarding, and kneeboarding! This is fun for all ages, no experience required. Book your custom experience with Island Head today!

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.

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.

Go sailing at sunset in Hilton Head Island—and avoid the typical crowded boat tours—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, stingrays, and more. Learn about sailing if you choose or just sit back and enjoy the ride, complete with sunset views.

This rental is recommended for parties 8 or more. It is without a doubt the best rental boat on Hilton Head Island for large groups. The quality and craftmanship of this Bennington screams luxury! We guarantee enjoyment for everyone, combining comfort, style and function to create the perfect atmosphere for a great experience on the water. This rental allows you to see Hilton Head by water. Whether you want to anchor in a quiet cover or see the sites this boat is perfect for your group. The destinations pre-marked includes Daufuskie Island, Harbourtown Light House, Sandbar, Skull Creek Boat House and Fishing Holes.

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.

Rent a 17-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

View the Shelter Cove fireworks from the water with this sightseeing boat tour. Climb aboard a boat right before sunset and cruise out into Broad Creek to see wildlife and beautiful homes. After the colors of sunset fade and darkness sets in, watch the fireworks show from the deck of the boat. Keep an eye out for dolphins during the trip.

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.

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.

This is an exclusive private trip where your group of up to 24 passengers (including all infants and children) will get to enjoy our Dolphin & Nature Tour. Your boat is a comfortable pontoon boat with cushioned seats, a full top for shade and a restroom on board. Your boats are all certified by the Coast Guard to meet the highest safety ratings. During the tour you will get to enjoy beautiful views of Broad Creek only seen from our local waters. You will also water Atlantic bottlenose dolphin in their natural habitat as well as a variety of marine life and shore birds.

Search for crabs alongside marine science students on this Lowcountry crabbing tour from Hilton Head. As you sail out on the Lowcountry’s famous salt marshes, your knowledgeable guides share tons of information about the rich local ecosystem and the wildlife that calls it home—see some of it for yourself, including whatever you pull up in your crabbing pots. Take home some of your catch if you get any.

Join us for a magical journey on this Private Disappearing Island Tour, where you’ll enjoy one of our renowned dolphin encounters. Get up close and personal with these incredible creatures, learning their names, unique behaviors, and playful habits. Our expert captains and guides will keep you entertained with fascinating stories, lively music, and plenty of laughter. And for the little ones? Expect a day full of surprises and delights! But the adventure doesn’t stop there. Our boat will gently glide right on the sands of the Disappearing Island, giving you the chance to step off and explore its natural wonders. Wander through a treasure trove of shells, including delicate sand dollars and vibrant starfish. Don’t worry, you’ll have the chance to learn about every fascinating discovery along the way. Staying true to our eco friendly values, we always leave living creatures undisturbed in their natural habitat.

Spend a summer evening relaxing on a cruise boat, keeping your eyes peeled for bottle-nosed dolphins before the firework display. This hassle-free tour in Hilton Head starts from an easy-to-find meeting point. Settle into your seat while your captain takes you through Broad Creek to Shelter Cove to find the best spot to watch the sunset, followed by the sky being illuminated by fireworks.