Things to Do in Hilton Head Island

Enjoy a two-and-a-half-hour adventure on your own private boat. Your Master Captain will guide you safely through the Calibogue on a falling tide to the isle. This mile long sandbar is exposed for only a couple of hours per day, allowing beachcombers the chance to collect sand dollars, seashells and the occasional shark's tooth. We’ll stop along the way to look for wild dolphins playing in the sound. We’ll share information about the island, the salt marsh and the surrounding ecosystem. Your Captain is also a Lowcountry Master Naturalist, and will assist you in identifying the various shells, mollusks and other invertebrates to be found on this tour! This is an ideal outing for families and small groups. With up to 6 passengers, there’s plenty of room onboard and a comfortable seat for everyone.

Come experience tubing on the waters surrounding Hilton Head Island! This is fun for everyone. Our captain will be there to show your group a great time tubing behind our brand new custom boat. This boat holds up to 12 passenger and is private to your group. Book your tubing trip today!

22' Bentley Luxury Pontoon with 115HP 4-Stroke Motor: FUEL Included Get ready for the ultimate adventure with Outside Hilton Head! Take the helm and captain your very own pontoon boat as you set sail with up to 11 friends. Accommodating up to 12 passengers, this pontoon offers spacious dual captain's chairs, comfortable sofa-style seating and enhanced style. Whether you're exploring scenic waters or simply enjoying the ride, this is your chance to create unforgettable memories on the water!

Kick back and relax on your own private sunset cruise and experience Hilton Head in it's best light. We can accommodate in between 7 - 20 people total on our brand new boat. She's built to entertain, and fantastic for family get togethers, anniversaries, friendsaversaries, bachelorette parties, or any type of other group gathering occasion that you can dream up. On your cruise you will take in breathtaking views of Pinckney Island, Mackey Creek, Skull Creek, Harbour Town and the Calibogue Sound. While on your sunset tour, you will not only drink in the spectacular water views that Hilton Head is know for, but you will also encounter some of our resident Atlantic Bottlenose Dolphin as well. Please join us for your special occasion - and we'll be sure to help you create vacation memories that will last a lifetime!

Be your own captain, cruising the beautiful lowcountry waterways! Book for Front-row seats to the fireworks display over the salt marsh of Broad Creek. - 22' Bentley Luxury Pontoon with 115HP 4-Stroke Motor This pontoon offers spacious dual captain's chairs, comfortable sofa-style seating, and enhanced style. Can accommodate up to 12 passengers!

This is a great way to explore the water ways of Hilton Head. Our custom 25ft boat comes with an experienced captain to operate and show you around the waterways. Sit back and enjoy your custom trip on the water with Island Head!

Our nature activities are a great way to experience Hilton Head Island by water. We get up close and personal with the salt marsh, oysters, and, by far, the vast number of our tours will see bottlenose dolphins. The dolphins are, of course, wild animals, so they come and go as they please. But in the summer months, the experiences run at nearly 90% seeing dolphins, and even in the off-season, the percentages are very high as the bottlenose dolphin population lives in the area year-round. We occasionally see manatees in the warmer months and, on occasion, get lucky and see a loggerhead turtle, mink, otter, or bald eagle. It's a great experience for all ages, and as Trip Advisor shows, we have nearly all five stars and do our very best to show each and every guest a great time! All ages are welcome, as generally, we will do our best to split into multiple groups based on groups with or without kids, as well as different experience levels. Come join the fun!

This tour will be the family memory you’ll always remember! You’ll depart from Palmetto Bay Marina and enjoy this fully narrated tour by our licensed captains explaining the ecosystem, wildlife, and Hilton Head in general! We’ll show you the beloved Atlantic Bottlenose Dolphins in their natural environment! Along the way, we will make 1-2 stops at exclusive waterfront restaurants! You will have time to sample local Hilton Head/Daufuskie Island cuisine!

Get ready for an unforgettable photographic journey through Hilton Head Island iconic destinations! We’ll guide you on a relaxed exploration of the city most photogenic landmarks, showcasing the best Hilton Head Island has to offer. Alongside our professional photography services, we’re thrilled to share insider tips to enrich your holiday experience. You can choose between a 30-minute or 1-hour photoshoot, allowing you to customise your experience to best suit your needs. Join us as we uncover Hilton Head Island hidden gems and well-kept secrets, all while capturing the unforgettable moments of your vacation. We can’t wait to meet you and embark on this adventure together!

Start your morning with a relaxing tour of the Beaufort River looking for dolphins, birds, and other sea life. As you experience the sites of Beaufort, Port Royal, and Parris Island, SC from the water, learn about the area’s complex ecosystem, colorful history, and more from one of our knowledgeable captains. These trips are meant to be fun and educational for all age ranges.

While on your Large Group Dolphin Tour - you will get to experience first hand: Skull Creek, Mackey Creek, Pinckney Island Wildlife Refuge, Dolphin Head, the Port Royal Sound, "Cocktail Cove", and the Intracoastal Waterway. On your tour you will also experience our local wildlife - especially our local resident Atlantic Bottlenose Dolphin. Every tour is flexible - so we can customize our trip to meet whatever your needs may be within that two-hour span. In town with friends or family and celebrating something special? We can absolutely make sure that you have an amazing time. Just let us know what the occasion is and we will be sure to take care of you.

Experience the magic of a Moonlight & Music Sunset Cruise on Hilton Head Island, where breathtaking coastal views meet great music for an unforgettable evening on the water. As the sun dips below the horizon, casting vibrant hues across the sky, relax aboard this fun & comfortable cruise. Glide through the scenic waterways of the Lowcountry, spotting playful dolphins and taking in panoramic views of the island’s pristine coastline. Whether you’re celebrating a special occasion or simply unwinding after a day of exploring, this Hilton Head sunset cruise offers the perfect blend of relaxation, fun & coastal charm. Book your Moonlight & Music Sunset Cruise today and make memories under the stars on Hilton Head Island!

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!

Beaufort’s “Tipsy Tour” is a brand-new tour specifically designed for adults! Enter this exciting experience and explore two of Beaufort’s favorite drinking establishments. Whether you’re sampling the local spirits at RLB distillery or tasting unique brewed favorites at Shellring Ale Works, this tour is sure to be a blast! You’ll learn all about the history of Port Royal Island as you are escorted to the best local establishments. Come enjoy yourself with fellow fun-lovers and maybe even discover your new favorite cocktail or beer. So come on out and join the party.

This private excursion combines the thrill of adventure with the natural beauty of the Lowcountry. Great for the whole family, our tubing adventure is safe and fun - the perfect combination! We recommend wearing clothing appropriate for water activities and bringing water, snacks, and sunscreen.

Our luxurious 2021 30-foot Chaparral 307SSX has plenty of room to bask and enjoy your trip. We limit our groups to 6 guests in order to maximize your comfort. Our vessel has never been used for fishing so odor and cleanliness will never be an issue. Create your perfect playlist and connect to our premium sound system, while you sit by the teak cocktail table or lounge on the hand stitched, convertible sun lounger. Dual USB ports available with charging capabilities so you never have to worry about your phone dying and missing that perfect photo op. Our boat also offers plenty of storage space, two coolers, and a restroom. We provide water, soft drinks and light snacks for your convenience and you are always welcome to bring beverages and snacks aboard.

Ahoy, mateys! Get ready to set sail on an unforgettable adventure aboard a pirate ship in the beautiful waters of Hilton Head Island, South Carolina! This one-of-a-kind Pirate Ship Pizza Party is perfect for young buccaneers and their families looking for high-seas fun, delicious local pizza, and stunning Lowcountry scenery. Come dressed in you best pirate attire! We also have pirate themed items available for purchase at check in! Arrrrr you ready to sail? Secure your tickets now and let the pirate party begin!

This is the only Brews Cruise in Hilton Head Island and Bluffton. We are providing the transportation and have orchestrated some great discounts and experiences for you to enjoy at the different facilities. Discounts you only get here. Price per person is only for round trip transportation. We are starting our Brews Cruise at Southern Barrel Brewing Company in Bluffton. Bluffton's first brewery, beer garden and tavern. Here our guests will be seated immediately and given 10% off anything you wish to purchase (including food). Next stop on the trip, we go back to the Island to Hilton Head Brewing company. The Island's first brewery. Get a taste of Hilton Head, craft beer style. Our guests will enjoy 10% off anything purchased. For our final stop, we take you to Lincoln and South. A Vermont-inspired brewery rooted in the Hilton Head Island Community. Our guests will enjoy 10% off anything purchased. Once the cruise is complete, we will return to the original point of pickup by 4 PM.

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.

Come enjoy our brand new pontoon boats. Take in all the gorgeous sights as we offer one of the largest riding areas on the island. Enjoy a short idle time through the beautiful waters of Skull Creek, while keeping an eye out for our famous Atlantic bottlenose dolphins. From there on, it is smooth sailing, as we allow you to travel to the mouth of the Atlantic Ocean, behind Daufuskie Island, through the Cooper River, or up the May River to check out the sand bar and Palmetto Bluff. You will receive a professional orientation on navigating Hilton Head Island’s waterways, and don’t be afraid to ask for some superb lunch recommendations on the water. Pontoon boats have a capacity of 10 people, and the captain must be 18 years or older with a valid driver’s license and prior boating experience. Bring your friends and family along for an awesome day on the water!

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.

Start your morning with an unforgettable adventure on the waters of Hilton Head Island! Our Dolphins & Donuts Tour combines two of the best things in life, delicious, fresh donuts and the chance to see playful dolphins in their natural habitat. Perfect for families, couples, and nature lovers, Dolphins & Donuts is the ideal way to start your day on Hilton Head Island. Book your spot today and treat yourself to a morning of sweetness and adventure!

Come enjoy a day on the water with Island Head! This private experience includes a USCG captain to drive the boat and assist in the water sport of your choice. A tube, water skis, wakeboard, and knee board will be on board for your group to enjoy. This tour is private and custom to your group! The activities can be split up however you choose. Feel free to pack a lunch and drinks or we can pull off at a low country favorite (Old Daufuskie Crab Co. to grab lunch on the water. Our Parker ski boat maxes at 6 passengers. All skill levels welcome!

This is your private boat taking you on an intimate tour to see dolphins in the wild, up close and personal! We go to places the big boats can't or won't. It'll be just your group (up to 6 passengers) cruising the waters, watching dolphins eating, playing, and socializing. As a Lowcountry Master Naturalist, your Captain will provide an in-depth narration of the ecology around you detailing what makes Hilton Head so unique. You’ll get all the time you need to see these beautiful creatures as they spend their days cruising the Calibogue Sound. See Hilton Head’s storied landmark, the Harbourtown Lighthouse from the water. Cross over to the other side of the Sound and see Daufuskie Island. While on the Sound you’ll have a chance to glimpse other creatures that call the lowcountry home; mobula rays jumping out of the water, spinner sharks breaching the surface, sea turtles coming up for a breath of air. Hundreds of species of birds that make their way through their migratory periods.

This 2 hour Private Sunset Sail, the Captain will take you (and up to 6 people) to Port Royal Sound (North side of island - generally best conditions for sailing). During Sunset, This is generally still pretty breezy with some good sailing. Perfect way to wind down and enjoy the ending of a great day. We will take the sails down to peacefully enjoy the beautiful show of an amazing Hilton Head Sunset. After the sun sets, we motor back to the marina and usually dock right around last light for the day. Sunset tours are usually full of wildlife such as dolphins, birds, sting ray and manatee which are some of the great wildlife that are often very prevalent in the evening. You will also have some great scenic views of Hilton Head, Pickney island and Parris island to mention a few. All of our sail trips we encourage our guests to be as involved in the sailing process as they would like. If you would instead like a relaxing trip, we then encourage you to relax and let the crew do the work.

Experience the Atlantic Bottlenose Dolphin of Hilton Head up close and personal on your own premium private boat tour. We have three of the newest boats that you will find in the charter fleet (2019 Key West 23' DFS with hard top) that will protect you from all the elements Boat tours are limited to up to 6 guests total.

Our Ultimate Tour is a combination of a tranquil, relaxed-pace ride at the pristine 70-acre nature preserve followed by a faster paced Alligator Hunt. Begin with a relaxed-paced, stop and go, narrated tour including riding the boardwalk over the salt marsh to see and learn about the tidal change. Winding through secluded Live-Oaks draped in Spanish Moss and one of the top Camellia Gardens in the country with 131 varieties on display. Also learn about and see an endangered Marsh Tacky Horse, Butterfly House and many other amazing sites. Followed by a faster paced ride around a lake where some of the largest gators are often spotted along with egret, herons, cormorant, anhinga and other area birds.

Kick back and relax on your own private sunset cruise and experience Hilton Head in it's best light. Premium private tour accommodations are provided on board our new 23' Key West - you won't find a nicer charter boat available on the island. On your cruise you will take in breathtaking views of Harbour Town and the Calibogue Sound, encounter some of our resident Atlantic Bottlenose Dolphin, and drink in the spectacular sunset - all in two hours.

The private sunset cruise is the perfect way to end a day on Hilton Head Island. There is nothing quite like a low country sunset, especially seeing one from the water were you can see the broad spectrum of colors such as vibrant oranges, reds, and multiple shades of pink. This sunset cruise is perfect for a romantic evening, family time, friends gathering, bachelor or bachelorette parties, team bonding, the possibilities are endless. The boat holds up to 14 passengers.. The captain will show you what the low country has to offer on this 2 hours private cruise.

Explore the salt marsh and take in views of the incredible Lowcountry sunset! On this 90-minute tour, learn about the salt marsh and try to spot local dolphins! Guests are welcome to bring snacks and beverages on board. Don't forget to bring your camera for photos of the most incredible view of the lowcountry sunset. This tour is one-of-a-kind and memorable for all ages!

Meet us at Palmetto Bay Marina for your Private Tour. Depart for an exciting experience as you explore and search the waterways of Hilton Head Island for the extremely friendly Atlantic Bottlenose dolphin. Your small group will see these splendid Atlantic bottlenose dolphins feeding, playing, and simply cruising around the waters in their natural habitat as you learn about their social behavior, feeding habits, and much more. As the cruise travels around Hilton Head Island not only will you see Dolphins but you may catch a glimpse of other sea-life such as manatees, egrets, herons,sea turtles, roseate spoonbills, and osprey plus beautiful mansions along the coast, working shrimp boats, and incredible luxury yachts. The captain will provide snacks, water, and soda for your enjoyment. He will also take pictures of your family together!

This 2 hour Private Afternoon Sailing tour will take us to Port Royal Sound (generally the best wind for sailing on Hilton Head) on the North side of the island. During the day, this is generally filled with exciting winds for great sailing along with the beautiful scenery and wildlife such as dolphins, birds, sting ray and Manatee are some of the great things we get to see on a very regular basis. This is a Monohull Sailboat which means it will heal over (completely normal but very exciting - designed not to tip over!). All this without the noise of the motor in the back ground - we like to sail not motor sail!!! We want our guest to be very comfortable on board our vessel known as "Knot the Office" and therefore if anyone is uncomfortable with the healing we can significantly reduce the healing to ensure everyone is comfortable. This is a fun and exciting activity but yet very relaxing and rewarding at the same time. Please call us directly to discuss other sail trip options

Embark on an unforgettable Sunset Dolphin Tour around Hilton Head Island, SC! Join our fun crew of knowledgable guides as we cruise the Hilton Head waters, watch playful Atlantic bottlenose dolphins in their natural habitat & take in the beautiful Lowcountry sunset. Whether you're here for the dolphins, the view, or just good vibes, this is the kind of experience that makes vacation memories last forever! Ideal for family outings, romantic getaways, friends and nature enthusiasts.

This Private Sunset Tour will be an activity your family or friends will always remember! This 1.5 hour tour comes complete with a Licensed captain, full eco narration, up close dolphin sightings, picturesque sunset views, water/soda, snacks, and Pictures of your family. Meet us at Palmetto Bay Marina for your Private Sunset Tour. Depart for an exciting experience as you explore and search the waterways of Hilton Head Island for the local friendly Atlantic Bottlenose dolphin. Your small group will see these splendid Atlantic bottlenose dolphins feeding, playing, and simply cruising around the waters in their natural habitat as you learn about their social behavior, feeding habits, and much more. Maximum passengers is 6 people.

We will get you up close and personal with our aquatic friends. Our goal is to educate you while creating a fun and funny atmosphere.

Depart from Island Head's newest location at Broad Creek Marina. Enjoy the evening on a private sunset cruise on the waterways surrounding Hilton Head Island. This cruise if private to your party and the captain will customize the cruise to suit you and your group. Feel free to bring snacks and drinks as we enjoy a low country sunset from the water. Our boat holds up to 14 passengers. This is perfect for a romantic evening, bachelor parties, bachelorette parties, and a family and friends cruise. Book your evening with Island Head!

Hop aboard the "Black Sparrow" and set sail on the pirate cruise for an amazing family adventure! The fun starts at the dock as we transform your little one with pirate vests, face paint and tattoos. Learn how to walk and talk like a pirate then climb aboard the Black Sparrow and set sail in search of treasure. But wait it's not that easy, you'll need to man the high-pressure water cannons along the way and defeat Smelly Sam to reclaim the keys to the treasure. Experience raising the flag, searching the map, and earning treasure on this 90-minute cruise your kids won't soon forget!

Paddle through Hilton Head Island’s breathtaking salt marshes on an exciting 2-hour guided kayak tour! Led by expert naturalist guides, you’ll explore the rich wildlife, learn about the island’s history, and discover hidden gems along the way. Perfect for nature lovers and adventure seekers alike!

Beaufort town located on Port Royal Island remains the Queen of South Carolina Sea Islands with its charm, natural beauty, fascinating history and rich, diverse cultural heritage. On this 1.15 hour driving tour, we'll explore the historic district of Beaufort, including the famous Old Point area and The Bluff with its antebellum houses and churches, all from the comfort of our air-conditioned vehicle. As we drive around town, your guide will introduce you to some of these beautiful and historic sites: See historic townhouses up close and learn about the architecture and the folks who built them. Discover what happened to the houses and people of Beaufort during the Civil War Union Occupation. See the movie sites made famous by over 24 Hollywood films that were shot in Beaufort and the surrounding areas. Join us for an adventure through the Nation Historic Landmark District of Beaufort, South Carolina's second oldest city!

Join us for a tour on Broad Creek watching for dolphins and other wildlife in the salt marsh ecosystem. Explore Broad Creek, venture through the tidal marsh system, and learn about the island’s history. Along the way, your interpretive naturalist captain will entertain your group with fun facts and stories of the Lowcountry. Our boats are stable, comfortable, and ideal for viewing wildlife.

You will be swept up in the 500 year history of Beaufort, the jewel of the south. You will hear of Indian massacres, Pirates, Slaves, planters wealthy beyond belief, the Revolutionary War, the Civil War, a great fire, a catastrophic hurricane, and the wonderful stories of the brave and tenacious people of Beaufort.

Come relax & enjoy Beaufort the way it was meant to be seen, listen to the Clippity-Clop of our gentle horses while our tour guides share their love of Beaufort & its History with you. * Completely Narrated Tour of Old Beaufort SC *55 min duration *Horse drawn Carriage Tour *Passes by all major historical sites in Old Beaufort. *Voted # 1 Historical Tour *Voted # 1 Favorite Tour

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 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!

There is no better way to experience Hilton Head than on the comfortable seat of a Pedego e-bike. These state-of-the-art bikes allow riders to travel further, faster and breeze along the bikes trails.

Try the Newest tour on Hilton Head Island! Drive your own mini boat while our experienced guide leads you to the best Hilton Head landmarks! See many sights from the water including Harbourtown, Daufuskie Island & quiet back water creeks. There will be many stops throughout the tour for historic information, eco information, & wildlife viewing (like our many bird species or the local Atlantic Bottlenose Dolphin.) The Mini Boats are easy to drive and can fit up to 2, 3, or 4 people each. This is the perfect experience for families, friends or couples. It is sure to be an unforgettable experience!

Travel back in time to explore the Gullah-Geechee heritage of South Carolina's Sea Islands! On this tour we will visit several areas of Beaufort County and discover it's lone history and unique culture. On this 3 hour tour, get ready to soak up some history and take in the sights. Discover Lady's Island, St. Helena, Hunting Island, and more! See the site of one of the country's first schools for freed slaves - a local treasure and National Historic Landmark. Marvel at the ruins of island churches and learn the stories and songs that are part of their rich history. See a historic plantation house from the comfort of our air-conditioned vehicle. Beaufort and the surrounding areas are deeply rooted in the Gullah-Geechee culture, and we're eager to share it with you on this one-of-a-kind tour!

The fun starts at the dock as we transform your little one with pirate gear, face paint and tattoos. Learn how to walk and talk like a pirate then climb aboard the Black Dagger and set sail in search of treasure! But wait it's not that easy - You'll need to man the water cannons along the way and defeat Stinky Pete.  This experience is sure to be a vacation highlight.

Learn about Beaufort's 300 years of rich history on this 1-hour tour. While riding in our new 8 passenger Yamaha golf cart, see beautiful antebellum homes and scenic views. Explore the town where famous movies were filmed, such as Forrest Gump, The Big Chill, and Great Santini on this exciting tour!

Enjoy the beautiful views of Daufuskie Island, Calibogue Sound, Harbour Town Lighthouse, Harbour Town Yacht Basin, South Beach Marina, and all the other breathtaking views the Lowcountry has to offer. Don’t forget to keep your eyes open for Hilton Head Island’s famous bottlenose dolphins. Flyers get to take off and land on the flight deck of our 31′ Ocean Pro parasail boat powered by a diesel Volvo Penta engine. Tandem and triple flights are available based on weather conditions. Flyers also have the option to stay dry or get wet – will you make a splash? Time on board is approximately one hour and 30 minutes with a full boat of 12 passengers. Each flight lasts between 8-10 minutes.

Enjoy South Carolina’s second oldest city from our beautiful RED horse drawn-carriages. Our certificated guides will tell you all about Beaufort's amazing History, from the Civil War to "Forrest Gump" running around town! Our tours last approximately 50-55 minutes and stroll through the HEART of Historic Beaufort S.C. You’ll see breath taking Antebellum homes, Historic Churches, movie sites and MUCH more! Sea Island Carriage Company has been Voted #1. Don’t miss out on Beaufort’s number 1 outdoor activity! Look for the RED ROCKING CHAIRS!!