Things to Do in
Hilton Head Island SC

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.

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

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!

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!

Skip crowded tour boats and enjoy a private Hilton Head sunset cruise for groups of 7–15, often about the same per-person cost as shared tours. Our extra-wide boat offers 30–40% more space, giving your group room to relax, play your music on the island’s best Bluetooth sound system, and enjoy sunset together on the water. Watch Atlantic bottlenose dolphins surface as golden light reflects across Calibogue Sound and Hilton Head marshes. With over 160 5-star reviews, our sunset cruises are among Hilton Head’s most loved experiences. Why travelers choose our large private sunset cruise: • Private boat for your group only (7–15) • 30–40% more space than most tour boats • Bring your music on our Bluetooth stereo • Plenty of room for photos and relaxing • Flexible routes based on dolphins and sunset • Perfect for birthdays, bachelorette parties, and families Enjoy the sunset the way it should be experienced — open water, dolphins nearby, music playing, and the people you came with.

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.

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!

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!

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!

Paddle through Hilton Head Island’s breathtaking salt marshes on an exciting 2-hour guided sunset 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!

⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of experience photographing travellers around the world, our small team specialises in authentic, natural photography that truly reflects your trip. In Hilton Head Island, we combine creativity with local knowledge to show you hidden gems, secret angles, and the island’s best light. You’ll not only get beautiful, professional photos but also insider tips to make the most of your time here. We’re proud to be recognised among the top-rated photography tours of 2025, trusted by travellers worldwide for our relaxed style and stunning results.

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.

Spend an unforgettable day out on the water with Outside Hilton Head. A private charter that’s the ideal fishing experience for beginners and families with children. This includes: -bait and tackle, -U.S. Coast Guard licensed captain and fishing guide -Licensing and an Iced cooler with bottled water

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.

Discover the ultimate Hilton Head Island experience with our Sunset Mini Boat Dolphin Tour! Glide across the sparkling waters on a thrilling mini boat, perfect for an up-close and personal dolphin encounter. As the sun dips below the horizon, witness the breathtaking hues of orange, pink, and purple painting the sky, while playful dolphins leap and swim alongside you. Our expert guides provide fascinating insights about the local ecosystem, making it both educational and enchanting. Ideal for families, couples, and photographers, this tour offers small-group intimacy, ensuring every guest enjoys spectacular views.

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.

Voted Best of Hilton Head year after year, we welcome you to explore Hilton Head by boat! The new Luxury Group Pontoon is recommended for parties of 8 or more. It is without a doubt the best rental boat on Hilton Head Island for large groups. The quality and craftsmanship of this Bennington scream luxury! We guarantee enjoyment for everyone, combining comfort, style, and function to create the perfect atmosphere for a great experience on the water. This luxury group pontoon rental allows you to see Hilton Head by water. Whether you want to anchor in a quiet area or see the sites, this boat is perfect for your group. The destinations pre-marked include Daufuskie Island, Harbourtown Lighthouse, Sandbar, Skull Creek Boathouse, and Fishing Holes.

Do it on your own! For those with kayaking experience and wanting to go explore with friends and family without a guide, a kayak rental may be what you are looking for. Paddle through the tranquil waters of the Broad Creek Estuary in hopes of encounters with Hilton Head's playful bottlenose dolphins. Our staff with spend time with you before your departure going over the area with you, pointing you to the best spots for finding dolphins and other wildlife, and answering any questions you have before your departure. Along with the dolphins there's also the possibility of seeing manatee, otter, and a variety of beautiful bird species. If you do not have experience doing it on your own it might be best to join on of Kayak Hilton Head Inc's guided tours as kayak rentals are for those that do have kayaking experience. Guided tours or kayak rentals are both a great way to enjoy a relaxing experience with a high likelihood of seeing dolphins and other fun wildlife!

**Drivers must be 21 years old + with a driver's license** Discover the magic of Hilton Head Island with a sunset jet ski tour like no other! As the sun sets behind the horizon, you’ll ride along serene waters, surrounded by the island's pristine beauty and coastal wildlife. Glide past hidden coves and scenic shorelines while soaking in the golden glow of the evening sky. Once in the designated area, get ready to unleash your thrill-seeking side and zoom across the water on your Jet Ski! Whether you're a seasoned jet skier or a first-time rider, our expert guides will ensure an unforgettable adventure filled with excitement and awe-inspiring views. Don't miss the chance to make memories that will last a lifetime!

Fun experience for all ages! Learn about our local low country eco system and out local star of the show, the Blue Crab!

Discover the enchanting Vanishing Island on this 3-hour cruise from Hilton Head. This unique sandbar, which appears only at low tide, invites beachcombers and dolphin watchers alike to explore its pristine shores. Enjoy the thrill of spotting dolphins in their natural habitat while collecting shells and observing diverse marine life. Perfect for families and nature enthusiasts, this adventure promises a memorable experience in a stunning coastal environment. - 3-hour cruise to the Vanishing Island sandbar - Ideal for families and nature lovers seeking adventure - Opportunity to spot dolphins and collect shells - Explore a unique marine environment at low tide

Photograph Hilton Head Island in a way most visitors never experience — on a guided, small-group photo expedition shaped by light, timing, and the quiet moments that define the Lowcountry. This experience is designed for anyone — whether you’re using a professional camera or simply your phone. No experience required. During this experience, you’ll: *Visit carefully selected locations for the best light and conditions *Learn simple techniques to improve composition and use natural light *Capture meaningful images and have the option to be photographed with your own camera or phone This isn’t a scripted tour or rushed photo stop. Each experience is shaped in real time based on light, weather, and timing — creating a personal experience. With an easy pace and small group, you’ll discover a quieter, more reflective side of Hilton Head Island that most visitors never see. And when your visit is over, your images allow you to return — to this place, this light, this exact moment.

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!

Rent bikes for the whole family with Island Cruisers on Hilton Head Island. Choose from a variety of bikes, including beach cruisers, ebikes, and tandem options, all delivered right to your door. Enjoy the flexibility of exploring the island at your own pace with quality bikes in great condition. Each rental includes a lock, a basket, and a local map to enhance your adventure. - Convenient delivery and pickup service available - Options for adults and children, including specialized bikes - Enjoy a local map featuring must-visit spots - Reliable customer support for any issues during your rental

Voted Best of Hilton Head year after year, Hilton Head Island Boat Rentals welcomes you to explore Hilton Head by boat! The new 2024 Luxury Group Pontoon 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 craftsmanship 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 luxury group pontoon 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 LightHouse, Sandbar, Skull Creek BoatHouse and Fishing Holes.

Voted Best of Hilton Head year after year, Hilton Head Island Boat Rentals welcomes you to explore Hilton Head by boat! The new 2024 Luxury Group Pontoon 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 craftsmanship 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 luxury group pontoon 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 LightHouse, Sandbar, Skull Creek BoatHouse and Fishing Holes.

Paddle through Hilton Head Island’s breathtaking salt marshes on an exciting PRIVATE 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!

This family-friendly SUP intro in Hilton Head is the perfect way to get started on the water together. You'll learn the basics—equipment, safety, and paddling techniques—before setting off as a group to explore the creek. It’s a fun and relaxed way to kick off your Lowcountry 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!

Enjoy an intimate sunset sailing experience aboard a cozy vessel with only six guests. Glide through the picturesque waters of Port Royal Sound as the sun dips below the horizon, painting the sky with brilliant colors. Keep an eye out for dolphins and coastal birds while feeling the gentle evening breeze fill the sails. Whether you prefer to take the helm and learn the basics of sailing or simply unwind with a drink, this serene sail is perfect for friends and couples alike, offering a unique way to experience Hilton Head Island's beauty. - 2-hour sunset sail with a maximum of six guests - Watch the sunset over Port Royal Sound - Spot dolphins and coastal wildlife - Hands-on sailing or relax on deck - Ideal for all skill levels and special occasions