Hilton Head Island visitors can make the most of their vacation days by choosing a Nature Tour or explore Hilton Head Island’s waterways by kayak, waverunner or rent your own boat. No matter what you decide, Hilton Head Island has so many activities for you to choose from. Get out and enjoy our beautiful Island.
Island Skiff Adventure Tours
Salty Dog Café
Shelter Cove Harbour & Marina
Nature Tours & Watersports
Featured Listings
Sea Monkeys Watersports
Sea Monkeys is the place to be when you want to have some Wave-runner fun! We offer 3 different riding areas to best accommodate you for weather, tides, and personal needs with each trip an hour and 15 minutes long.We are nicely tucked away in Skull Creek and merely a few minutes away from Pinckney Island National Wildlife Refuge. This makes our little niche of paradise hard to beat anywhere else on the Island. Dolphin sightings are almost daily and the richness of our Low Country nature and wildlife is unbelievable! Get ready for a great time and even a little workout, but you won't regret it when you're done!
Island Head
Island Head is Hilton Head Island’s premier on-water adventure company, offering unforgettable experiences for all ages. From the Daufuskie Island ferry service, to the famous Hibachi Dinner Cruise, we create experiences that showcase the very best of the Lowcountry. Guests can also enjoy parasailing, dolphin tours, group and private boat charters, and guided kayak and paddleboard excursions. Whether you're seeking relaxation, adventure, or a unique way to celebrate, Island Head has something for everyone. With two convenient departure locations — Hilton Head Harbor and Broad Creek Marina — getting out on the water has never been easier.
Dolphin & Nature Tour
Cruise on an exciting adventure and observe Atlantic Bottlenose Dolphins in their natural habitat. Coast Guard licensed for 40 passengers. A narrated tour where you can enjoy the pleasure of seeing friendly dolphins and the scenery of the beautiful Broad Creek and Calibogue Sound. Dolphins guaranteed! No gate fees and free parking. Priced at only $31.95 for adults; $16.95 for kids and $5.95 for 2 and under. Trips daily; call for reservations or book online.
Island Head Sailing
Island Head Sailing offers Hilton Head Island’s most memorable sailing experiences aboard Rosé, our 24-passenger luxury catamaran. This sailboat sets the stage for something truly special on the water. Set sail during our signature Golden Hour Sunset Sail, indulge in Brunch Under Sail, or enjoy the sea your way with private and public day and sunset charters. Whether you’re celebrating, reconnecting, or simply soaking in island life, every sail is crafted for connection, comfort, and stunning Lowcountry scenery. Departing from the heart of Hilton Head, Island Head Sailing turns ordinary outings into extraordinary experiences.
Vagabond Shrimp Trawling Expedition
The Tammy Jane offers the most unique Lowcountry experience Hilton Head has to offer! We invite you to learn about our Healthy salt marsh environment, and introduce you to some of the sea creatures we’ll pull up during our trawl. You will learn about the life of our local shrimpers, and understand what it takes to bring wild caught shrimp to your tables.
Shelter Cove Marina Boat Rentals
Set sail in style with the premier boat rental company at Shelter Cove Harbour & Marina. Our BRAND-NEW luxury pontoon boats offer a smooth and spacious ride, comfortably accommodating up to 12 people. Whether you're looking to explore Hilton Head’s scenic waterways, spot local wildlife, or simply relax with loved ones, these luxury rentals provide the perfect setting for a fun and memorable day on the water.
Shelter Cove Marina Fishing, Watersports & Tours
Located in the heart of Hilton Head Island, across from Palmetto Dunes Oceanfront Resort, Shelter Cove Harbour & Marina is your go-to destination for water adventures. From fishing charters and dolphin tours to sailing and nature excursions, we offer unforgettable experiences on the water. Call or visit our website to book your adventure today!
Captain Hook Party Fishing Boat
A 70 Foot party fishing boat offering 5 1/2 hour offshore wreck fishing trips and night shark fishing trips. Price includes everything you need to catch fish. Full galley on board. Fun for the entire family!
Kayak Hilton Head Dolphin Tours
Dolphins! An occasional manatee! Dolphin Tours, Fireworks Tours, as well as Kayak Rentals. There’s no way to truly enjoy being within arms length of a bottlenose dolphin than to peacefully sit amongst a playful pod of dolphins in a kayak with Kayak Hilton Head. You won’t find a more experienced staff as we embark on nearly 25 years of showing adult groups, family and kid groups, and both experienced and beginners alike the joy of seeing dolphins in the wild! Come Join The Fun! Located at Broad Creek Marina, 18 Simmons Rd, Hilton Head.
Sky Pirate Parasail, Watersports & Jet Ski Rentals
Welcome to the #1 Parasail destination on Hilton Head Island, South Carolina! Fly the longest, highest flight in town aboard our 12 passenger USCG inspected parasail boat. Rent a new high-powered jet ski for an exhilarating 90-minute high-speed adventure, or rent a 20' to 25' powerboat with seating up to 13 people. Also try tubing, waterskiing, dolphin, or sunset cocktail cruises.
Hilton Head Boat Tours – Dolphin Tours and Sunset Cruises
Hop on board one of our private charters and create vacation memory magic! Our top-rated charters are great for all ages. We have spacious, comfortable boats and fun, knowledgeable captains. Dolphin sightings are always 100% guaranteed. Our premium fleet of boats is great for small groups of up to 6 or large groups of up to 20. Our charter offerings include Dolphin Tours, Sunset Cruises, Yacht Charters, and Bachelorette Party Cruises.
Family & Sport Fishing Aboard the Bay Runner
Captain Miles Altman is your go-to fishing expert, known all the way down the east coast into Florida waters. With over four decades of experience in fishing deep water Atlantic charters, shark fishing, and a renowned seafood restaurant owner, Capt. Miles will take you through the steps from hooking them, reeling them in, cleaning, and cooking. Nothing is overlooked and he’s happy to answer any questions you may have regarding your Hilton Head charter fishing trip. You will find that the professional staff will treat you like family and you are sure to become another of the regular customers who, year after year, come back for a thrilling adventure, or a relaxing day on the water.
America’s Cup Sailing
Now this is sailing! Only on Hilton Head and only in Harbour Town can you sail aboard a real America’s Cup, 12-meter Stars & Stripes. Participate as a crew member or just sit back and enjoy the sail. This is truly a once in a lifetime opportunity to sail aboard a piece of American Sailing History!
Outside Hilton Head
Since 1979, Outside Hilton Head has been the island’s premier nature guide service, offering unforgettable outdoor adventures led by expert naturalists and USCG-licensed captains. Explore the Lowcountry’s waterways with luxury pontoon rentals, guided kayak tours, and stand-up paddleboarding. Spot Atlantic bottlenose dolphins on eco tours, visit historic Daufuskie Island, or enjoy family-friendly tubing and fishing charters. With customizable private excursions and activities for all ages, Outside Hilton Head ensures every guest experiences the best of Hilton Head’s natural beauty.
