moderate
2–5 hours
Participants should have basic fitness for paddling or skiing and be comfortable in water-based environments.
At Hilton Head Island, Island Head - Hilton Head Harbor offers private watercraft trips from parasailing to sunset cruises, revealing Lowcountry waterways through adventure and expert-led tours.
Hilton Head Island, South Carolina, sits along the Atlantic coast with inviting waterways that wind through salt marshes, oyster beds, and maritime forests. At Island Head - Hilton Head Harbor, outdoor enthusiasts find a wide range of water-based activities tailored for groups, families, and solo adventurers looking to make the most of this scenic Lowcountry destination. From adrenaline-pumping parasailing flights above tranquil waters to relaxed private sunset cruises accommodating up to 14 passengers, every trip unlocks a distinct viewpoint on this coastal environment.
The business is a local pillar in Hilton Head’s outdoor scene, delivering personalized water adventures such as guided kayak and paddleboard tours that navigate the intricate estuaries, showcasing native wildlife and unique marsh grasses. For those seeking a faster pace, private water ski adventure days are available in two group sizes (1-6 and 7-12 passengers), granting access to open waterways ideal for thrill-seeking skiers. Tubing trips add a lighthearted option for families, while pontoon boat rentals provide a comfortable, social way to enjoy the harbor and nearby creeks.
Island Head’s location offers not only access to pleasant tides and temperate weather but also proximity to the diverse marine habitat that defines Hilton Head. This includes sightings of bottlenose dolphins, osprey, and herons among salt marshes supporting blue crabs and shrimp. The company’s focus on private trips and guided tours ensures that guests receive expert attention and sustainable practices designed to protect the harbor’s fragile ecosystems.
Whether it’s a sunset cruise after a day of discovery or a guided paddleboard trip gliding through quiet coves, Island Head - Hilton Head Harbor provides an immersive, engaging way to connect with South Carolina’s coastal waters. Its combination of versatility, expert guidance, and respect for place makes it a standout for visitors eager to engage deeply with Hilton Head’s outdoor appeal.
Private charters and water ski days fill up quickly, especially in summer; reserve your spot well in advance.
Water levels affect kayaking and paddleboarding routes; aim for mid to high tide for best access.
Protect your skin and the local marine environment by using sunscreen that won’t damage aquatic life.
Water shoes or sandals with straps will help when launching and exiting boats or boards on sometimes slippery docks.
Hilton Head Harbor has longstanding ties to maritime trade, and local waterways were once important for rice plantations and shipping in South Carolina’s Lowcountry.
Island Head emphasizes environmentally responsible outings, encouraging practices that protect the harbor's delicate ecosystems, including the marsh and aquatic species.
Safety must-have for all on-water activities, provided but recommend bringing your own for fit and comfort.
Lightweight, breathable fabrics that dry quickly enhance comfort during active time on the water.
summer|spring|fall specific
Protect your electronics during activities like kayaking, paddleboarding, or tubing.
A fleece or windbreaker keeps you warm on cooler days and during sunset cruises.
winter|fall specific