Explore Hilton Head’s Waterways: Kayaks, Boats, Parasailing & More
Island Head - Hilton Head Harbor offers guided kayak tours, private charters, rentals, and watersports across Skull Creek, Daufuskie Island, and the May River.
Featured Adventures
Guided paddles, private water‑sport days, pontoon rentals, parasailing and surf lessons for every skill level.
About Island Head - Hilton Head Harbor
Island Head - Hilton Head Harbor is a marine activity provider located on Hilton Head Island, South Carolina, offering guided paddles, boat rentals, watersports and sky excursions across the Lowcountry.
The company operates guided kayak tours and sunrise kayak tours through Skull Creek’s salt‑water marshlands where guests can view birds and dolphins and learn local history. Island Head also runs a Kayak Club that provides Club Pass members year‑round access to single and double kayaks with gear and a dock. For larger groups and private outings, Island Head schedules private water ski adventure days with a USCG captain for parties of 1–6 or 7–12 passengers, plus private tubing trips and pontoon boat rentals to explore destinations like Daufuskie Island and the May River. Private sunset cruises accommodate up to 14 passengers for two‑hour scenic sailings. Parasailing flights offer tandem or triple options with aerial views of Daufuskie Island and Harbourtown Lighthouse. Island Head Surf Lessons are led by local surf instructor Cody for beginners and intermediate surfers.
Safety and professionalism are emphasized through USCG‑certified captains, professional boat orientations for rentals, and equipment provided for rentals and tours. The range of options accommodates families, couples, friend groups and individual adventurers seeking guided nature paddles, watersport thrills, or relaxed Lowcountry cruises. Booking flexibility and local knowledge make Island Head a convenient choice for exploring Hilton Head Island waterways. Guests can reserve single excursions, multi‑hour days, or fully private charters, and staff provide recommendations for dining, wildlife viewing and local navigation tips daily.
Book a Hilton Head Water Adventure Today
Reserve guided kayak tours, private charters, parasailing flights, or surf lessons with flexible booking and USCG‑certified captains.