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!... More

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 l... More

Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht regattas. Fate is not only the most demanded but also the largest and nicest sailing yacht available for Charter in Charleston, kn... More

Join us on this two hour private boat tour as we explore the calm waters behind Folly Beach in search of the local bottlenose dolphins. As we cruise through the creeks and inlets, you will have the opportunity to see these beautif... More

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 gre... More

We depart just before sunset to enjoy the beautiful low country sky as the sun fades away. We will set up in Broad Creek to watch the firework show. Along the way you will see some beautiful homes, wildlife, and dolphin if you’r... More

Experience the magic of a Sip & Sunset - BYOB Adults only Dolphin 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, castin... More

Enjoy a half day cruising the harbor on a private center console captained by a professional yacht captain. Stop at secluded island beaches for shark tooth hunting, shelling or just lay out on the beach. We pass by all the histo... More

On this tour, you will have the opportunity to experience history and the local wildlife around Folly. While we cruise through the waters along Folly Beach, you will have the opportunity to see tons of wildlife, like dolphins, sea... More

Experience the serene beauty of Hilton Head Island’s Lowcountry on a guided sunrise kayak eco tour. As the first rays of light illuminate the marshlands, paddle through calm, winding waterways rich with natural wonders. Your j... More

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 ... More

A boat ecotour into Cape Romain National Wildlife Refuge takes you to Bulls Island, where you can walk trails, reach beaches, and visit Boneyard Beach. A guide shares information about the refuge’s saltmarsh, tidal creeks, barri... More

Voted Best of Hilton Head year after year, Hilton Head Island Boat Rentals welcomes you to explore Hilton Head by boat! The new Luxury Group Pontoon is recommended for parties 8 or more. It is without a doubt the best rental boat ... More

Voted Best of Hilton Head year after year, Hilton Head Island Boat Rentals welcomes you to explore Hilton Head by boat! The new Luxury Group Pontoon is recommended for parties 8 or more. It is without a doubt the best rental boat ... More

Join us for a magical journey on this Private Disappearing Island Tour, where you’ll enjoy one of our renowned dolphin encounters. Get up close and personal with these incredible creatures, learning their names, unique behaviors... More

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 everyo... More

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 PRIVATE 90-minut... More

Escape the ordinary. Discover a different side of Hilton Head. Step away from the crowds, the schedules, and the familiar vacation routine. Join a small-group journey into the quieter corners of Hilton Head Island and the surro... More

Rent a 16-passenger boat for an unforgettable adventure on the Lowcountry waters. With your own captain, enjoy personalized activities tailored to your group's interests. Our USCG licensed captains are also interpretive naturalist... More

Experience the beauty of the Lowcountry during golden hour as the sun sets over the tidal salt marsh. Your evening ecotour boat trip takes you away from the hustle and bustle of Charleston Harbor and crowded beaches into the quiet... More