The 2 Hour Disappearing Island Dolphin Tour is sure to be a Family Favorite! Enjoy searching for the Atlantic Bottlenose Dolphin and learning about the local ecoystem! Also, we'll make a 30 Minute stop at Disappearing Island - an ... More

Looking for a more personal sailing experience without booking an entire private charter? The Afternoon Public Sail is the perfect balance. With a maximum of just six guests onboard, you’ll enjoy an intimate, relaxed atmosphere.... More

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, a... More

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 boat... More

Depart from Island Head's newest location at Broad Creek Marina. Enjoy the evening on a private sunset cruise on the waterways surrounding Hilton Head Island. This cruise if private to your party and the captain will customize the... More

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

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... More

Meet us at Palmetto Bay Marina for your Private Tour. Depart for an exciting experience as you explore and search the waterways of Hilton Head Island for the extremely friendly Atlantic Bottlenose dolphin. Your small group will se... 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 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

This 2 hour Private Morning Sailing tour, the Captain will take you to Port Royal Sound (North side of the island - generally best conditions for sailing). During the MORNING, this is generally a calm - light wind relaxing sail, a... More

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... 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